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
     Golden Pond House 7904

    Golden Pond House 7904

    Kissimmee, FL

    Mickey & Friends Pool Home by the Pond, in beautiful Rolling Hills Estates, is a paradise for both the young and the young at heart and WOW what a view! Newly refurbished in May 2016, this spacious home features all of the comforts and conveniences...

    Pool

    $225/night

  2. CONDOMINIUM
     Butterfly Palm Unit # 304 Condo 2300

    Butterfly Palm Unit # 304 Condo 2300

    Kissimmee, FL

    The fantastic resort-style secure gated community of Windsor Palms, ideally located just three miles from Walt Disney World, has unrivalled resort facilities that are freely available to all of our guests. Whether you’re in Florida for the...

    Pool

    $125/night

  3. HOUSE
     Spring Meadow House 148

    Spring Meadow House 148

    Davenport, FL

    This beautiful home on Sandy Ridge, Davenport features a tranquil and relaxing atmosphere, boasting all the luxuries to make a memorable family vacation. This spacious pool home is tailored for your comfort. High end details define these homes from...

    Pool

    $108/night

  4. CONDOMINIUM
     Rum Run Condo 402

    Rum Run Condo 402

    Davenport, FL

    The condo is funished to high standard, following the resort theme. Situated on the ground floor, with free parking spaces directly outside it is easy accessible for all members of the family. This  villa is beautifully appointed and fully equipped...

    Pool Hot Tub

    $124/night

  5. HOUSE
     Pine Cone House 142

    Pine Cone House 142

    Davenport, FL

    Beautiful privately owned single story 4 bedroom villa on the quiet Florida Pines Estate, just off Highway 27, near to the junction of Interstate 4. Enjoy this well presented home with private south facing pool, pool heating is a additional cost,...

    Pool
    FREE CANCELLATION

    $153/night

  6. 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

  7. CONDOMINIUM
    Davis Woods

    Davis Woods

    Fort Myers Beach, FL

    Very cute two bedroom/one bathroom vacation rental condominium at Davis Woods community in Fort Myers. The spacious living area is open to the newly renovated kitchen that features everything you'll need to prepare meals for the month or longer...

    Pool

    $89/night

  8. TOWNHOUSE
     Sun Key Place Townhome 2748

    Sun Key Place Townhome 2748

    Kissimmee, FL

    This Florida rental villa is fully furnished with comfortable furniture for the enjoyment of all of our guests. Below you will see a complete description of all the furnishings of our Disney area villa that will make your stay a memorable one....

    Pool

    $168/night

  9. HOUSE
     Grand Reserve House 722

    Grand Reserve House 722

    Davenport, FL

    Our one level living, family vacation home “Grand Oasis” is situated in the gated and very private conservation community of “Grand Reserve”. It is a great place to unwind and relax after a long day out; a peaceful oasis away from the hustle...

    Pool

    $188 to $269/night

  10. HOUSE
    Simba's Magic villa in Emerald Island Resort

    Simba's Magic villa in Emerald Island Resort

    Kissimmee, FL

    Simba's Magic is ideally located within 3 miles (5 minute ride) from Disney World in tranquil and tropical resort community of Emerald Island Orlando. It offers a south-facing private pool offering all day sunshine, a private home theater room and...

    Pool Hot Tub

    $497/night

  11. HOUSE
    Tropical Magic villa in Emerald Island Resort

    Tropical Magic villa in Emerald Island Resort

    Kissimmee, FL

    Tropical Magic villa located in Emerald Island Resort Orlando is our 6 bed vacation rental option for families who seek to have a private movie theater during their Florida vacation. This villa offers the best game-room/theater combination you...

    Pool Hot Tub

    $497/night

  12. HOUSE
     Lakeshore Pkwy House 232

    Lakeshore Pkwy House 232

    Davenport, FL

    Luxury 4 bedroom, 3 bath pool home that sleeps 8 up to people with Electric Heated Pool (additional charge applies), South facing deck for all day sunshine, High speed Internet for your laptop, TVs in all the bedrooms and Games room. 20 minutes to...

    Pool

    $142/night

  13. HOUSE
     Sandridge House 155

    Sandridge House 155

    Davenport, FL

    Relaxing 5 bedroom home – sleeps 10 people with Electric Heated Pool (additional charge), luxury furnishings for your comfort, high speed Internet for your laptop, 2 family rooms and games room on upstairs landing with pool table. All linens,...

    Pool

    $196/night

  14. CONDOMINIUM
    Reef Club Condo #405

    Reef Club Condo #405

    Indian Rocks Beach, FL

    Large 3 Bedroom 2 Bath beautifully decorated Gulf View condo. There is a king size bed in the master, Queen in the second, and 2 twins in the third bedroom. Sleeper sofa in the living room. All three bedrooms have flat screen TV's. 55" Flat screen...

    Pool

    $179 to $392/night

  15. CONDOMINIUM
    Quiet Waters Condo #C1

    Quiet Waters Condo #C1

    Indian Shores, FL

    Intercoastal View, Two Bedroom, Two Bath Condominium. King size bed in the master bedroom, 2 twins in the guest bedroom and Sleeper Sofa in the Living Room. Three televisions, DVD. Fully Equipped Kitchen, Washer/Dryer. Heated Swimming Pool, Spa....

    Pool

    $131 to $353/night

  16. CONDOMINIUM
    Mariner's Point Condo #404

    Mariner's Point Condo #404

    Indian Shores, FL

    townhouse-style complex is just steps to the beach! Upper floor unit offers gorgeous, unobstructed views of the Intracoastal Waterway both day and night from private balcony. Bright, spacious two bedroom, 2 bath unit (sleeps 6). The master has a...

    Pool

    $131 to $353/night

  17. CONDOMINIUM
    Sand Castle I Condo #302

    Sand Castle I Condo #302

    Indian Shores, FL

    Your castle waits. Sandcastle condominiums are directly on the sugar white sand beaches in the barrier island community of Indian Shores. Enjoy the amazing sunsets from your private balcony, or enjoy a good soak in the hot tub downstairs while...

    Pool

    $198 to $468/night

  18. CONDOMINIUM
    Holiday Villa II Condo #302

    Holiday Villa II Condo #302

    Indian Shores, FL

    * FREE PERKS included! * FREE Daily Beach Cruiser Bicycles for your entire party; pick up bikes for one day. * Unlimited FREE DVD movies! That’s right we have our own movie box filled with hundreds of DVD’s and each of our condos have at least...

    Pool

    $117 to $333/night

  19. CONDOMINIUM
    The Island Breeze at Coconut Villas of Dunedin

    The Island Breeze at Coconut Villas of Dunedin

    Dunedin, FL

    Coconut Villas of Dunedin is a lovely little resort community with a total of 5 buildings. Each building contains 4 charming units. Each unit is 2 bedrooms with either a Gulf of Mexico or Inter-Coastal Waterway view. There are also two, on site,...

    Pool

    $122 to $244/night

  20. CONDOMINIUM
    Holiday Villa II Condo #315

    Holiday Villa II Condo #315

    Indian Shores, FL

    * FREE PERKS included! * FREE Daily Beach Cruiser Bicycles for your entire party; pick up bikes for one day * Unlimited FREE DVD movies! That’s right we have our own movie box filled with hundreds of DVD’s and each of our condos have at least...

    Pool

    $153 to $380/night

  21. CONDOMINIUM
    Sand Castle North Condo 203

    Sand Castle North Condo 203

    Indian Rocks Beach, FL

    * FREE PERKS included! * FREE Daily Beach Cruiser Bicycles for your entire party; pick up bikes for one day or each day from the main office on Indian Rocks Beach. * Unlimited FREE DVD movies! That’s right we have our own movie box filled with...

    Pool

    $211 to $429/night

  22. CONDOMINIUM
    Ocean Side Condo #202

    Ocean Side Condo #202

    Indian Rocks Beach, FL

    * Free Perks included! * Free Daily Beach Cruiser Bicycles for your entire party; pick up bikes for one day or each day on Indian Rocks Beach. * Unlimited Free DVD movies! That’s right we have our own movie box filled with hundreds of DVD’s and...

    Pool

    $184 to $418/night

  23. CONDOMINIUM
    Sand Castle I 401

    Sand Castle I 401

    Indian Shores, FL

    Direct Gulf Front corner unit provides you with a perfect view of the water and sand. This 3 bedroom unit comfortably sleeps 6. The coastal chic décor will set the scene for your special vacation. The master bedroom has a King size bed and views of...

    Pool Hot Tub

    $198 to $468/night

  24. CONDOMINIUM
    Sand Castle I Condo #305

    Sand Castle I Condo #305

    Indian Shores, FL

    Your castle waits. Sandcastle condominiums are directly on the sugar white sand beaches in the barrier island community of Indian Shores. Enjoy the amazing sunsets from your private balcony, or enjoy a good soak in the hot tub downstairs while...

    Pool

    $198 to $468/night

  25. CONDOMINIUM
    Sand Castle I Condo #303

    Sand Castle I Condo #303

    Indian Shores, FL

    Your castle waits. Sandcastle condominiums are directly on the sugar white sand beaches in the barrier island community of Indian Shores. Enjoy the amazing sunsets from your private balcony, or enjoy a good soak in the hot tub downstairs while...

    Pool

    $198 to $441/night

  26. CONDOMINIUM
    Holiday Villa II Condo #313

    Holiday Villa II Condo #313

    Indian Shores, FL

    * FREE PERKS included! * FREE Daily Beach Cruiser Bicycles for your entire party; pick up bikes for one day. * Unlimited FREE DVD movies! That’s right we have our own movie box filled with hundreds of DVD’s and each of our condos have at least...

    Pool

    $153 to $380/night

  27. 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

  28. CONDOMINIUM
    Perdido Key Condo #D24

    Perdido Key Condo #D24

    Pensacola, FL

    Welcome to Sundown D24!  Relax, slow down and enjoy life.  In Perdido Key that's the way of life.  Come enjoy our special spot on the island.In our 3BR / 2BA condo at Sundown is the perfect spot for your family getaway.We furnished our condo with...

    FREE CANCELLATION

    $200 to $406/night

  29. 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

  30. VILLA
    Four Winds North East Villa

    Four Winds North East Villa

    Indian Rocks Beach, FL

    Four Winds has four separate two bedroom one bath villas tucked away in a oak hammock that lies directly in the heart of what is now downtown Indian Rocks Beach. Catch a ride from Tampa or St. Pete. Clearwater Airports. No need for a car, everything...

    Pets OK

    $98 to $252/night