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!
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  1. HOUSE
    Morning Star House 1528

    Morning Star House 1528

    Clermont, FL

    Gorgeous 4 bed/3 bath home with tile, open floor plan, spa, located on a conservation area with small lake behind home. Upgraded furnishings, games room, formal dining room, gorgeous home. Private pool with spa....

    Pool Hot Tub
    FREE CANCELLATION

    $168 to $259/night

  2. HOUSE
    Serenidad House #17747WW

    Serenidad House #17747WW

    Clermont, FL

    This fantastic home has been furnished to the highest standards, this 5 bed 4 bath home is ideal for 2 families sharing, with 2 large King size master suites, one queen size room and two twin bedded rooms, all bedrooms have their own bathrooms and...

    Pool Hot Tub

    $163 to $201/night

  3. VILLA
    Lido Key Villa #2748LK

    Lido Key Villa #2748LK

    Kissimmee, FL

    Welcome to this great Disney area family home! The villa is just perfect for those large family vacations and you will leave with many fond memories. The first room as you enter the home is the first and smaller of the two family sitting rooms. This...

    Pool Hot Tub

    $300 to $563/night

  4. HOUSE
    Bridgewater Home #520HPB

    Bridgewater Home #520HPB

    Davenport, FL

    This home is located in Highgate Park, a gated community within the Legacy Park development in Davenport. It is close to restaurants, grocery stores, gas station, banks and only 15 minutes away from the Disney attractions. The house is two story...

    Pool Hot Tub

    $162 to $225/night

  5. HOUSE
    Pawnall Private Home #EV102

    Pawnall Private Home #EV102

    Kissimmee, FL

    Beds: 6 Baths: 4 Sleeps: 12 King: 1 (Master) Queen: 3 (1 Master) Twin: 2Pool and SpaFully Screened-in Pool Deck privately enclosedGames RoomAir ConditioningLaundryTV/DVD in every roomSuperb Resort Amenities1.5 miles to Walt Disney WorldFree High...

    Pool

    $213 to $375/night

  6. HOUSE
    Cumbrian Lakes Home #EV109

    Cumbrian Lakes Home #EV109

    Kissimmee, FL

    This exquisite villa is situated on the east side of US192 in the popular, secure gated community of Cumbrian Lakes which is only a short drive from the Walt Disney World theme parks. A 4 bedroom home, with 3 bathrooms, This wonderful Florida home...

    Pool

    $163 to $232/night

  7. HOUSE
    Solterra Home #5372OBAG

    Solterra Home #5372OBAG

    Davenport, FL

    Welcome to this gorgeous vacation home located in the resort community of Solterra. This 6 bedroom, 4.5 bathroom home screams luxury and relaxation from the moment you enter. This home is part of the Grand Collection, meaning it is expertly designed...

    Pool

    $489/night

  8. HOUSE
    The Bunratty Manor Florida

    The Bunratty Manor Florida

    Rotonda West, FL

    This extra Large, 3 + den/ 2 baths, home is one of the Rotonda waterways with the pool area facing South West. Home is Located in the newer 'Pine Valley' area, A/C area = 2130 sq.ft.The pool & lanai deck area is the whole width of the home for...

    Pool
    FREE CANCELLATION

    $146 to $206/night

  9. HOUSE
    Gulf Breeze

    Gulf Breeze

    Sanibel, FL

    Welcome to our private Sanibel Island beach home away from home called Gulf Breeze. We named it Gulf Breeze due to the wrap around screened lanai that allows the warm Gulf Breezes to flow in whenever you'd like. Just open the lanai doors and you...

    Pool

    $197 to $399/night

  10. TOWNHOUSE
    Beautiful Townhouse Private Pool and Resort Amenities Minutes to Disney!

    Beautiful Townhouse Private Pool and Resort Amenities Mi...

    Kissimmee, FL

    Enchanting Vacation Rental, Make Your Stay A Truly Magical Vacation !!   This 3 Bedroom, 2.5 bathroom town home is bright and spacious. The open great room with a sofa sleeper is flooded with light through the windows which overlooks the paved...

    Pool
    FREE CANCELLATION

    $129 to $166/night

  11. HOUSE
    Enchanted Getaway in Calabay Parc with private pool and game room.

    Enchanted Getaway in Calabay Parc with private pool and ...

    Davenport, FL

    This is a wonderful vacation home in Calabay Parc with a homey feeling that is so close to all the Orlando attractions. This vacation rental will keep you returning time after time.  Imagine sitting on the patio sipping a cool drink, the kids in...

    Pool
    FREE CANCELLATION

    $191 to $240/night

  12. HOUSE
    A Saltwater Cottage

    A Saltwater Cottage

    St. Augustine, FL

    Bring your family for a relaxing vacation at A Saltwater Cottage, aptly named with the beautiful Atlantic a five minute walk on one side and a 20x40 saltwater pool in the backyard. The lush landscaping and cabana-style room provide amazing outdoor...

    Pool
    FREE CANCELLATION

    $314 to $1,376/night

  13. HOUSE
    Decked Out #43807

    Decked Out #43807

    St. Augustine, FL

    "Decked Out" is a wonderful 3 bedroom 2 bath pool home only steps to the beach with a amazing view that will knock you out from it's rooftop deck! Located Oceanside on Ocean Drive, this 3 bedroom 2 bathroom home is close to all the amenities of...

    Pool
    FREE CANCELLATION

    $389 to $1,076/night

  14. HOUSE
    45 Park Place Home

    45 Park Place Home

    Haines City, FL

    4 Bedroom / 3 Bathroom (1,546 sqft)Single StoryGated CommunityWest Facing Private Pool Electric Pool Heat is an additional cost.Living Room: TV / DVD / Sofa SetDining Area - Seats 6Breakfast Table - Seats 4Breakfast Bar - Seats 2Master Bedroom 1:...

    Pool
    FREE CANCELLATION

    $101 to $148/night

  15. HOUSE
    35 Fresh House

    35 Fresh House

    Clermont, FL

    4 Bedroom / 2 Bathroom (1,412 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 Tub /...

    Pool
    FREE CANCELLATION

    $101 to $154/night

  16. HOUSE
    28 Vizcay House

    28 Vizcay House

    Davenport, FL

    4 Bedroom / 3.5 Bathroom (1,934 sqft)Single StoryEast Facing Private Pool and SPA Electric Pool Heat is an additional cost.Living Room: 46" Flat Screen HDTV / DVD/ Sleeper SofaDining Area - Seats 6Breakfast Nook - Seats 4Master Bedroom 1: Queen / TV...

    Pool
    FREE CANCELLATION

    $113 to $166/night

  17. HOUSE
    2995 Buccaneer Palm Road

    2995 Buccaneer Palm Road

    Kissimmee, FL

    Rest and relaxation meet here to create this gorgeous home located in the resort community of Paradise Palms. With lush greenery surrounding the home and Mediterranean architecture, you will feel transported to a new paradise. Bright and airy are...

    Pool
    FREE CANCELLATION

    $229 to $407/night

  18. HOUSE
    2617 Archfeld Blvd House

    2617 Archfeld Blvd House

    Kissimmee, FL

    If you’re looking to go on a vacation, then look no further than Windsor Hills in sunny Orlando. Accommodating up to 10 guests with 5 bedrooms and 5 bathrooms, this vacation rental is perfect for you. As a part of the Grand Collection, this home...

    Pool
    FREE CANCELLATION

    $276 to $434/night

  19. HOUSE
    Dogleg Drive House 9045

    Dogleg Drive House 9045

    Champions Gate, FL

    Beautiful weather, sunny days and this home located in Champions Gate await you and your guests for your dream vacation. Sleeping up to 8 with a total of 4 beds and 3 bathrooms, this home has all the amenities of home and all the luxuries of...

    Pool
    FREE CANCELLATION

    $176 to $416/night

  20. HOUSE
    Manesty House- 2709

    Manesty House- 2709

    Kissimmee, FL

    "Home away from home" is the perfect way to describe this 5 bedroom, 4 bathroom home located in the gated community of Windsor Hills. A warm and inviting atmosphere greets you in every room. The living room is perfectly decorated with cozy couches...

    Pool
    FREE CANCELLATION

    $231 to $434/night

  21. HOUSE
    Sycamore Home #13070

    Sycamore Home #13070

    Marco Island, FL

    Distance to Marco Island South Beach Entrance: 1.2 miles Distance to Tigertail Beach Entrance: 2.7 miles Distance to Private Residents' Beach (Monthly stay restriction): 1 mile Experience Marco Island like a local by staying a week (or two) in this...

    Pool

    $251 to $530/night

  22. HOUSE
    Rose Home #16347

    Rose Home #16347

    Marco Island, FL

    Distance to Marco Island South Beach Entrance: 3.7 miles Distance to Tigertail Beach Entrance: 1.9 miles Distance to Private Residents' Beach (Monthly stay restriction): 2 miles Stunning 4 bedroom 3 bath, waterfront home on Marco Island with heated...

    Pool

    $269 to $833/night

  23. HOUSE
    Spinnaker Home #13291

    Spinnaker Home #13291

    Marco Island, FL

    Distance to Marco Island South Beach Entrance: 3.5 miles Distance to Tigertail Beach Entrance: 0.3 miles Distance to Private Residents' Beach (Monthly stay restriction): 1.8 miles Marco Island is an affluent beach community with gorgeous real...

    Pool

    $251 to $664/night

  24. HOUSE
    Kendall House #66754

    Kendall House #66754

    Marco Island, FL

    Distance to Marco South Beach Entrance: 3.6 miles Distance to Tigertail Beach Entrance: 0.8 miles Distance to Residents' Beach Entrance (Monthly stay restrictions): 1.9 miles 815 Kendall Drive is a breathtaking waterfront estate, boasting 2,850...

    Pool Hot Tub

    $287 to $681/night

  25. HOUSE
    Peach Home #62051

    Peach Home #62051

    Marco Island, FL

    Relax in an open, bright, and comfortable house with a large dock, screened-in lanai, and direct access to open water. This lovely home offers a Southern exposure so you can enjoy the sun most of the day on the dock and in the pool and spa or relax...

    Pool

    $359 to $833/night

  26. HOUSE
    Dill Court Home #12967

    Dill Court Home #12967

    Marco Island, FL

    Come live your dream vacation! This new four bedroomed home with three bathrooms, features southern exposure for sunshine all day. There is an electrically heated pool, Jacuzzi spa, large boat dock with lights, great for fishing. There is also a...

    Pool

    $269 to $833/night

  27. HOUSE
    Wintergreen Home #61001

    Wintergreen Home #61001

    Marco Island, FL

    This stunning, four-bedroom home with a sparkling private pool, three elegant bathrooms, a fully furnished kitchen and two levels of luxurious living space. This modern waterfront home combines classic coastal flair with modern comforts and...

    Pool Hot Tub

    $502 to $968/night

  28. HOUSE
    Plantation Home #12955

    Plantation Home #12955

    Marco Island, FL

    Distance to Marco Island South Beach Entrance: 3.5 miles Distance to Tigertail Beach Entrance: 0.3 miles Distance to Private Residents' Beach (Monthly stay restriction): 1.7 miles Leave all your cares behind. Well appointed interior decorations and...

    Pool

    $260 to $582/night

  29. HOUSE
    Bonita Home #66365

    Bonita Home #66365

    Marco Island, FL

    New Listing! Be The First To Give This Home A 5 Star Review Distance to Marco Island South Beach Entrance: 2.7 miles Distance to Tigertail Beach Entrance: 2.9 miles Distance to Private Residents' Beach (Monthly stay restriction): 1.2 mile Special...

    Pool

    $331 to $762/night

  30. HOUSE
    Spinnaker Home #62228

    Spinnaker Home #62228

    Marco Island, FL

    Distance to Marco Island South Beach Entrance: 3.4 miles Distance to Tigertail Beach Entrance: 0.2 miles Distance to Private Residents' Beach (Monthly stay restriction): 1.7 miles Until you see this property for yourself, there truly is no way to...

    Pool

    $986 to $2,689/night