Siesta Key Florida USA Vacation Rentals by Owner

• • 16 photosYour Own Beach and Boat Dock! - Fisherman's Cove [#2166]
    • 2BR+/2BA (Sleeps 4-6) $1045-$1645/wk US Dollars
  • 16 photosExcelsior 2 Bedroom Condos with Heated Pools, Private Beach - Gulf & Bay Club [#2506]
    • 2BR+/2BA (Sleeps 4-6) $995-$1995/wk US Dollars
  • 16 photosWatch Yachts Cruise Intracoastal from Your Screened Lanai! - Midnight Cove II [#2577]
    • 2BR/2BA (Sleeps 4) $808-$1192/wk US Dollars
  • 16 photosSpectacular View Directly on Crescent Beach - Weekly Rentals - Crescent Arms [#4272]
    • 2BR+/2BA (Sleeps 4-6) $1400-$1850/wk US Dollars
  • 16 photosDeluxe Townhouse, 1-4 Bedrooms - Private Pool - Siesta Village - Private Homes: Siesta Village [#4364]
    • 4BR/3.75BA (Sleeps 8-12) $625-$2045/wk US Dollars
  • 16 photosBeautiful Villa #2 - Crescent Beach - (Aug. 1 - Aug. 8 Open) - Crystal Sands [#7065]
    • 2BR/2BA (Sleeps 4-6) $945-$1465/wk US Dollars
  • 16 photosGulf-Front Luxury Condo - on the World's Most Beautiful Beach - Crescent Arms [#8491]
    • 2BR/2BA (Sleeps 4-6) $1295-$1950/wk US Dollars
  • 16 photosCrystal White Sands, Sunsets on Siesta Key on Gulf of Mexico - Crystal Sands [#11261]
    • 2BR+/2BA (Sleeps 4-6) $1350-$1900/wk US Dollars
  • 16 photosGulf and Bay Club Bayside - Siesta's Most Sought After Resort - Gulf & Bay Club [#11319]
    • 2BR/2BA (Sleeps 4-6) $145-$190/nt - $995-$1331/wk US Dollars
  • 16 photosImmaculate & Affordable (20% Discount on Rentals of 2+ Weeks) - Bay Oaks [#12100]
    • 1BR/1BA (Sleeps 1-4) $649-$1199/wk US Dollars
  • 16 photosBeautiful Gulf Front Condo-Ocean View-**Rates Reduced** - Sea Shell [#12337]
    • 2BR/2BA (Sleeps 6) $845-$1526/wk US Dollars
  • 16 photosSpectacular Crystal Sands Beach Front Condominium - Crystal Sands [#13039]
    • 2BR+/2BA (Sleeps 6) From $999/wk US Dollars
  • 16 photosHear the Waves - Feel the Sand 10 Feet from Beach - Crescent Arms [#15252]
    • 2BR/2BA (Sleeps 4-6) $900-$1450/wk US Dollars
  • 16 photosEnchanting Beachfront "Toes in the Sand" Condo - Fisherman's Cove [#15327]
    • 2BR/2BA (Sleeps 4-6) From $895/wk US Dollars
  • 16 photosDirect Gulf Front Offering Fall Discounts Weekly Rentals - Crescent Arms [#16759]
    • 2BR+/2BA (Sleeps 4-6) $1400-$1850/wk US Dollars
  • 16 photosBest Rate Unique/Charming 1st Floor Condo - Midnight Cove II [#16772]
    • 2BR+/2BA (Sleeps 4) $785-$1100/wk US Dollars
  • 16 photosCrystal Sands Villa #7- Crescent Beach- Great Fall Rates! - Crystal Sands [#16962]
    • 2BR/2BA (Sleeps 6) From $900/wk US Dollars
  • 16 photosFull Gulf Front - it Doesn't Get Any Better Than This! - Crescent Arms [#21322]
    • 2BR+/2BA (Sleeps 6) $1295-$1950/wk US Dollars
  • 16 photosTerrific Value on Siesta Key - Sundance from 1 to 6 Bedrooms! - Private Homes: Siesta Village [#24831]
    • 1BR+/1BA (Sleeps 12-20) $600-$1845/wk US Dollars
  • 16 photosLuxury Townhouse (3BR) Private Pool - Crescent Beach - Village - Private Homes: Siesta Village [#28212]
    • 3BR+/2.5BA (Sleeps 6-8) $1495-$2045/wk US Dollars
  • 16 photosBeach Front with 180 Degree View of the Gulf - Crescent Arms [#28787]
    • 2BR/2BA (Sleeps 4-5) $1400-$1775/wk US Dollars
  • 16 photosGulf Front Fall Specials Wireless Internet Weekly Rentals - Crescent Arms [#29934]
    • 2BR+/2BA (Sleeps 4-6) $1400-$1850/wk US Dollars
  • 16 photosBeachfront Condo - Three Bedroom - Luxury - Fisherman's Cove [#30745]
    • 3BR+/2BA (Sleeps 6-8) $1545-$2095/wk US Dollars
  • 16 photosSiesta Key Beachfront - Labor Day Special - on Crescent Beach - Crystal Sands [#36514]
    • 2BR+/2BA (Sleeps 4-5) $1295-$1885/wk US Dollars
  • 16 photosEnjoy Quiet Beachfront Living Lanai Sunsets & Free Boat Docks - Fisherman's Cove [#39400]
    • 2BR/2BA (Sleeps 4) $945-$1645/wk US Dollars
  • 16 photosBeachfront Dreamcondo in Paradise:New Upgrades/Many Amenities! - Fisherman's Cove [#39724]
    • 2BR+/2BA (Sleeps 4-6) From $895/wk US Dollars
  • 16 photos1st Flr/2BR Beach Walkout. Free Hi-Spd, 42"TV, May 2 Available - Fisherman's Cove [#47846]
    • 2BR+/2BA (Sleeps 4-6) $920-$1645/wk depending on dates US Dollars
  • 16 photosBeach - Private Beach Access at the Shells Villa (Townhome) - Private Homes [#51906]
    • 3BR/2.5BA (Sleeps 6-8) $1200-$1700/wk - $3500-$5500/mo US Dollars
  • 16 photosOn the Beach! Completely Renovated! Gulf View! Hi-Rise 311 - Crystal Sands [#56635]
    • 2BR+/2BA (Sleeps 4-6) $1295-$1885/wk US Dollars
  • 16 photosCrystal Sands Gulf-Front Condo Book Now for Summer - Crystal Sands [#61001]
    • 2BR+/2BA (Sleeps 6-7) $1300-$1795wk US Dollars
  • 16 photosView Panoramic Sunsets from This Luxurious Beachfront Condo - Crystal Sands [#61870]
    • 2BR+/2BA (Sleeps 6) $1300-$1885/wk US Dollars
  • 16 photosSteps to Crescent Beach - Siesta Key Villas & Apartments - Banana Bay Club Beachside [#70914]
    • 1BR+/1BA (Sleeps 28-50) $89-$299/nt - $549-$1799/wk US Dollars
  • 16 photosFive Star Direct Beachfront Condominium, Romantic & Luxurious - Other Siesta Key Properties [#72140]
    • 2BR/1.75BA (Sleeps 4-5) $1495-$1995/wk - $4995-$6995/mo US Dollars
  • 16 photosFull Gulf Views Across from Siesta Key Beach - Our House at The Beach [#80017]
    • 2BR+/2BA (Sleeps 4-6) $850-$1225/wk US Dollars
  • 16 photosSiesta Key Condo on Crescent Beach - Modern, Open, Exquisite! - Sea Shell [#80216]
    • 2BR/2BA (Sleeps 5-6) $1095-$1595/wk US Dollars
  • 16 photosDelightful Destination & Sumptuous Surroundings - Free DSL - Midnight Cove II [#80669]
    • 2BR+/1.5BA (Sleeps 4-6) $750-$1100/wk US Dollars
  • 16 photosBest Beach in Florida! Crystal White Sand-Cresecnt Beach - Sea Shell [#83066]
    • 2BR+/2BA (Sleeps 7) From $995/wk US Dollars
  • 16 photosSun and Sea Island Hideaways - Beachside Tropical Bungalows!!! - Sun & Sea Island Hideaway [#86096]
    • 2BR+/1BA (Sleeps 4-5) $120-$240/nt - $760-$1350/wk US Dollars
  • 16 photosCrystal Sands Beachfront - a Jewel in the Sand - Crystal Sands [#87959]
    • 2BR+/2BA (Sleeps 5-6) From $1295/wk US Dollars
  • 16 photosCrescent Arms... Beauty on the Beach - Crescent Arms [#88171]
    • 2BR+/2BA (Sleeps 5-6) $1100-$1500/wk US Dollars
  • 16 photosBanana Bay Club* on Siesta Key- *Two Great Locations!! - Banana Bay Club Beachside [#111200]
    • 1BR+/1BA (Sleeps 46-85) $79-$299/nt - $529-$1799/wk US Dollars
  • 16 photosMorgan - Crystal 408 - Completely Renovated Oceanfront Condo - Crystal Sands [#125480]
    • 2BR+/2BA (Sleeps 4-6) $1295-$1885/wk US Dollars
  • 16 photosMorgan - Crystal 702 - Completely Renovated Oceanfront Condo - Crystal Sands [#125505]
    • 2BR+/2BA (Sleeps 4-6) $1295-$1885/wk US Dollars
  • 16 photosMorgan - Crystal 504 - Completely Renovated Oceanfront Condo - Crystal Sands [#125515]
    • 2BR+/2BA (Sleeps 4-6) $1295-$1885/wk US Dollars
  • 16 photosBeautiful Siesta Key Two Bedroom Condominium - Tortuga [#132548]
    • 2BR/2BA (Sleeps 4) $2000-$4000/mo US Dollars
  • 16 photosMorgan - Midnight Cove II 127 - New Carpet, Paint & Furniture - Midnight Cove II [#145660]
    • 2BR/1.5BA (Sleeps 4-6) $800-$1,200/wk US Dollars
  • 16 photosMorgan - Crystal 107 - Completely Renovated Oceanfront Condo - Crystal Sands [#147916]
    • 2BR+/2BA (Sleeps 6-8) $1295-$1885/wk US Dollars
  • 16 photosCrystal Sands Gulf-Front - Bahama Styled Beauty - Crystal Sands [#156574]
    • 2BR+/2BA (Sleeps 5) From $1295/wk US Dollars
  • 16 photosBeautiful Island Resort on Siesta Key with a World Class Beach - Gulf & Bay Club [#156638]
    • 2BR+/2BA (Sleeps 6-8) $945-$1331/wk US Dollars
  • 16 photosLuxury Townhome with Gulf Views, Pool, Walk to Village & Beach - Private Homes [#168228]
    • 3BR+/3BA (Sleeps 6-8) $2300-$2900/wk US Dollars
  • 16 photosMorgan - Crystal 803 - Completely Updated Oceanfront Condo - Crystal Sands [#170461]
    • 2BR+/2BA (Sleeps 4-6) $1295-$1885/wk US Dollars
  • 16 photosBayside Couples Paradise on Siesta Key at Gulf and Bay Bayside - Gulf & Bay Club [#181446]
    • 1BR+/1BA (Sleeps 2-3) $748-$1159/wk US Dollars
  • 16 photosSiesta Key, Beachfront Condo, Great Family Vacation! - El Presidente [#183417]
    • 3BR+/3BA (Sleeps 6-8) $2153-$2511wk US Dollars
  • 16 photosDirect Beachfront Condo-Spectacular View - Crystal Sands [#189512]
    • 2BR+/2BA (Sleeps 6) $1295-$1885/wk US Dollars
  • 16 photosSummer Rates....$500/3 Days...Gulf Front ...Siesta Key Fl - Sea Shell [#202473]
    • 2BR+/2BA (Sleeps 4-8) $1045 to $1495/wk US Dollars
  • 16 photosGorgeous, Newly Renovated Condo on Crescent Beach/Crystal 307 - Crystal Sands [#221106]
    • 2BR+/2BA (Sleeps 6-8) $1295-$1885/wk US Dollars
  • 16 photosSiesta Key Beachcondo, June 21-Jul 4, July 19-31 Avail - Sea Shell [#222875]
    • 2BR/2BA (Sleeps 5-6) From $ 125/nt US Dollars
  • 16 photosGulf View Penthouse on Siesta Key with Incredible Sunsets - Crescent Arms [#225533]
    • 2BR/2BA (Sleeps 4) $186-$296/nt - $1300-$2075/wk US Dollars
  • 16 photosPrivate Villa on Crescent Beach in Siesta Key - Crescent Arms [#225550]
    • 2BR+/2BA (Sleeps 4-6) From $150/nt - $1050/wk US Dollars
  • 16 photosSiesta Key Siesta Beach Twin Palms Condo Villa - Twin Palms [#239401]
    • Studio+/1BA (Sleeps 2-4) From $75/nt - $375/wk - $975/mo US Dollars
  • 16 photosIsland Paradise Beach to Bay - Bay Tree Club [#245669]
    • 2BR/2BA (Sleeps 4) $550-$950/wk - $1200/wks - $3800/mo US Dollars
      New!
  • 15 photosLuxury Siesta Key Condo with Spectacular View of Beach - Crescent Siesta Key [#172824]
    • 3BR/3BA (Sleeps 6) $2800-$3500/wk - $10,200/mo US Dollars
  • 15 photosNewly Renovated Condo Overlooking Siesta Key - Horizons West [#203670]
    • 1BR+/1BA (Sleeps 2-3) From $174/nt - $1215/wk US Dollars
  • 15 photosSiesta Beach House - Private Homes [#206718]
    • 3BR/2.5BA (Sleeps 6) $2275-$3500/wk US Dollars
  • 15 photosSiesta Village Cottage Pool Hot Tub Canc. Avail 8/10 $600. - Private Homes: Siesta Village [#240485]
    • 2BR+/2BA (Sleeps 4-6) $700-$1200/wk US Dollars
  • 14 photosMay Dates Available- on the Beach - 1st Floor - 3BR/2BA - Midnight Cove [#82046]
    • 3BR+/2BA (Sleeps 6-8) $1500-$1700/wk US Dollars
  • 14 photosOn the Beach! Million Dollar View - Priceless Vacation! - Fisherman's Cove [#168135]
    • 2BR+/2BA (Sleeps 4-6) $920-$1870/wk US Dollars
  • 14 photosStep Onto the Gulf Sands - Your Own Siesta Key "Beach House" - Fisherman's Cove [#170883]
    • 1BR+/1BA (Sleeps 2-4) $835-$1370/wk US Dollars
  • 14 photosGulf & Bay Club Bayside Minutes from Crescent Beach-Siesta Key - Gulf & Bay Club [#227190]
    • 2BR/2BA (Sleeps 4) $850-$1231/wk US Dollars
  • 13 photosLuxury Condominium at Siesta Dunes Beachside - Siesta Dunes [#21777]
    • 2BR+/2BA (Sleeps 4-6) $1295-$1695/wk US Dollars
  • 13 photosDirect Oceanfront, Newly Renovated, Luxury, 2 Bedroom Condo - Midnight Cove [#150284]
    • 2BR+/2BA (Sleeps 6) From $1,195/wk - $4,500/mo US Dollars
  • 13 photosTropical, Lush, and Private Vacation Home on the Bay - Other Siesta Key Properties [#210466]
    • 3BR+/2BA (Sleeps 5-7) $4000-$5000/mo US Dollars
  • 13 photosTropical Paradise Newly Renovated by Top Interior Decorator - Island Reef [#212608]
    • 2BR+/2BA (Sleeps 4-6) $3000-$4000/mo US Dollars
  • 12 photosGreat Rates! Lovely 2 BR/2 BA Condo on Siesta Key - Siesta Dunes [#733]
    • 2BR+/2BA (Sleeps 4) $850-$1250/wk US Dollars
  • 12 photosCrescent Beachfront Condo - Romantic/Great Family Vacation! - El Presidente [#2367]
    • 2BR+/2BA (Sleeps 6) $1210 - $1651 US Dollars
  • 12 photosGreat Gulf Front Condo on Crescent Beach - Crescent Arms [#9620]
    • 2BR+/2BA (Sleeps 4-6) $1200-$1504/wk US Dollars
  • 12 photos5 Cottages/Studios Walk to Beach &Village - Private Homes [#10056]
    • 2BR+/2BA (Sleeps 4-6) $1000-$4000/mo US Dollars
  • 12 photosTropical Breeze Inn of Siesta Key on the Gulf of Mexico - Other Siesta Key Properties [#15615]
    • 1BR+/1BA (Sleeps 2-8) From $75/nt US Dollars
  • 12 photosSiesta Key 1 & 2 Bedroom Condos Near Beach - Sea Winds [#18010]
    • 2BR/2BA (Sleeps 6) $400-$850/wk - $1100-$2600/mo US Dollars
  • 12 photos2 BR/2 BA on Gorgeous Siesta Key-September Special $795/Week! - Sea Shell [#18045]
    • 2BR+/2BA (Sleeps 6) $795-$1350/wk US Dollars
  • 12 photosFirst Floor...Full Beach Access! - Midnight Cove II [#18780]
    • 2BR/1.5BA (Sleeps 4-6) $785-$1100/wk US Dollars
  • 12 photosRebate!! Deluxe Unit. Check it Out! - Excelsior Beach [#21928]
    • 2BR/2BA (Sleeps 1-4) $990-$1500/wk US Dollars
  • 12 photosSiesta Key "A Barrier Island" Florida's Cultural Coast - Crystal Sands [#24458]
    • 2BR/2BA (Sleeps 6) $1295-$1795/wk US Dollars
  • 12 photosSiesta Key 1st Floor Gulf Front Beach & Sunsets! - Sleeps 6 - Fisherman's Cove [#30994]
    • 2BR+/2BA (Sleeps 6) $920-$1645/wk US Dollars
  • 12 photosFirst Floor Condominium Midnight Cove II - Spring Deals !! - Midnight Cove II [#31037]
    • 2BR/2BA (Sleeps 4) $900-$1100/wk US Dollars
  • 12 photosSpectacular Location at Crescent Beach on Siesta Key - Peppertree Bay [#32030]
    • 2BR/2BA (Sleeps 5) $1250-$1750/wk - $4500-$5500/mo US Dollars
  • 12 photosSiesta Key - Newly Renovated! Get the Most for Your Money! - Midnight Cove II [#33479]
    • 2BR+/1.5BA (Sleeps 4) $795-$1050/wk US Dollars
  • 12 photos1 Minute Walk to Beach! - Siesta Beach House [#38161]
    • 2BR/1.5BA (Sleeps 6) $150-$200/nt - $800-$1050/wk US Dollars
  • 12 photosMagnificent Sunsets, White Sands - Romantic Tropical Paradise - Siesta Sands [#41349]
    • 2BR+/2BA (Sleeps 4-6) $1200-$2175/wk US Dollars
  • 12 photosPalm Bay Club - Large 2BR/2BA Without the High Price - Palm Bay Club [#45661]
    • 2BR+/2BA (Sleeps 6) $1075-$1950/wk US Dollars
  • 12 photos20% Off 2009 Rates... Private Beach Access, Ws/Dr & DSL - Midnight Cove Bayside [#47094]
    • 2BR+/1.5BA (Sleeps 4-6) $745-$1175/wk US Dollars
  • 12 photos8th Floor Crescent Beach Penthouse - Jamaica Royale [#52843]
    • 2BR+/2BA (Sleeps 4-6) $1505-$1960/wk US Dollars
  • 12 photosLuxurious Gulf Condo - Short Walk to Siesta Beach - White Sands Village [#63974]
    • 2BR+/2BA (Sleeps 4-6) $900-$1850/2 wks - $1600-$3600/mo US Dollars
  • 12 photosTropical Island Paradise - Click Here to View - Horizons West [#64575]
    • 2BR/2BA (Sleeps 4) $1255-$1670/wk US Dollars
  • 12 photosAffordable Tropical Paradise Condo - Anchorage [#64808]
    • 2BR/2BA (Sleeps 6) $749-$1103/wk US Dollars
  • 12 photosSun, Sand, Siesta.............on the Gulf! - Crescent Arms [#69045]
    • 2BR/2BA (Sleeps 4-6) $1200-$1650/wk US Dollars
  • 12 photosSiesta Key Beach Villa with 3 Bedrooms, 2 Baths - Crystal Sands [#76941]
    • 3BR/2BA (Sleeps 6) $1170-$1740/wk US Dollars
  • 12 photosSiesta Key Vacation Condo - Siesta Dunes [#80442]
    • 2BR/2BA (Sleeps 4-6) $1050-$1250/wk US Dollars
  • 12 photosSheila's Shang-Ra-La - Look No Further!- Midnight Cove II - Midnight Cove II [#81692]
    • 2BR/1.5BA (Sleeps 4-6) $700-$1050/wk US Dollars
  • 12 photosBarsalou-Crystal S. #305 Completely Updated Beach Front Condo - Crystal Sands [#91062]
    • 2BR+/2BA (Sleeps 6-8) $1295-$1885/wk US Dollars
  • 12 photosBarsalou-Crystal S.#605 Completely Updated Gulf Front Condo. - Crystal Sands [#91110]
    • 2BR+/2BA (Sleeps 6-8) $1295-$1885/wk US Dollars
  • 12 photosCrescent Royale - 2 Bedroom, 2 Bath Condo - Great Gulf Views! - Crescent Royale [#101699]
    • 2BR+/2BA (Sleeps 4-6) From $115/nt - $900-$1250/wk US Dollars
  • 12 photosCrescent Arms - Beachfront Property - Crescent Arms [#111356]
    • 2BR+/2BA (Sleeps 4-6) $950-$1425/wk US Dollars
  • 12 photosPeaceful Haven on Siesta Key with Crescent Beach Access - Midnight Cove II [#118739]
    • 2BR+/2BA (Sleeps 4-6) $700-$1000/wk US Dollars
  • 12 photosBeach Villa on Siesta Key - Crystal Sands [#119914]
    • 2BR+/2BA (Sleeps 4-6) $1050-$1630/wk US Dollars
  • 12 photosNewest Luxury Penthouse on Crescent Beach, Siesta Key - Crescent Siesta Key [#124387]
    • 2BR+/2BA (Sleeps 4-6) From $1595/wk - $7900/mo US Dollars
  • 12 photos5th Floor Gulf View with Spectacular Views of Crescent Beach! - Midnight Cove [#124680]
    • 2BR+/2BA (Sleeps 6) $1375-$1775/wk - $4900-$6300/mo US Dollars
  • 12 photosSiesta Beach Tree House - Private Homes [#130248]
    • 2BR/2BA (Sleeps 6) $1300-$1800/wk - $3500-$4500/mo US Dollars
  • 12 photosSea View - Two Bedroom Condo on Siesta Key Beach - Ocean Side - Siesta Dunes [#146696]
    • 2BR/2BA (Sleeps 4) $1100-$1400/wk US Dollars
  • 12 photosNew Luxury Renovation, Crescent Beach, Tennis, Pool, BBQ - Siesta Breakers [#175941]
    • 2BR/2BA (Sleeps 4-5) $1250-$1850/wk US Dollars
  • 12 photosRelax, Get Away and Enjoy the Siesta Key Lifestyle - Private Homes [#208249]
    • 3BR+/2BA (Sleeps 8) $1100-$1650/wk - $3100-$5300/mo US Dollars
  • 12 photosExclusive Waterfront Siesta Residence, Just Steps to Beach !!! - Private Homes [#220236]
    • 4BR+/2BA (Sleeps 8-12) $1600-$2000/wk - $4500-$6500/mo US Dollars
  • 12 photosSiesta Key 2 BR Condo at Siesta Beach - Crescent Royale [#236023]
    • 2BR/2BA (Sleeps 5) $900-$1350/wk - $3400-$4800/mo US Dollars
  • 12 photosPalm Bay Club Bayside Well-Priced Condo - Palm Bay Club [#249241]
    • 2BR/2BA (Sleeps 4) $850-$1600/wk US Dollars
      New!
  • 11 photosMillion Dollar Sunsets! - Fisherman's Cove [#21165]
    • 2BR/2BA (Sleeps 4) $920-$1645/wk US Dollars
  • 11 photosGreat Spacious 3 Bedroom Unit, Bayside at the Beautiful Gulf - Gulf & Bay Club [#30420]
    • 3BR/2BA (Sleeps 6-8) $1042-$1395/wk US Dollars
  • 11 photos1 Week Just Isn't Enough - Beach & Surf at Your Doorstep! - Fisherman's Cove [#44237]
    • 2BR+/2BA (Sleeps 4-6) $895-$1595/wk US Dollars
  • 11 photos"F a M I L Y - F R I E N D L Y" Luxury Condo on Crescent Beach - Palm Bay Club [#48378]
    • 1BR+/1.5BA (Sleeps 4-5) $160/nt -$1400/wk US Dollars
  • 11 photosBeautifully Remodeled Condo in Exclusive Casarina Complex - Casarina [#160046]
    • 3BR/2BA (Sleeps 5-7) $5000-$7000/mo US Dollars
  • 10 photosSiesta Key Beachfront Condo: Available 7/11-31 (Cancellation) - Crescent Arms [#12343]
    • 2BR+/2BA (Sleeps 4-6) $1200-$1725/wk US Dollars
  • 10 photosBanyan Tree Beach Resort "Relax and Enjoy Paradise Shores" - Banyan Tree Beach Resort [#17330]
    • 4BR+/4BA (Sleeps 4-14) From $105/nt 3nt min $519/wk - $1972/mo US Dollars
  • 10 photosMillion Dollar View with Marina & Soft Court Tennis - Harbor Towers [#21302]
    • 2BR/2BA (Sleeps 4) $739.32-$1124.84/wk US Dollars
  • 10 photosCanal Home with Heated Pool - Walk to Beach & Village - Private Homes [#24182]
    • 4BR/3BA (Sleeps 8) From $2150/wk US Dollars
  • 10 photosSiesta Key Ultimate Five-Star Luxury! - Crescent Arms [#43524]
    • 3BR/2BA (Sleeps 6) $2150-$2700/wk US Dollars
  • 10 photos5 Star Luxury!- Siesta Key - Crystal Sands [#43639]
    • 2BR/2BA (Sleeps 4-6) $1850-$2275/wk US Dollars
  • 10 photosSiesta Key - Hey ! Look No Further, Fantastic Location - Midnight Cove II [#51101]
    • 2BR/1.75BA (Sleeps 4) $800-$1100/wk US Dollars
  • 10 photosBest Views from Harbor Towers on Siesta Key - Harbor Towers [#76606]
    • 2BR/2BA (Sleeps 4) $670-$1000/wk US Dollars
  • 10 photosThe Parrot Perch -Waterfront -Heron Lagoon/Gulf of Mexico - Private Homes [#98829]
    • 2BR+/2BA (Sleeps 6-8) $1100-$1600/wk - $3750-$4950/mo US Dollars
  • 10 photosCustom Waterfront Estate - Private Homes [#122988]
    • 4BR/3BA (Sleeps 10) $1800-$2200/wk - $5700-$7000/mo US Dollars
  • 10 photosGreat Beachside Location on Gulf of Mexico! - Whispering Sands [#157811]
    • 2BR+/2BA (Sleeps 4-6) $2500-$3900/mo US Dollars
  • 10 photosSingle Family Home One Block from Siesta Key Beach - Other Siesta Key Properties [#176640]
    • 4BR+/3BA (Sleeps 9-13) From $280/nt - $1400/wk - $4000/mo US Dollars
  • 10 photosSteps to the Beach, Wifi, Affordable, and Recently Updated - Other Siesta Key Properties [#191241]
    • 2BR+/2BA (Sleeps 4-6) $700- $1175/wk US Dollars
  • 10 photosFabulous 4 Bed, Totally Updated Beach Home W/ Pool and Spa! - Private Homes: Siesta Village [#203283]
    • 4BR+/2.5BA (Sleeps 7-8) $1150/wk - $3000-$5000/mo US Dollars
  • 10 photosSarasota-Siesta Key Penthouse Gulf View - Peppertree Bay [#217659]
    • 2BR+/2BA (Sleeps 4-6) $2875-$3900/mo US Dollars
  • 9 photosPalm Bay Club, Luxurious Beachfront Condo - Palm Bay Club [#7558]
    • 2BR/2BA (Sleeps 6) $1200-$2400/wk US Dollars
  • 9 photosGorgeous Gulf Views- Penthouse Unit- Great Rates! - Crescent Arms [#38562]
    • 2BR+/2BA (Sleeps 6) $1200-$1875/wk US Dollars
  • 9 photosSiesta Key - 1/2 Block to Beach & Village - Other Siesta Key Properties [#69160]
    • 2BR/1BA (Sleeps 4) $600-$950/wk - $1500-$2800/mo US Dollars
  • 9 photosBeautiful 2BR/2BA Beachfront Condo with Private Balcony - Other Siesta Key Properties [#75287]
    • 2BR/2BA (Sleeps 4-5) $2900-$4100/mo US Dollars
  • 9 photosWorld Famous Beach Awaits You - Other Siesta Key Properties [#83282]
    • 2BR+/2BA (Sleeps 4-8) From $1,000/wk US Dollars
  • 9 photosAwesome Beach Condo Across from Beautiful Siesta Key - Midnight Cove II [#100538]
    • 2BR+/1.5BA (Sleeps 4-6) $650-$1150/wk US Dollars
  • 9 photosBeach Villa in the Village on Siesta Key - Beach Villas [#194128]
    • 2BR/2BA (Sleeps 2-4) $1200-$1800/wk - $3600-$5800/mo US Dollars
  • 9 photosLuxury, Peace and Comfort Near Beach ~ Great Amenities! - Vista Hermosa [#194615]
    • 2BR+/2BA (Sleeps 4-6) $750-$1200/wk US Dollars
  • 9 photosDirect Ocean Front 3 Bedroom Condominium - Bay Tree Club [#202174]
    • 3BR/2BA (Sleeps 6) $5000-$6400/mo US Dollars
  • 9 photosA Little Piece of Heaven - Tortuga [#211911]
    • 1BR+/1BA (Sleeps 2-4) $2300-$3000/mo US Dollars
  • 9 photosSiesta Key Beach First Floor Condo - Gulf & Bay Club [#212802]
    • 2BR/2BA (Sleeps 6) $3200-$6100/mo US Dollars
  • 9 photosEnjoy This Lakeside Condo on Siesta Key/Sarasota - Gulf & Bay Club [#219488]
    • 2BR+/2BA (Sleeps 4-5) $895-$1231/wk US Dollars
  • 9 photosIt's Not Too Late to Book a Great Summer Vacation! - El Presidente [#228044]
    • 2BR/2BA (Sleeps 6) $1193-$1651/wk US Dollars
  • 9 photos3/2 Villa Blocks to Beach, Custom Deck W/Hot Tub & Affordable! - Other Siesta Key Properties [#240268]
    • 3BR+/2BA (Sleeps 6-8) $700-$1000/wk - $1700-$2600/mo US Dollars
  • 9 photosLuxury, Loaded, 3800 Sq.Ft.Grand Canal House - Jan-Apr 2010 - Private Homes [#240408]
    • 4BR/3BA (Sleeps 10) $10000/mo US Dollars
  • 8 photosBeautiful Bayview Condominium on Siesta Key - Other Siesta Key Properties [#3024]
    • 1BR+/1.25BA (Sleeps 4) From $595/wk - $2495/mo US Dollars
  • 8 photosSiesta Key -Spectacular Beachfront View! 1 Bedroom Condo - Other Siesta Key Properties [#26868]
    • 1BR+/1BA (Sleeps 2-4) $825 - $1200 Week US Dollars
  • 8 photosSiesta Key-Beautifully Renovated Oceanfront W/Million $$ View! - Crystal Sands [#27973]
    • 2BR/2BA (Sleeps 6) $1300-$2100/wk - $3700-$7200/mo US Dollars
  • 8 photosSiesta Dunes - 20% Discount for Week of July 25th - Siesta Dunes [#29116]
    • 2BR+/2BA (Sleeps 4-6) $850-$1225/wk US Dollars
  • 8 photosFabulous Beachfront Condo--Ground Floor--Steps to Gulf & Pool - Midnight Cove [#40283]
    • 2BR/2BA (Sleeps 4) $1200-$1750/wk US Dollars
  • 8 photosOne Bedroom Condo Just Steps Away from Siesta Key Beach - White Sands Village [#50441]
    • 1BR+/1BA (Sleeps 2-4) $725-$1575/2 wks - $1300-$3000/mo US Dollars
  • 8 photosBeautiful Gulf Side 1 BR Condo on Crescent Beach - Casa Mar [#53261]
    • 1BR/1BA (Sleeps 4) $650-$1050/wk US Dollars
  • 8 photosAffordable - Dream Vacation on Siesta Key - Bay Oaks [#59163]
    • 2BR+/2.5BA (Sleeps 4-6) $650-$975/wk - $1700-$3600/mo US Dollars
  • 8 photosBeautiful 2 Bedroom Gulf-Front Condo **Special Fall Rate** - Siesta Dunes [#74264]
    • 2BR+/2BA (Sleeps 4-6) $1259-$1652/wk US Dollars
  • 8 photosSiesta Key Year Round Getaway - Midnight Cove II [#77427]
    • 3BR/2.5BA (Sleeps 6) From $1000/wk US Dollars
  • 8 photosWaterfront Condo on Blind Pass in Siesta Key, Florida - Cozy Cove [#77627]
    • 2BR/2.5BA (Sleeps 4) $710-$1150/wk US Dollars
  • 8 photosAt Last... The Calm You Have Been Waiting For! - Bay Tree Club [#87519]
    • 2BR+/2BA (Sleeps 4-6) $1700/2wks - $3800/mo US Dollars
  • 8 photosEnjoy This Beautiful Lakeside Condo on Siesta Key/Sarasota - Gulf & Bay Club [#113469]
    • 2BR/2BA (Sleeps 4) $895-$1231/wk US Dollars
  • 8 photosGulf Front Townhome by the Village - Private Homes: Siesta Village [#130962]
    • 3BR/2.5BA (Sleeps 2-6) $1500-$2250/wk US Dollars
  • 8 photosBeautiful Bayfront Condo Across from Crescent Beach - Midnight Cove II [#131421]
    • 2BR/1.5BA (Sleeps 4) $683-$1021/wk US Dollars
  • 8 photos25% Off for 2009, Near Beach & Pool, Ws/Dr in Unit & D S L.. - Peppertree Gulfside [#138489]
    • 2BR+/1.5BA (Sleeps 4) $2600-$3900/mo US Dollars
  • 8 photosLuxury Bayfront Condo with Beach Access - Midnight Cove II [#138744]
    • 2BR+/1.5BA (Sleeps 4-6) $663-$1001/wk US Dollars
  • 8 photosPanoramic Penthouse Water Views! - Harbor Towers [#142588]
    • 2BR/2BA (Sleeps 4) $795-$1095/wk US Dollars
  • 8 photosBeautiful 2BR/2BA Condo with Water View on Sunny Siesta Key - Harbor Towers [#153169]
    • 2BR/2BA (Sleeps 4) $563-$880/wk US Dollar
  • 8 photosAmazing Condo on Crescent Beach!! - Crescent Siesta Key [#166163]
    • 2BR/2BA (Sleeps 4-5) $1500/wk - $6000/mo US Dollars
  • 8 photosCrystal Sands Beautiful 2 BR - Summer Availability - Crystal Sands [#169911]
    • 2BR/2BA (Sleeps 6) $1400-$1775/wk US Dollars
  • 8 photosThe Hummingbird Beach House! - Banyan Tree Beach Resort [#170636]
    • 2BR+/2BA (Sleeps 4-6) $544-$1118/wk - $2067-$4248/mo US Dollars
  • 8 photosSpacious First Floor Condo, Steps to Pool, Across from Beach - Midnight Cove II [#176478]
    • 2BR+/2BA (Sleeps 4-6) $800-$1100/wk US Dollars
  • 8 photosSweeping Crescent Beach View! Completely Updated! - Midnight Cove [#200045]
    • 2BR/2BA (Sleeps 4-6) $1425-$1900/wk US Dollars
  • 8 photosSiesta Key Beach - Bay Oaks [#208296]
    • 2BR/2BA (Sleeps 5-6) From $790-$1175/wk US Dollars
  • 8 photosNew Luxury 1700 Square Foot Condo on Best Florida Beach - Other Siesta Key Properties [#210006]
    • 2BR+/2.5BA (Sleeps 6) $1400-$2500/wk - $6700/mo US Dollars
  • 8 photosBay Tree Club - Heaven on the Bay! - Bay Tree Club [#222640]
    • 2BR+/2BA (Sleeps 6) $900-$1200/wk - $3200-$4000/mo US Dollars
  • 8 photosHome on Siesta Key on Canal with Private Heated Pool, Dock - Private Homes: Siesta Village [#227355]
    • 3BR+/2BA (Sleeps 4-6) $1500-$2200/wk US Dollars
  • 8 photosPalm Bay Club, Beautiful Gulf Side Condo 2BR/2BA - Palm Bay Club [#235519]
    • 2BR+/2BA (Sleeps 6) $900.00-$ 1700.00/wk US Dollars
  • 8 photosBeautifully Updated Unit in Sandy Cove a Gulffront Complex - Sandy Cove [#236316]
    • 2BR/2BA (Sleeps 4) $500-$885/wk - $2000-$3800/mo US Dollars
  • 7 photosPenthouse on the Beach!! the Best on Siesta Key! - Crystal Sands [#3900]
    • 2BR/2BA (Sleeps 4) $1500-$2000/wk US Dollars
  • 7 photosSpectacular View - Vacation in Paradise! - Fisherman's Cove [#24876]
    • 2BR+/2BA (Sleeps 4-6) $850-$1200/wk US Dollars
  • 7 photosSpectacular Oceanfront Condo Just Remodeled Aug- Sept Openings - Crystal Sands [#39965]
    • 2BR/2BA (Sleeps 6) $1295-$1885/wk US Dollars
  • 7 photosAffordable - Paradise on Siesta Key - Bay Oaks [#49293]
    • 2BR+/2BA (Sleeps 4-6) $650-$975/wk US Dollars
  • 7 photosCozy Island Condo-New Tile! August on the Key for $50/Night - Casa Siesta [#60489]
    • 1BR+/1BA (Sleeps 2-4) From $395/wk US Dollars
  • 7 photosClosest Condo to World-Famous Siesta Beach! - La Siesta [#65026]
    • 1BR+/1BA (Sleeps 4) $600-$965/eek US Dollars
  • 7 photosWatch the Dolphins & Boats from Your Waterfront Lanai - Bay Oaks [#76421]
    • 1BR+/1BA (Sleeps 6) From $630/wk US Dollars
  • 7 photosWelcome to Our Happy, "Sun & Fun" Siesta Key Condo!! - Harbor Towers [#84774]
    • 2BR+/2BA (Sleeps 4-6) From $750/wk (2 wk Min) - $2800/mo US Dollars
  • 7 photosA Place You Will Never Want to Leave - Pure Bliss! - Siesta Dunes [#93175]
    • 2BR+/2BA (Sleeps 4-6) $1325-$1745/wk US Dollars
  • 7 photosApril Dates Still Available! Book Now and Save 10%! - Twin Banyan [#100353]
    • 2BR+/1BA (Sleeps 4-6) $650-$1050/wk US Dollars
  • 7 photosPools, Beach, & Docks at Your Doorstep! Awesome Water Views!! - Bay Tree Club [#124627]
    • 2BR+/2BA (Sleeps 4-6) $500-$750/wk - $2000-$3600/mo US Dollars
  • 7 photosPrivate Villa on Siesta Key Crescent Beach - Casa Blanca [#151727]
    • 2BR+/1BA (Sleeps 6) $820 -$1080/wk. US Dollars
  • 7 photosSiesta Key Bayfront Beach with Marina - Midnight Cove II [#152189]
    • 2BR+/1.5BA (Sleeps 4-6) $600-$1000/wk US Dollars
  • 7 photosSiesta Key Direct Beachfront Home - Private Homes [#171794]
    • 3BR+/2.5BA (Sleeps 6-7) $300-$500/nt - $1950-$3400/wk US Dollars
  • 7 photosComfortable 2 BR/2 BA Condo-Quick Walk to Siesta Key Beach - White Sands Village [#197185]
    • 2BR+/2BA (Sleeps 4-6) $900-$1850/2wks - $1600-$3600/mo US Dollars
  • 7 photosWaterfront Villa with Direct Beach Access - Provincial Gardens [#206167]
    • 1BR+/1BA (Sleeps 2-4) $400-$750/wk US Dollars
  • 7 photosTownhouse with Garage - Across from Siesta Key Beach! - Our House at The Beach [#210898]
    • 2BR+/2BA (Sleeps 4-6) $670-$1100/wk US Dollars
  • 7 photosSiesta Key 2 BR Excellent Beach Location Walk to Village - Crescent Royale [#230846]
    • 2BR+/2BA (Sleeps 4-5) $923-$1346/wk US Dollars
  • 7 photosTropical Setting, One Block to Siesta Beach, Heated Pool - Private Homes, Siesta Isles [#231890]
    • 4BR/2BA (Sleeps 9) $2800-$6000/mo US Dollars
  • 6 photosFamily/Pet Friendly Duplex - 1 Block from Beach and Pool - Sarasota By The Sea [#11071]
    • 2BR/1BA (Sleeps 4) From $120/nt - $600/wk - $1600/mo US Dollars
  • 6 photosSpecial! Midnight Cove II - Midnight Cove II [#11651]
    • 2BR/2BA (Sleeps 4) $640-$930/wk US Dollars
  • 6 photosPalm Bay Club, 2BR/2BA Condo Totally Remodeled New Everything - Palm Bay Club [#15838]
    • 2BR/2BA (Sleeps 2-6) $1000-$2000/wk US Dollars
  • 6 photosFantastic View on the World's Whitest, Finest Beach - Crescent Arms [#27908]
    • 2BR/2BA (Sleeps 4) $900-$1550/wk US Dollars
  • 6 photosUnique Private Canal Home, Pool, Spa & Dock - Walk to Beach - Private Homes [#59299]
    • 4BR+/4BA (Sleeps 10-12) From $2475/wk - $4975/mo US Dollars
  • 6 photosTwin Palms Bungalow - Siesta Key, Florida - Twin Palms [#59980]
    • Studio/1BA (Sleeps 2) From: $89/nt - $570/wk - $1100/mo US Dollars
  • 6 photosBeautiful End Unit at Island Reef - Island Reef [#76494]
    • 2BR/2BA (Sleeps 2-4) From $4000/mo US Dollars
  • 6 photosCrystal Sands Direct Gulf-Front - the Best View on the Beach! - Crystal Sands [#82860]
    • 2BR/2BA (Sleeps 6) $1300-$2100/wk US Dollars
  • 6 photosClosest Condo to Siesta Key Beach! - La Siesta [#99784]
    • 2BR+/2BA (Sleeps 4-6) $750-$1090/wk (check for discounts!) US Dollars
  • 6 photosSiesta Key - Gulf Haven, Gulf Front Property - Gulf Haven [#99919]
    • 1BR+/1BA (Sleeps 2-4) $2240-$3425/mo US Dollars
  • 6 photosExtraordinary Value and Destination! Don't Settle for Less. - Our House at The Beach [#103561]
    • 2BR+/2BA (Sleeps 4-6) $670-$1100/wk US Dollars
  • 6 photosAffordable 5-Star Condo Steps from Beach! Views! Amenities! - Our House at The Beach [#104833]
    • 2BR+/2BA (Sleeps 6) $910-$1240/wk US Dollars
  • 6 photosSiesta Key Paradise - Midnight Cove II [#119641]
    • 2BR/1.5BA (Sleeps 4) $700-$1021/wk 2 wk minimum US Dollars
  • 6 photosCasa De La Playa (Our House at the Beach) - Siesta Beach House [#133549]
    • 3BR/3BA (Sleeps 6) $1700-$2700/wk US Dollars
  • 6 photosCastillo De Arena (the Sand Castle) - Siesta Beach House [#134228]
    • 2BR+/1BA (Sleeps 2-6) $750-$1000/wk US Dollars
  • 6 photosWalk to Crescent Bch (Siesta Key Bch) - Private Homes [#143965]
    • 2BR/1BA (Sleeps 4-6) $125/nt - $695-$995/wk US Dollars
  • 6 photosEnjoy Magnificent Sunsets - Spectacular Gulf Views - Crescent Royale [#145483]
    • 2BR/2BA (Sleeps 4-5) $126.57-$185.14 - $886-$1296/wk US Dollars
  • 6 photosOn the Beach in Siesta Key, Florida - El Presidente [#180521]
    • 2BR/2BA (Sleeps 6) From $1245/wk US Dollars
  • 6 photosPeaceful and Private Home, Walk to the Beach! - Private Homes [#194053]
    • 3BR/2BA (Sleeps 6) $625-$1125/wk - $2500-$4500/mo US Dollars
  • 6 photos2BR/2BA Newly Renovated Condo, Sleeps 6 - Harbor Towers [#197907]
    • 2BR/2BA (Sleeps 6) $575-$895/wk US Dollars
  • 6 photosA Little Bit of Paradise - Anchorage [#201532]
    • 2BR/2BA (Sleeps 4) $749-$1119/wk US Dollars
  • 6 photosSiesta Key Gulf Front Condo - Bay Tree Club [#205588]
    • 2BR/2BA (Sleeps 4) $750-$1000/wk - $2200-$3200/mo US Dollars
  • 6 photosCrescent Arms Villa 6 - Crescent Arms [#209341]
    • 2BR+/2BA (Sleeps 4-5) $945-1450/wk US Dollars
  • 6 photosLuxury 4BR/4BA Siesta Key Beachfront Home - Tiffany Sands [#218871]
    • 4BR+/4BA (Sleeps 8-10) $4800/2wks - $7000/3wks - $9000/4wks US Dollars
  • 6 photosWhy Stay in a Condo? when You Can Enjoy a Spacious Villa! - Vista Hermosa [#222113]
    • 2BR/2BA (Sleeps 4-6) From $900/wk - $1500/2 wks - $2900/mo US Dollars
  • 5 photosGulf Front Beach - Rare End Unit - Boat Docks - Amazing Views! - Fisherman's Cove [#2268]
    • 2BR/2BA (Sleeps 4-6) $920-$1645/wk US Dollars
  • 5 photosCompletely Renovated Oceanfront – Amazing Views - Discounts - Crystal Sands [#4150]
    • 2BR+/2BA (Sleeps 4-6) $1295-$1885/wk US Dollars
  • 5 photosDirect Gulf-Front Beach Condo - with Boat Dock on Intercoast - Fisherman's Cove [#4388]
    • 2BR/2BA (Sleeps 4-6) $850-$1595/wk US Dollars
  • 5 photosBeautiful Waterfront Villa with Crescent Beach Access - Provincial Gardens [#7580]
    • 2BR/2BA (Sleeps 4-6) $475-$1200/wk US Dollars
  • 5 photosLuxurious Siesta Key Bayfront Townhouse - 3 BR/2.5 BA - Other Siesta Key Properties [#10981]
    • 3BR/2.5BA (Sleeps 6) $3500-$6000/mo US Dollars
  • 5 photosEnjoy the Sand & Surf at This Relaxing Retreat! - Private Homes [#16259]
    • 2BR/2BA (Sleeps 4-5) $800-$1400/wk - $1800-$3600/mo US Dollars
  • 5 photosSiesta Key Beach Home with Spa - 350 Yards to Crescent Beach - Private Homes [#18748]
    • 3BR+/3BA (Sleeps 6-8) $2800-$4500/mo US Dollars
  • 5 photosSave Big! January and February Specials - Siesta Dunes [#19068]
    • 2BR+/2BA (Sleeps 6) $1325-$1745/wk US Dollars
  • 5 photosSecluded, Tropical Villa on Lake-Private Beach & Fishing Pier - Other Siesta Key Properties [#29003]
    • 1BR+/1BA (Sleeps 4) $1400-$2400/mo US Dollars
  • 5 photosSiesta Key 1st Floor - Welcome to Paradise! - Midnight Cove II [#41776]
    • 2BR/2BA (Sleeps 4) $685 - $1250/wk US Dollars
  • 5 photosGulf-Front Beach Cottage - Private Homes [#42167]
    • 3BR+/2BA (Sleeps 7) $1600-$1800/wk US Dollars
  • 5 photosDream Beach - Other Siesta Key Properties [#46412]
    • 2BR/2BA (Sleeps 4) $950 T0 $1,200 US Dollars
  • 5 photosSiesta Key/Sarasota - Steps to the Beach - Casa Siesta [#48332]
    • 2BR/1BA (Sleeps 2-4) $400-$800/wk - $1100-$2600/mo US Dollars
  • 5 photosRight on the Best Beach on Siesta Key - Other Siesta Key Properties [#52901]
    • 1BR+/1BA (Sleeps 2-4) $600/wk - $2500-$2900/mo US Dollars
  • 5 photosSiesta Key with Boat Dock - Other Siesta Key Properties [#54374]
    • 2BR/2.5BA (Sleeps 4-5) $800-$1000/wk - $2000-$3900/mo US Dollars
  • 5 photosBeach Fantasy - Crystal Sands [#57479]
    • 2BR/2BA (Sleeps 4) $1295-$1885/wk US Dollars
  • 5 photosEl Presidente, *Summer Deals*, Beautifully Remodeled - El Presidente [#58246]
    • 2BR/2BA (Sleeps 6) $1,028-$1,651/wk US Dollars
  • 5 photosMidnight Cove 1st Floor- 3min. to Crescent Beach! - Midnight Cove [#66562]
    • 2BR+/1.5BA (Sleeps 4-6) 599-$999/wk US Dollars
  • 5 photosParadise! Your Tropical Villa Surrounded by Water - Provincial Gardens [#69482]
    • 1BR+/1BA (Sleeps 2-4) $450-$750/wk US Dollars
  • 5 photosHarbor Towers Yacht & Racquet Club - Harbor Towers [#70883]
    • 2BR/2BA (Sleeps 4-5) From $580/wk US Dollars
  • 5 photosPristine White Beaches on Beautiful Siesta Key - Vista Hermosa [#72260]
    • 2BR+/2BA (Sleeps 5) $1100-$1900/2 wks - $2000-$3150/mo US Dollars
  • 5 photosAbsolutely Affordable Siesta Key - Bay Oaks [#78147]
    • 2BR+/2BA (Sleeps 4-6) $650-$975/wk - $1900-$3650/mo US Dollars
  • 5 photosGround Floor Luxury - Step to Beach from Lanai - Gulf View! - Crescent Arms [#80350]
    • 2BR+/2BA (Sleeps 4-6) From $1,025/wk US Dollars
  • 5 photosBeautiful Condo Directly Across from Public Beach - Our House at The Beach [#80404]
    • 2BR+/2BA (Sleeps 4-6) $850-$1160/wk US Dollars
  • 5 photosBeautiful Siesta Key Condo on the Gulf - Palm Bay Club [#85217]
    • 1BR+/1.5BA (Sleeps 4) From $150/nt USA
  • 5 photosSiesta Key-Crescent Beach Gulf Side - 2 BR/2 BA in Casa Blanca - Casa Blanca [#85933]
    • 2BR+/2BA (Sleeps 4-6) From $880/wk US Dollars
  • 5 photosPrivate, Ultra-Quiet, Tropical Getaway - Private Homes [#91500]
    • 3BR/2BA (Sleeps 4-7) $2250-$3000/mo US Dollars
  • 5 photosParadise on Siesta Key/Special Prices for Summer! - Harbor Towers [#93082]
    • 1BR+/1BA (Sleeps 2) $380-$740/wk US Dollars
  • 5 photosRelaxing Beachfront Condominium - Fisherman's Cove [#97350]
    • 2BR+/2BA (Sleeps 4-6) $920-$1645/wk US Dollars
  • 5 photosPrivate Beach Paradise - Sandy Cove [#99452]
    • 1BR/1BA (Sleeps 2) $1600-$2400/mo US Dollars
  • 5 photos1 BR Condo at Sea Club 2 on Siesta Key - Sea Club II [#108307]
    • 1BR+/1BA (Sleeps 2-3) $75-$115/nt - $525-$805/wk U. S. Dollars
  • 5 photosQuiet Privacy Directly Across from Siesta Key Beach-Reasonable - Our House at The Beach [#108715]
    • 2BR/2BA (Sleeps 4-5) $700-$1500/wk - $2350-$5000/4 wk US Dollars
  • 5 photosLa Dolce Vita-Immaculate Ground Floor Unit W/Beach/Pier Access - Sandy Cove [#122543]
    • 1BR+/1BA (Sleeps 2-4) $1700-$2950/mo US or Canadian Dollars
  • 5 photosWalk to the Beach! - Other Siesta Key Properties [#125682]
    • 2BR/1.5BA (Sleeps 4) $360-$600/wk US Dollars
  • 5 photosA Special Time at Sandy Cove - Sandy Cove [#127155]
    • 1BR+/1BA (Sleeps 2-4) $1000-$2500/mo US Dollars
  • 5 photosOceanfront/Beachfront Condo in Premier Complex - Sarasota Surf & Racquet Club [#133036]
    • 2BR+/2BA (Sleeps 6-8) $1000-$2200/wk US Dollars
  • 5 photosCottage by the Beach - Casa Siesta [#138791]
    • 1BR+/1BA (Sleeps 2-4) From $395/wk - $2400/mo US Dollars
  • 5 photosSiesta Key,Crescent Beach,Sleep 6 in Bedrooms, Remodeled Nov08 - Sea Shell [#139923]
    • 2BR/2BA (Sleeps 6) $950-$1575/wk US Dollars
  • 5 photos650 June Specia Per wk-Ground Level Luxury Unit W/ Water View - Midnight Cove II [#141389]
    • 2BR+/1.5BA (Sleeps 4-6) 650-$1300/wk US Dollars
  • 5 photosBeautifully Decorated Newly Renovated 2BR End Unit- Sleeps 6 - Harbor Towers [#146374]
    • 2BR+/2BA (Sleeps 4-6) $900-$1100/wk US Dollars
  • 5 photosPosh Townhouse---- Rooftop Gulfview Terrace/Block to Beach - Other Siesta Key Properties [#149493]
    • 2BR/3BA (Sleeps 4) $1300-$1500/wk - $3800-$4400/mo US Dollars
  • 5 photosDirect Gulf-Front Luxury 2BR Condo - 3 Heated Pool, 7 Tennis - Gulf & Bay Club [#150285]
    • 2BR+/2BA (Sleeps 6) $2995-$5995/mo US Dollars
  • 5 photosFun in the Sun on Siesta Key - Harbor Towers [#150381]
    • 2BR/2BA (Sleeps 4-5) $650-$950/wk - $1600-$3700/mo US Dollars
  • 5 photosSun, Sand & Save 25% to 50%* Midnight Cove #532, Siesta Key - Midnight Cove [#153397]
    • 2BR+/1.5BA (Sleeps 4-6) $545-$1075/Wk - $1969-$3877/Mo US Dollars (USD)
  • 5 photosPeppertree Bay - Relax in Paradise on Siesta Key - Peppertree Bay [#154003]
    • 2BR+/2BA (Sleeps 4-6) From $900/wk - $3700/mo US Dollars
  • 5 photosBeautiful View from Sarasota Surf and Racquet Club-Siesta Key - Sarasota Surf & Racquet Club [#155347]
    • 2BR+/2BA (Sleeps 6-7) $1100-$3400/wk US Dollars
  • 5 photosMidnight Cove Nicely Furnished on the Bayside Available Now - Midnight Cove Bayside [#159375]
    • 2BR/1.5BA (Sleeps 4-6) $700-$900/wk US Dollars
  • 5 photosSiesta Key Bayside Condo, Private Beach Access, Low Rates - Midnight Cove Bayside [#159441]
    • 2BR/1.5BA (Sleeps 4) $810-$1285/wk US Dollars
  • 5 photosSiesta Key Beach Paradise - Gulf Holiday [#159943]
    • 1BR+/1BA (Sleeps 2-4) $550-$850/wk US Dollars
  • 5 photosSiesta Key Jamaica Royale Beach Front Penthouse - Jamaica Royale [#160711]
    • 2BR+/2BA (Sleeps 6) $1505-$2191/wk US Dollars
  • 5 photosBest Value+Location Beachfront Siesta Key Beachhouse Aloha Kai - Aloha Kai [#164186]
    • 2BR+/2BA (Sleeps 6-8) $1500-$2400/wk US Dollars
  • 5 photosSpectacular Beachfront Views - Crescent Royale [#165489]
    • 2BR/2BA (Sleeps 4) $923-$1346/wk US Dollars
  • 5 photosBeautiful New Siesta Key, Florida Condo - Summer Cove on Siesta [#166578]
    • 3BR/2.5BA (Sleeps 6) $3500/wk - $5000/2 wks - $8000/mo US Dollars
  • 5 photosSiesta Key Beach Apartment - Siesta Beach House [#171030]
    • 1BR/1BA (Sleeps 2-4) From $550/wk US Dollars
  • 5 photosGorgeous Water Front Condo - Bay Tree Club [#172677]
    • 2BR+/2BA (Sleeps 4-6) From $1800/2 wks - $4,000/mo US Dollars
  • 5 photosBeachfront on Siesta Key at Sarasota Surf & Racquet! - Sarasota Surf & Racquet Club [#180019]
    • 2BR/2BA (Sleeps 4) $1100-$2300/wk US Dollars
  • 5 photosGotta See! - Crystal Sands [#180166]
    • 2BR+/2BA (Sleeps 3-6) $1295-$1885/wk US Dollars
  • 5 photosWaterfront Pool House Steps from Siesta Village - Private Homes: Siesta Village [#182314]
    • 2BR+/2.5BA (Sleeps 4-6) $1200-$1500/wk - $4400-$5200/mo US Dollars
  • 5 photosSiesta Beach, Fl - One of the Top Beaches in the World - Other Siesta Key Properties [#183088]
    • 2BR/2.5BA (Sleeps 2-4) $675-$1000/wk - $2100-$3850/mo US Dollars
  • 5 photosSiesta Key Beachfront Open Balcony Penthouse Condo - Sunset Royale [#185143]
    • 1BR+/1BA (Sleeps 2-4) $990-$1390/wk US Dollars
  • 5 photos750 Per Week-Paradise Found-Ground Level Gulf Front - Sandy Cove [#192467]
    • 1BR+/1BA (Sleeps 2-3) $700-$900/wk US Dollars
  • 5 photosNewly Renovated Top Floor Gem with Magnificent Water Views - Island Reef [#192965]
    • 2BR/2BA (Sleeps 4-6) $3300 - $5200/mo US Dollars
  • 5 photos2BR/2BA Condo with 2 Pools & Beach Access - $650+ Per Week - Excelsior Beach [#193005]
    • 2BR+/2BA (Sleeps 6) From $1295/2wks - $2495/mo US Dollars
  • 5 photosLuxury Gulf View Condo - 3rd Level - 2 BR/2 BA - Sleeps 6 - House of the Sun [#193019]
    • 2BR+/2BA (Sleeps 6) From $150/nt - $895/wk - $2,995/mo US Dollars
  • 5 photosBest Beaches - Best Value - Best Property Summer Savings!!!!!! - Island House [#193590]
    • 2BR+/1.5BA (Sleeps 4-6) From $150/nt US Dollars
  • 5 photosAmazing Water Views - Siesta Beach Voted 2nd Best in Nation! - Harbor Towers [#193982]
    • 3BR/2BA (Sleeps 6) $800-$1200/wk US Dollars
  • 5 photosOcean Front Property with Private Access to Beachfront Pool - Other Siesta Key Properties [#197775]
    • 3BR+/2.5BA (Sleeps 6-10) $5000-$6000/mo US Dollars
  • 5 photosOpen the Door to Siesta Key Beach..... - Other Siesta Key Properties [#198895]
    • 2BR/2BA (Sleeps 2-4) From $2250/mo US Dollars
  • 5 photos2BR/2BA Fantastic Gulf-Side Island Reef Condo - Island Reef [#199261]
    • 2BR/2BA (Sleeps 6) $3500-$5200/mo US Dollars
  • 5 photosSiesta Beach Hideaway - Siesta Pearl - Private Homes: Siesta Village [#199526]
    • 1BR+/1BA (Sleeps 3-5) $475-$1,400/wk US Dollars
  • 5 photosCondominium at Siesta Dunes - Siesta Dunes [#199644]
    • 2BR/2BA (Sleeps 6) $850-$1450/wk US Dollars
  • 5 photosBeautiful Deluxe 2-Bedroom Condo, Steps from the Beach - Siesta Dunes [#200719]
    • 2BR+/2BA (Sleeps 4-6) $1025-1325/wk US Dollars
  • 5 photosLuxury Siesta Key Beach Front Home - Private Homes: Siesta Village [#201270]
    • 2BR+/3BA (Sleeps 5-6) $2500/wk - $9000/mo US Dollars
  • 5 photosBreathtaking Views from This Beautiful Beach Condo (1) - Sunset Royale [#201570]
    • 1BR+/1BA (Sleeps 4) $750-$1099/wk US Dollars
  • 5 photosSiesta Beach Condo with Spectacular Ocean Views (2) - Sunset Royale [#201698]
    • 2BR+/2BA (Sleeps 6) $850-$1325/wk US Dollars
  • 5 photos1 Block Away from Crescent Beach- 2BR/2BA Condo - Vista Hermosa [#202825]
    • 2BR/2BA (Sleeps 3-4) $700-$1200/wk - $3200-$3400/mo US Dollars
  • 5 photosSiesta Key Area Beauty! - Other Siesta Key Properties [#203200]
    • 2BR+/2BA (Sleeps 6) $575-$900/wk - $2100-$3000/mo US Dollars
  • 5 photosSiesta Key - Affordable Tropical Getaway - Gulf Holiday [#204653]
    • 1BR+/1BA (Sleeps 2-4) $400-$600/wk - $1000-$2500/mo US Dollars
  • 5 photosTranquility at Sandy Cove - Sandy Cove [#205739]
    • 2BR/2BA (Sleeps 6) $2500-$3500/mo US Dollars
  • 5 photosElegant But Comfortable - Newly Renovated from Top to Bottom - Crystal Sands [#206024]
    • 2BR/2BA (Sleeps 3-4) $1295-$1885/wk US Dollars
  • 5 photosPolynesian Gardens Poolside Available Apr. 13 on - Polynesian Gardens [#206305]
    • 2BR/1.5BA (Sleeps 4-5) From $700/wk - $2800/mo US Dollars
  • 5 photosSiesta Sands Beach Rental on Siesta Key - Siesta Sands [#206985]
    • 2BR+/2BA (Sleeps 6) $950-$2175/wk US Dollars
  • 5 photosSiesta Key Turnkey Condo Ground Floor - Midnight Cove II [#207835]
    • 2BR/1.5BA (Sleeps 4) $780-$950/wk US Dollars
  • 5 photosIsland Breeze , Short Walk to Siesta Beach & Village - Private Homes: Siesta Village [#208099]
    • 2BR/1BA (Sleeps 4-5) $525-$750/wk - $1800-$3000/mo US Dollars
  • 5 photosPeppertee Bay Townhouse in Beautiful Siesta Key, Florida - Peppertree Bay [#208326]
    • 2BR+/2.75BA (Sleeps 6) $900/wk - $3000-$4000/mo US Dollars
  • 5 photosPiece of Paradise - Polynesian Gardens [#208342]
    • 2BR/2BA (Sleeps 2-4) $3500/mo US Dollars
  • 5 photosSun, Sand & Save 25% to 50%* Siesta Breakers #603, Siesta Key - Siesta Breakers [#208534]
    • 2BR/2BA (Sleeps 6) $833-$1543/Wk - $2652-$5556/Mo US Dollars (USD)
  • 5 photosCortez Beach Cottage Siesta Key Village - Private Homes: Siesta Village [#208961]
    • 3BR/2BA (Sleeps 6) $800-$1200/wk US Dollars
  • 5 photosExquisite Condo, Bay Access - Walk to Beach - Harbor Towers [#210497]
    • 2BR/2BA (Sleeps 4-5) $580-$850/wk - $1400/mo US Dollars
  • 5 photosSiesta Key 2BR/2BA with Water and Beach on Both Sides - Sunrise Cove [#211398]
    • 2BR+/2BA (Sleeps 4-6) $2950-$5850/mo US Dollars
  • 5 photosWhite Sands Village on Beautiful Siesta Key - White Sands Village [#213863]
    • 2BR/2BA (Sleeps 4-6) $900-$3600/mo US Dollars
  • 5 photosWaterfront, Gulf View 2 BR/2 BA Condo - Inlets [#215406]
    • 2BR+/2BA (Sleeps 4-6) $750-$1000/wk - $1600-$2900/mo US Dollars
  • 5 photosWelcome to Sugarland, Your Dream Home Directly on the Beach! - Gulf & Bay Club [#216498]
    • 2BR+/2BA (Sleeps 4-6) $3000-$6000/mo US Dollars
  • 5 photosQuiet Residential Neighborhood on Siesta Key - Private Homes [#217819]
    • 3BR/2BA (Sleeps 6) $1800-$3000/mo US Dollars
  • 5 photosSiesta Key W/Private Beach Access and Heated Pool. - Ebb Tide [#218684]
    • 1BR+/1BA (Sleeps 2-4) $1600/mo US Dollars
  • 5 photosBeautiful Siesta Beach/Canal/Pool/Jacuzzi House on Grand Canal - Private Homes [#219135]
    • 3BR/2BA (Sleeps 6) $1500-$2300/wk - $4500-$6800/mo US Dollars
  • 5 photosFantastic Siesta Key Beach Property at Peppertree Gulf Side - Peppertree Gulfside [#219587]
    • 2BR/2BA (Sleeps 4-6) Summer wkly rates $850/wk - $4000/mo US Dollars
  • 5 photosAffordable Vacation Condo on Siesta Key - Bay Oaks [#219675]
    • 1BR+/1BA (Sleeps 2-4) $550-$900/wk - $1300-$3000/mo US Dollars
  • 5 photosFirst Floor. . . Crescent Beach Access. . . Great Value! - Midnight Cove II [#220140]
    • 2BR/1.5BA (Sleeps 4-5) $550-$950/wk US Dollars
  • 5 photosAll New Classic Beach Villa on Siesta Key Gulf Side - Beachaven [#221039]
    • 1BR+/1BA (Sleeps 2-3) $1300-$3200/mo US Dollars
  • 5 photosRelax in the Florida Sunshine of Siesta Key - Bay Tree Club [#223432]
    • 2BR+/2BA (Sleeps 4-6) $800-$1000/wk - $3800/mo US Dollars
  • 5 photosGorgeous View of Water-Near Siesta Village-Available Now! - Sea Village [#223746]
    • 2BR/2BA (Sleeps 4) $1000/wk - $4000/mo US Dollars
  • 5 photosCrescent Arms Beach Villa Newly Remodeled - Crescent Arms [#229148]
    • 2BR+/2BA (Sleeps 6) $800-$1300/wk U.S Dollars
  • 5 photosSarasota Florida, Canal-Front 1 BR Condo, 2 Blocks from Beach - Inlets [#229315]
    • 1BR+/1BA (Sleeps 2-3) $1200-$2300/mo US Dollars
  • 5 photosLuxury Beach Condo on Crescent! June Availabilities - Crescent Siesta Key [#230838]
    • 2BR+/2BA (Sleeps 4-5) $1550/wk - $6500/mo US Dollars
      New!
  • 5 photosSiesta Key Beach Private Pool Home - Private Homes [#236630]
    • 3BR+/3BA (Sleeps 6-8) $1500-$2500/wk US Dollars
  • 5 photosPeppertree Just Bring Your Toothbrush and Enjoy Siesta Key - Peppertree Bay [#237950]
    • 2BR/2BA (Sleeps 4-6) $700-$1000/wk - $2800-$4000/mo US Dollars
  • 5 photosAnchorage Yacht & Tennis Club 5th Floor 2BR/2BA Condo - Anchorage [#238366]
    • 2BR/2BA (Sleeps 3-5) $749-$1103/wk US Dollars
  • 5 photosFlorida's Most Beautiful Beach - Siesta Beach House [#242164]
    • 2BR+/1.75BA (Sleeps 4-6) $954-$1302/wk U.S. Dollars
  • 5 photosBeautiful Beachfront Condo on Seista Key - Private Homes [#246410]
    • 2BR/2BA (Sleeps 6) $1250/wk US Dollars
      New!
  • 5 photosSiesta Key-Walk to Beach and in the Village-Pool-New Unit - Private Homes: Siesta Village [#247415]
    • 2BR+/1BA (Sleeps 4-6) $750-$1250/wk US Dollars
      New!
  • 5 photosLocation is Everything! Walk to Siesta Beach & the Village! - Twin Banyan [#248791]
    • 2BR+/1BA (Sleeps 4-6) From $650/wk - $1995/mo UD Dollars
      New!
  • 4 photosGulf Front-Completely Renovated-Immaculate-Crescent Beach - Sea Shell [#7791]
    • 2BR+/2BA (Sleeps 6) From $1050/wk - $4000/mo US Dollars
  • 4 photosDesirable First Floor 2BR/2BA in Midnight Cove I - Midnight Cove [#33973]
    • 2BR+/2BA (Sleeps 4-6) $725-$1250/wk US Dollars
  • 4 photosSeamist, Located in the Heart of Siesta Key - Other Siesta Key Properties [#37912]
    • 2BR+/1BA (Sleeps 4-6) From $750/wk - $3600/mo US Dollars
  • 4 photosLarge Pool W /Spa - Tropical Oasis Near Village,Beach Specials - Private Homes [#52596]
    • 4BR/4BA (Sleeps 10-13) From $245/nt - $1575-$2875/wk US Dollars
  • 4 photosBeautiful Villa with Crescent Beach and Intracoastal Access - Provincial Gardens [#62791]
    • 2BR+/2BA (Sleeps 4-6) $525-$800/wk US Dollars
  • 4 photosBeautiful White Sand Siesta Key - Casa Mar [#66238]
    • Studio+/1BA (Sleeps 4-5) From $99/nt - $675/wk - $1800/mo US Dollars
  • 4 photosPrivate Beach & on Water/Heron Lagoon - Private Homes [#78477]
    • 3BR/2BA (Sleeps 8) $2900-$5500/mo US Dollars
  • 4 photosWaterfront... Walk Out the Door to the Beach Full Gulf View - Fisherman's Cove [#78609]
    • 2BR+/2BA (Sleeps 4-6) $899-$1299/wk - $3000-$5000/mo US Dollars
  • 4 photosSiesta Dunes 8-102 Book Now for June July August at $864 Week - Siesta Dunes [#102432]
    • 2BR+/2BA (Sleeps 4-6) $864/wk (discounted rate) - $1450/wk US Dollars
  • 4 photos3 Bedroom Direct Beachfront Unit in Siesta Key Village - Private Homes [#111140]
    • 3BR+/2BA (Sleeps 6-8) From $250/nt - $4200/wk US Dollars
  • 4 photosBeautiful, Updated Condo on the Beach Side of Siesta Key - Jamaica Royale [#135512]
    • 1BR+/1BA (Sleeps 4) $79-$148/nt - $553-1037wk U,S Dollars
  • 4 photos200 Dollar Early Booking Discount Siesta Key Beach Condo - Other Siesta Key Properties [#137349]
    • 2BR/2BA (Sleeps 4) $980-$1895/wk US Dollars
  • 4 photosWant to Lease Year Round on Siesta Key Near Turtle Beach? - Moorings [#144702]
    • 2BR/2BA (Sleeps 4) $1600-$1800/mo US Dollars
  • 4 photosWaterview from Every Room! - Inlets [#157110]
    • 2BR/2BA (Sleeps 4) From $1400/mo US Dollars
  • 4 photosAffordable & Update Condo Short Walk to Beach - Vista Hermosa [#207385]
    • 2BR/2BA (Sleeps 5) $1250/2wks - $2500-$2750/mo US Dollars
  • 4 photosIsland Getaway: 1 Block to Beach, 1 Block to Shops, Restaurant - Private Homes: Siesta Village [#219714]
    • 2BR/2BA (Sleeps 4) $800-$1300/wk US Dollars
  • 4 photosCalini Beach Club Resort Condominium - Calini Beach Club [#228132]
    • 2BR+/2BA (Sleeps 4-6) $795-$1695/wk US Dollars
  • 4 photosBay Tree Club - Beauty by the Bay - Bay Tree Club [#248459]
    • 2BR+/2BA (Sleeps 6) $800-$1100/wk - $3200-$4000/mo US Dollars
      New!
  • 3 photosWonderful Waterfront Apartment with Crescent Beach Access - Provincial Gardens [#12455]
    • 1BR/1BA (Sleeps 2) $400-$700/wk US Dollars
  • 3 photosSiesta Key Comfort - Sea Winds [#14142]
    • 1BR/1BA (Sleeps 4) $425-$775/wk US Dollars
  • 3 photosA Relaxing Retreat of Sand & Surf - Private Homes [#16410]
    • 1BR/1BA (Sleeps 4) $500-$800/wk - $1300-$2600/mo US Dollars
  • 3 photosTownhouse-Style 3 BR/2.5 BA Duplex with Private Screened Pool! - Private Homes: Siesta Village [#17585]
    • 3BR+/2.5BA (Sleeps 6-8) $1395-$1995/wk US Dollars
  • 3 photosBoat Dock Condominium Overlooks Blind Pass on Siesta Key - Inlets [#32120]
    • 2BR/2BA (Sleeps 4) $1200-$2900/mo US Dollars
  • 3 photosThe Cleanest Condo on Beautiful Siesta Key - Sea Crest [#32433]
    • 1BR+/1BA (Sleeps 3-4) $122-$175/nt - $655-$940/wk US Dollars
  • 3 photosGulf-Front Condo -- Siesta Key, Florida - Midnight Cove [#41562]
    • 2BR+/2BA (Sleeps 6) $1375-$1825/wk - $4950-$6570/mo US Dollars
  • 3 photosLuxury 3 BR Town House Across from Beach - Beachwalk [#41707]
    • 3BR+/2.5BA (Sleeps 8) $1100-$2000/wk US Dollars
  • 3 photosWorld Famous Crescent Beach - See Great Specials - Sea Shell [#45795]
    • 2BR/2BA (Sleeps 6) From $845/wk US Dollars
  • 3 photosRecession Special! $100/nt. 20 Ft. Gulf View! Tower on Gulf - Palm Bay Club [#50414]
    • 1BR+/1BA (Sleeps 2-4) From $100/nt when not in season US Dollars
  • 3 photosGulf Front-Crescent Beach-Immaculate and Completely Renovated - House of the Sun [#55360]
    • 2BR/2BA (Sleeps 3-6) $1100-$1800/wk US Dollars
  • 3 photosBreathtaking Beachfront on Crescent Beach - Crescent Arms [#80175]
    • 2BR+/2BA (Sleeps 4-6) $1300-$1925/wk US Dollars
  • 3 photosSplit-Level Townhouse - with Garage! - Our House at The Beach [#81622]
    • 2BR+/2BA (Sleeps 4-6) $670-$1100/wk US Dollars
  • 3 photosFabulous Vacation Destination Just Steps from the Beach! - Siesta Dunes [#94539]
    • 2BR+/2BA (Sleeps 4-6) $900-$1600/wk US Dollars
  • 3 photosSarasota Pool Home - Private Homes [#104143]
    • 3BR/2BA (Sleeps 6) From $250/nt - $1100/wk - $3600/mo US Dollars
  • 3 photos439 Beach Rd. 4 Story Luxury Gulf-Front Siesta Key Rental - Other Siesta Key Properties [#105211]
    • 3BR+/3.5BA (Sleeps 10) $3000/wk US Dollars
  • 3 photosSiesta Sun - Midnight Cove II [#106427]
    • 2BR+/1.5BA (Sleeps 4-6) $631-$953/wk US Dollars
  • 3 photos2 BR, 2 BA Crescent Beach, Siesta Key, Florida Condominium - Crystal Sands [#106859]
    • 2BR/2BA (Sleeps 3-6) $1,195-$1,795/wk US Dollars
  • 3 photosLocation! Location! Location! - Sandy Cove [#109049]
    • 1BR+/1BA (Sleeps 2) $1000-$2000/mo US Dollars
  • 3 photosSiesta Key (Beach House) - Private Homes [#126237]
    • 2BR+/2.5BA (Sleeps 4-8) $950-$1050/wk US Dollars
  • 3 photosSiesta Key Beach Hideaway - Other Siesta Key Properties [#126873]
    • Studio/1BA (Sleeps 2-3) $469-$800/wk US Dollars
  • 3 photosChoice of Two Condos - Siesta Dunes [#127523]
    • 2BR/2BA (Sleeps 4) $1030-$1325/wk US Dollars
  • 3 photosSiesta Key Condo! Ground Floor! - Bay Oaks [#138215]
    • 2BR/2BA (Sleeps 6) From $100/nt - $650/wk - $2500/mo US Dollars
  • 3 photosVista Hermosa - Other Siesta Key Properties [#138602]
    • 2BR/2BA (Sleeps 4) $600-$850/wk - $1300-$3000/mo US Dollars
  • 3 photosLarge Pool/Spa Private Yard Across from the Best Beach - Private Homes, Siesta Isles [#141802]
    • 3BR/2BA (Sleeps 6) $1500-$2000/wk US Dollars
  • 3 photosSarasota/Siesta Key-Gulf Front Condo - Bay Tree Club [#142673]
    • 2BR/2BA (Sleeps 4) $1500-$2000/biwk - $4000/mo US Dollars
  • 3 photosSara Sea Condominium - Sara Sea [#142967]
    • 2BR/2BA (Sleeps 3-6) $2000-$3200/mo US Dollars
  • 3 photosBe on the Beach at the Best Price! - Bay Tree Club [#150457]
    • 2BR/2BA (Sleeps 4) $804-$1050/wk US Dollars
  • 3 photosMagnificent Water View Condo - Harbor Towers [#150473]
    • 1BR+/1BA (Sleeps 2-4) $800/wk - $3000/mo US Dollars
  • 3 photosWater-Front Ground Floor Unit - Inlets [#150887]
    • 2BR/2BA (Sleeps 4) From $1400/mo US Dollars
  • 3 photosSiesta Key - Close to Beach & Swim-Spa in Quiet Neighborhood! - Private Homes [#155227]
    • 3BR+/2BA (Sleeps 6-8) $2000-$3500/mo US Dollars
  • 3 photosStay at the Best for Less! Crescent Beach! - Siesta Dunes [#165560]
    • 2BR+/2BA (Sleeps 4-6) From $844/wk US Dollars
  • 3 photosContemporary Siesta Key Beach House - Private Homes: Siesta Village [#166403]
    • 1BR+/1BA (Sleeps 2-4) From $180/nt - $1200/wk - $3200/mo US Dollars
  • 3 photosBeautiful Sandy Cove Condo - Sandy Cove [#185117]
    • 1BR/1BA (Sleeps 2-4) $1500-$2800/mo US Dollars
  • 3 photosThe Best View of the Gulf of Mexico Private Beach $800/wk - Bay Tree Club [#199998]
    • 2BR+/2BA (Sleeps 4-6) $825-$1125/wk US Dollars
  • 3 photosIncredible Siesta Key Condominium - Sarasota Surf & Racquet Club [#210738]
    • 2BR/2BA (Sleeps 6) $1325-$2195/wk US Dollars
  • 2 photosFabulous Gulf Views from This Siesta Key Condominium - Jamaica Royale [#111540]
    • 2BR+/2BA (Sleeps 4) From $1100/wk US Dollars
  • 2 photosSpectacular Gulf Views and Sunsets on Siesta Key! - Fisherman's Cove [#111565]
    • 1BR+/1BA (Sleeps 2-4) From $100/nt - $700/wk US Dollars
  • 1 photoCrescent Beach Florida, Famous White Sand - Crescent Arms [#107621]
    • 2BR/2BA (Sleeps 5-6) From $1100/wk - $3200/mo US Dollars
  • 0 photosSpacious 2BR/2BA Condo - Anchorage [#152514]
    • 2BR+/2BA (Sleeps 4-6) $817-$1174/wk US Dollars

This page updated hourly - next update at 08:40:19 Central Time