Florida South-West Vacation Rentals - 253 Properties

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  1. $525 to $1495/night
    Bedrooms : 6
    Type : home

    Grande Haven is a spectacular example of high architecture, fine...

  2. $515 to $1020/night
    Bedrooms : 4
    Type : townhouse

    Sandals is an ultra-exclusive direct gulf front townhome "community"...

  3. $475 to $575/night
    Bedrooms : 4
    Type : home

    Rendezvous by the Sea is a beautiful Sanibel Island vacation home...

  4. $410 to $585/night
    Bedrooms : 3
    Type : condo

    On Anna Maria Island, there are no high rise hotels. Life is better...

  5. $385 to $850/night
    Bedrooms : 6
    Type : home

      Key Lime Cottages 202 & 204  welcomes you to this recently...

  6. $375 to $585/night
    Bedrooms : 4
    Type : home

      Welcome to the Dolphin/Heron. This quaint duplex with each unit...

  7. $365 to $725/night
    Bedrooms : 3
    Type : condo

    Luxurious direct gulf front penthouse at Junonia. Junonia 301 is a...

  8. $350 to $525/night
    Bedrooms : 3
    Type : home

      Paradise Pointe, located in the quiet north end of beautiful Anna...

  9. $350 to $535/night
    Bedrooms : 4
    Type : home

    Brand new  to our rentals- Catchin' Rays is only steps to the sugar...

  10. $340 to $545/night
    Bedrooms : 3
    Type : condo

    Gulf view three bedroom, two bathroom Sundial Beach Resort condo....

  11. $340 to $535/night
    Bedrooms : 2
    Type : condo

      Sunsets, shimmering gulf waters, and sand between your toes are...

  12. $340 to $540/night
    Bedrooms : 4
    Type : home

    Spacious and elegant home idyllic for your holiday sejourn. (4)...

  13. $340 to $645/night
    Bedrooms : 4
    Type : home

      Get comfortable on the coveted north end of Anna Maria. This...

  14. $330 to $665/night
    Bedrooms : 3
    Type : condo

      Some of the most popular vacation rentals on Anna Maria Island...

  15. $325 to $410/night
    Bedrooms : 2
    Type : condo

      Spectacular, direct gulf front condo with an enviable Gulf front...

  16. $320 to $430/night
    Bedrooms : 3
    Type : home

    Enjoy your Island retreat in this three bedroom and three bathroom...

  17. $310 to $655/night
    Bedrooms : 4
    Type : cottage

    Adorable and quaint old-Florida style seasonal vacation cottage. (4)...

  18. $305 to $355/night
    Bedrooms : 3
    Type : villa

    6-room villa 200 m2 on 2 levels, spacious and bright, very stylish...

  19. $305 to $645/night
    Bedrooms : 4
    Type : home

      One of the appeals of island life is simplicity. We love our days...

  20. $300 to $400/night
    Bedrooms : 5
    Type : villa

    8-room villa 300 m2, very nice furnishings: living room with...

  21. $300 to $535/night
    Bedrooms : 3
    Type : home

    3 Bedroom, 4 Bath (sleeps 8)- "HoneyWood House"  Living at the...

  22. $300 to $595/night
    Bedrooms : 4
    Type : cottage

      Anna Maria Island is Old Florida – we take things a little...

  23. $295 to $515/night
    Bedrooms : 2
    Type : condo

    Sundial Beach Resort, unit T201 is a second floor, gulf view condo....

  24. $295 to $350/night
    Bedrooms : 3
    Type : townhouse

    4-room terraced house 113 m2, on the upper floor, spacious and...

  25. $295 to $330/night
    Bedrooms : 3
    Type : condo

    Located on the ground floor, this deluxe three-bedroom/two bath...

  26. $290 to $625/night
    Bedrooms : 3
    Type : condo

      Some of the most popular vacation rentals on Anna Maria Island...

  27. $280 to $560/night
    Bedrooms : 3
    Type : home

    There’s a certain Florida way of life. It’s about knowing you...

  28. $270 to $500/night
    Bedrooms : 2
    Type : condo

    Sundial Beach Resort and Spa unit Q204 is a spacious and beautifully...

  29. $270 to $440/night
    Bedrooms : 3
    Type : cottage

    Periwinkles are small, sunshine loving flowers with a color so...

  30. $270 to $750/night
    Bedrooms : 5
    Type : home

      Light and bright coastal duplex-style home perfect for larger...