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      • Useful infoSupport

      Holiday Homes in Siesta Key, FL

      Search among 407 available holiday homes in Siesta Key from 50+ providers.

      Check-in
      Sun, 21 Jul
      -
      Check-out
      Mon, 22 Jul
      Rooms and Guests2 Guests, 1 Room
      Check-in
      Sun, 21 Jul
      -
      Check-out
      Mon, 22 Jul
      Rooms and Guests2 Guests, 1 Room
      1Filter & Sort
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      Check-in
      Sun, 21 Jul
      -
      Check-out
      Mon, 22 Jul
      Rooms and Guests2 Guests, 1 Room
      1Filter & Sort
      View map
      View map
      261-280 out of 407
      Sort by: high popularity
      • Price: low to high
      • Price: high to low
      • Guest rating: high to low
      • Popularity: high to low
      Key Life Reef - 1129Villa
      Map
      2.7 km from City Centre
      FromINR 26 736 /nightSelect
      Key Life Beach - 1127Villa
      Map
      2.7 km from City Centre
      FromINR 26 736 /nightSelect
      Key Life LivingVilla
      Map
      2.7 km from City Centre
      FromINR 53 471 /nightSelect
      Exclusive Home Oasis, Private Pool, Village And Beach WalkableVilla
      Map
      1.7 km from City Centre500 m from Siesta Key Village
      Select
      Beach Front And Walking Distance To VillageVilla
      8 adults
      3 bedrooms
      3 beds
      Map
      1.0 km from City Centre300 m from Siesta Beach
      FromINR 32 584 /nightSelect
      Buttonwood CottageVilla
      8 adults
      1 bedroom
      3 beds
      Map
      2.6 km from City Centre
      FromINR 31 665 /nightSelect
      Island House Beach Resort V6 VillaVilla
      6 adults
      2 bedrooms
      3 beds
      Map
      1.2 km from City Centre1.7 km from Siesta Beach
      FromINR 24 731 /nightSelect
      Bay Oaks C 2Nd FloorVilla
      6 adults
      Map
      1.2 km from City Centre1.9 km from Siesta Beach
      FromINR 20 553 /nightSelect
      Newly Fully Updated And Modern, Short Walk To BeachVilla
      Map
      1.0 km from City Centre400 m from Siesta Beach
      FromINR 15 874 /nightSelect
      Canal Upper-Gorgeous 3 Bed 3 Bath Near Sk VillageVilla
      Map
      1.9 km from City Centre200 m from Siesta Key Village
      FromINR 37 012 /nightSelect
      Siesta Key Condo Close Proximity To BeachVilla
      Map
      600 m from City Centre1.3 km from Siesta Beach
      FromINR 30 245 /nightSelect
      One-Of-A-Kindbeach, Village, Dock & Private Pool!Villa
      Map
      1.8 km from City Centre300 m from Siesta Key Village
      Select
      Scenic Siesta Key Home About 1 Mi To Village And Beach!Villa
      Map
      1.4 km from City Centre1.0 km from Siesta Key Village
      FromINR 12 365 /nightSelect
      Fanta-Sea 53Villa
      8 adults
      4 bedrooms
      6 beds
      Map
      2.4 km from City Centre500 m from Siesta Key Village
      FromINR 210 460 /nightSelect
      Lulu'S Key House Green 1/1 UpstairsVilla
      4 adults
      1 bedroom
      2 beds
      Map
      100 m from City Centre900 m from Siesta Beach
      FromINR 17 462 /nightSelect
      Steps To #1 Beach In America Siesta Beach!Villa
      4 adults
      2 bedrooms
      2 beds
      Map
      1.7 km from City Centre500 m from Siesta Key Village
      FromINR 21 890 /nightSelect
      Coriander CottageVilla
      2 adults
      1 bedroom
      1 bed
      Map
      2.6 km from City Centre
      FromINR 18 631 /nightSelect
      Spacious Updated Condo Just 2 Blocks To Siesta Key BeachVilla
      Map
      1.0 km from City Centre400 m from Siesta Beach
      FromINR 33 587 /nightSelect
      Canal Lower-Gorgeous 3 Bed 3 Bath Near Sk VillageVilla
      Map
      1.9 km from City Centre200 m from Siesta Key Village
      FromINR 112 541 /nightSelect
      Canal 309 - Right In Siesta Key Village!Villa
      Map
      1.9 km from City Centre200 m from Siesta Key Village
      FromINR 24 981 /nightSelect