- 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
- 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
- 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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Duplex Property 1 Block to the Beach!
Studio/0BA
–
Sleeps 6
– Private Homes #459300
from $759 nt
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Darling Cottages Just 1 Block to Beach
Studio/0BA
–
Sleeps 6
– Private Homes #459298
from $759 nt
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One of a Kind Unit in Prestigious Complex on #1 Beach
3BR/3BA
–
Sleeps 6
– Casarina #372255
$4,000- $6,000 a Month
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Polynesian Gardens Villa
2BR+/2BA
–
Sleeps 4-6
– Polynesian Gardens #380341
From $600- 875/wk
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Beautifully Decorated First Floor 2BR Condo Directly Across Siesta Key Beach !
Studio/0BA
–
Sleeps 4
– Crescent Royale #474922
$935 - $1355 per week 7 night min stay
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Cottage in Family Friendly Rv Resort
1BR/1BA
–
Sleeps 4
– Private Homes #469645
Starting at $850/month
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House of the Sun #401gs
2BR/2BA
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Sleeps 4
– Other Siesta Key Properties #3196090ha
$155 - $225 per night
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House of the Sun #311gv
2BR/2BA
–
Sleeps 6
– Other Siesta Key Properties #3196084ha
$179 - $262 per night
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House of the Sun #501gs
2BR/2BA
–
Sleeps 4
– Other Siesta Key Properties #3196104ha
$155 - $225 per night
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House of the Sun #308gv
2BR/2BA
–
Sleeps 4
– Other Siesta Key Properties #3196082ha
$179 - $262 per night
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House of the Sun #212gv
2BR/2BA
–
Sleeps 4
– Other Siesta Key Properties #3196071ha
$179 - $262 per night
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House of the Sun #302gs
2BR/2BA
–
Sleeps 6
– Other Siesta Key Properties #3196077ha
$155 - $225 per night
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House of the Sun #404gs
2BR/2BA
–
Sleeps 4
– Other Siesta Key Properties #3196093ha
$155 - $225 per night
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House of the Sun #510gv
2BR/2BA
–
Sleeps 4
– Other Siesta Key Properties #3196111ha
$179 - $262 per night
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House of the Sun #410gv
2BR/2BA
–
Sleeps 4
– Other Siesta Key Properties #3196099ha
$179 - $262 per night
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House of the Sun #509gv
2BR/2BA
–
Sleeps 4
– Other Siesta Key Properties #3196110ha
$179 - $262 per night
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House of the Sun #508gv
2BR/2BA
–
Sleeps 6
– Other Siesta Key Properties #3463965ha
$179 - $262 per night
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House of the Sun #304gs
2BR/2BA
–
Sleeps 6
– Other Siesta Key Properties #3196079ha
$155 - $225 per night
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House of the Sun #507gv
2BR/2BA
–
Sleeps 6
– Other Siesta Key Properties #3196108ha
$179 - $262 per night
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House of the Sun #314gv
2BR/2BA
–
Sleeps 4
– Other Siesta Key Properties #3196087ha
$179 - $262 per night
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House of the Sun #306gs
2BR/2BA
–
Sleeps 6
– Other Siesta Key Properties #3196081ha
$155 - $225 per night
- Bay Tree Club 2BR/2BA – Sleeps 6 – Other Siesta Key Properties #3190616ha
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Gulf & Bay Club Bayside
3BR/2BA
–
Sleeps 6
– Other Siesta Key Properties #3190644ha
$110 - $171 per night
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Sandy Cove
2BR/2BA
–
Sleeps 4
– Other Siesta Key Properties #3190798ha
$63 - $123 per night
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Quiet and Comfortable Condo Near Turtle Beach on Siesta Key
2BR/2BA
–
Sleeps 5
– Other Siesta Key Properties #181767ha
$70 - $125 per night 6 night min stay
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Great Rates
2BR+/2BA
–
Sleeps 4
– Siesta Dunes #733
$1000 per week 7 night min stay
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Reduced Rates*** Beautifully Remodeled on USA #1 Beach
2BR/2BA
–
Sleeps 6
– El Presidente #58246
$1,150 - $1938/wk
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Palm Bay Club - Bayfront Large 2/2 Condo - Reasonable Price
2BR+/2BA
–
Sleeps 6
– Palm Bay Club #45661
$154 - $321 per night 2 night min stay
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1 Minute to Siesta Key Beach
3BR+/3BA
–
Sleeps 8
– Private Homes #168228
$414 - $443 per night
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Best Prices at Siesta Key Comfort
1BR+/1BA
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Sleeps 4
– Sea Winds #14142
$425 - $725 per week 7 night min stay
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1 Minute Siesta Key Beach and 5 Blocks to Village
3BR/3BA
–
Sleeps 6
– Private Homes #170592ha
$386 - $414 per night
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Special! Midnight Cove II
2BR/2BA
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Sleeps 4
– Midnight Cove II #11651
$665 - $1078 per week 7 night min stay
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Siesta Gem! Bright & Cheerful End-Unit Villa W Garden Patio!
1BR+/1BA
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Sleeps 2-4
– Ebb Tide #319047
$169/nt or $600- $1050/wk
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Crystal Sands Beachfront * Newer Interior * Amazing Views
2BR+/2BA
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Sleeps 4-6
– Crystal Sands #4150
$1360- $1980/wk
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Seashell 2/2 on World's Most Beautiful Beach!!!!
2BR+/2BA
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Sleeps 6
– Sea Shell #18045
$995- $1695/wk
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Siesta Key Poolside Villa
2BR/1.5BA
–
Sleeps 4
– Other Siesta Key Properties #142744ha
$107 - $114 per night
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Gulf Front Beach - Rare End Unit - Boat Docks - Amazing Views!
2BR/2BA
–
Sleeps 4-6
– Fisherman's Cove #2268
$1,120- $1745/wk
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1 Bdrm Siesta Key Beach Condo
1BR/1BA
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Sleeps 2
– Sea Club II #108307
89 - 114/night + tax U. S. Dollars
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Bay Oaks Townhouse Overlooks Pool
2BR+/2.5BA
–
Sleeps 4
– Bay Oaks #291592
$665 - $1225 per week 7 night min stay
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Spacious 2 Bdrm, 2bath, King Bed Suite and 2 Full Size Beds Suite
2BR/2BA
–
Sleeps 4
– Crescent Royale #101699
From $125/night to $1345/week
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True Beachfront Cozy Villa Ground Level Walkout Private Lanai/Big Pool
2BR+/2BA
–
Sleeps 6-7
– Aloha Kai #164186
$1400- $2400/wk
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Our Home Away from Home.
1BR+/2BA
–
Sleeps 4-6
– Siesta Key #431377
$504 - $903 per week 7 night min stay
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Canal Home with Heated Pool - Walk to Beach & Village
4BR/3BA
–
Sleeps 8
– Private Homes #24182
From $2150/wk
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Paradise on Siesta Key!
1BR+/1BA
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Sleeps 2
– Harbor Towers Yacht & Racquet Club #93082
$425- $740/wk
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Siesta Key-Crescent Beach Gulf Side - 2 BR/2 BA in Casa Blanca
2BR+/2BA
–
Sleeps 4-6
– Casa Blanca #85933
From $880/wk
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Siesta Key Condo- Jan. Special 2 Weeks Just 1295.00/wk.
2BR/2BA
–
Sleeps 5-6
– Sea Shell #80216
1195- 1895/wk
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Siesta Key Luxurious Beachfront Condo
2BR+/2BA
–
Sleeps 4-6
– Crescent Arms #12343
$1323 - $1897 per week 7 night min stay
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La Dolce Vita-Immaculate Ground Floor Unit W/Beach/Pier Access
1BR+/1BA
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Sleeps 2-4
– Sandy Cove #122543
$90 - $110 per night 14-30 night min stay
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Ebb Tide Villa 2 W Own Patio! Walk to #1 Beach!
1BR+/1BA
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Sleeps 2-4
– Ebb Tide #330863
$169/nt or $700- $1150/wk
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Beautifully Renovated Gulf Side 1 BR Condo on Crescent Beach
1BR/1BA
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Sleeps 4
– Casa Mar #53261
$750- $1200/wk
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Siesta Key (Beach House)
3BR+/3BA
–
Sleeps 6-8
– Private Homes #126237
from $1,950 per week.
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Spacious, Updated Pool Home Close to Siesta Key Beach
3BR/2.5BA
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Sleeps 6
– Other Siesta Key Properties #528834ha
$200 - $229 per night
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2 Bedroom, 2 Baths Apartment, Private Beach Access, Heated Pool
2BR/2BA
–
Sleeps 6
– Other Siesta Key Properties #528828ha
$157 - $186 per night
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One Bedroom Condo Just Steps Away from Siesta Key Beach
1BR+/1BA
–
Sleeps 2-4
– White Sands Village #50441
$725-$1575/2 wks - $1300-$3000/mo
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Oceanfront/Beachfront Condo in Premier Complex - Y Building
2BR+/2BA
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Sleeps 6-8
– Sarasota Surf & Racquet Club #133036
$1200- $2500/wk
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Peaceful Haven on Siesta Key W/ Beach Access: Low Spring/Summer Rates
2BR/1.5BA
–
Sleeps 4
– Midnight Cove II #118739
$680- $1190/wk
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Beautiful 2 BR Gulf-Front Condo in Siesta Dunes!
2BR+/2BA
–
Sleeps 4-6
– Siesta Dunes #74264
$1400- $1885/wk
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Siesta Key 1st Floor - Welcome to Paradise!
2BR/2BA
–
Sleeps 4
– Midnight Cove II #41776
$650- $1100wk
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Delightful Lagoon-Front Condo - Steps to Turtle Beach
2BR+/2BA
–
Sleeps 4
– Castaway Cove #288094
$200 per night 2 night min stay
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Sun, Sand & Save 25% to 55%* Per Week at Midnight Cove #532
2BR/1.5BA
–
Sleeps 4
– Midnight Cove #153397
$587-$1148/wk - $1988-$4049/mo US Dollars (USD)
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House of the Sun - 2 Floor Unit Located Right on the Beach!!!!
2BR/2BA
–
Sleeps 4
– House of the Sun #314793
125/NIGHT TO $1350/WEEK
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Enjoy This Beautiful Lakeside Condo on Siesta Key/Sarasota
2BR/2BA
–
Sleeps 4
– Gulf & Bay Club #113469
$895- $1231/wk
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Crescent Beach/Gulf View. Deluxe/Well Appointed&Equipt. Yes!
2BR/2BA
–
Sleeps 1-4
– Excelsior Beach #21928
$1060- $1800/wk
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Panoramic Ocean Views on No 1 Ranked Beach in USA
2BR/2BA
–
Sleeps 6
– Our House at The Beach #452859
$994 - $1470 per week 7 night min stay
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Spectacular Location at Crescent Beach on Siesta Key
2BR/2BA
–
Sleeps 5
– Peppertree Bay #32030
$1250-$1750/wk - $4500-$5500/mo
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Beachfront Condo - Facing Siesta Key Beach: Fall Specials!!!
2BR+/2BA
–
Sleeps 4-6
– Crescent Royale #260588
$1013- $1435/wk
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Remodeled,Siesta Key,100 Steps You're on Crescent Beach,Sleep 6 in Beds,Freewifi
2BR+/2BA
–
Sleeps 6
– Sea Shell #139923
$156 - $271 per night
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Beach Villa on Siesta Key-Office with Wi-Fi
2BR+/2BA
–
Sleeps 4-6
– Crystal Sands #119914
$1050- $1385/wk
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Midnight Cove Bayside Unit - Completely Remodeled Summer 2010
2BR+/2BA
–
Sleeps 4-6
– Midnight Cove Bayside #292867
$979-$1538/wk - $3523-$5537/mo
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Affordable - Paradise on Siesta Key
2BR+/2BA
–
Sleeps 4-5
– Bay Oaks #49293
$675- $975/wk
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Peaceful Palm Island Home with Pool, Walk to Beach & Village!
3BR+/3.5BA
–
Sleeps 10
– Private Homes: Palm Island #288740
from $2000 week to $7250 month
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Boat Dock Condominium Overlooks Blind Pass on Siesta Key
2BR/2BA
–
Sleeps 4
– Inlets #32120
$1200- $3000/mo
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Adorable Key West Style Cottage on Siesta Key, Steps to White
1BR+/2BA
–
Sleeps 4-5
– Twin Palms #381251
From $700- $910/wk
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Beautiful White Sand Siesta Key
Studio+/1BA
–
Sleeps 4-5
– Casa Mar #66238
From $99/nt - $675/wk - $1800/mo
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Beautiful Condo on #1 Beach in America!!
2BR+/2BA
–
Sleeps 6
– Midnight Cove #124680
$1375 - $1875/wk
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Siesta Dunes Beach 104, Siesta Key Gulf, Spa, Heated Pool
2BR/2BA
–
Sleeps 6
– Siesta Dunes #397382
$125 - $250 per night 2-4 night min stay
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Romantic Siesta Beach Oceanfront Condo 304 Beautiful Views
1BR+/1BA
–
Sleeps 4
– Sunset Royale #201570
$629- $1029/week
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A 3 Suite Home with Pool and Plenty of Room.
3BR/3BA
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Sleeps 6-7
– Sarasota By The Sea #383056
$100 - $257 per night
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Direct Gulf-Front Beach Condo - with Boat Dock on Intercoast
2BR/2BA
–
Sleeps 4-6
– Fisherman's Cove #4388
$1,020 to $1,645/wk
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Beautiful Waterfront Villa with Crescent Beach Access
2BR/2BA
–
Sleeps 4-6
– Provincial Gardens #7580
$625- $1200/wk
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Dream Beach
2BR/2BA
–
Sleeps 4
– Other Siesta Key Properties #46412
$1,150 T0 $1,350
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Beautiful Waterviews with High Speed Internet
2BR/2BA
–
Sleeps 4
– Inlets #157110
From $1400/mo
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Siesta Key Ocean Front Luxury Condo - the Best Location
2BR/2BA
–
Sleeps 4
– Crescent Royale #398931
$170 - $195 per night 14-28 night min stay
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Luxury Siesta Beach Oceanfront Condo #212 with Beautiful Views
2BR+/2BA
–
Sleeps 6
– Sunset Royale #201698
$749- $1249 week
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Location, Location, Location
2BR/1BA
–
Sleeps 6
– Private Homes: Siesta Village #449380
$172 - $230 per night 2-7 night min stay
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Palm Bay Club -2 BR/2 BA Reduced Rates
2BR/2BA
–
Sleeps 4
– Palm Bay Club #265200
$900- $1400/wk
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Family/Pet Friendly Duplex - 1 Block from Beach and Pool
2BR/1BA
–
Sleeps 4
– Sarasota By The Sea #11071
From $120/nt - $650/wk - $1800/mo
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Siesta Key Vacation Rental-Minutes to Beach and Shopping!
3BR/1BA
–
Sleeps 8
– Other Siesta Key Properties #911766ha
$125 - $154 per night
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Castaway Cove 3b, on Lagoon Near Beach, Pet Friendly, Siesta Key
2BR/1.5BA
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Sleeps 5
– Other Siesta Key Properties #397326
$100 - $200 per night 2-4 night min stay
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Luxurious Siesta Key Bayfront Townhouse - 3 BR/2.5 BA
3BR/2.5BA
–
Sleeps 6
– Other Siesta Key Properties #10981
$3500- $6000/mo
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Palm Bay Club Private Beach 3 Min 3 Doors from Pool,Fishing,Pi
2BR/2BA
–
Sleeps 6
– Palm Bay Club #309592
$150 - $250 per night 2-7 night min stay
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Crystal Sands Beachfront - a Jewel in the Sand
2BR+/2BA
–
Sleeps 5
– Crystal Sands #87959
From $1250/wk
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2BR/2BA Newly Renovated Condo, Sleeps 6
2BR/2BA
–
Sleeps 6
– Harbor Towers Yacht & Racquet Club #197907
$575- $895/wk
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Beautiful Condo with 2 Master Suites
2BR/2BA
–
Sleeps 6
– Other Siesta Key Properties #3540281ha
$560 - $882 per week 7-14 night min stay
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Beautiful Villa with Crescent Beach and Intracoastal Access
2BR+/2BA
–
Sleeps 4-6
– Provincial Gardens #62791
$525- $800/wk
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Fun in the Sun on Siesta Key
2BR/2BA
–
Sleeps 4-5
– Harbor Towers Yacht & Racquet Club #150381
$650-$950/wk - $1600-$3800/mo
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Lovely Tropical Villa, Patio,Heated Pool,Great Value!
1BR+/1BA
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Sleeps 2-4
– Ebb Tide #379835
$80nt or $560/ $975 wk
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Peppertree Cottage Gem Steps to the Sand Plus Large Master Bedroom
2BR/2BA
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Sleeps 4
– Peppertree Gulfside #460360
$1015 - $1365 per week 7 night min stay
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Wonderful Waterfront Apartment with Siesta Key Beach Access
1BR/1BA
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Sleeps 2
– Provincial Gardens #12455
$420- $700/wk
- Welcome to Sugarland, Your Dream Home Directly on the Beach! 2BR/2BA – Sleeps 6 – Gulf & Bay Club #216498
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Duplex Property 1 Block to the Beach!
Studio/0BA
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Sleeps 6
– Private Homes #459300
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