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Siesta Key vacation rentals

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Holiday homes

694 properties found in Siesta Key

  • Top Gulf

    Top Gulf

    459 Beach Road, Unit B
    Located approximately 5 minutes' walk from Public Beach Access 10, the 6-bedroom Top Gulf Siesta Key villa gives easy access to various tourist attractions in the area. Located a short way from…
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    US$ 920 price for 1 night
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  • Sea Coast - Pet Friendly, Located In Siesta Key Village, Steps To Siesta Key Beach!

    Sea Coast - Pet Friendly, Located In Siesta Key Village, Steps To Siesta Key Beach!

    104 Avenida Veneccia
    Sea Coast - Pet Friendly, Located In Siesta Key Village, Steps To Siesta Key Beach! villa offers quick access to such tourist spots as the co-op Gallery on Siesta Key, situated just a 6-minute walk…
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  • Casa Bella Vita - 1021

    Casa Bella Vita - 1021

    1021 Crescent Street
    Located a mere 7 minutes by foot from Siesta Key Marina, the 3-bedroom Casa Bella Vita - 1021 Siesta Key offers opportunities for snorkeling, horse riding, and fishing in the area.
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    US$ 1251 price for 1 night
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  • Our House At Turtle Gate

    Our House At Turtle Gate

    1087 Lake House Cir
    Situated around a 5-minute stroll from Siesta Key Village, Our House At Turtle Gate Villa Siesta Key offers guests to relax by a heated pool.
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    US$ 175 price for 1 night
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  • Family Tides By Beachside Management

    Family Tides By Beachside Management

    645 Beach Rd
    Located just 5 minutes by foot from Public Beach Access 10, Family Tides By Beachside Management Siesta Key villa gives easy access to various tourist attractions in the area.
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    US$ 423 price for 1 night
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  • Crescent Arms Condominiums

    Crescent Arms Condominiums

    6312 Midnight Pass Rd. Unit Number 603 S
    Situated just 7 minutes by foot from Green Turtle Shell & Gift City, the 2-bedroom Crescent Arms Condominiums Siesta Key villa features a patio with views of the sea. Staying at the beachfront villa,…
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    US$ 701 price for 1 night
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  • Island Time West

    Island Time West

    353 Calle Miramar, Us
    Island Time West Villa Siesta Key entices guests to enjoy table tennis and is located 2.4 miles from such natural sites as the Diverse South Lido County Waterfront Park.
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    US$ 472 price for 1 night
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  • Our House At The Beach Lake House C103 By Beachside

    Our House At The Beach Lake House C103 By Beachside

    1083 Lakehouse Circle C103
    Located merely 5 minutes' stroll from Siesta Key Village, the 2-bedroom Our House At The Beach Lake House C103 By Beachside Siesta Key villa comes with a swimming pool, a plunge pool. Offering Wi-Fi,…
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  • Seahorse Cabana - 1106

    Seahorse Cabana - 1106

    1106 Crescent St
    Situated about 10 minutes' walk from Green Turtle Shell & Gift City, the 2-bedroom Seahorse Cabana - 1106 Siesta Key provides access to numerous tourist attractions in the area.
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    US$ 444 price for 1 night
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  • Casa Mahalo - 5235U

    Casa Mahalo - 5235U

    5235 Calle Menorca
    Featuring a private pool for guests' relaxation, the 3-bedroom Casa Mahalo - 5235U Villa Siesta Key is located only 5 minutes' stroll from Siesta Key Village Muncipal Parking Lot.
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    US$ 2590 price for 1 night
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  • Beachfront Bliss For 4 With Sunroom & Pool Access On Siesta Key - Aloha Kai #34

    Beachfront Bliss For 4 With Sunroom & Pool Access On Siesta Key - Aloha Kai #34

    6020 Midnight Pass Road Unit 34
    Staying at Beachfront Bliss For 4 With Sunroom & Pool Access On Siesta Key - Aloha Kai #34 villa, guests can visit Jamaica Royale, which is approximately a 10-minute walk away.
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  • Villa 11 - Aloha Kai Vacation Villas

    Villa 11 - Aloha Kai Vacation Villas

    6020 Midnight Pass Rd
    Featuring a swimming pool for guests' relaxation, Villa 11 - Aloha Kai Vacation Villas Siesta Key is located around a 25-minute stroll from Siesta Key Village.
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  • Moonmist Villa On Siesta Key

    Moonmist Villa On Siesta Key

    1125 N Moonmist Ct
    Staying at the welcoming Moonmist Villa On Siesta Key, guests can visit Siesta Beach Pavillion, which is around a 25-minute walk away.
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    US$ 152 price for 1 night
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  • Beachside Home With Pool And Beach Access

    Beachside Home With Pool And Beach Access

    5950 Midnight Pass Road
    At Beachside Home With Pool And Beach Access Siesta Key, guests can enjoy snorkeling and fishing as well as a location merely a 9-minute walk from Crescent Arms.
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  • On The Beach, Walk To Village, Watch The Sunsets From Balcony

    On The Beach, Walk To Village, Watch The Sunsets From Balcony

    650 Beach Road
    Situated 8 minutes' stroll from Siesta Beach Pavillion, the beachfront On The Beach, Walk To Village, Watch The Sunsets From Balcony Siesta Key villa features a patio with views of the sea. Featuring…
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    US$ 414 price for 1 night
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  • Jellyfish-Flamingo House, Amazing Location On Beach & Walk To Village

    Jellyfish-Flamingo House, Amazing Location On Beach & Walk To Village

    529 Beach Road
    Offering a terrace overlooking pool, the 3-bedroom Jellyfish-Flamingo House, Amazing Location On Beach & Walk To Village Siesta Key villa is located merely 5 minutes' walk from Sarasota Beach.
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    US$ 1992 price for 1 night
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  • Relaxing Siesta Key Condo - 2 Heated Pool, Tennis And Pickleball, Private Beach Access

    Relaxing Siesta Key Condo - 2 Heated Pool, Tennis And Pickleball, Private Beach Access

    1342 Siesta Bayside Drive
    Located just a 9-minute walk from Jamaica Royale, Relaxing Siesta Key Condo - 2 Heated Pool, Tennis And Pickleball, Private Beach Access villa entices guests with a sauna.
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  • Crescent Royale 1D

    Crescent Royale 1D

    777 Beach Road, Unit 1D
    Situated a 7-minute walk from Public Beach Access 10, Crescent Royale 1D Villa Siesta Key entices guests with views of the sea. This 2-bedroom villa features opportunities for windsurfing, snorkeling…
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  • Elevated Perspective

    Elevated Perspective

    413 Beach Road
    The 6-bedroom Elevated Perspective Villa Siesta Key is located within 25 minutes' walk of Jamaica Royale and boasts a swimming pool provided on a terrace for a pleasant stay. Offering a swimming pool…
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    US$ 3738 price for 1 night
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  • Enjoy The Siesta Key Beach Life To The Fullest! Beach And Pool Access

    Enjoy The Siesta Key Beach Life To The Fullest! Beach And Pool Access

    5950 Midnight Pass Road
    Along with proximity to Crescent Arms, just a 9-minute walk away, 2-bedroom Enjoy The Siesta Key Beach Life To The Fullest! Beach And Pool Access villa offers opportunities for fishing in the area.
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