Florida South-West Vacation Rentals - 201 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. $410 to $585/night
    Bedrooms : 3
    Type : condo

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

  3. $385 to $850/night
    Bedrooms : 6
    Type : home

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

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

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

  5. $350 to $770/night
    Bedrooms : 5
    Type : home

    Spacious, private vacation home that offers peeks of the gulf and...

  6. $350 to $525/night
    Bedrooms : 3
    Type : home

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

  7. $350 to $535/night
    Bedrooms : 4
    Type : home

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

  8. $340 to $535/night
    Bedrooms : 2
    Type : condo

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

  9. $340 to $540/night
    Bedrooms : 4
    Type : home

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

  10. $340 to $685/night
    Bedrooms : 4
    Type : home

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

  11. $330 to $665/night
    Bedrooms : 3
    Type : condo

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

  12. $325 to $410/night
    Bedrooms : 2
    Type : condo

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

  13. $310 to $685/night
    Bedrooms : 4
    Type : cottage

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

  14. $305 to $645/night
    Bedrooms : 4
    Type : home

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

  15. $300 to $535/night
    Bedrooms : 3
    Type : home

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

  16. $300 to $595/night
    Bedrooms : 4
    Type : cottage

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

  17. $300 to $490/night
    Bedrooms : 3
    Type : townhouse

    Enjoy spacious Florida glamour with a week at this three bedroom,...

  18. $295 to $330/night
    Bedrooms : 3
    Type : condo

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

  19. $290 to $625/night
    Bedrooms : 3
    Type : condo

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

  20. $280 to $560/night
    Bedrooms : 3
    Type : home

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

  21. $270 to $750/night
    Bedrooms : 5
    Type : home

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

  22. $270 to $505/night
    Bedrooms : 2
    Type : home

      Absolutely adorable, charming, colorful and relaxing small island...

  23. $270 to $440/night
    Bedrooms : 3
    Type : cottage

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

  24. $270 to $595/night
    Bedrooms : 4
    Type : home

    Welcome to Casa Morado located on beautiful Anna Maria Island....

  25. $260 to $560/night
    Bedrooms : 3
    Type : home

    Sea Breeze could mean the wind in your hair while manning a schooner...

  26. $255 to $595/night
    Bedrooms : 4
    Type : home

      Bright and beachy custom built holiday rental with tropical pool...

  27. $255 to $525/night
    Bedrooms : 3
    Type : cottage

      Cozy enough for honeymooners but room for a family of eight,...

  28. $255 to $565/night
    Bedrooms : 3
    Type : home

    Updated, beachy and spacious private home in the historic city of...

  29. $255 to $405/night
    Bedrooms : 3
    Type : home

      Welcome to Dragonfly Breeze! We offer the experience of a...

  30. $250 to $515/night
    Bedrooms : 2
    Type : home

      The special "North End" vacation rental is immaculately clean and...