Longboat Key Florida USA Vacation Rentals by Owner

• • 16 photosRight on Beach - Miles of Unobstructed View up and Down Gulf - Longboat Key [#25541]
    • 1BR+/1BA (Sleeps 2-4) $3,200-$4500/mo US Dollars
  • 16 photosTropical Paradise (Unit F16) on Longboat Key Beach! - Longboat Key [#29427]
    • 2BR+/2BA (Sleeps 4-5) $1135-$1575/wk - $4415-$6155/mo US Dollars
  • 16 photosGulf Breezes-Tranquil Beach Resort-8th Day Free in Low Season! - Longboat Key [#48305]
    • 2BR+/2BA (Sleeps 4-6) $1135-$1575/wk - $4415-$6320/mo US Dollars
  • 16 photosJune, Jul, Aug $1750/Mo., New Everything, Canal, Pool, Dock. - Longboat Key [#54784]
    • 2BR/1.5BA (Sleeps 4) $595/wk - $1750-$2895/mo US Dollars
  • 16 photosSpectacular Longboat Key Ocean Front Condo with Private Beach - Longboat Key [#62134]
    • 2BR/1.5BA (Sleeps 4-6) $165-$220/nt US Dollars
  • 16 photos'Peacock Crossing' - Island Paradise Found - Longboat Key [#87446]
    • 4BR+/2BA (Sleeps 10) $1850-$2100/wk - $3800-$4800/mo US Dollars
  • 16 photosNew Beach Condo, Short Stays, New Low Summer Rates, Free Wifi! - Longboat Key [#92051]
    • 1BR+/1BA (Sleeps 2-4) From $120/nt US Dollars
  • 16 photosDesigners Elegant Tropical Paradise - Longboat Key [#101671]
    • 2BR+/2BA (Sleeps 6) $1500-$1800/wk - $4800-$6000/mo US Dollars
  • 16 photosBeachfront Condo on the Beautiful Gulf of Mexico - Longboat Key [#104624]
    • 2BR/2BA (Sleeps 2-4) $1800-$2000/wk - $4500-$6500/mo US Dollars
  • 16 photosLast Min.Can..July 18-25 Reduced Rate $750 Total 600ft 2 Beach - Longboat Key [#110144]
    • 2BR+/1BA (Sleeps 4-6) $875-$1695/wk US Dollars
  • 16 photosUltimate Beach Vacation-One of the Best Rented Units! Book Now - Longboat Key [#119566]
    • 2BR+/2BA (Sleeps 4-6) $1135-$1575/wk - $4415-$6320/mo US Dollars
  • 16 photosLongboat Key Luxury Home by the Beach - Longboat Key [#120191]
    • 3BR/3.5BA (Sleeps 6-8) $2450/wk - $9500/mo US Dollars
  • 16 photosAmazing Oceanfront Condominium - Longboat Key [#141858]
    • Studio/1BA (Sleeps 2-3) $99-$185/nt US Dollars
  • 16 photosBeachfront on the Gulf of Mexico - Longboat Key [#141894]
    • 1BR+/1BA (Sleeps 4) From $135/nt - $1,000/wk - $4,000/mo US Dollars
  • 16 photos2 BR Longboat Key Gulf Front Beach Villa - Longboat Key [#147044]
    • 2BR/2BA (Sleeps 6) $899 -$1799/wk US Dollars
  • 16 photosA Secret Garden Beach Cottage - Longboat Key [#147157]
    • 2BR+/2.5BA (Sleeps 5-6) $1320-$2080/wk - $3300-$5200/mo US Dollars
  • 16 photos1st Floor Unit Steps from the Beach. No Need to Climb Stairs - Longboat Key [#160494]
    • Studio+/1BA (Sleeps 4-5) $99-$192/nt - $599-$1110/wk US Dollars
  • 16 photosStunning Gulf of Mexico Beachfront Condo. Renovated Throughout - Longboat Key [#195751]
    • 2BR+/2BA (Sleeps 4-6) $5000/mo US Dollars
  • 16 photosLuxury Home on Canal with Bay View - Walk to Beach - Longboat Key [#197856]
    • 5BR+/4BA (Sleeps 12) $7000-$10,000/mo US DOLLARS
  • 16 photosLet the "Palm House" Melt Your Cares Away! - Longboat Key [#207631]
    • 4BR/3BA (Sleeps 10) $2500-$3000/wk - $7000-$8000/mo US Dollars
  • 16 photosLovely Tranquil Gulf of Mexico Beach Front Condo.Great Rates! - Longboat Key [#210777]
    • 1BR+/1BA (Sleeps 2-4) From $99/nt - $950/wk US Dollars
  • 16 photosGulf View for Your Pet Too! All Newly Remodeled - Longboat Key [#245360]
    • 1BR+/1BA (Sleeps 2-4) $599-$1000/wk - $1999-$3400/mo US Dollars
  • 16 photosNewly Renovated Condo Over Looking Ocean and Private Pool - Longboat Key [#246359]
    • 2BR+/2BA (Sleeps 4-6) $2600-$3300/2 wks - $3500-$5400/mo US Dollars
      New!
  • 16 photosA Beach Front Cottage: Beautiful & Private: Weekly or Monthly. - Longboat Key [#248087]
    • 2BR+/1BA (Sleeps 3-6) $1300-$2095/wk US Dollars
      New!
  • 15 photosPeace of Paradise - Longboat Key [#196862]
    • 2BR+/2BA (Sleeps 5) $3500-$3600/mo US Dollars
  • 15 photosGulf & Beach Views, Luxuriously Updated Beachplace Condominium - Longboat Key [#203520]
    • 2BR+/2BA (Sleeps 4-6) $2500-$7000 US Dollars
  • 14 photosElegant Condo Paradise Steps from Beach - Longboat Key [#18361]
    • 2BR+/2BA (Sleeps 4) $1500-$3300/mo US Dollars
  • 14 photosStunning Gulf-to-Bay Views 3 Bedroom, Gulf Front, Corner Unit - Longboat Key [#43535]
    • 3BR/2.75BA (Sleeps 4-6) $5700-$6700/mo US Dollars
  • 14 photosFabulous House: Xceed Xpectation:Reserve Now:Aug/Fall/Winter - Longboat Key [#201395]
    • 2BR+/2.5BA (Sleeps 2-6) From $250/nt - $1500/wk US Dollars
  • 14 photosLuxury Beachfront 1 Bedroom Condo - 4th Night Free in June! - Longboat Key [#224769]
    • 1BR+/1BA (Sleeps 4) $165-$245/nt US Dollars
  • 13 photosBeautiful Townhouse in Cedars Tennis Resort - Ask for Specials - Longboat Key [#11855]
    • 2BR/2BA (Sleeps 4-6) $900-$1850/wk - $2600-$5000/mo US Dollars
  • 13 photosBrand New Cabana - Leave High-Rise Crowds Behind! - Longboat Key [#47000]
    • 1BR+/1BA (Sleeps 2-5) From $110/nt - $770/wk US Dollars
  • 13 photosSecluded Beachfront - Sunsets, Surf, Dolphins from Balcony - Longboat Key [#55972]
    • 2BR+/2BA (Sleeps 4-6) $1400-$1900/wk US Dollars
  • 13 photosYour Private Island Cottage Paradise - Steps from Beach - Longboat Key [#57059]
    • 1BR+/1BA (Sleeps 4) $690-$1260/wk - $2300-$3700/mo US Dollars
  • 13 photos1700 Square Foot Townhouse Steps from the Beach - Longboat Key [#91231]
    • 2BR/2.5BA (Sleeps 4) From $3000/mo US Dollars
  • 13 photosBeachfront Luxury Condominium - Longboat Key [#185315]
    • 2BR+/2BA (Sleeps 6-7) From $3000/mo US Dollars
  • 13 photosFrench Country Cottage - Historic Village on Lbk North End - Longboat Key [#196003]
    • 3BR/2BA (Sleeps 6) From $100/nt - $700/wk - $2500/mo US Dollars
  • 12 photosA Great 4 BR Pool Home Located on a Canal - Longboat Key [#12170]
    • 4BR/3BA (Sleeps 8) $2200-$3120/wk US Dollars
  • 12 photosInn on the Beach - Great Beachfront Property on Longboat Key! - Longboat Key [#30806]
    • 2BR+/2BA (Sleeps 4-6) $1775-$3395/wk US Dollars
  • 12 photosLongboat Harbor Condominium on the Bay! Beautiful View! - Longboat Key [#44419]
    • 2BR/2BA (Sleeps 4-6) $1500-$3100/mo US Dollars
  • 12 photosSlice of Heaven on the Beach - Ask About Summer Sale! - Longboat Key [#45173]
    • 1BR/1BA (Sleeps 2-4) $840-$1,225/wk US Dollars
  • 12 photosKey West-Style Condominium - Boat Dockage Available - Longboat Key [#55086]
    • 1BR+/1BA (Sleeps 2-4) $135/nt - $850-$1350/wk US Dollars
  • 12 photosA Gulf-Front Beach Lover's Dream - Longboat Key [#67239]
    • 1BR+/1BA (Sleeps 2-4) From $2700/mo US Dollars
  • 12 photosWhite Sand as Far as You Can See... - Longboat Key [#80271]
    • 1BR+/1BA (Sleeps 2-4) $840-$1225/wk US Dollars
  • 12 photosSpectacular Beachfront Condo - August - October 25-30% Off - Longboat Key [#87337]
    • 2BR+/2BA (Sleeps 4-6) $1,054-$2,219/wk U S Dollars
  • 12 photosBeautiful Condo with Stunning Gulf View & Steps from Beach - Longboat Key [#87543]
    • 2BR/2BA (Sleeps 4) $2,450-$4,850/mo US Dollars
  • 12 photosLongboat Key Gulf-Front Paradise Luxury Condominium - Longboat Key [#92268]
    • 2BR+/2BA (Sleeps 5-7) $1795-$1995/wk US Dollars
  • 12 photosTropical Beach Paradise at it's Best, Longboat Key, Florida - Longboat Key [#122966]
    • 2BR+/2BA (Sleeps 4-6) $1135-$1990/wk US Dollars
  • 12 photosStunning, 3 Bedroom Home with Pool, Dock, Waterfront - Longboat Key [#131214]
    • 3BR+/2BA (Sleeps 8-11) From $1500/wk - $4000/mo US Dollars
  • 12 photosHeaven on Earth; 3 Month Minimum Rental - Longboat Key [#205842]
    • 2BR/2BA (Sleeps 4-6) $3000-$4000/mo US Dollars
  • 12 photosFree Night with Weekly Summer Rental - on the Beach! - Longboat Key [#214029]
    • 1BR+/1BA (Sleeps 2-4) $99-$175/nt - $840-$1225/wk US Dollars
  • 12 photosLarge Luxurious Executive Pool Home with High End Furnishings - Longboat Key [#216405]
    • 4BR/3BA (Sleeps 8-10) $3,500/wk - $7,000-$8,000/mo US Dollars
  • 12 photosAaaaaaah! Relax in Paradise! - Longboat Key [#231649]
    • 3BR+/2BA (Sleeps 6-7) $3000-$3600/mo US Dollars
  • 12 photosBeautifully Furnished Gulf Front Corner Condo 2 Week Minimum - Longboat Key [#234053]
    • 3BR/2BA (Sleeps 6) $4000-$7700/mo US Dollars
  • 10 photosSteps to Both the Gulf and Bay- No High Rise Crowds-Peaceful - Longboat Key [#64692]
    • 3BR/2BA (Sleeps 7) $1,050-$1,600/wk - $3230-$4930/mo US Dollars
  • 10 photosBeautifully Decorated Beachfront Condominium in Longboat Key!! - Longboat Key [#72238]
    • 2BR+/2BA (Sleeps 4-6) $2500-$5000/mo US Dollars
  • 10 photosParadise Behind the Gates at Longboat Key - Longboat Key [#139911]
    • 2BR/2BA (Sleeps 4-6) $7500-$8000/mo US Dollars
  • 10 photosCharming Cottage Just Steps Away from Idyllic Beach - Longboat Key [#141314]
    • 2BR+/2BA (Sleeps 4-7) $1550-$1850/wk - $3500-$5750/mo US Dollars
  • 10 photos2BR/1BA Longboat Key Home Walk 2 Beach/Bay ..Avail Now!.. - Longboat Key [#157905]
    • 2BR+/1BA (Sleeps 4-6) From $500/wk US Dollars
  • 10 photosLovely Pool Home, Steps to Beach, Perfect Location - Longboat Key [#166247]
    • 3BR+/3BA (Sleeps 6-7) $4500-$5500/mo US Dollars
  • 10 photosStunning Gulf Views from Beautiful Waterfront Condo - Longboat Key [#181772]
    • 2BR/2BA (Sleeps 4) $4500-$7500/mo US Dollars
  • 10 photosBeautiful Home with Pool On Bay / Boat Lift Available - Longboat Key [#196485]
    • 2BR+/2.5BA (Sleeps 4-6) $1625-$2500/wk US Dollars
  • 10 photosSutton Place: Newly Renovated Townhouse! - Longboat Key [#200797]
    • 2BR+/2BA (Sleeps 2-6) $2000-$3000/mo US Dollars
  • 10 photosGreat Longboat Key Rental On the Beach - Longboat Key [#208481]
    • 2BR+/2BA (Sleeps 4-5) From $2000/mo US Dollars
  • 10 photosSouthern Longboat Key Canal Home - Boating & Beach Paradise - Longboat Key [#211358]
    • 2BR+/2BA (Sleeps 3-5) $1000-$1500/wk - $3000-$5000/mo US Dollars
  • 10 photosHouse in Prestigious Queens Harbor on Exclusive Bay Isles - Longboat Key [#213748]
    • 3BR+/3.5BA (Sleeps 6) $4000-$6500/mo US Dollars
  • 9 photosStunning Key West-Style Home on Longboat Key with Gulf Views - Longboat Key [#14033]
    • 3BR+/3BA (Sleeps 6-10) $6300-$9500/mo US Dollars
  • 9 photosAwesome Views of Gulf & Sarasota Bay in Longboat Key - Longboat Key [#43489]
    • 3BR/2BA (Sleeps 6) $3750-$5250/mo US Dollars
  • 9 photosExceptional Pool Home-Privacy #1-Quiet Street-Walk to Beach - Longboat Key [#47485]
    • 3BR+/3BA (Sleeps 6-8) $6000-$6800/mo US Dollars
  • 9 photosBeautiful Gulf View, Private Beach Access Across the Street. - Longboat Key [#48889]
    • 2BR/2BA (Sleeps 4) $2800-$3200/mo US Dollars
  • 9 photosA Tropical Escape - Longboat Key Canal-Front Home - Longboat Key [#75247]
    • 3BR/2BA (Sleeps 6) $1100-$1500/wk - $3200-$4800/4 wks US Dollars
  • 9 photosLongboat Key Condo - Great Views, Steps to Gulf - Longboat Key [#88934]
    • 2BR/1BA (Sleeps 4) $1500/2 wks - $3400/mo US Dollars
  • 9 photosFirst Floor Condo Only Steps from Spectacular Beach - Longboat Key [#106202]
    • 2BR+/2BA (Sleeps 4-6) $1500-$2500/mo US Dollars
  • 9 photosParadise at Cedars East - Longboat Key [#106386]
    • 2BR+/2.5BA (Sleeps 4-8) $500-$1500/wk - $1500-$4400/mo US Dollars
  • 9 photosVictorian Rose Cottage - Historic Village Longboat Key - Longboat Key [#209078]
    • 1BR+/1BA (Sleeps 2-4) From $85/nt - $650/wk - $1750/mo US Dollars
  • 9 photosBeautiful Bay Remod. 2BR/2BA. 100 Yards from Beach. 3mos. Min - Longboat Key [#212056]
    • 2BR/2BA (Sleeps 4) $1990-$3300/mo US Dollars
  • 8 photosBeautiful Waterfront Condo in Gated Community - Longboat Key [#38505]
    • 2BR+/2BA (Sleeps 4-6) From $2300-$4300/mo US Dollars
  • 8 photosNew Longboat Key Beach Resort-Nightly/Weekly/Monthly! Low Rate - Longboat Key [#152493]
    • 1BR+/1BA (Sleeps 2-4) $125-$200/nt - $750-$1400/wk US Dollars
  • 8 photosFabulous Cedars Tennis Resort and Townhome - Longboat Key [#168178]
    • 2BR/2.5BA (Sleeps 4) $700-$1100/wk US Dollars
  • 8 photosBeachfront Cottage - Paradise on the Gulf of Mexico - Longboat Key [#201566]
    • 1BR+/1BA (Sleeps 4) $165-$270/nt US Dollars
  • 8 photosGorgeous Home on Secluded Canal/Walk to Beachw/Pool - Longboat Key [#210652]
    • 3BR/2BA (Sleeps 7) $2150-$2375/wk - $3300-$6000/mo US Dollars
  • 8 photosRelaxing Small Resort on the Beach - Condo on Longboat Key - Longboat Key [#242620]
    • 2BR+/2BA (Sleeps 4-5) $889-$1701/wk US Dollars
  • 7 photosButtonwood Harbour Pool Home - Walk to Beach - Longboat Key [#35326]
    • 2BR/2BA (Sleeps 4) $3200-$4500/mo US Dollars
  • 7 photosLuxury on Longboat - Longboat Key [#38752]
    • 3BR/2.5BA (Sleeps 6) From $1700/wk - $6450/mo US Dollars
  • 7 photosJust Renovated with Dazzling White Beach and Blue-Green Bay! - Longboat Key [#46059]
    • 1BR+/1BA (Sleeps 2-4) $1600-$3000/mo US Dollars
  • 7 photosTropical Townhouse & Tennis at Cedars East - Longboat Key [#50109]
    • 2BR+/2.5BA (Sleeps 4-6) From $625/wk - $1500/mo US Dollars
  • 7 photosJust Steps to White Sandy Beach! - Longboat Key [#169188]
    • 3BR+/2BA (Sleeps 6) $3,995-$5995/mo US Dollars
  • 7 photosDirect Gulf Ocean Front Luxury Condo at the Islander Club - Longboat Key [#202949]
    • 2BR+/2BA (Sleeps 5-6) $4000-$5500/mo US Dollars
  • 7 photosSeaplace 3BR/2BA Ground Floor Longboat Key - Longboat Key [#205440]
    • 3BR/2BA (Sleeps 4-6) $3500-$4400/mo US Dollars
  • 7 photosGulf Front Water Therapy - Longboat Key [#207660]
    • 2BR/2BA (Sleeps 2-4) $315-$1325/wk US Dollars
  • 7 photosPristine Vacation Home Just Steps to the Gulf Beach - Longboat Key [#208358]
    • 3BR/2BA (Sleeps 6) $1125/wk - $3500-$6200/mo US Dollars
  • 7 photosBeachfront Gulf View Condo - Longboat Key [#213442]
    • 2BR/2BA (Sleeps 4-6) $2500-$4500/mo US Dollars
  • 7 photosBeach Condo - Pool - Family Friendly - New Renovation - Longboat Key [#225394]
    • 2BR+/2BA (Sleeps 6) $756-$1249/wk US Dollars
  • 7 photosRemodeled Condo on Canal - Short Walk to Beach! - Longboat Key [#252057]
    • 1BR/1BA (Sleeps 2-4) $600-$800/wk - $1800-$2050/mo US Dollars
      New!
  • 6 photosRelax and Play on the Beach! - Longboat Key [#42376]
    • 1BR+/1BA (Sleeps 2-4) $700-$1225/wk US Dollars
  • 6 photos"Direct Beachfront" - Beachplace Bldg. 1 - 5th Fl. - 2BR/2BA - Longboat Key [#46278]
    • 2BR/2BA (Sleeps 4) $3100-$7500/mo US Dollars
  • 6 photosWhitney Beach Villa - Steps from the Beach, Docks & Pool! - Longboat Key [#55302]
    • 2BR+/2BA (Sleeps 4-6) $2000-$3500/mo US Dollars
  • 6 photosThe Most Prestigious Address of Longboat Key... - Longboat Key [#70751]
    • 2BR/2.5BA (Sleeps 4) $10,000-$12,000/mo US Dollars
  • 6 photosElevator Equipped Luxury Canalfront Home Short Stroll to Beach - Longboat Key [#171511]
    • 3BR+/4BA (Sleeps 6-10) $2000-$3500/wk US Dollars
  • 6 photosBook Your Fall O9 Vacation Today ~ Dates Still Available!! - Longboat Key [#199770]
    • 2BR+/2BA (Sleeps 5-7) $2500-$4500/mo US Dollars
  • 6 photosStunning Spacious Corner Apartment at Longboat Key - Longboat Key [#200882]
    • 2BR+/2BA (Sleeps 4-6) $2500-$3500/mo US Dollars
  • 6 photos"Castle in the Sky" Near Beach and Tennis - Longboat Key [#202380]
    • 4BR+/2.75BA (Sleeps 8-10) $1250-$1850/wk - $3500-$6500/mo US Dollars
  • 6 photosCondo with Own Beautiful Beach - Longboat Key [#207443]
    • 2BR+/2BA (Sleeps 4-5) $887-$1700/wk US Dollars
  • 6 photosPool Cottage in Village - Longboat Key [#243239]
    • 1BR+/1.5BA (Sleeps 4-6) From $650/wk - $2000/mo US Dollars
  • 6 photosLongboat Key Luxury Condo for Rent - Longboat Key [#249621]
    • 3BR+/2BA (Sleeps 6) $3000/2wks - $4000-$5000mo US Dollars
      New!
  • 5 photosCabana Beach Club - Intimate Beach Side Villa - Longboat Key [#46378]
    • 1BR+/1BA (Sleeps 2-5) $110-$210/nt US Dollars
  • 5 photosWaterfront Condo Nature Lovers Retreat...Best Island Value! - Longboat Key [#51385]
    • 1BR+/1BA (Sleeps 4) $600-$750/wk - $1350-$1800/mo US Dollars
  • 5 photosSanctuary - Longboat Key's Exclusive, Prestigious Location - Longboat Key [#51999]
    • 3BR/3BA (Sleeps 6) $11,000/mo - 3 mos US Dollars
  • 5 photosLongboat Bungalow Retreat - Historic Village - Walk to Beach - Longboat Key [#61841]
    • 2BR/1BA (Sleeps 4-6) $1100/2wks - $1750-$2950/mo US Dollars
  • 5 photosDirect Gulf Front, Private Balconies - 1 Bedroom and Studio - Longboat Key [#77982]
    • 1BR+/1BA (Sleeps 4) $119 - $225/nt US Dollars
  • 5 photosFlorida Gulf-Front Home - Longboat Key [#80942]
    • 3BR/2BA (Sleeps 6-8) From $2000/wk - $4500/mo US Dollars
  • 5 photosAmazing Gulf Sunsets from This Gulf Front Condominium - Longboat Key [#85443]
    • 2BR+/2BA (Sleeps 4-6) $4500-$6500/mo Monthly Rental Only US Dollars
  • 5 photosBayfront Longboat Key House with Pool and Beach Access - Longboat Key [#89812]
    • 3BR+/3.5BA (Sleeps 6-8) $1300-$1800/wk US Dollars
  • 5 photosThe Beach, Direct Gulf Front - 1 Bedroom and Studio~ - Longboat Key [#89887]
    • 1BR+/1BA (Sleeps 2-4) $124-$235/nt US Dollars
  • 5 photosSpend the Holidays in the Sun N' Surf - Longboat Key [#96862]
    • 2BR+/3BA (Sleeps 6-8) $3400-$4000/mo US Dollars
  • 5 photosCondominium - 55 and Over Community - Longboat Key [#98265]
    • 2BR/2BA (Sleeps 2-6) $2500-$3000/mo US Dollars
  • 5 photosGulfside Villa on North Longboat Key - Longboat Key [#101500]
    • 2BR+/2BA (Sleeps 4-6) $770-$1225/wk US Dollars
  • 5 photosLongboat Key, Florida - Beautiful Beachplace Condominium - Longboat Key [#110574]
    • 2BR+/2BA (Sleeps 4) $2700-$4900/mo US Dollars
  • 5 photosBrand New Beachfront Condo - Longboat Key [#111574]
    • Studio/1BA (Sleeps 2) $145-$190/nt US Dollars
  • 5 photosBest Kept Secret on Longboat Key - Longboat Key [#136065]
    • 2BR/2BA (Sleeps 5-6) $3750/mo US Dollars
  • 5 photosRare 3 BR/3 BA, 2300 Square Foot Condo on the Beach - Longboat Key [#136778]
    • 3BR+/3BA (Sleeps 7-9) $2000-$3700/wk US Dollars
  • 5 photosSteps from Beautiful Longboat Key Beach - Longboat Key [#137205]
    • 2BR/2.5BA (Sleeps 4) From $850/wk - $1475/2wks - $2340/mo USD
  • 5 photosBeautiful Sarasota Bayfront Condo in a Gated Community - Longboat Key [#139366]
    • 2BR+/2BA (Sleeps 4) $2500-$4500/mo US Dollars
  • 5 photosGulf View 2 BR/1BA Unit at La Playa Condominiums - Longboat Key [#152946]
    • 2BR+/1BA (Sleeps 4-6) From $1,050/wk - $2,450/wk US Dollars
  • 5 photosThe Beach on Longboat - 1 BR + Den - Longboat Key [#155628]
    • 1BR+/1BA (Sleeps 2-6) $175-$275/nt US Dollars
  • 5 photosSpectacular Key West Style Home with Boat Dock - Longboat Key [#160561]
    • 3BR/2.5BA (Sleeps 6-8) From $1495/wk - $5000/mo US Dollars
  • 5 photosLongboatkey Beachfront Condo,Unit 301 Special $99 Per Night!! - Longboat Key [#166053]
    • 1BR+/1BA (Sleeps 2-4) $840-$1225/wk US Dollars
  • 5 photosThree Bedroom Gulf-Front Beach House in Paradise - Longboat Key [#168239]
    • 3BR+/2BA (Sleeps 6-8) $1200-$1600 wk - $4500-$5500/mo US Dollars
  • 5 photosGulf-Front Cottage in Paradise - Longboat Key [#168482]
    • 2BR+/2BA (Sleeps 4-6) $1000-$1350/wk - $3500-$4500/mo US Dollars
  • 5 photosBest Bayfront Location on Longboat Key - Longboat Key [#172111]
    • 2BR/2BA (Sleeps 4-5) $2500-$3500/mo US Dollars
  • 5 photosGreat Value Longboat Key Beach Condo - Longboat Key [#178370]
    • 2BR/2BA (Sleeps 4) $500-$750/wk US Dollars
  • 5 photosDecorator Designed Beachfront Condo/Large Balcony, Super Clean - Longboat Key [#185509]
    • 2BR/2BA (Sleeps 6) $2500-$4500/mo US Dollars
  • 5 photosPrime Beachfront with Pool and Sunset View - Longboat Key [#193467]
    • 2BR+/2BA (Sleeps 4-6) $150-$350/nt US Dollars
  • 5 photosBeautiful Gulf View Condo - Seaplace - Longboat Key [#198541]
    • 1BR/1.5BA (Sleeps 2) $1800-$2500/mo US Dollars
  • 5 photosRemodeled Condo! Great Location! - Longboat Key [#199967]
    • 2BR/2BA (Sleeps 4-6) $3000-$4000/mo US Dollars
  • 5 photosStunning- Direct Ocean Front Best 3BR Views on All of Longboat - Longboat Key [#201319]
    • 3BR/2BA (Sleeps 2-6) $6000/mo US Dollars
  • 5 photosLongboat Key Canal Front Property - Longboat Key [#202970]
    • 3BR/2BA (Sleeps 6-8) $2000/mo US Dollars
  • 5 photosGulf Coast's Best Kept Secret - Longboat Key [#204942]
    • 2BR/1BA (Sleeps 4) $1030-$1420/wk US Dollars
  • 5 photosGulf Front 1 BR with Great Room Awesome View End Unit - Longboat Key [#205330]
    • 1BR+/1BA (Sleeps 6) $155-$265/nt US Dollars
  • 5 photosBeautiful View - Longboat Key [#205387]
    • 2BR+/2BA (Sleeps 6) $3500/mo US Dollars
  • 5 photosWaterfront, Banyan Bay, 1460 Sq Ft, Remodeled, Just Available - Longboat Key [#206480]
    • 3BR+/3BA (Sleeps 7) $4400-$4800/mo US Dollars
  • 5 photosPremiere Longboat Location-Bay Front/Private Gulf Beach Access - Longboat Key [#206721]
    • 1BR+/1.25BA (Sleeps 2-4) $3000-$3800/mo US Dollars
  • 5 photosSummer Steals!! Save $200!! Walk to the Beach! - Longboat Key [#208491]
    • 1BR+/1BA (Sleeps 2-4) $700-$950/wk US Dollars
  • 5 photosSpecial Price on Longboat Key at the Beach - Longboat Key [#209766]
    • 1BR+/1.5BA (Sleeps 2-4) $1400/mo US Dollars
  • 5 photosNorth Longboat- Heated Pool - Walk to Beach - Bring Your Boat - Longboat Key [#210513]
    • 3BR/2BA (Sleeps 4-6) $1100-$1400/wk - $4000-$5000/mo US Dollars
  • 5 photosBest Gulf View on Longboat Key Florida - Longboat Key [#210634]
    • 1BR+/1BA (Sleeps 6) $145-$265/nt - $903-$1633/wk US Dollars
  • 5 photosBeautiful Beachfront Condo 2BR/2BA/Den, Pool, Tennis, Sunsets! - Longboat Key [#213146]
    • 2BR+/2BA (Sleeps 4-6) $4000-$5500/mo US Dollars
  • 5 photosExclusive Area, Beach/Boat Dock Access, Longboat Key, Fl - Longboat Key [#213242]
    • 2BR/2BA (Sleeps 3-4) $2300/mo US Dollars
  • 5 photosSpring Sale; Lovely Historic Home;Walk to Bay or Beach - Longboat Key [#214827]
    • 2BR+/1BA (Sleeps 4-6) $500-$700/wk - $1500-$2000/mo US Dollars
  • 5 photosUSA Florida Longboat Key Bayport Beach and Tennis Club - Longboat Key [#215600]
    • 2BR+/2BA (Sleeps 4-6) $3000-$5500/mo, wkly rate available US Dollars
  • 5 photos2010 Special - January $2000, Feb $2500, Mar $2500, All $6500 - Longboat Key [#216855]
    • 2BR/1.75BA (Sleeps 2-4) From $495/wk or - $1500-$2500/mo US Dollars
  • 5 photosEnjoy Sunshine & Turquoise Waters of the Gulf of Mexico - Longboat Key [#217478]
    • 2BR+/2BA (Sleeps 4-5) $1700-$3000/mo US Dollars
  • 5 photosLuxury Condo on the Beach - Magnificent Sunsets! - Longboat Key [#220262]
    • 3BR/2.5BA (Sleeps 6-8) $7250/mo US Dollars
  • 5 photosCabana Beach Club - Key West Style Villa with Boat Dock Access - Longboat Key [#221005]
    • 1BR+/1BA (Sleeps 4) $125-$220/nt - $900-$1450/wk US Dollars
  • 5 photosA Dream Island Getaway - Longboat Key [#224514]
    • 2BR+/2BA (Sleeps 6) $2700 -$5700/mo USD
  • 5 photosLongboat Key Island Condo with Beach and Bay Access - Longboat Key [#225582]
    • 2BR/2BA (Sleeps 4) $900-$1100/wk - $3500-$4200/mo US Dollars
  • 5 photosBright Key West Style Home on Longboat Key- Walk to Beach - Longboat Key [#225708]
    • 3BR/2.5BA (Sleeps 6) From $215/nt - $1500/wk - $3500/mo US Dollars
  • 5 photosGulf Tides of Longboat Key - Resort Condominium - Longboat Key [#228592]
    • 2BR+/2BA (Sleeps 6) $595-$1995/wk US Dollars
  • 5 photosLongboat Bay Club - Resort Condominium - Longboat Key [#228615]
    • 2BR+/2BA (Sleeps 6) $975-$1895/wk US Dollars
  • 5 photosLittle Gull Cottages - Longboat Key Resort - Longboat Key [#228623]
    • 2BR+/2BA (Sleeps 6) $695-$2495/wk US Dollars
  • 5 photosBreathtaking Waterfront 2 BR/2 BA Luxury Condo - Longboat Key [#230302]
    • 2BR/2BA (Sleeps 5-6) $6000/mo US Dollars
  • 5 photosPristine Furnished Town House with Dock - Longboat Key [#231942]
    • 3BR/3.5BA (Sleeps 6) $1000-$1500/wk - $3000-$5000/mo US Dollars
  • 5 photosGreat Waterfront House with Pool & Dock in Longboat Key, FL - Longboat Key [#233034]
    • 2BR+/2BA (Sleeps 4-6) $1300-$1700/wk - $2825-$5400/mo US Dollars
  • 5 photosBayport Beach & Tennis Club, Tropical Paradise - Longboat Key [#240196]
    • 2BR/2BA (Sleeps 4) $3500-$4500/mo US Dollars
  • 5 photosBeautiful Inn on the Beach - Condo on Longboat Key - Longboat Key [#241689]
    • Studio+/1BA (Sleeps 4) $500-$650/wk - $1200-$1500/mo US Dollars
  • 5 photosBeautiful Gulf Front Condo - Longboat Key [#246956]
    • 2BR+/2BA (Sleeps 4-6) $2500-$4500/mo US Dollars
      New!
  • 4 photosGulf-Front Condo on the Sand in Beautiful Longboat Key - Longboat Key [#65108]
    • 2BR+/2BA (Sleeps 4-6) $2900-$4200/mo US Dollars
  • 4 photosCanal Side Condo with Beach and Pool - Longboat Key [#111000]
    • 1BR+/1BA (Sleeps 2-4) $65-$150/nt US Dollars
  • 4 photosLuxury Gulf Front Condo in Longboat Key - Longboat Key [#152857]
    • 2BR+/2BA (Sleeps 4-5) $4500-$6000/mo US Dollars
  • 4 photosLuxury in Longboat Key, Florida - Longboat Key [#153402]
    • 2BR+/2.25BA (Sleeps 6) $107/nt - $750/wk - $2550/mo US Dollars
  • 3 photosBeautiful Condo on Longboat Key - Longboat Key [#3021]
    • 2BR/2BA (Sleeps 6) $2500-$3000/mo US Dollars
  • 3 photosLuxury Florida Townhouse in Famous Tennis Resort - Longboat Key [#9727]
    • 2BR/2.5BA (Sleeps 2-7) From $950/wk - $1650/2 wks - $2650/mo US Dollars
  • 3 photosBeach House Directly on Beach - on the Grounds of Resort Hotel - Longboat Key [#78309]
    • 1BR+/1BA (Sleeps 2-4) $175/nt - $1155/wk - $4650/mo US Dollars
  • 3 photosLongboat Key Beachplace - Longboat Key [#81543]
    • 2BR/2BA (Sleeps 4-6) From $2000/mo US Dollars
  • 3 photosLongboat Key - 2 BR/2 BA - Gulf View! 1 Month Minimum - Longboat Key [#112746]
    • 2BR/2BA (Sleeps 5-6) $4,000-$4,500/mo US Dollars
  • 3 photosAugust is Hot, Hot, Hot! 2b/2BA $100 Night - Longboat Key [#144219]
    • 2BR+/1BA (Sleeps 6) From $150/nt - $625/wk - $2000/mo US Dollars
  • 3 photosNew Listing, Amazing Beach Getaway - Longboat Key [#152314]
    • 2BR+/2.5BA (Sleeps 4-6) From $700/wk - $2100/mo US Dollars
  • 3 photosFootprints in the Sand - Longboat Key [#158816]
    • 2BR+/2BA (Sleeps 6) $2800-$3600/mo US Dollars

This page updated hourly - next update at 03:01:44 Central Time