Siesta Key Holiday Rentals
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1290 rentals in Siesta Key.
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WE LIKE BLUE, SIESTA BLUE! 2 BED BAYSIDE CONDO ON SIESTA KEY
2 bedrooms
1 bathroom
Sleeps 4
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BEST HOUSE ON SIESTA - Sleeps 24+ - Heated Private Pool w/ Slide, Spa, Gratto,
8 bedrooms
8 bathrooms
Sleeps 24
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Newly Renovated Beach House on canal * 5 minute walk to village and beach
3 bedrooms
2 bathrooms
Sleeps 8
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Best Location - luxury villa with pool, very close to beach and restaurants!
2 bedrooms
3 bathrooms
Sleeps 4
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Top Floor Oceanfront View Of The #1 Beach In The USA! - Beautiful Decor!
1 bedroom
1 bathroom
Sleeps 3
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20% OFF - 3/26-4/1 - Nearly Beachfront - Bring the Whole Family. Enjoy Paradise
5 bedrooms
4 bathrooms
Sleeps 16
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2 MINUTE WALK TO SIESTA BEACH!! (really) 1 MINUTE TO POOL. GREAT VALUE!!!
2 bedrooms
1 bathroom
Sleeps 5
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WHAT A VIEW !! 2 BED BAYSIDE CONDO ON SIESTA KEY
2 bedrooms
2 bathrooms
Sleeps 4
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Siesta Key/Derby Bay
3 bedrooms
2 bathrooms
Sleeps 6
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Perfect Local In Village,1 1/2 Block From #1 Beach In USA, Pool, Wifi, Sun & Fun
1 bedroom
1 bathroom
Sleeps 4
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Siesta Key Villa A - Only 150 yards to Crescent Beach and heated pool!
2 bedrooms
1 bathroom
Sleeps 4
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Siesta Key Villa B - Only 150 yds. to Crescent Beach and heated pool!
2 bedrooms
1 bathroom
Sleeps 4
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Siesta Key Inn 1Br/1B Sabal Palm #1A
1 bedroom
1 bathroom
Sleeps 4
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Midnight Cove #532 in Siesta Key, FL- Sun, Sand & *Save 9% to 25% per Week*
2 bedrooms
2 bathrooms
Sleeps 4
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Newly renovated condo with premium features on Siesta Key
2 bedrooms
2 bathrooms
Sleeps 6
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Lush Siesta Key Cottage - 4 Blocks to Main St!
2 bedrooms
2 bathrooms
Sleeps 3
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Enchanting Toes In The Sand Gulfront Condo
2 bedrooms
2 bathrooms
Sleeps 6
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Quiet and Comfortable Condo Near Turtle Beach
2 bedrooms
2 bathrooms
Sleeps 5
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Cathy's Crescent Condos-Siesta Key, FL GULF FRONT
2 bedrooms
2 bathrooms
Sleeps 6
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Siesta Beach House #205 Ground Floor, Minute Walk to Beach
2 bedrooms
2 bathrooms
Sleeps 6
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Siesta Key - Sarasota, Super Cute One Bedroom, Steps to the Beach!
1 bedroom
1 bathroom
Sleeps 4
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Charming Siesta Key Village Unbeatable Location
1 bedroom
1 bathroom
Sleeps 4
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4 Bedroom with Gulf View Siesta Key FL Beach Fun
4 bedrooms
4 bathrooms
Sleeps 10
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A Siesta Tropical Retreat - Island Pool Oasis -super close to Village & #1 beach
3 bedrooms
2 bathrooms
Sleeps 9
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Siesta Beach House - 203 / Sunny Daze
2 bedrooms
2 bathrooms
Sleeps 6
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Best Deals on Siesta Key
1 bedroom
1 bathroom
Sleeps 4
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Cozy Romantic Siesta Key Beachfront Condo-full beach view. 50 steps to the beach
1 bedroom
1 bathroom
Sleeps 4
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Siesta Key Old Florida Cottage, Great Location at a Great Price
1 bedroom
1 bathroom
Sleeps 2
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CONTACT US FOR GREAT APRIL-MAY DISCOUNTS!
2 bedrooms
2 bathrooms
Sleeps 6
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GULF FRONT ON #1 Beach! Siesta Dunes (by owner)
2 bedrooms
2 bathrooms
Sleeps 6
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Direct Gulf-Front / End Unit Fisherman's Cove A201
2 bedrooms
2 bathrooms
Sleeps 4
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Siesta Key, Heated pool, Gulf and Bay, Cute Siesta Key Condo, Gated
1 bedroom
1 bathroom
Sleeps 2
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Beachfront Condo - 3 BR- Heated Pool - Free Boat Docks – Upscale – Siesta Key
3 bedrooms
2 bathrooms
Sleeps 8
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2 BR, 2 Bath, Siesta Key Village Condo with Pool
2 bedrooms
2 bathrooms
Sleeps 4
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Seaside Villas Unit 3BR 5241
3 bedrooms
3 bathrooms
Sleeps 8
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Deluxe 3-BR Siesta Key Townhouse - Heated Pool - Siesta Key Village
3 bedrooms
3 bathrooms
Sleeps 8
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Siesta Key - Gulf-Front Retreat - 2 BR – Free Boat Docks - Upscale
2 bedrooms
2 bathrooms
Sleeps 6
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Crescent Beach - 2 Bedroom - Beachfront Condo Complex - Heated Pool
2 bedrooms
2 bathrooms
Sleeps 6
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Siesta Key - Gulf-Front Retreat - 2 BR – Free Boat Docks - Ground Floor
2 bedrooms
2 bathrooms
Sleeps 6
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Beachwalk - Siesta Key Beach - 3BR Townhouse - Heated Pool - upscale
3 bedrooms
3 bathrooms
Sleeps 8
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Sandy Toes Town Home
3 bedrooms
3 bathrooms
Sleeps 6
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Breathtaking Full Gulf Views Steps From The White Sands Of Siesta Key Beach
2 bedrooms
2 bathrooms
Sleeps 4
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The Shells Villa - Next to Beach & Village
3 bedrooms
3 bathrooms
Sleeps 10
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LAST MINUTE PRICE!! BEACH OPEN!! SIESTA KEY , PRIVAT POOL !
4 bedrooms
2 bathrooms
Sleeps 10
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FANTASTIC VACATION! STEPS FROM THE POOL AND BEACH, VERY CLEAN, UPDATED KITCHEN!
2 bedrooms
2 bathrooms
Sleeps 6
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Paradise! Remodeled 2 bedroom 2 bathroom with incredible views
2 bedrooms
2 bathrooms
Sleeps 6
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Siesta Key, beach front condo on America's #1 Beach! 2 BR, 2 Bath, Sleeps 6
2 bedrooms
2 bathrooms
Sleeps 6
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Palm Bay Club - Bayfront Large 2/2 Condo - Reasonable Price
2 bedrooms
2 bathrooms
Sleeps 6
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Incredible beach view!
2 bedrooms
2 bathrooms
Sleeps 6
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Beautiful Intracoastal Water View. Close to Siesta Key Beach.
2 bedrooms
3 bathrooms
Sleeps 6
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