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
    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

    $212 to $407/night

  2. HOUSE
    Windsor Palms- 8208 Fan Palm Way

    Windsor Palms- 8208 Fan Palm Way

    Kissimmee, FL

    This beautifull 4 bedroom 3 bath home located in the Resort style gated community just minutes away from disney offers many ammenities for the whole family. Bedding: 1 king bed, 1 queen bed, 4 twin beds, and a sleeper sofa. Large screen TV - 50", 1...

    Pool
    FREE CANCELLATION

    $176 to $314/night

  3. HOUSE
    Paradise Palms- 2960 Buccaneer Palm Road

    Paradise Palms- 2960 Buccaneer Palm Road

    Kissimmee, FL

    Welcome to this gorgeous 6 bedroom, 5 bathroom rental home in the stunning resort community of Paradise Palms. The fully equipped kitchen features stainless steel appliances, granite counter tops and upgraded tile and cabinetry. For your dining...

    Pool
    FREE CANCELLATION

    $260 to $465/night

  4. HOUSE
    Champions Gate- 1471 Myrtlewood Street

    Champions Gate- 1471 Myrtlewood Street

    Davenport, FL

    Welcome to this stunning 6 Bedroom, 6 Bathroom pool home. One of the benefits of staying in a rental home is that everyone can have their own bedroom for privacy. The unique feature of this beautiful rental home is that there are 6 bathrooms to go...

    Pool
    FREE CANCELLATION

    $297 to $582/night

  5. HOUSE
    Fan Palm Way House 8127

    Fan Palm Way House 8127

    Kissimmee, FL

    This spacious 4 bedroom, 3 bathroom home is located in the gated Windsor Palms community just minutes from Disney! This home has been recently upgraded and features a king master, queen room, two twin rooms and a screened in pool area with new patio...

    Pool
    FREE CANCELLATION

    $176 to $314/night

  6. 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

  7. HOUSE
    Solterra- 4204 Oak Tree Drive

    Solterra- 4204 Oak Tree Drive

    Davenport, FL

    This stunning vacation home boasts 7 bedrooms along with 5 large bathrooms and sleeps 16 - ideal for large family groups. The kitchen has upgraded stainless steel appliances and granite counter tops. The entire home is beautifully decorated and each...

    Pool
    FREE CANCELLATION

    $296 to $603/night

  8. 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

    $231 to $434/night

  9. HOUSE
    Windsor Hills- 2604 Daulby Street

    Windsor Hills- 2604 Daulby Street

    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 pool and spa located in the Windsor...

    Pool
    FREE CANCELLATION

    $231 to $434/night

  10. 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

  11. 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

  12. 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

    $265 to $495/night

  13. 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

  14. 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

  15. HOUSE
    Champions Gate- 9165 Wedge Drive

    Champions Gate- 9165 Wedge Drive

    Champions Gate, FL

    Welcome to the beautiful resort community of Champions Gate. Champions Gate, located in the heart of the Orlando theme park area, is the perfect location for your vacationing needs. This vacation home is sure to bring your getaway to the next level!...

    Pool
    FREE CANCELLATION

    $233 to $424/night

  16. HOUSE
    Windsor Palms- 8008 King Palm Circle

    Windsor Palms- 8008 King Palm Circle

    Kissimmee, FL

    Solar-Power/Carbon Zero! Amazing 6 Bedroom Pool Home just 3 Miles from Disney Just installed: All new modern Solar-Power PV panels and efficient cooling systems give this home a super low carbon footprint! Our wonderful, 5-star pool home is fully...

    Pool Hot Tub
    FREE CANCELLATION

    $212 to $407/night

  17. HOUSE
    Windsor Hills- 7744 Comrow Street

    Windsor Hills- 7744 Comrow Street

    Kissimmee, FL

    Welcome to our stunning 2,966 sq. ft. 5 bedroom, 5 bathroom (with 3 suites) vacation home located in Windsor Hills. This home is professionally decorated and painted with a stone accent wall in the dining room and features 2 king suites with 40"...

    Pool
    FREE CANCELLATION

    $231 to $434/night

  18. 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

  19. CONDOMINIUM
    Windsor Palms- 2303 Butterfly Palm Way, U102

    Windsor Palms- 2303 Butterfly Palm Way, U102

    Kissimmee, FL

    This stunning 2 bedroom, 2 Bathroom (1206 sq. ft.) 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 when it makes sense...

    Pool
    FREE CANCELLATION

    $91 to $194/night

  20. HOUSE
    Champions Gate- 1638 Moon Valley Drive

    Champions Gate- 1638 Moon Valley Drive

    Davenport, FL

    Begin your dream vacation by booking this spectacular vacation home located in the resort community of Champions Gate. As you enter this home, rich colors and opulence surround you. The first floor living area is roomy yet cozy with a dark leather...

    Pool
    FREE CANCELLATION

    $297 to $582/night

  21. 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

    $265 to $495/night

  22. 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

  23. 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

  24. CONDOMINIUM
    Windsor Palms- 2304 Silver Palm Dr Unit 105

    Windsor Palms- 2304 Silver Palm Dr Unit 105

    Kissimmee, FL

    Welcome to Windsor Palms Resort and this stunning 3 bedroom, 2 bathroom 1,402 sq. ft. 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...

    FREE CANCELLATION

    $104 to $221/night

  25. 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

  26. 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

  27. TOWNHOUSE
    Windsor Hills- 7661 Fitzclarence Street

    Windsor Hills- 7661 Fitzclarence Street

    Kissimmee, FL

    Experience a sunny Florida vacation in this 3 bedroom, 3 baths Saddlebrook model which features 1400 sq. ft.  This bedroom sleeps 6 in one king, one queen, and two twin sized beds, and each bedroom has its own private bathroom.  Included in the...

    Pool Hot Tub
    FREE CANCELLATION

    $120 to $285/night

  28. 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

  29. HOUSE
    Windsor Hills- 2653 Dinville Street

    Windsor Hills- 2653 Dinville Street

    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

    $231 to $434/night

  30. 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