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
    Windsor At Westside- 2108 Rome Drive

    Windsor At Westside- 2108 Rome Drive

    Kissimmee, FL

    Located in Windsor at Westside, this home is the perfect place for you to begin your dream vacation. This Grand Collection home, which means it is professionally designed and decorated for the luxury of our guests, is the perfect place to call home...

    Pool
    FREE CANCELLATION

    $328 to $582/night

  2. CONDOMINIUM
    Miramar Beach "Mediterranea Penthouse" 50 Surf Song Ln Unit C507

    Miramar Beach "Mediterranea Penthouse" 50 Surf...

    Miramar Beach, FL

    HOME HIGHLIGHTS:- Located in an exclusive gated community with a private beach access- 5th floor penthouse with Gulf views in every room- Gulf-facing balcony- Community Heated Pool - Pool is heated Thanksgiving week, Christmas week and Mid-March to...

    Pool Hot Tub

    $708 to $1,199/night

  3. HOUSE
    2624 Daulby Street House

    2624 Daulby Street House

    Kissimmee, FL

    The perfect vacation home awaits you in the gated resort community of Windsor Hills. With 5 bedrooms and 5 bathrooms, this spacious home sleeps up to 14 guests perfectly. As a part of the Grand Collection, this home is perfectly designed and...

    Pool
    FREE CANCELLATION

    $231 to $434/night

  4. CONDOMINIUM
    FREE BEACH SETUP-1044 Relaxing Beachfront Shoreline Towers 1044

    FREE BEACH SETUP-1044 Relaxing Beachfront Shoreline Towe...

    Destin, FL

    Great beach views from this very nice 2 bedroom vacation rental with a king in the master bedroom and a queen and double bed in the guest bedroom. The master has a walk-in shower and the guest bathroom has a full shower/tub. Unit 1044 has 3 Flat...

    Pool

    $198 to $419/night

  5. HOUSE
    1700 Moon Valley Drive

    1700 Moon Valley Drive

    Champions Gate, FL

    Gear up for an incredible vacation when staying in this gorgeous home. Located in the gated resort community of Champions Gate, this vacation home is like no other. Sleeping a total of 22 guests, 9 bedrooms and 5 bathrooms round out this home. As a...

    Pool
    FREE CANCELLATION

    $450 to $864/night

  6. HOUSE
    WaterColor 7 Sand Hill Circle

    WaterColor 7 Sand Hill Circle

    Santa Rosa Beach, FL

    HOME HIGHLIGHTS:- 7 Adult Bikes- 6 Seater Golf Cart- Private Heated Pool **Pool heating is available for this property from October 1st through May 1st for $25 per day**- Gourmet Kitchen- Carriage House with Full Kitchen- Third floor entertainment...

    Pool

    $1,437 to $2,798/night

  7. HOUSE
    Champions Gate- 9161 Caddie Way

    Champions Gate- 9161 Caddie Way

    Champions Gate, FL

    Begin your perfect vacation by booking this gorgeous home located in the resort community of Champions Gate. This 6 bedroom, 6 bath home is part of the coveted Grand Collection meaning it is professionally decorated and designed for the luxury of...

    Pool
    FREE CANCELLATION

    $317 to $582/night

  8. HOUSE
    Vero Beach Home #4753VB

    Vero Beach Home #4753VB

    Kissimmee, FL

    Just perfect for families who want to be close to the Theme parks but don`t want to spend big $$$ on accomodation! This wonderful home is located in the highly popular gated resort community of Terra Verde. This great fully air conditioned family...

    Pool

    $124 to $174/night

  9. HOUSE
    7740 Comrow Street House

    7740 Comrow Street House

    Kissimmee, FL

    Get ready for a vacation like no other by staying in this gorgeous Windsor Hills vacation home. This spacious home features 5 bedrooms and 5 bathrooms, ready for you and all your guests. Each bedroom is roomy yet cozy. Two king bedrooms, one queen...

    Pool
    FREE CANCELLATION

    $231 to $434/night

  10. TOWNHOUSE
    1595 Moon Valley Drive

    1595 Moon Valley Drive

    Champions Gate, FL

    Shorts and sandals are a must when visiting this luxurious townhome in the gated community of Champions Gate. Light colors fill each of the rooms and remind you that you are in sunny Florida. The kitchen will inspire the inner chef in you with its...

    Pool
    FREE CANCELLATION

    $209 to $416/night

  11. HOUSE
    8137 Sun Palm Drive House

    8137 Sun Palm Drive House

    Kissimmee, FL

    Welcome to Windsor Palms Resort and this stunning 4 bedroom, 3 bathrooms, 1,842 sq. ft. the rental home located near the theme parks in Orlando, Florida. This vacation rental home has all the comforts of home and more. The kitchen is fully furnished...

    FREE CANCELLATION

    $176 to $314/night

  12. 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

  13. TOWNHOUSE
    211 S. Fletcher Townhouse

    211 S. Fletcher Townhouse

    Fernandina Beach, FL

    Pet friendly - One Dog permitted at this property. Only dogs 40 pounds and under permitted. Cats are not Permitted. ***2 Beach cruiser bikes added for your enjoyment** Key amenities:Sleeper Sofa: Queen SleeperOceanBed Size 3rd Rm: 2 Tw/Day BedBed...

    Pets OK
    FREE CANCELLATION

    $329 to $382/night

  14. HOUSE
    2655 Dinville Street

    2655 Dinville Street

    Kissimmee, FL

    Get ready for a whole new way to vacation by staying in this alluring 5 bedroom 5 bathroom home located in the resort community of Windsor Hills. This open concept home is perfect for your vacation and designed expertly as a part of the grand...

    Pool
    FREE CANCELLATION

    $231 to $434/night

  15. HOUSE
    WaterSound West 14 Planters Moon Court

    WaterSound West 14 Planters Moon Court

    Watersound, FL

    HOME HIGHLIGHTS:- Outdoor living area with fireplace and gas grill- Outdoor Shower- 5 adult bikes provided- Screened in Porches- Complete Clean Linen Participant - ALL linens, including comforters, laundered upon every checkout- Wii Console in...

    Pool

    $664 to $931/night

  16. HOUSE
    Windsor Hills- 2638 Dinville Street

    Windsor Hills- 2638 Dinville Street

    Kissimmee, FL

    Beautifully furnished and decorated 5 Bedroom 5 bathroom vacation home with private screened in pool and spa (heated upon request with extra charge). Back yard faces west with sun in afternoon and evening. This home features 3 master suites with...

    Pool Hot Tub
    FREE CANCELLATION

    $231 to $434/night

  17. HOUSE
    Bella Rosa- 1177340

    Bella Rosa- 1177340

    Miramar Beach, FL

    Welcome to Bella Rosa!This incredible home is just steps to the beach with everything you’d want in a luxury vacation home including a heated pool( for an extra fee) with a waterfall,grill and a golf cart that seats six so that you don’t even...

    Pool Hot Tub
    FREE CANCELLATION

    $488 to $792/night

  18. TOWNHOUSE
    Paradise Palms- 8927 Candy Palm Road

    Paradise Palms- 8927 Candy Palm Road

    Kissimmee, FL

    Awesome Location - Right across the street from the top-of-the line Clubhouse Complex, Lake View and Minutes to Disney Parks!!! Looking for a spacious elegant family vacation home close to the Disney Parks that has all the amenities to make your...

    Pool
    FREE CANCELLATION

    $152 to $373/night

  19. HOUSE
    Rhodes Street House 9030

    Rhodes Street House 9030

    Kissimmee, FL

    Welcome to your dream vacation home located in Windsor at Westside! This 6 bedroom, 4.5 bathroom sleeps 12 perfectly and is pure luxury. This home has 3 king bedrooms, 2 rooms with a twin and double and then one room with twin bunkbeds. The bedrooms...

    Pool
    FREE CANCELLATION

    $328 to $582/night

  20. HOUSE
     1945 Nice Home in Kissimmee

    1945 Nice Home in Kissimmee

    Kissimmee, FL

    Welcome to Windsor at Westside Resort and this stunning 8 bedroom, 6 bathroom rental home located near the theme parks in Orlando, Florida.  Get ready to stay in the lap of luxury in this sophisticated home located in Windsor at Westside. 8...

    Pool
    FREE CANCELLATION

    $427 to $757/night

  21. HOUSE
    WaterSound West 10 Blue Moon Lane

    WaterSound West 10 Blue Moon Lane

    Watersound, FL

    HOME HIGHLIGHTS:- 5 adult bikes provided- 2 Kayaks included with the home- Gas grill- Playstation 3 on the second floor with surround sound.- Flat screen TV's in all bedrooms.- 1,000 sq. ft. in wrap around porches- Located across the street from the...

    Pool

    $725 to $1,215/night

  22. HOUSE
    Champions Gate- 1411 Rolling Fairway Drive

    Champions Gate- 1411 Rolling Fairway Drive

    Champions Gate, FL

    This magnificent home located in the heart of Champions Gate is one that will create memories for you and your guests. With an incredible 9 bedrooms and 5 bathrooms, you will all find a place to call home for a vacation to sunny Florida. This home...

    Pool
    FREE CANCELLATION

    $450 to $864/night

  23. HOUSE
    2979 Buccaneer Palm Road

    2979 Buccaneer Palm Road

    Kissimmee, FL

    Paradise Palms is nothing short of that- paradise - and this vacation home is no exception! Kick off your shoes and enjoy the Florida sun in this 5 bedroom, 5 bathroom home. This spectacular home is all about community and family. With an open...

    Pool
    FREE CANCELLATION

    $231 to $474/night