Siesta Key Holiday Rentals with Pools
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5 mi
1 rental in Siesta Key.
West Facing Gulf View 2 Bedroom/2 Bath, On Your Own Private Harbor- Luxury W
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The following properties match some of your filters:
Siesta Key- 2 Bed/1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL"
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Private Patio, Walk to All, 2min- Siesta Keys Best Beach, 1min- Dining
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Bright & Beachy - Steps to the water!
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Steps to Beach, 3 Heated Pools, 2 Level Townhome, Beachfront Complex
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Gertrude's Village House - in the Top Location on the Island, Private Patio!
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Siesta Dreams 1- OceanViews, Roof Deck, Private Beach Path, in the Village!
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Across the Street to Siesta Key Beach, Tennis, Heated Pool | Waterfront Balcony
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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New home with private pool! - Courtyard Castle
Holiday Rental House
6 bedrooms
8 bathrooms
Sleeps 16
Match: Sleeps
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Spacious, beautifully decorated Townhouse ~ Private Beach~ Shuffleboard ~ Pool
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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2 BR/2 BA Condo on Siesta Key
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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In the Heart of Siesta Key Village and Steps to the #1 Beach
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Siesta Key 2BR /1Bath Villa Barefoot Bungalows -“Cozy” 1000 ft from beach.
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Perfect Local In Village,1 1/2 Block From #1 Beach In USA, Pool, Wifi, Sun
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The Sand Dollar -Sunset Beach Resort
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Siesta Key Gulf Side - #84 - Private Tranquil Condo - Jamaica Royale
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Ocean-Views, Pool, Private Elevator, Covered Patio, 150 steps to Beach!
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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SIESTA KEY 100 FEET FROM THE BEACH! TROPICAL GREEN UNIT B
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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PALM BAY 5th floor Beach front Sunsets from the open lanai, Two Queen beds
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Private Beachfront on Siesta Key
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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One-of-a-Kind! Pool, Terraces, Ocean-View Rooftop, in Siesta Village at Best
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 13
Match: Sleeps
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The Key Canal - Spacious Waterfront Home w/ Rooftop Deck, Walk to Siesta Beach
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Siesta Key 2 BR 1BA less than 1000 ft from Beach-“GEM”-Barefoot Bungalows
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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SIESTA KEY PRIVATE BEACH HOUSE-STEPS TO WORLD FAMOUS SIESTA KEY SAND
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Gulf & Bay Club Bayside, 1st Floor, CLEAN, 5 STARS & EXCELLENT REVIEWS!
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Stunning Gulf Views! Walk to Siesta Key Beach, Private Pool/Spa & Waterfall
Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
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Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times
Holiday Rental House
6 bedrooms
8 bathrooms
Sleeps 14
Match: Sleeps
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Casa Van Lopik(Jardin)- Tiki-Bar, Balcony, Tropical Patio, 250 steps to Beach
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Right in Siesta Key Village! Walk to the Beach, Pool, 2 King Beds
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☀️ Beachfront. Gulf View from Every Room, Beach & Pool Open, Sunset View, CLEAN
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Siesta Sunset | Luxurious Beach Front Penthouse w/ Views of Gulf, Minutes to
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Canal Lower-Gorgeous 3 bed 3 bath near SK Village
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Canal-Front Home with Pool, Dock, and Rooftop Near Siesta Key Beach - Salty Dog
Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 17
Match: Sleeps
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$500 OFF!! Amazing Pool with Rock Water Slide - SLEEPS 22 - Waterfront w/ Dock
Holiday Rental House
9 bedrooms
7 bathrooms
Sleeps 22
Match: Sleeps
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Private Home with Pool and Sundeck!
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Cozy Beach House w/ heated pool! 5 min walk to Beach access
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Siesta Key, Private Crescent Beach 2/2 Getaway
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Siesta Key Beach Duplex-Close to Sarasota Beach/Pet Friendly
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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La Siesta #202. Located directly across from Siesta Key Beach.
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Private Beach Front Views Condo | Heated Pool | Fitness Center | King Bed
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 2
Match: Sleeps
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SKV 311 - Heated ❤ Pool, Walk to Village, Beach, Bars, Restaurants !!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Walk To Siesta Village And Beach/Private Pool & Hot Tub
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Prime Beachfront with Views, Views, Views!
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Luxury Pool and Rooftop Deck, Walk to Siesta Key Beach & Village! - Casa Siesta
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Island Escape | Home on Siesta Key w/ Private Heated Pool & Ping Pong Table!
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Unmatched Rooftop & Gulf Views-Resort Style Pool/Waterslide/Spa - Steps to
Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
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Island Sol | Private Pool, Pet Friendly next to Siesta Village and Siesta Beach
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 13
Match: Sleeps
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Private Beach Access | Heated Pool | Balcony with Canal Views | Fishing | Docks
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Siesta Cool : Only Minutes Walk to Siesta Beach!
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Villa Fiesta | Pet Friendly Home In Siesta Village, Heated Pool and Hot Tub
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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