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

Filter by Region:

Filter by Amenities:

Filter by Entertainment:

Close Filters

Search results

  1. HOUSE
    1596 Moon Valley Drive

    1596 Moon Valley Drive

    Champions Gate, FL

    Welcome to Championsgate Resort and this stunning 5 bedroom, 4 bathroom, 2,128 sq. ft. rental located near the theme parks in Orlando, Florida. This rental has attained the prestigious “Grand” status for having an upgraded professional furniture...

    Pool
    FREE CANCELLATION

    $193 to $474/night

  2. HOUSE
    Windsor Hills- 2603 Daulby Street

    Windsor Hills- 2603 Daulby Street

    Kissimmee, FL

    Executive WATERFRONT villa. Extra privacy with no rear neighbors overlooking the pool/spa area. Furnished by a professional interior design firm along with custom made furniture. 6 bedrooms: 2 kings, 2 queens, and 2 sets of twins. BEST location as...

    Pool
    FREE CANCELLATION

    $251 to $463/night

  3. HOUSE
    Champions Gate- 1470 Rolling Fairway

    Champions Gate- 1470 Rolling Fairway

    Four Corners, FL

    This flawless home located in the heart of the resort community Champions Gate is sure to please. The beautiful exterior is accentuated with brick and tile roofing. As you enter the home, signs of opulence greet you. The large kitchen is any...

    Pool
    FREE CANCELLATION

    $450 to $864/night

  4. CONDOMINIUM
    Windsor Hills- 2809 Almaton Loop Unit 304

    Windsor Hills- 2809 Almaton Loop Unit 304

    Kissimmee, FL

    Beautiful 3 bedroom, 2 bath, 1,447 sq. ft. condo featuring a "Platinum plus" furniture and appliance package with all the comforts of home including high speed internet. This condo will sleep 6 easily in its one king, one queen, and two twin sized...

    FREE CANCELLATION

    $109 to $234/night

  5. TOWNHOUSE
    Paradise Palms- 8936 Cuban Palm Road

    Paradise Palms- 8936 Cuban Palm Road

    Kissimmee, FL

    Welcome to Paradise Palms Resort and this luxurious 5 bedroom, 4 bathroom (2128 sq.ft.) rental located near the theme parks in Orlando, Florida. This vacation rental has attained the prestigious "Grand" status for having an upgraded professional...

    Pool
    FREE CANCELLATION

    $152 to $373/night

  6. CONDOMINIUM
    Windsor Hills- 7660 Comrow Street Unit 303

    Windsor Hills- 7660 Comrow Street Unit 303

    Kissimmee, FL

    Attention to every detail has been put in as we furnished and decorated this home. This 3 bedroom 2 bath 1,247 sq feet unit sleeps 8 in style. With 1 king bedroom, 1 queen bedroom and 2 twin beds, plus a sleeper sofa there is plenty of room for...

    FREE CANCELLATION

    $109 to $234/night

  7. TOWNHOUSE
    Paradise Palms- 8944 Majesty Palm Road

    Paradise Palms- 8944 Majesty Palm Road

    Kissimmee, FL

    This 4-bedroom, 3-bathroom, 1.914 sq. ft. townhome can accommodate 8 in spacious living. This townhome features upgraded furniture and all of the bedrooms are eye catching indeed with a flat screen TV in each for your enjoyment. The bedrooms...

    Pool
    FREE CANCELLATION

    $135 to $325/night

  8. TOWNHOUSE
    Champions Gate- 1564 Moon Valley Drive

    Champions Gate- 1564 Moon Valley Drive

    Champions Gate, FL

    This beautiful brand new townhome is located in the wonderful community of Champions Gate. This home away from home easily accommodates up to 10 guests, with 4 bedrooms and 3 bathrooms. There are 2 king bedrooms, 1 queen bedroom, and one bedroom...

    Pool
    FREE CANCELLATION

    $176 to $416/night

  9. TOWNHOUSE
    Dogleg Drive Townhouse 9037

    Dogleg Drive Townhouse 9037

    Champions Gate, FL

    Staying in this gorgeous townhome will have you coming back to central Florida time and time again. Four bedrooms and three bathrooms make up this home located in Champions Gate - 2 bedrooms with king beds and 2 bedrooms with bunkbeds sleeps a total...

    Pool
    FREE CANCELLATION

    $176 to $416/night

  10. HOUSE
    Archfeld Blvd House 2601

    Archfeld Blvd House 2601

    Kissimmee, FL

    Welcome to Windsor Hills. When you come to sunny central Florida, be sure to stay in this magnificent home. This opulent 6 bedroom, 4 bathroom home is what vacation is all about. As a part of the Grand Collection, this home is top of the line in...

    Pool Hot Tub
    FREE CANCELLATION

    $251 to $463/night

  11. HOUSE
    Windsor Hills- 7739 Comrow Street

    Windsor Hills- 7739 Comrow Street

    Kissimmee, FL

    Our villa accommodates 8 people, and is equipped with everything needed to make your stay enjoyable. Only a short walk to the clubhouse, it is conveniently located and, with no rear neighbors, privacy is optimal. There are four bedrooms complete...

    Pool
    FREE CANCELLATION

    $200 to $359/night

  12. CABIN
    Coco Palm Cabin 8971

    Coco Palm Cabin 8971

    Kissimmee, FL

    Paradise awaits at this gorgeous townhouse located in the resort community of Paradise Palms. This 4 bedroom, 3 bathroom home feels open and airy from the second you enter. The living room is made for family time with a wraparound couch centered...

    Pool
    FREE CANCELLATION

    $135 to $325/night

  13. HOUSE
    1841 Sawyer Palm Place

    1841 Sawyer Palm Place

    Kissimmee, FL

    Vacation is just a short trip away and begins in this Solara home located in Orlando. With 4 beds and 3.5 bathrooms, this home is the perfect size sleeping up to 12 guests. Expertly designed furnishings are found throughout this stunning home, with...

    Pool
    FREE CANCELLATION

    $235 to $424/night

  14. HOUSE
    Champions Gate- 1458 Belle Terre

    Champions Gate- 1458 Belle Terre

    Four Corners, FL

    Welcome to your dream vacation home located in the resort community of Champions Gate. The stunning exterior is accentuated with an elegant tiled roof, stone facade and brick pavers. Perfect to cook large family meals, the kitchen is sure to please...

    Pool
    FREE CANCELLATION

    $424 to $757/night

  15. HOUSE
    Windsor Palms- 8167 Sun Palm Drive

    Windsor Palms- 8167 Sun Palm Drive

    Kissimmee, FL

    We invite you to enjoy our home on your next trip to Orlando. Absolutely perfect for family groups, this property features all the comforts of home and more! Book your vacation now at this beautiful home with south facing pool and spa. Attention to...

    Pool
    FREE CANCELLATION

    $213 to $407/night

  16. CABIN
    Dogleg Drive Cabin 9031

    Dogleg Drive Cabin 9031

    Champions Gate, FL

    You can be on your way to staying in this gorgeous townhome located in the resort community of Champions Gate. This home's bright and airy design makes it feel large and spacious. The living room surrounds a 48-inch flat screen while overlooking the...

    FREE CANCELLATION

    $209 to $474/night

  17. HOUSE
    Windsor Hills- 2659 Dinville Street

    Windsor Hills- 2659 Dinville Street

    Kissimmee, FL

    You need to see for yourself why guests rate Windsor Hills a 4.5 out of 5 on Trip Advisor… the closest Orlando vacation home resort to Walt Disney World (1.5mi or 2.4km)! This 6 bedroom, 4 bathroom, 2,812 sq. foot executive pool home sleeps up to...

    Pool
    FREE CANCELLATION

    $251 to $463/night

  18. HOUSE
    Solterra- 4308 Acorn Court

    Solterra- 4308 Acorn Court

    Davenport, FL

    This gorgeous 5 bedroom, 4.5 bathroom pool home is sure to make your vacation special. When you arrive, you'll know that you are in for something truly special. The tile roof and stone facade are eye catching. Achieving the Grand status, this home...

    Pool
    FREE CANCELLATION

    $226 to $463/night

  19. 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

    $226 to $434/night

  20. HOUSE
    Windsor Hills- 2572 Archfeld Blvd

    Windsor Hills- 2572 Archfeld Blvd

    Kissimmee, FL

    Book your Orlando rental home now at this beautiful and professionally decorated 6 bedrooms and 4 bathrooms ''Grand'' 2 story 2812 sq. ft.home with west facing pool and spa. The home features a 50 inch flat screen TV in the living room. The dining...

    Pool
    FREE CANCELLATION

    $260 to $495/night

  21. 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

    $220 to $407/night

  22. CONDOMINIUM
    Windsor Palms- 2303 Butterfly Palm Way, U303

    Windsor Palms- 2303 Butterfly Palm Way, U303

    Kissimmee, FL

    Welcome to Windsor Palms Resort. This 3 bedroom, 2 bathroom condo is located within steps of the pool and clubhouse with great views of the tennis court from the private balcony. It is dog friendly (up to 30 lbs). The open floor plan has 3 bedrooms...

    Pool Pets OK
    FREE CANCELLATION

    $104 to $221/night

  23. HOUSE
    Windsor At Westside- 8904 Rhodes Street

    Windsor At Westside- 8904 Rhodes Street

    Kissimmee, FL

    This stunning 6 bedroom, 5 bathroom home, sleeps 12 in luxurious style and is located in the popular resort community of Windsor at Westside. Besides having plenty of bathrooms, so everyone can get ready for the day at their own pace, this home...

    Pool
    FREE CANCELLATION

    $328 to $582/night

  24. TOWNHOUSE
    Windsor Palms- 2332 Silver Palm Drive

    Windsor Palms- 2332 Silver Palm Drive

    Kissimmee, FL

    This wonderful 1.416 sq. ft. 3 bedroom town home features two master bedrooms each one with private bathroom, and one twin Mickey Mouse themed kids’ bedroom with private bathroom, a private lounge pool and patio, with a beautiful view to a...

    Pool
    FREE CANCELLATION

    $113 to $271/night

  25. HOUSE
    Windsor Hills- 2611 Pawnall Street

    Windsor Hills- 2611 Pawnall Street

    Kissimmee, FL

    Thank you for considering this wonderful vacation home, located in the resort community of Windsor Hills; just a few minutes drive from the gates of Disney and other exciting Orlando attractions! This vacation home is part of our grand collection,...

    Pool
    FREE CANCELLATION

    $226 to $434/night

  26. HOUSE
    7787 Bassnett Circle

    7787 Bassnett Circle

    Kissimmee, FL

    A few miles from all the Orlando entertainment lies this gorgeous 5 bedroom, 5 bathroom home in Windsor Hills. This gated community home sleeps up to 10 guests perfectly where everyone will find their own space on vacation, with 1 king bedroom, 2...

    Pool Hot Tub
    FREE CANCELLATION

    $226 to $434/night

  27. HOUSE
    4765 Kings Castle Circle

    4765 Kings Castle Circle

    Kissimmee, FL

    Begin your perfect Orlando getaway by staying in this luxurious Storey Lake home. As you enter, this home brings together notes of comfort and Florida style. The downstairs living room features a large, leather wraparound couch centered around a 55"...

    Pool
    FREE CANCELLATION

    $279 to $511/night

  28. TOWNHOUSE
    Windsor Palms- 8114 Princess Palm Lane

    Windsor Palms- 8114 Princess Palm Lane

    Kissimmee, FL

    Welcome to Windsor Palms Resort and this stunning 3 bedroom, 3 Bathroom rental located near the theme parks in Orlando, Florida.  This vacation rental has all the comforts of home and more.  The kitchen is fully furnished and ideal for those times...

    Pool
    FREE CANCELLATION

    $113 to $271/night

  29. HOUSE
    Champions Gate- 1412 Thunderbird Road

    Champions Gate- 1412 Thunderbird Road

    Davenport, FL

    We invite you to enjoy our home on your next trip to Orlando. Absolutely perfect for family groups, this property features all the comforts of home and more! Book your vacation now at this beautiful home with pool located in the ChampionsGate...

    Pool
    FREE CANCELLATION

    $339 to $664/night

  30. HOUSE
    Champions Gate- 9151 Caddie Way

    Champions Gate- 9151 Caddie Way

    Champions Gate, FL

    Welcome to Champions Gate Resort featuring the stunning world-class Oasis clubhouse. The lovely, open floor plan is professionally decorated and includes a stunning furniture package with two 58-inch flat-screen TV’s and 2 bluray DVD players....

    Pool
    FREE CANCELLATION

    $450 to $864/night