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. 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

  6. 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

  7. 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

  8. CONDOMINIUM
    Perdido Key Condominiums #B34

    Perdido Key Condominiums #B34

    Perdido Key, FL

    Welcome to B34! The serenity of Perdido Key is a treasure only a few know. Perdido Key Condominiums is a private, peaceful, low-rise condo complex on the Key that is truly a hidden gem. Positioned on scenic Ole River, Perdido Key Condominiums has...

    Pool
    FREE CANCELLATION

    $138 to $263/night

  9. 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

  10. 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

  11. HOUSE
    Luxury Home-Private Pool in Cory Lake Isles Gated

    Luxury Home-Private Pool in Cory Lake Isles Gated

    Tampa, FL

    Huge 5 bedroom, 2 story executive home with a private pool.  Beautifully landscaped on the largest private property in the entire community, and offering over 2-Acres of Private Pool, Guard Gate, Fence, as well the entire cul-de-sac corner for you...

    Pool Pets OK
    FREE CANCELLATION

    $332 to $377/night

  12. 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

  13. CONDOMINIUM
    Casa Marina 152

    Casa Marina 152

    Fort Myers Beach, FL

    TWO WEEK MINIMUM Rental from Saturday to Saturday in peak season (Dec - April). Situated along a canal overlooking Estero Bay, Casa Marina 152 is an ideal getaway condo with a great view of the boats and all the activities from your screened in...

    Pool
    FREE CANCELLATION

    $117 to $225/night

  14. 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

  15. HOUSE
    Fantastic 4 Bed Home with Pool,Spa and Game Room in Orange Tree Community

    Fantastic 4 Bed Home with Pool,Spa and Game Room in Oran...

    Clermont, FL

    Deluxe Style, Fabulously Spacious, Secluded Pool & Deck Area.......   This 4 Bedroom, 3 Bathroom beautiful private home with private pool and spa is located in the popular Orange Tree Community close to the Disney Area. Enjoy the bright lights of...

    Pool
    FREE CANCELLATION

    $147 to $186/night

  16. CONDOMINIUM
    Pointe Santo de Sanibel E6

    Pointe Santo de Sanibel E6

    Sanibel, FL

    Pointe Santo de Sanibel E6 is a very nice ground floor direct beach front vacation rental condominium. The best aspect is how close to the sand the unit is as well as unit E6 being truly on the ground level. You can walk right out from the private...

    Pool

    $299 to $605/night

  17. HOUSE
    11 Bedroom Oceanfront home- The Oasis at Crescent Beach

    11 Bedroom Oceanfront home- The Oasis at Crescent Beach

    St. Augustine, FL

    Bring one, bring all. The Oasis at Crescent Beach can hold your whole family and then a few more, up to 24 in all! This 11 Bedroom 7.5 bath ocean front home is ready for your family, friends and maybe a few more! The house is perfectly set up for...

    FREE CANCELLATION

    $1,436 to $4,219/night

  18. VILLA
    Pelican's Nest

    Pelican's Nest

    Holmes Beach, FL

    Welcome to Pelican's Nest - A newly remodeled 3BD/2BA key west, old world style town house on Holmes Beach.  It's located in a quiet and peaceful residential area just a half block from the pristine Anna Maria Island beaches.  Pelican's Nest is...

    Pool

    $186 to $343/night

  19. CONDOMINIUM
    Sea Breeze 608 Condominium

    Sea Breeze 608 Condominium

    Madeira Beach, FL

    You will not want to miss out on this delightful vacation spot. Unit 608 at the Sea Breeze Condominium has it all. It is situated directly on the powdery sands on the Gulf of Mexico where you can sit on the balcony and watch the most unbelievable...

    Pool Hot Tub

    $649 to $2,632/night

  20. BUNGALOW
    Dolphin Bungalow

    Dolphin Bungalow

    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...

    $122 to $320/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. HOUSE
    DeSoto Cottage 3 #1

    DeSoto Cottage 3 #1

    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.- 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...

    $104 to $277/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
    Reflections Condo #1007

    Reflections Condo #1007

    Indian Rocks Beach, FL

    Gulf Front Two Bedroom, Two Bath King, Two Twins 3 TVs, (expanded cable on living room and master bedroom - DVR in living room) VCR, Microwave, Washer/Dryer, Heated Pool, Spa, Tennis, Free Long Distance-US and Canada. Free Wi-Fi Non-Smoking Unit....

    Pool

    $162 to $392/night

  25. CONDOMINIUM
    Sunset Beach Condo #54455

    Sunset Beach Condo #54455

    Holmes Beach, FL

    2716 Gulf Drive, Holmes Beach, Anna Maria Island Sunset Beach Condo # 202 ... Direct gulf front 2 bedrooms, 2 bath unit with screened porches overlooking the beach. Smaller complex with lush landscaping, private pool, and covered parking. Amenities...

    Pool
    FREE CANCELLATION

    $182 to $381/night

  26. HOUSE
    Colonial Ave 364 Home

    Colonial Ave 364 Home

    Marco Island, FL

    Distance to Tigertail Beach Entrance: 0.6 miles Distance to Residents' Beach Entrance (monthly stay restriction): 1.6 miles Distance to Marco Island South Beach Entrance: 2.0 miles 364 Colonial Ave is a beautiful three bedroom home that is perfect...

    Pool

    $269 to $493/night

  27. 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

  28. TOWNHOUSE
    Tallwood Condo #64273

    Tallwood Condo #64273

    Marco Island, FL

    Relax and unwind in this beautiful condo with views of the pool. The prime location of this property puts you minutes from the beaches of Marco Island where you will find countless activities. You're only a few steps away from renowned restaurants...

    Pool

    $99 to $188/night

  29. CONDOMINIUM
    SOMERSET 707 MARCO ISLAND VACATION RENTAL

    SOMERSET 707 MARCO ISLAND VACATION RENTAL

    Marco Island, FL

    NEW LISTING BE THE FIRST TO GIVE THIS PROPERTY A 5-STAR RATING! SATURDAY TO SATURDAY RESERVATIONS ONLY RESERVATION MUST BE MADE 10+ DAYS PRIOR TO ARRIVAL. ASSOCIATION REQUIRES REGISTRATION OF ALL GUESTS. FEATURED AMENITIES: Gated community, washer...

    Pool

    $439 to $932/night

  30. 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