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Siesta Key vacation rentals

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Holiday homes

694 properties found in Siesta Key

  • Bay Oaks - 6157 #E01

    Bay Oaks - 6157 #E01

    6157 Midnight Pass Road
    At the 2-bedroom Bay Oaks - 6157 #E01 Villa Siesta Key, guests can enjoy fishing as well as a location about a 5-minute walk from the shaped Crescent Beach.
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    US$ 344 price for 1 night
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  • Private Beach House

    Private Beach House

    5950 Midnight Pass Rd, Unit 315, Us
    Situated only 5 minutes' stroll from Aloha Kai, the 2-bedroom Private Beach House Siesta Key villa offers quick access to numerous city landmarks nearby.
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    US$ 398 price for 1 night
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  • Fanta-Sea 47 By Beachside Management

    Fanta-Sea 47 By Beachside Management

    47 Beach Road
    Located around a 25-minute stroll from Siesta Key Beach, the 2-bedroom Fanta-Sea 47 By Beachside Management Siesta Key villa provides access to various tourist attractions in the vicinity.
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    US$ 609 price for 1 night
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  • Harbor Towers 1 Bedroom Pool View

    Harbor Towers 1 Bedroom Pool View

    5855 Midnight Pass Rd
    Situated a 6-minute stroll from Jamaica Royale, the welcoming Harbor Towers 1 Bedroom Pool View Siesta Key villa offers guests to relax by a heated pool. Guests can enjoy fishing at this villa…
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    US$ 229 price for 1 night
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  • Fins Up

    Fins Up

    110 Avenida Veneccia, Unit 279, Us
    Fins Up Villa Siesta Key offers proximity to nearby tourist spots, such as Lido Key Sandy Beach, situated 2.6 miles away.
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    US$ 684 price for 1 night
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  • Spacious 2Br Condo On Siesta Key With Private Beach Access

    Spacious 2Br Condo On Siesta Key With Private Beach Access

    1272 Siesta Bayside Drive
    Situated only a 6-minute walk from Siesta Key, Spacious 2Br Condo On Siesta Key With Private Beach Access villa entices guests to explore various tourist attractions in the area. The holiday home…
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  • Sea Foam - Pet Friendly, Located In Siesta Key Village, Steps To Siesta Key Beach!

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

    104 Avenida Veneccia
    Sea Foam - Pet Friendly, Located In Siesta Key Village, Steps To Siesta Key Beach! villa is located around 25 minutes' walk from Siesta Key Beach and invites guests to enjoy a patio.
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  • Cinco Siesta By Beachside Management

    Cinco Siesta By Beachside Management

    452 Canal Rd
    The 4-bedroom Cinco Siesta By Beachside Management Siesta Key villa offers quick access to such city attractions as Public Beach Access 10, located approximately a 5-minute walk away. Staying at this…
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  • Villa Vista Mare - 675

    Villa Vista Mare - 675

    675 Beach Rd
    The 3-bedroom Villa Vista Mare - 675 Siesta Key is situated merely 5 minutes' stroll from Public Beach Access 10, featuring such comforts as Wi-Fi and complimentary private parking.
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    US$ 442 price for 1 night
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  • Bay Oaks E-43

    Bay Oaks E-43

    6157 Midnight Pass Road
    The welcoming Bay Oaks E-43 Villa Siesta Key is located approximately a 25-minute walk from Siesta Key Beach and welcomes its guests to enjoy fishing.
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  • Sun, Sand, And Relaxation! - Aloha Kai #43 - Roelens

    Sun, Sand, And Relaxation! - Aloha Kai #43 - Roelens

    6020 Midnight Pass Road Unit 43
    Sun, Sand, And Relaxation! - Aloha Kai #43 - Roelens Siesta Key villa provides easy access to various city attractions, such as Aloha Kai, situated a 5-minute walk away. This villa features…
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  • Siesta Key, Heated Pool, Dock On Lagoon, Turtle Beach 1 Mile And Crescent Beach 2 Miles, 1Bdr

    Siesta Key, Heated Pool, Dock On Lagoon, Turtle Beach 1 Mile And Crescent Beach 2 Miles, 1Bdr

    8212 Midnight Pass Rd, Siesta Key, Fl 34242, Usa
    Staying at the 1-bedroom Siesta Key, Heated Pool, Dock On Lagoon, Turtle Beach 1 Mile And Crescent Beach 2 Miles, 1Bdr villa, guests can easily reach Gulf Gate Public Library, located about 2 miles…
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  • Ocean-Views, Pool, Private Elevator, Covered Patio & Fire-Table, 150 Steps To Beach!

    Ocean-Views, Pool, Private Elevator, Covered Patio & Fire-Table, 150 Steps To Beach!

    654 Calle Del Otono #A, Siesta Key, Fl 34242, Usa
    Staying at the 2-bedroom Ocean-Views, Pool, Private Elevator, Covered Patio & Fire-Table, 150 Steps To Beach! Siesta Key villa, guests can easily reach Sarasota Beach, located around 5 minutes' walk…
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  • Beachside Fun & Family Comfort, Just Steps From The Sand - Aloha Kai #16 - Roelens

    Beachside Fun & Family Comfort, Just Steps From The Sand - Aloha Kai #16 - Roelens

    6020 Midnight Pass Road Unit 16
    Beachside Fun & Family Comfort, Just Steps From The Sand - Aloha Kai #16 - Roelens Siesta Key villa offers proximity to such city sites as Aloha Kai, located about a 5-minute walk away.
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  • Sandy Seahorse Cottage

    Sandy Seahorse Cottage

    1104-1106 Crescent St
    Featuring a private swimming pool for guests' relaxation, the 5-bedroom Sandy Seahorse Cottage Siesta Key is located about a 10-minute drive from Siesta Key Beach.
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  • Bay Oaks C 2Nd Floor

    Bay Oaks C 2Nd Floor

    6157 Midnight Pass Rd
    Staying at Bay Oaks C 2Nd Floor Villa Siesta Key, guests can easily reach Siesta Harbour Condominium Apt Harbor, located approximately a 5-minute walk away.
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    US$ 213 price for 1 night
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  • Luxury Penthouse, Ocean Views, Rare Rooftop Sundeck, Private Access To Beach

    Luxury Penthouse, Ocean Views, Rare Rooftop Sundeck, Private Access To Beach

    228 Beach Rd Ph, Siesta Key, Fl 34242, Usa
    Located a 5-minute walk from Seaside Vacation Villas, the beachfront Luxury Penthouse, Ocean Views, Rare Rooftop Sundeck, Private Access To Beach Siesta Key villa offers a terrace with a view over…
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  • 6415 Midnight Pass #902

    6415 Midnight Pass #902

    6415 Midnight Pass Road
    At the 2-bedroom 6415 Midnight Pass #902 Villa Siesta Key, guests can enjoy windsurfing, snorkeling, and mini golf as well as a location merely a 7-minute stroll from Crescent Arms. Offering a…
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  • Charming Lakefront Condo On Siesta Key - Gbb 1291

    Charming Lakefront Condo On Siesta Key - Gbb 1291

    1291 Siesta Bayside Drive
    Charming Lakefront Condo On Siesta Key - Gbb 1291 Sarasota villa offers quick access to such tourist spots as Siesta Key, situated just a 6-minute walk away.
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  • Latitude Adjustment - 461

    Latitude Adjustment - 461

    461 Canal Rd
    Featuring a swimming pool for guests' relaxation, the 3-bedroom Latitude Adjustment - 461 Villa Siesta Key is located just 14 minutes' stroll from Siesta Key Drum Circle.
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    US$ 1458 price for 1 night
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