Welcome to Florida, land of perpetual sunshine! Here you'll find sandy beaches, crystal springs, Walt Disney World, and sun-soaked vacation rentals to call home. A weekend on Panama City Beach could be just the ticket and we have vacation homes/condos galore. Use the blue location links below to select the region you'd like to explore or filter your preferences using the panel to the side. RedAwning offers easy, instant, hotel-style reservations and a simplified booking process that will have your vacation buttoned up in no time!
Photo Credit Ann Caron

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  1. HOUSE
    66 Andalusia House

    66 Andalusia House

    Davenport, FL

    4 Bedroom / 2 Bathroom (1,412 sqft)Single StoryGated CommunitySouth Facing Private Pool and SPA Electric Pool Heat is an additional cost.Living Room: TVDining Area - Seats 6aster Bedroom 1: Queen / TV / VCR / Pool AccessBedroom 2: Full / Pool...

    Pool
    FREE CANCELLATION

    $101 to $150/night

  2. HOUSE
    12 Vista House

    12 Vista House

    Davenport, FL

    5 Bedroom / 5.5 Bathroom (2,681 sqft)Two StoryGated CommunitySouth Facing Private Pool and SPA Electric Pool Heat is an additional cost.Living Room: TV/DVD/StereoDining Area - Seats 8Breakfast Table - Seats 6Breakfast Bar - Seats 4Master Bedroom 1:...

    Pool
    FREE CANCELLATION

    $136 to $166/night

  3. HOUSE
    122 Highgate Park House

    122 Highgate Park House

    Davenport, FL

    4 Bedroom / 3 Bathroom (1,876 sqft)Single StoryGated CommunityNorth Facing Private Pool and SPA Electric Pool Heat is an additional cost.Living Room : TV / DVD / VCR / Sleeper SofaDining Area - Seats 6Breakfast Table - Seats 4Breakfast Bar - Seats...

    Pool
    FREE CANCELLATION

    $113 to $166/night

  4. HOUSE
    33 Andalusia House

    33 Andalusia House

    Davenport, FL

    5 Bedroom / 3.5 Bathroom (2,345 sqft)Two StoryGated CommunityWest Facing Private Pool & Spa Electric Pool Heat is an additional cost.Living Room 1: StereoLiving Room 2: TV / DVDDining Area - Seats 6Breakfast Table - Seats 4Breakfast Bar - Seats...

    Pool
    FREE CANCELLATION

    $113 to $161/night

  5. HOUSE
    40 Grosvenor House

    40 Grosvenor House

    Davenport, FL

    4 Bedroom / 3 Bathroom (1,905 sqft)Single StoryEast Facing Private Pool Electric Pool Heat is an additional cost.Living Room (Front): StereoLiving Room (Back): TV/ DVDDining Area - Seats 6Breakfast Table - Seats 6Master Bedroom 1: King/ TV/...

    Pool
    FREE CANCELLATION

    $101 to $150/night

  6. HOUSE
    19 Copeland House

    19 Copeland House

    Haines City, FL

    4 Bedroom / 3 Bathroom (1,920 sqft )Single StoryGated Community South Facing Private Pool and SPA Gas Pool Heat is an additional cost.Living Room (Back): TVLiving Room (Front)Dining Area - Seats 6Breakfast Bar - Seats 4Master Bedroom 1: King/ TV/...

    Pool
    FREE CANCELLATION

    $113 to $166/night

  7. HOUSE
    56 Reserve House

    56 Reserve House

    Davenport, FL

    5 Bedroom / 3 Bathroom (1,790 sqft)Single StoryGated Community North Facing Private Pool Electric Pool Heat is an additional cost.Living Room: TV / DVD / VCR / PlaystationDining Area - Seats 6Breakfast Table - Seats 4Breakfast Bar - Seats 2Master...

    Pool
    FREE CANCELLATION

    $107 to $154/night

  8. HOUSE
    41 Glenbrook House

    41 Glenbrook House

    Clermont, FL

    4 Bedroom / 3.5 Bathroom (1,951 sqft)Single StoryNorth Facing Private Pool and SPA Electric Pool Heat is an additional cost.Living Room: TV/DVD/VCR/StereoDining Area - Seats 6Breakfast Bar - Seats 2Master Bedroom 1: King/ TV/ Garden TubMaster...

    Pool
    FREE CANCELLATION

    $119 to $165/night

  9. HOUSE
    18 Sunrise House

    18 Sunrise House

    Kissimmee, FL

    4 Bedroom / 3 Bathroom (1,960 sqft)Single StoryGated CommunitySouth Facing Private Pool Electric Pool Heat is an additional cost.Living Room (Front): TVLiving Room (Back): TVDining Area - Seats 6Breakfast Table - Seats 4Breakfast Bar - Seats 4Master...

    Pool Hot Tub
    FREE CANCELLATION

    $113 to $166/night

  10. HOUSE
    13 Oldbridge House

    13 Oldbridge House

    Davenport, FL

    4 Bedroom / 3 Bathroom (1,915 sqft)Single StoryNorth Facing Private Pool and SPA Electric Pool Heat is an additional cost.Living Room: TV/ DVDDining Area - Seats 6Breakfast Table - Seats 4Bedroom 1: King/ TV/ Garden TubBedroom 2: Queen/ TVBedroom 3:...

    Pool
    FREE CANCELLATION

    $113 to $166/night

  11. HOUSE
    45 Pine Cone House

    45 Pine Cone House

    Davenport, FL

    3 Bedroom / 2 Bathroom (1,140 sqft)Single StorySouth Facing Private Pool Electric Pool Heat is an additional cost.Living Room: TV / DVD / StereoDining Area - Seats 4Breakfast Table - Seats 4Breakfast Bar - Seats 2Master Bedroom 1: Queen / TVBedroom...

    Pool
    FREE CANCELLATION

    $89 to $113/night

  12. HOUSE
    402 Park Place House

    402 Park Place House

    Haines City, FL

    4 Bedroom / 3 Bathroom (1,546 sqft)Single Story South Facing Pool Electric Pool Heat is an additional cost.Free Wi-FI access Living Room: TVDining Area - Seats 6Breakfast Table - Seats 4Breakfast Bar - Seats 2Master Bedroom 1: Queen / TVMaster...

    Pool
    FREE CANCELLATION

    $101 to $148/night

  13. HOUSE
    Flamingo's Nest

    Flamingo's Nest

    Holmes Beach, FL

    Welcome to Flamingo's Nest! With only a 5 minute walk to the white sand beaches of Anna Maria Island. Flamingo's Nest is a stunning 3 bedroom 2 bath single family home with a caged, heated private pool. This island home offers a comfortable living...

    Pool

    $235 to $441/night

  14. HOUSE
    Tropical Daze Down

    Tropical Daze Down

    Bradenton Beach, FL

    Tropical Daze is the pinnacle of Anna Maria Island vacation rentals located at 2315 Gulf Drive North in the city of Bradenton Beach!  This spacious home has been recently remodeled to combine comfort, class, and convenience.  The unique home is...

    $256 to $463/night

  15. HOUSE
    Manatee Manor

    Manatee Manor

    Anna Maria, FL

    Manatee Manor is a newly remodeled two bedroom, two bathroom, pool, and canal front home in Anna Maria. Enjoy easy island life surrounded by tropical landscaping and a sailboat canal. It sleeps up to 6 guests. The open floor plan streamlines the...

    Pool

    $228 to $465/night

  16. CONDOMINIUM
    Boogie Board

    Boogie Board

    Holmes Beach, FL

    West of Gulf Drive and a cute as a button duplex! Walk only 5 houses to one of the most beautiful beaches you will ever see. When the sun sets, you will be amazed at the colors you are beholding.  Hear the soothing sounds of the water, relax and...

    Pool

    $128 to $244/night

  17. HOUSE
    Violetta Cottage

    Violetta Cottage

    Bradenton Beach, FL

    Located in Bradenton Beach, this fabulous 3 bedroom, 1.5 bath Key West Style House with private pool is only a minute to the beautiful Gulf beach. Violetta Cottage is located a short walk from Bridge Street with all its restaurants, great shopping...

    Pool

    $156 to $343/night

  18. HOUSE
    Seas The Day

    Seas The Day

    Holmes Beach, FL

    Fabulous New Pool! Seas the Day is a gorgeous newly remodeled 2 bedroom 2 bath island pool home located in Holmes Beach. From the moment you walk in, you will instantly feel relaxed and ready to take on the island lifestyle. The large open living...

    Pool

    $181 to $268/night

  19. CONDOMINIUM
    Westbay Point Moorings 26

    Westbay Point Moorings 26

    Holmes Beach, FL

    West Bay #26 is in the West Bay Pointe & Moorings complex.  This property over looks the pool area. You can walk to the beach, walk to shops or take the free Island trolley anywhere on the Island. West Bay #26 is an end unit which is light,...

    Pool

    $132 to $179/night

  20. HOUSE
    Pier House

    Pier House

    Anna Maria, FL

    Welcome to the Pier House! What a location and north of Pine Avenue! An old style florida three bedroom/two bathroom cottage on the north end of the Island! Pier House is right around the corner from the Rod and Reel Pier where you can enjoy the...

    $137 to $244/night

  21. CONDOMINIUM
    Sandy Toes at Baywatch

    Sandy Toes at Baywatch

    Bradenton Beach, FL

    A 2 minute walk to the beach and steps away from the bay, Sandy Toes (at Baywatch) is perfect for a romantic getaway, a fun family vacation or a relaxing winter season in the sun. Within walking distance to many restaurants and the shops and pier on...

    Pool

    $156 to $293/night

  22. HOUSE
    Paradise Cottage

    Paradise Cottage

    Anna Maria, FL

    Come discover "Paradise Cottage" with all it's old Florida charm as well as newly updated appliances and decor.  This lovely and colorful two bedroom, two bath home feels brand new.  You'll enjoy tile floors throughout, a large eat-in kichen,...

    Pool Pets OK

    $191 to $382/night

  23. HOUSE
    Sunrise Vista

    Sunrise Vista

    Anna Maria, FL

    Surrounded by water this 3 bedroom home sits on the beach with bay and intercoastal views! Relax and enjoy a cocktail while watching the dolphins on your spacious outdoor deck over looking the beach and views out to the Skyway Bridge. This ground...

    $222 to $466/night

  24. HOUSE
    Coral Beach

    Coral Beach

    Holmes Beach, FL

    Welcome to Coral Beach! This beautiful 3 bedroom, 2 bathroom pool home comfortably accommodates 6 guests.  From the quality quilts and linens on the beds, to the TVs in the two living rooms and the fully equipped kitchen, nothing has been spared...

    Pool

    $255 to $490/night

  25. HOUSE
    Swaying Palms

    Swaying Palms

    Holmes Beach, FL

    Welcome to Swaying Palms! Beautifully updated, 3 bedroom/3 bath home with very large private pool and hot tub. This spacious island getaway is located in a quiet neighborhood within under a 10 minute walking distance to the White Avenue beach...

    Pool

    $239 to $341/night

  26. HOUSE
    Bay Winds112

    Bay Winds112

    Bradenton Beach, FL

    This beautiful 2 bedroom/2 bath condo with views of the bay and just a 2 minute walk to the beach! Bay Winds 112 is very comfortable and extremely well equipped. The property has fabulous waterviews of the bay from the living/dining area and gulf...

    $119 to $185/night

  27. CONDOMINIUM
    Playa Encantada 116

    Playa Encantada 116

    Holmes Beach, FL

    Welcome to Playa Encantada, a supreme Anna Maria Island Gulf front complex. It offers direct access to one of the best beaches on the Florida West Coast. This recently up-dated 2 bedroom, 2 bathroom condo offers plenty of amenities. Take the...

    Pool

    $118 to $255/night

  28. CONDOMINIUM
    Silver Beach Towers 905E

    Silver Beach Towers 905E

    Destin, FL

    Please note- We have very strict Spring Break policies and do not rent to anyone under the age of 25. We require there to be one adult over 25 for every two people under 25. We only take family vacations. No exceptions! Silver Beach Towers is a...

    FREE CANCELLATION

    $182 to $541/night

  29. CONDOMINIUM
    Majestic Sun 803B

    Majestic Sun 803B

    Miramar Beach, FL

    Please note- We have very strict Spring Break policies and do not rent to anyone under the age of 25. We require there to be one adult over 25 for every two people under 25. We only take family vacations. No exceptions! Come and relax at one of...

    Pool
    FREE CANCELLATION

    $159 to $435/night

  30. HOUSE
    Villa De Vino

    Villa De Vino

    Destin, FL

    Please note- We have very strict Spring Break policies and do not rent to anyone under the age of 25. We require there to be one adult over 25 for every two people under 25. We only take family vacations. No exceptions! Villa De Vino is a wonderful...

    Pool
    FREE CANCELLATION

    $482 to $861/night