Holiday Rentals in Siesta Key
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1559 rentals in Siesta Key.
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Gorgeous Direct Gulf/Beach Front 2 Bedroom Condo on Siesta Key, Amazing views!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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GULF FRONT ON #1 Beach! Siesta Dunes (by owner)
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Cathy's Crescent Condos-Siesta Key, FL GULF FRONT
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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4 Bedroom with Gulf View Siesta Key FL Beach Fun
Condo/Apartment
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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2 BR, 2 Bath, Siesta Key Village Condo with Pool
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Enjoy Sounds of the Surf and 180 Degree Gulf View to Watch Dolphins and Sunsets
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Buttonwood 477 at Midnight Cove Siesta Key, FL.
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Firethorn 522 at Midnight Cove Siesta Key, FL.
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Firethorn 821 at Midnight Cove Siesta Key, FL.
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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A Siesta Tropical Retreat - Island Pool Oasis in Village & 2 blocks to Beach
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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FANTASTIC VACATION! STEPS FROM THE POOL AND BEACH, VERY CLEAN, UPDATED KITCHEN!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Breathtaking Full Gulf Views Steps From The White Sands Of Siesta Key Beach
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Across The Street From #1 Beach- w/ RELAXED CANCELLATION POLICY Thru 12/31/2022
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Siesta Key Gulf Side~1st Floor Villa, 3 Heated Pools, Updated, Beachy Chic #100
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Perfect Local In Village,1 1/2 Block From #1 Beach In USA, Pool, Wifi, Sun & Fun
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Walk To Siesta Village And Beach/Pool & Hot Tub
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Cozy Romantic Siesta Key Beachfront Condo-full beach view. 50 steps to the beach
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Super clean and Modern Townhouse, Style And Comfort, Steps From PRIVATE Beach
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Newly renovated condo with premium features on Siesta Key
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Siesta Beach-Check August Specials
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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LAST MINUTE PRICE!! BEACH OPEN!! SIESTA KEY , PRIVAT POOL !
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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AMAZING Beach Condo on Siesta Key Beach
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Pet friendly Home- Blocks from World Famous Siesta Key Beach
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Sit Back And Watch The Parade Of Boats From Your Luxurious Condo!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Large canal house, 5BR with Heated pool
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Paradise! Remodeled 2 bedroom 2 bathroom with incredible views
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Couple's Fun Getaway, Quick to Village, Easy to Beach! Super Location on key!
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Siesta Key, beach front condo on America's #1 Beach! 2 BR, 2 Bath, Sleeps 6
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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LuLu's Leatherback Walk to Beach & Village, Heated Pool, WiFi, Barbecue Station,
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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View World-famous Siesta Beach from Lanai*Paradise just steps from sand & surf
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Private 4 Bedroom Single Family Coastal Home w/Pool 1 Block to Siesta Key Beach
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Palm Bay Club - Bayfront Large 2/2 Condo - Reasonable Price
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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An intercoastal delight with beach access Sept to October 2020 $89 per night
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Perfectly Remodeled Townhome, Steps From the Private Beach
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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LuLu's Loggerhead - Walk to Siesta Key Beach. In Village, Heated Pool, WiFi, Upd
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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*Steps from World-Famous Siesta Beach*Spacious, Tranquil 2/2+garage*Paradise!*
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Heart of Siesta Key Village, Walk to Gulf/beach, WiFi, Heated Community Pool & T
Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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☀️ ️ NEW LUXURY SIESTA HOME with PRIVATE HEATED POOL and BEACH ACCESS ️
Condo/Apartment
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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* Special Nov 28 -Dec 12th only $150 per night * On Beach Ocean front on beach
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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BEST HOUSE ON SIESTA - Sleeps 24+ - Heated Private Pool w/ Slide, Spa, Gratto,
Holiday Rental House
8 bedrooms
8 bathrooms
Sleeps 23
Match: Sleeps
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Beautiful, Spectacular view on the Ocean, new furniture, oversized deck/balcony
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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'CHATEAU du SOLEIL' *** SINGLE Family Home *** 1-1/2 Blocks to Beach
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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Perfect Location. Roof Top Deck. Gulf Views. Heated Pool/Spa w/ Rain Curtain
Holiday Rental House
6 bedrooms
7 bathrooms
Sleeps 18
Match: Sleeps
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BEAUTIFUL & IMPECCABLY MAINTAINED BEACHFRONT CONDO ON AMAZING SIESTA KEY BEACH
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Siesta Key Getaway!!
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Top Location on Siesta Key! Private Gate into Village! No car required!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Clean and Beautiful Condo with Private Beach in Beautiful Siesta Key #1 Beaches
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Newly Renovated Home on Canal, New Pool, Steps from Siesta Key Beach
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Siesta Key For Me * The Palm Bay Club
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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LuLu’s Green in the Heart of Siesta Key Village, 4 Minute Walk to Beach, Pool, W
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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