- Sea Winds
- Shells On Siesta Key
- Siesta Beach House
- Siesta Breakers
- Siesta Dunes
- Siesta Harbor
- Siesta Palms by the Beach
- Siesta Sands
- Siesta Shores
- Summer Cove on Siesta
- Sun & Sea Island Hideaway
- Sunrise Cove
- Sunset Point
- Sunset Royale
- Tortuga
- Twin Banyan
- Twin Palms
- Vista Hermosa
- Whispering Sands
- White Sands Village
- Aloha Kai
- Anchorage
- At The Beach Apartments
- Banana Bay Club Beachside
- Banana Bay Club Waterside
- Banyan Tree Beach Resort
- Bay Oaks
- Bay Tree Club
- Beach Villas
- Beachaven
- Boca Siesta
- Calle Minorga
- Casa Blanca
- Casa Mar
- Casa Siesta
- Casarina
- Castaway Cove
- Cozy Cove
- Crescent Arms
- Crescent Royale
- Crescent Siesta Key
- Crescent Towers
- Crystal Sands
- Ebb Tide
- El Presidente
- Excelsior Beach
- Fisherman's Cove
- Fisherman's Haven
- Gulf & Bay Club
- Gulf & Bay Club Bayside
- Gulf Haven
- Gulf Holiday
- Gumbo Limbo
- Harbor Towers Yacht & Racquet Club
- Harbour Towne Yacht Club
- Horizons West
- House of the Sun
- Inlets
- Island House
- Island Reef
- Jamaica Royale
- La Siesta
- Midnight Cove
- Midnight Cove Bayside
- Midnight Cove II
- Midnight Sea
- Moorings
- Our House at The Beach
- Palm Bay Club
- Peppertree Bay
- Peppertree Gulfside
- Polynesian Gardens
- Private Homes
- Private Homes, Siesta Isles
- Private Homes, Siesta Key Village
- Private Homes: Palm Island
- Private Homes: Siesta Village
- Provincial Gardens
- Sandbox on the Beach
- Sandy Cove
- Sara Sea
- Sarasota By The Sea
- Sarasota Surf & Racquet Club
- Sea Club II
- Sea Crest
- Sea Shell
- Other Siesta Key Properties
This property allows you to book online with a credit card. After submitting a reservation request, the owner or manager has 24 hours to accept, at which time your card will be charged and you will receive an email confirmation
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Siesta Key Vacation Rentals Show this location only Back to top
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Spectacular Views - 3BR 2BA Gulf Front Unit in the Crescent Arms!!
3BR/2BA
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Sleeps 6
– Crescent Arms #43524
$2100 - $3024 per week 7 night min stay
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Enjoy Spectacular Views - Gulf Front Unit *2BR-2BA in Crystal Sands
2BR/2BA
–
Sleeps 4-6
– Crystal Sands #43639
$1498 - $2198 per week 7 night min stay
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Your Own Beach and Boat Dock!
2BR+/2BA
–
Sleeps 4-6
– Fisherman's Cove #2166
$1145 - $1645 per week 7 night min stay
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Crescent Beach - 2-Bedroom - Beachfront Condo - Luxury
2BR/2BA
–
Sleeps 6
– Crescent Arms #6856
$1425- $1825/wk
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Siesta Key Beach-Gulf Front-Spectacular-Sept Special $900 wk
2BR/2BA
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Sleeps 3-6
– House of the Sun #55360
$1050- $1850/wk
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Full Gulf Views Across from Siesta Key Beach
2BR/2BA
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Sleeps 6
– Our House at The Beach #80017
$1025- $1435/wk
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Crescent Beach, Siesta Key, World Rated Finest Beach
2BR/2BA
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Sleeps 4
– Crescent Arms #27908
$1250-- $1950/wk
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Siesta Key Year Round 3 Bedroom Getaway
3BR/2.5BA
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Sleeps 6
– Midnight Cove II #77427
$1225 per week 7 night min stay
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Siesta Beach Hideaway
4BR/3BA
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Sleeps 11
– Private Homes #122988
$1995 - $2443 per week 7 night min stay
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Luxury Townhouse (3BR) Private Pool - Crescent Beach - Village
3BR+/2.5BA
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Sleeps 6-8
– Private Homes: Siesta Village #28212
$1495- $2045/wk
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Voted No. 1 Beach in Us - #1005 Beachfront - Steps to Sand!
2BR+/2BA
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Sleeps 4-5
– Crystal Sands #36514
$1,360 - $1,980
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Best Views from Harbor Towers on Siesta Key
2BR/2BA
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Sleeps 4
– Harbor Towers Yacht & Racquet Club #76606
$89 - $136 per night 14 night min stay
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1 Week Just Isn't Enough - Beach & Surf at Your Doorstep!
2BR+/2BA
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Sleeps 4-6
– Fisherman's Cove #44237
$1120- $1745/wk
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Last Minute Deal $800 May18-23 Right on Fla #1 Beach! Just Steps from the Sand.
2BR+/2BA
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Sleeps 7
– Sea Shell #83066
From $995/wk specials
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Siesta Key -Spectacular Beachfront View! 1 Bedroom Condo
1BR+/1BA
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Sleeps 4
– Crescent Royale #26868
$945 - $1280 per week 7 night min stay
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Dazzling, Delightful and Short Steps to the Beach
2BR+/2BA
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Sleeps 4-6
– Midnight Cove II #80669
$775- $1125/wk
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Beautiful Home with Private Pool and Jacuzzi
2BR+/1BA
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Sleeps 6
– Other Siesta Key Properties #308776ha
$100 - $171 per night
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Beachfront on Siesta Key at Sarasota Surf & Racquet!
2BR/2BA
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Sleeps 4-6
– Sarasota Surf & Racquet Club #180019
$200 per night 1 night min stay
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1st Flr/2BR Beach Walkout, Wifi,42' TV, Free Longdistance
2BR+/1BA
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Sleeps 4-6
– Fisherman's Cove #47846
$132 - $235 per night 4-7 night min stay
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2BR/2BA Beachfront Luxury Condo on Worlds Most Beautiful Beach
2BR/2BA
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Sleeps 4-5
– Crescent Arms #8491
$1395- $2095/wk
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Couples Paradise on Siesta Key
1BR+/1BA
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Sleeps 2-3
– Gulf & Bay Club #181446
$114-$182/nt - $798- $1275/wk 7nt minimum
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Tropical Bungalows -Walk/Beach Cottage 2bed/2bath May-Dec- from$1995/Mo
2BR+/2BA
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Sleeps 4-6
– Private Homes: Palm Island #10056
$1295- $4200/mo
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Great Spacious 3 Bedroom Unit, Bayside at the Beautiful Gulf
3BR/2BA
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Sleeps 6-8
– Gulf & Bay Club #30420
$1145 - $1535 per week 7 night min stay
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Siesta Key Beach Front Condo--Save for Early Booking
2BR/2BA
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Sleeps 4
– Other Siesta Key Properties #137349
$1095- $1895/wk
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The Hummingbird Beach House! Short Walk to Beach & the Village
6BR+/6BA
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Sleeps 12-20
– Banyan Tree Beach Resort #170636
$115 per night 3 night min stay
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At the Beach - Where Tomorrow is Just Another Day in Paradise
2BR+/1BA
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Sleeps 4-5
– At The Beach Apartments #346533
$175 - $250 per night 3-5 night min stay
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Four Bedroom 'Siesta Beach Tree House'
4BR+/3BA
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Sleeps 10
– Private Homes #130248
$1995 - $2198 per week 7 night min stay
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Awesome Views - Beachfront - Tennis/Pool - New Luxury Renovation- Weekly Rental
2BR/2BA
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Sleeps 6
– Other Siesta Key Properties #269254ha
$1288 - $1911 per week 7 night min stay
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At the Beach - Where Tomorrow is Just Another Day in Paradise
2BR+/2BA
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Sleeps 4-6
– At The Beach Apartments #342972
$200 - $300 per night 3-5 night min stay
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At the Beach - Where Tomorrow is Just Another Day in Paradise
1BR+/2BA
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Sleeps 4
– Other Siesta Key Properties #368504
$150 - $225 per night 3-5 night min stay
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Siesta Key, Beachfront Condo, Renovation Scheduled for Aug/Sep'2013!
3BR+/3BA
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Sleeps 6-8
– El Presidente #183417
$2250 - $2835 per week 7 night min stay
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Professionally Decorated! 1st Flr 3BR/2BA Just 75 Steps to Beach!
3BR+/2BA
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Sleeps 6-7
– Midnight Cove #349057
$1570 - $2228 per week 7 night min stay
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Penthouse Condo-Direct Beachfront
2BR+/2BA
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Sleeps 5
– Crystal Sands #189512
1500- 2100/wk
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Stunning Private 3 Story Townhome with Private Beach Access
3BR/2.5BA
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Sleeps 6
– Shells On Siesta Key #290749
From $1900/wk - $2200/wk
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Steps from Award-Winning Siesta Key Beach
2BR/1.5BA
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Sleeps 6
– Siesta Beach House #38161
$175-$200/nt - $650- $995/wk
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Beautiful Gulf-Front Condo- the Best for Less!
2BR/2BA
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Sleeps 4
– Crystal Sands #278452
$171 - $243 per night
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Siesta Dunes 8-102 Garden Condo with 1 King, 2 Twins, W/D
2BR+/2BA
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Sleeps 4-6
– Siesta Dunes #102432
$950 - 1550 per week depending on season
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Gulf-Side Remodeled Condo with Pool Overlooking the Gulf!
1BR+/1BA
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Sleeps 2-4
– Jamaica Royale #321143
FROM $79 TO $149 NT or $553 TO $1043 WK
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Welcome to Siesta Key, Voted Best Beach Relax and Enjoy!
2BR/2BA
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Sleeps 4
– Vista Hermosa #380246
$851 per week 7 night min stay
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Very Short Walk to Crescent & Siesta Beach!
2BR/2BA
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Sleeps 6
– Other Siesta Key Properties #939666ha
$160 - $260 per night 2-7 night min stay
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439 Beach Rd. 4 Story Luxury Gulf-Front Siesta Key Rental
3BR+/3.5BA
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Sleeps 8
– Other Siesta Key Properties #105211
$3000/wk
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Waterfront Resort on Siesta Key, Lagoon-Setting, Pet Friendly!
10BR+/9BA
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Sleeps 20-34
– Banana Bay Club Waterside #68784
call or e- mail us for rates!
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Beachfront Dreamcondo in Paradise
2BR+/2BA
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Sleeps 4-6
– Fisherman's Cove #39724
$1120- $1745/wk
- Beautiful Waterfront Home with Private Pool 2BR+/2.5BA – Sleeps 6 – Other Siesta Key Properties #308143ha
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Classy, Clean & Close to the Beach
2BR/1.5BA
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Sleeps 4
– Midnight Cove II #293120
$730 - $1,120/week
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Beachfront Property - Luxury Penthouse - Great Location!
2BR+/2BA
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Sleeps 4-6
– Crescent Siesta Key #124387
From $1595/wk - $7900/mo
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All New- Steps to Beach & Siesta Key Village!
2BR+/1BA
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Sleeps 5
– Private Homes, Siesta Key Village #371223
From $875- $1200/wk
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Sun and Sea Island Hideaways - Private, Tropical Bungalows
2BR+/1BA
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Sleeps 4-5
– Sun & Sea Island Hideaway #86096
$650/wk - $1495/wk
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Full Gulf Front - Fall Discounts-it Doesn't Get Any Better!
2BR+/2BA
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Sleeps 6
– Crescent Arms #21322
$1395- $1995/wk
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July 4th Siesta Fireworks Weeks Available! Siesta Village
2BR/1BA
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Sleeps 4
– Private Homes, Siesta Key Village #240485
$500- $900/wk
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Nothing But Excellence! Top Notch Experience Guaranteed!
2BR+/2BA
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Sleeps 6
– Vista Hermosa #194615
$875 - $1106 per week 7 night min stay
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August Dates Still Available for You to Enjoy the Sugar Sand of Siesta Beach
2BR/2BA
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Sleeps 6
– Crescent Royale #385919
$1113 - $1585 per week 7 night min stay
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117 Columbus Blvd. 4-Story Luxury Villa Gulf and Village Views
3BR+/4.5BA
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Sleeps 5-8
– Other Siesta Key Properties #275744
$350 - $560 per night 3-7 night min stay
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Fall Specials! #1 Beach in the Nation
2BR+/2BA
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Sleeps 5-8
– Sea Shell #202473
$1096- $1795/wk
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Best Siesta Key Bay Oaks:Luxurious, Affordable, High Tech
2BR+/2.5BA
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Sleeps 4-6
– Bay Oaks #212880
$640- $975/wk
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New, Large, Private Home, Pool/ Spa, Short Walk Beach/ Village
5BR/4.5BA
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Sleeps 12
– Private Homes #402099
$450 - $570 per night 7-14 night min stay
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Beach Front with 180 Degree View of the Gulf
2BR/2BA
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Sleeps 4-5
– Crescent Arms #28787
$1600- $2100/wk
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Luxury Renovation on Crescent Beach -Great Location!
2BR/2BA
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Sleeps 4-5
– Siesta Breakers #175941
$1275- $1995/wk
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New 2 Bdrm Contemporary Apartment
2BR/1BA
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Sleeps 4-5
– Other Siesta Key Properties #936752ha
$110 - $210 per night 3-5 night min stay
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View Panoramic Sunsets from This Luxurious Beachfront Condo
2BR+/2BA
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Sleeps 6
– Crystal Sands #61870
$1300- $1900/wk
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1st Fl 3BR/2BA on the Best Beach in the World!!!
3BR+/2BA
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Sleeps 6-8
– Midnight Cove #82046
$1500- $1700/wk
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Beautifully Updated Villa on Crescent Beach
2BR+/2BA
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Sleeps 6
– Crescent Arms #225550
$1000- $1600/wk
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Escape the Ordinary....
2BR+/2BA
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Sleeps 4
– Vista Hermosa #327339
$896 - $1204 per week 7-14 night min stay
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Upscale - Beachfront One Bedroom Condo at Fisherman's Cove
1BR+/1BA
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Sleeps 2-4
– Fisherman's Cove #335017
$890 - $1390
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Welcome to Sunsets, to Paradise. Siesta Key Beach Front Condo
2BR/2BA
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Sleeps 6
– Sarasota Surf & Racquet Club #269476
$1325- $2450/wk
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April 2014 is Available. it's Not to Soon to Book. See Calendar for 2013 Dates.
2BR+/2BA
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Sleeps 5-6
– Crystal Sands #374459
$185 - $273 per night 7-14 night min stay
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2 Bdrm Ground Lev Condo April 2013 Wks Available Gulf&Bayclub B.S.
2BR/2BA
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Sleeps 4
– Gulf & Bay Club #227190
$995/ $1500 Tax & Cleaning Included
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Top Floor Beach Front Penthouse with 180 Degree Gulf View
2BR/2BA
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Sleeps 4
– Crescent Arms #225533
$1400- $2100/wk
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The Siesta Key Blue Cottage
1BR/1BA
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Sleeps 2
– Private Homes, Siesta Key Village #428740
From $120.00/Night
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Palm Bay Club G46 Siesta Key Fl, Heated Pool, Gulf Front, Wifi
1BR/1BA
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Sleeps 4
– Palm Bay Club #397360
$125/nt, $695/wk
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Crystal Sands 404-Designer Decorated-Breathtaking Views
2BR/2BA
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Sleeps 6
– Crystal Sands #327316
$1360 - $1980/wk
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Oceanfront View of the Best Beach in the Nation!
2BR+/2BA
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Sleeps 4-6
– Crescent Royale #403774
$1015 - $1435 per week 7 night min stay
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Best Water Views!! Siesta Key, 2BR 1.5 BA Waterfront Paradise
2BR/1.5BA
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Sleeps 4
– Midnight Cove II #376095
From $700 - $1100 /wk
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Gulf Front Condo, Recently Remodeled in a Tommy Bahama Theme,
2BR/2BA
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Sleeps 6
– Sea Shell #342509
$1095- $1795/wk
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New Siesta Beach Luxury Penthouse W/ 5 Brms-3 Min to #1 Beach
5BR+/3.5BA
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Sleeps 10
– Beach Villas #271902
From $500/nt - $4900/wk
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Siesta Key - Sarasota Florida - Steps from the Beach!
2BR+/2BA
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Sleeps 4-6
– Horizons West #264503
$1095- $1550/wk
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Siesta Key - Siesta Dunes - Deluxe Beachfront Condo with Views
2BR/2BA
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Sleeps 4
– Siesta Dunes #127523
$1134/wk and up
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Luxury Condo Ground Floor Across the Street from the #1 Beach
2BR/2BA
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Sleeps 6
– Sea Winds #404378
$145 - $187 per night 3 night min stay
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Siesta Key Gulf & Beach Front Condo on Crescent Beach Discount
2BR/2BA
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Sleeps 4
– El Presidente #378679
$1350/wk discounts available
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Siesta Beach, Fl - One of the Top Beaches in the World
2BR/2.5BA
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Sleeps 2-4
– Other Siesta Key Properties #183088
$600-$990/wk - $2200-$3900/mo
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Highly Desired Gorgeous Condo, Great Location & Rates!
2BR+/2BA
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Sleeps 4-6
– Bay Oaks #431208
$600- 950 US dollars/week
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42 Seconds to the Sand --Renovated Big TV'S
2BR/2BA
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Sleeps 6
– Sea Shell #222875
From $995 wk Sept/Oct $ 1895 high season
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Beautiful Siesta Key Condo
2BR/1BA
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Sleeps 3-4
– Gulf & Bay Club #402457
$826 - $1162 per week 7 night min stay
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Siesta Key, Remodeled, Heated Pool, Walking Distance to Beach
Studio+/1BA
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Sleeps 2-4
– Sara Sea #331435
From $129/nt - $778.05/wk Current Season
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Penthouse at the Beach
2BR/2BA
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Sleeps 6
– Crescent Arms #335212
$950- $1425/wk
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Siesta Key Beachfront Condo - Spacious and Comfortable!
2BR/2BA
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Sleeps 6
– Sarasota Surf & Racquet Club #432443
$1325-$2450/wk; $190-$350/day
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Siesta Key 2BR 2 Bath Condo in Paradise - Beautiful
2BR+/2BA
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Sleeps 4-6
– Gulf & Bay Club #405532
From $985/wk and additional nights $133
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Morgan - Crystal Sands #311 - Completely Renovated 2 Bedroom / 2 Bath
2BR/2BA
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Sleeps 4-6
– Crystal Sands #429047
$257 - $286 per night
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Newly Remodeled Condo on Beautiful Crescent Beach! 2 Bed/2bath
2BR/2BA
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Sleeps 6
– Crescent Arms #361908
$1100.00 - $1750.00 wkly One wk min.
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Palm Bay Club #356 Tranquil Bayside 2BR/2b Beautifully Updated
2BR/2BA
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Sleeps 5
– Palm Bay Club #405703
FLEXIBLE SUMMER RATES!!!
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Gorgeous Luxury Condo with Spectacular Ocean View!
2BR/2BA
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Sleeps 4
– Crystal Sands #266925
$1500- $2100/wk
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10% Off in May! #1 Beach in the USA! Beachside Complex!
Studio+/1BA
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Sleeps 4
– Casa Mar #311621
$90 - $136 per night 3 night min stay
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Waterfront on Siesta
3BR+/2BA
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Sleeps 6-8
– Other Siesta Key Properties #431658
3500.00- 5800.00 month
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3- Bedroom Canal Front Home with Pool-Spa and Central Air
3BR/2BA
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Sleeps 8
– Private Homes, Siesta Key Village #378999
From $2000.00/wk
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Midnight Cove Beachfront
2BR/2BA
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Sleeps 4
– Midnight Cove #413981
$1540 per week 7 night min stay
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Primo Siesta Key Condo with European Flare Minutes to Worlds #1 Beach
2BR/2BA
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Sleeps 4
– Midnight Cove II #455351
$840 - $980 per week 7 night min stay
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Newly Renovated Top Floor Siesta Key Condo
2BR+/2BA
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Sleeps 4-6
– Midnight Cove #313851
$1000- $1500/wk
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July Weeks Avail. Siesta Fireworks 4th
1BR+/1BA
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Sleeps 1-3
– Private Homes: Siesta Village #433834
$600- $900/wk; Specials Available
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Beach Front Condo Directly on Beautiful Siesta Key Beach
2BR+/2BA
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Sleeps 6
– Crystal Sands #370112
$1,360- $1,980
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Beautiful First Floor 2 Bed, 2 Bath Condo Across from Beach!
2BR/2BA
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Sleeps 6
– White Sands Village #411654
Two wk minimum ( $900 to $2050)
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Spectacular Views - 3BR 2BA Gulf Front Unit in the Crescent Arms!!
3BR/2BA
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Sleeps 6
– Crescent Arms #43524
Overview of Siesta Key Vacation Rentals
Siesta Key Condos: Create Your Dream Vacation with Ease
Just off the coast of Sarasota, Florida, you’ll find the beautiful barrier island called Siesta Key. If you are looking for the whitest beaches and the most tropical atmosphere in Florida, then you’ll find it here. Forego bland hotels and make your vacation plan more exciting – Siesta Key condos are the perfect option for you.
Siesta Key beach rentals are an even better option if you long to hear the egrets singing and waves crashing outside your bedroom window. Of course, there are also several Siesta Key resorts to choose from as well.
Luxurious Vacations Start Here: Siesta Key Condos
Siesta Key condos come in a wide variety of options, and they definitely offer you the most in terms of amenities. If the weather might be a little chilly on your trip, don’t fret. Many of the condos have heated pools, so regardless of the weather you can still fit in some swimming time with the family. Looking for a more private getaway? Many Florida condos in Siesta Key even have their own beaches!
Other great features that many of the condos offer include beachfront property, breathtaking views and a variety of bedroom options. This makes selecting perfect Siesta Key beach rentals a breeze for a large family.
Siesta Key Beach Rentals Put You Steps from the Ocean
When you plan a family vacation to Florida, it’s all about the water, right? With all the options available in Siesta Key beach rentals, you won’t be far from sinking your toes into the gorgeous white sand and feeling the surf soak your ankles. Plus, being so close to the water provides you with an excellent view.
Another great benefit is that you are close to any action or events taking place on the beach. In May, for instance, you can see World-class sand sculptures created by amazing artists at the Siesta Key Sand Sculpture Contest.
Stay at Some of the Finest Resorts with Siesta Key Resorts
Even if you prefer having complete control over your vacation, there are times when it's great to get a little pampering at luxurious Siesta Key resorts. If you want to take in 50 miles of canals and waterways from your room balcony, then the Siesta Key resorts will allow you to do just that. You’re also not far from great dining and shopping. And, of course, you're never far from the sand - many of the resorts have private beaches where you can rent bungalows, chairs, water toys, or take advantage of the many entertainment options that may be provided by the resort. No matter which option you choose one thing is sure: Siesta Key will provide you with a vacation full of rest, relaxation and fun