Holiday Homes in Siesta Key
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1,450 rental in Siesta Key.
Siesta Key- 2 Bed/1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL"
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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!
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Steps to Beach, 3 Heated Pools, 2 Level Townhome, Beachfront Complex
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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
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New home with private pool! - Courtyard Castle
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Spacious, beautifully decorated Townhouse ~ Private Beach~ Shuffleboard ~ Pool
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2 BR/2 BA Condo on Siesta Key
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In the Heart of Siesta Key Village and Steps to the #1 Beach
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Siesta Key 2BR /1Bath Villa Barefoot Bungalows -“Cozy” 1000 ft from beach.
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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
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Siesta Key Gulf Side - #84 - Private Tranquil Condo - Jamaica Royale
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Ocean-Views, Pool, Private Elevator, Covered Patio, 150 steps to Beach!
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SIESTA KEY 100 FEET FROM THE BEACH! TROPICAL GREEN UNIT B
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PALM BAY 5th floor Beach front Sunsets from the open lanai, Two Queen beds
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Private Beachfront on Siesta Key
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One-of-a-Kind! Pool, Terraces, Ocean-View Rooftop, in Siesta Village at Best
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Retreat Half-Mile to Beach/Siesta Key Village
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The Key Canal - Spacious Waterfront Home w/ Rooftop Deck, Walk to Siesta Beach
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Siesta Key 2 BR 1BA less than 1000 ft from Beach-“GEM”-Barefoot Bungalows
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SIESTA KEY PRIVATE BEACH HOUSE-STEPS TO WORLD FAMOUS SIESTA KEY SAND
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Gulf & Bay Club Bayside, 1st Floor, CLEAN, 5 STARS & EXCELLENT REVIEWS!
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Stunning Gulf Views! Walk to Siesta Key Beach, Private Pool/Spa & Waterfall
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Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times
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Endless Views | Walking Distance To Siesta Key Beach + Village w/ Rooftop
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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
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Siesta Sunset | Luxurious Beach Front Penthouse w/ Views of Gulf, Minutes to
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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
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$500 OFF!! Amazing Pool with Rock Water Slide - SLEEPS 22 - Waterfront w/ Dock
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Private Home with Pool and Sundeck!
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Cozy Beach House w/ heated pool! 5 min walk to Beach access
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Siesta Key, Private Crescent Beach 2/2 Getaway
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Siesta Key Beach Duplex-Close to Sarasota Beach/Pet Friendly
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La Siesta #202. Located directly across from Siesta Key Beach.
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Private Beach Front Views | Heated Pool | Fitness Center | Unaffected by
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SKV 311 - Heated ❤ Pool, Walk to Village, Beach, Bars, Restaurants !!
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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
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Island Escape | Home on Siesta Key w/ Private Heated Pool & Ping Pong Table!
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Unmatched Rooftop & Gulf Views-Resort Style Pool/Waterslide/Spa - Steps to
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Island Sol | Private Pool, Pet Friendly next to Siesta Village and Siesta Beach
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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!
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Showing results 1-50 of 1,450
Frequently Asked Questions about Siesta Key
- Yes, here are some popular holiday rentals in Siesta Key that have a pool:
- West Facing Gulf View 2 Bedroom/2 Bath, On Your Own Private Harbor- Luxury W
- Siesta Key- 2 Bed/1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL"
- Private Patio, Walk to All, 2min- Siesta Keys Best Beach, 1min- Dining
- Yes, here are some popular holiday rentals in Siesta Key that have internet access:
- Siesta Key- 2 Bed/1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL"
- Private Patio, Walk to All, 2min- Siesta Keys Best Beach, 1min- Dining
- Bright & Beachy - Steps to the water!
- The best pet friendly rentals in Siesta Key are:
- Siesta Key- 2 Bed/1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL"
- Private Patio, Walk to All, 2min- Siesta Keys Best Beach, 1min- Dining
- Gertrude's Village House - in the Top Location on the Island, Private Patio!
- Some of the most popular kid friendly rentals in Siesta Key are:
- Siesta Key- 2 Bed/1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL"
- Private Patio, Walk to All, 2min- Siesta Keys Best Beach, 1min- Dining
- Bright & Beachy - Steps to the water!
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