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Holiday Homes in Siesta Key

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1370 rentals in Siesta Key.
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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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Enchanting Toes In The Sand Gulfront Condo
2 bedrooms
2 bathrooms
Sleeps 6
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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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92 other travellers have booked this property
Cathy's Crescent Condos-Siesta Key, FL GULF FRONT
2 bedrooms
2 bathrooms
Sleeps 6
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Siesta Key Inn 1Br/1B Sabal Palm #1A
1 bedroom
1 bathroom
Sleeps 4
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Siesta Key - Beachfront Condo - 2 BR – Free Boat Docks - Turtle Beach
2 bedrooms
2 bathrooms
Sleeps 6
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Walk to Siesta Key Beach, Pool/Spa/Tiki Bar, WiFi, Close to Village Shops, Laund
3 bedrooms
2 bathrooms
Sleeps 5
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Lush Siesta Key Cottage - 4 Blocks to Main St!
2 bedrooms
2 bathrooms
Sleeps 3
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Siesta Beach House - 103
1 bedroom
1 bathroom
Sleeps 4
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Siesta Beach House - 203 / Sunny Daze
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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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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Just Minutes from the White Sandy Siesta Beach
1 bedroom
1 bathroom
Sleeps 4
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16 other travellers have booked this property
2 BR, 2 Bath, Siesta Key Village Condo with Pool
2 bedrooms
2 bathrooms
Sleeps 4
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Doveplum 121 at Midnight Cove Siesta Key
2 bedrooms
2 bathrooms
Sleeps 6
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'Safe & Clean' - Hibiscus Suite - Best Beach Location on Siesta Key-
0 bedrooms
1 bathroom
Sleeps 4
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5 other travellers have booked this property
Direct Gulf-Front / End Unit Fisherman's Cove A201
2 bedrooms
2 bathrooms
Sleeps 4
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Beachside Retreat w/Private Beach Access
0 bedrooms
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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Siesta Key - Gulf-Front Retreat - 2 BR – Free Boat Docks - Upscale
2 bedrooms
2 bathrooms
Sleeps 6
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1 other traveller has booked this property
Beachwalk - Siesta Key Beach - 3BR Townhouse - Heated Pool - upscale
3 bedrooms
3 bathrooms
Sleeps 8
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Siesta Key - 2BR - Beachfront Condo on Crescent Beach - Heated Pool - Tennis Ct
2 bedrooms
2 bathrooms
Sleeps 6
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1 other traveller has booked this property
Seaside Villas Unit 3BR 5241
3 bedrooms
3 bathrooms
Sleeps 8
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1 other traveller has booked this property
Peaceful Haven on Siesta Key with Beach Access
2 bedrooms
2 bathrooms
Sleeps 6
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SAVE: Deep Discounts September 1 - November 21!!!!
2 bedrooms
2 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 5
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The Shells Villa - Next to Beach & Village
3 bedrooms
3 bathrooms
Sleeps 10
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19 other travellers have booked this property
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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LAST MINUTE PRICE!! BEACH OPEN!! SIESTA KEY , PRIVAT POOL !
4 bedrooms
2 bathrooms
Sleeps 10
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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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BEST HOUSE ON SIESTA - Sleeps 24+ - Heated Private Pool w/ Slide, Spa, Gratto,
8 bedrooms
8 bathrooms
Sleeps 24
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Siesta Key private beach access
3 bedrooms
3 bathrooms
Sleeps 8
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1 other traveller has booked this property
Incredible beach view!
2 bedrooms
2 bathrooms
Sleeps 6
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Siesta Key - 2bdrm on the beach - amazing views!!
2 bedrooms
2 bathrooms
Sleeps 5
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28 other travellers have booked this property
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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Paradise! Remodeled 2 bedroom 2 bathroom with incredible views
2 bedrooms
2 bathrooms
Sleeps 6
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Newly renovated condo with premium features on Siesta Key
2 bedrooms
2 bathrooms
Sleeps 6
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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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Beautiful Intracoastal Water View. Close to Siesta Key Beach.
2 bedrooms
3 bathrooms
Sleeps 6
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WOW Factor Siesta Key Beach Gulf Front Condo in Siesta Dunes on #1 Beach in USA
2 bedrooms
2 bathrooms
Sleeps 4
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7 other travellers have booked this property
An intercoastal delight with beach access Sept to October 2020 $89 per night
1 bedroom
1 bathroom
Sleeps 4
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$500 OFF- Private Pool w/ Swim Up Bar and Rock Slide - Dock w/ Gulf Access - P
8 bedrooms
7 bathrooms
Sleeps 22
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Palm Bay Club - Bayfront Large 2/2 Condo - Reasonable Price
2 bedrooms
2 bathrooms
Sleeps 6
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Private 4 Bedroom Single Family Coastal Home w/Pool 1 Block to Siesta Key Beach
4 bedrooms
3 bathrooms
Sleeps 12
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* Special Nov 28 -Dec 12th only $150 per night * On Beach Ocean front on beach
2 bedrooms
2 bathrooms
Sleeps 6
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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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11 other travellers have booked this property
Luxury Beach Front Condo in Siesta Key with Beach Cabana
2 bedrooms
2 bathrooms
Sleeps 4
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BOOK NOW w/ FLEXIBLE CANCELLATION POLICIES for ALL ARRIVALS Thru 4.30.2021
6 bedrooms
7 bathrooms
Sleeps 18
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Top Rated Gulf Side, Steps from Beach, Great Amenities 2 pools, tennis, hot tub
2 bedrooms
2 bathrooms
Sleeps 5
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