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. TOWNHOUSE
    Windsor Palms- 2326 Silver Palm Drive

    Windsor Palms- 2326 Silver Palm Drive

    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

  2. HOUSE
    1700 Caribbean View Terrace

    1700 Caribbean View Terrace

    Kissimmee, FL

    Home is where the heart is and this home proves that statement to be true! Six bedrooms and 4.5 bathrooms in this home makes it the ideal size for your stay in sunny Florida. Bright colors are found throughout giving it a tropical and relaxing feel....

    Pool Hot Tub
    FREE CANCELLATION

    $298 to $554/night

  3. HOUSE
    Champions Gate- 1495 Rolling Fairway Drive

    Champions Gate- 1495 Rolling Fairway Drive

    Champions Gate, FL

    This bright and contemporary 5 bedroom, 4.5 bathroom vacation rental is located in ChampionsGate, the Orlando/Kissimmee resort community featuring the world-class Oasis clubhouse. This home has everything you desire for a perfect vacation and has...

    Pool
    FREE CANCELLATION

    $289 to $511/night

  4. HOUSE
    Champions Gate- 1518 Moon Valley Drive

    Champions Gate- 1518 Moon Valley Drive

    ChampionsGate, FL

    This gorgeous 6 bedroom, 6 bathroom pool home is sure to make your vacation special. Upon your arrival, you'll know that you are in for a great vacation. The tile roof and stone facade are eye catching. Achieving the Grand status, this home is...

    Pool
    FREE CANCELLATION

    $297 to $582/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
    9000 Egret Mills Terrace

    9000 Egret Mills Terrace

    Kissimmee, FL

    Welcome to Solara Resort and this beautiful 6 bedroom, 4.5 bathroom rental home located near the theme parks in Orlando, Florida. This beautiful vacation rental home has all the comforts of home and more! The kitchen is fully furnished and ideal for...

    Pool
    FREE CANCELLATION

    $298 to $554/night

  7. HOUSE
    Comrow House in Kissimmee 7713

    Comrow House in Kissimmee 7713

    Kissimmee, FL

    Floor Plan (Spencer) 2,382 sq ft. 2 story home with pool and spa (North facing pool) 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...

    Pool Hot Tub
    FREE CANCELLATION

    $231 to $434/night

  8. HOUSE
    2244 Wyndham Palms Way

    2244 Wyndham Palms Way

    Kissimmee, FL

    Serenity and relaxation meet here in this gorgeous 4-bedroom, 2-bathroom home located in Windsor Palms. Filled with warm blues and greens, you’ll truly live the Florida lifestyle here. With an open concept floor plan, the living room has a...

    Pool
    FREE CANCELLATION

    $176 to $314/night

  9. HOUSE
    Paradise Palms- 2967 Buccaneer Palm Road

    Paradise Palms- 2967 Buccaneer Palm Road

    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 pool home. Attention to every detail has been put...

    Pool
    FREE CANCELLATION

    $260 to $465/night

  10. HOUSE
    Solterra- 5348 Oakbourne Ave

    Solterra- 5348 Oakbourne Ave

    Davenport, FL

    Welcome to Solterra Resort. This beautiful pool and spa home, with a pond view, has been awarded our prestigious Grand Collection status. The exterior elevation is eye catching and the interior features a professional furniture package. There are 6...

    Pool
    FREE CANCELLATION

    $258 to $528/night

  11. 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

  12. HOUSE
    Solterra- 5369 Oakbourne Ave

    Solterra- 5369 Oakbourne Ave

    Davenport, FL

    Located in Solterra Resort, this contemporary furnished vacation home is sure to please. The kitchen is perfectly fitted with anything you need to cook a gourmet meal and includes granite countertops, stainless steel appliances and upgraded...

    Pool
    FREE CANCELLATION

    $258 to $528/night

  13. HOUSE
    Champions Gate- 9028 Shadow Mountain Street

    Champions Gate- 9028 Shadow Mountain Street

    Champions Gate, FL

    Change how you vacation by staying in this magnificent rental home located in Champions Gate. This home is truly spectacular with its 6 bedrooms and 6 bathrooms. The bedroom configurations consist of 3 King bedrooms, 1 Queen bedroom and 2 bedrooms...

    Pool
    FREE CANCELLATION

    $317 to $582/night

  14. HOUSE
    Windsor Hills- 7766 Tosteth Street

    Windsor Hills- 7766 Tosteth Street

    Kissimmee, FL

    Terrific 5-bedroom/5-bathroom home with upstairs and downstairs King Bedroom suites. It also has a Queen Bedroom, Twin Bedroom and sleeper sofa on the first floor. And there is an another Twin Bedroom on second floor making this home ideal for two...

    Pool
    FREE CANCELLATION

    $231 to $434/night

  15. CONDOMINIUM
    Windsor Hills- 2784 Almaton Loop Unit 104

    Windsor Hills- 2784 Almaton Loop Unit 104

    Kissimmee, FL

    1st floor 3 bedroom, 2 bathroom condo. The home comes with a 42" flat screen TV in the living room with a Playstation 3 game system and flat screen TV's in each of the bedrooms (two 32" and one 24" with DVD). There is leather furniture in the living...

    FREE CANCELLATION

    $109 to $234/night

  16. TOWNHOUSE
    Paradise Palms- 8952 Majesty Palm Road

    Paradise Palms- 8952 Majesty Palm Road

    Kissimmee, FL

    Welcome to this beautiful 4 bedroom, 3 bathroom townhome. This rental home is professionally decorated and has achieved our Grand Collection status and is a great match for families looking for plenty of room to have an amazing Orlando vacation. The...

    Pool
    FREE CANCELLATION

    $135 to $325/night

  17. HOUSE
    Windsor Hills- 7724 Comrow Street

    Windsor Hills- 7724 Comrow Street

    Kissimmee, FL

    This 2,500 square foot 5B/5B Seville home sleeps 11 and is south facing for year round, all day Florida sun. The fully air conditioned ''dream come true'' home has luxurious tropical furnishings and is professionally decorated throughout. Your every...

    Pool
    FREE CANCELLATION

    $231 to $434/night

  18. HOUSE
    Windsor Hills- 7754 Tosteth Street

    Windsor Hills- 7754 Tosteth Street

    Kissimmee, FL

    Welcome to Windsor Hills Resort. Everyone will have plenty of space for privacy, while sleeping comfortably in this nicely decorated vacation rental. The accommodations consist of 5 bedrooms and 5 bathrooms, sleeping up to 10. The bedroom...

    Pool
    FREE CANCELLATION

    $231 to $434/night

  19. HOUSE
    Champions Gate- 1456 Myrtlewood Street

    Champions Gate- 1456 Myrtlewood Street

    Davenport, FL

    Welcome to Champions Gate Resort and this luxurious 4 bedroom, 3 bathroom rental home (2212 sq. ft.) located near the theme parks in Orlando, Florida. This rental home has attained the prestigious "Grand" status for having an upgraded professional...

    Pool
    FREE CANCELLATION

    $233 to $424/night

  20. HOUSE
    7758 Grassendale Street

    7758 Grassendale Street

    Kissimmee, FL

    As you step into this home located in Windsor Hills, you will be transported to your dream vacation. Neutral and warm colors, cozy furniture and more sum up this house perfectly. The open concept of this home provides space for family time. In the...

    FREE CANCELLATION

    $231 to $434/night

  21. HOUSE
    7755 Basnett Circle House

    7755 Basnett Circle House

    Kissimmee, FL

    Welcome to Windsor Hills Resort and this stunning 6 bedroom, 4 bathroom, 2,812 sq. ft. 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 and...

    Pool
    FREE CANCELLATION

    $265 to $495/night

  22. CONDOMINIUM
    2302 Silver Palm Dr Unit 303

    2302 Silver Palm Dr Unit 303

    Kissimmee, FL

    Start your vacation right by staying in this gorgeous condo located in the luxury resort community of Windsor Palms. This condo is state of the art with its neutral colors and wood theme throughout. The 3 bedrooms and 2 bathrooms provide the perfect...

    FREE CANCELLATION

    $104 to $221/night

  23. HOUSE
    Solterra- 5440 Solterra Circle

    Solterra- 5440 Solterra Circle

    Davenport, FL

    Welcome to the vacation home of your dreams! This magnificent home located in Solterra is one that is bound to take your vacation to the next level. To begin, this Solterra home is part of the Grand Collection meaning it is professionally designed...

    Pool
    FREE CANCELLATION

    $258 to $528/night

  24. HOUSE
    2702 Manesty Lane House

    2702 Manesty Lane House

    Kissimmee, FL

    Welcome to Windsor Hills Resort and this stunning 5 bedroom, 5 bathroom, 2,297 sq. ft. 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 and...

    Pool
    FREE CANCELLATION

    $231 to $434/night

  25. HOUSE
    Windsor At Westside- 2113 Morocco Way

    Windsor At Westside- 2113 Morocco Way

    Kissimmee, FL

    Welcome to this wonderful home located in the fantastic resort community of Windsor at Westside. As you walk into this magnificent home, you are greeted by the huge kitchen. The kitchen in this home will make any chef proud with upgraded appliances,...

    Pool
    FREE CANCELLATION

    $374 to $664/night

  26. HOUSE
    Champions Gate- 1454 Myrtlewood Street

    Champions Gate- 1454 Myrtlewood Street

    Davenport, FL

    When you are looking for a 7-bedroom vacation home, check out this stunning home. The brick entryway invites you into the living room that has an enormous black leather sectional couch – prefect for large gatherings. Speaking of large, the kitchen...

    Pool
    FREE CANCELLATION

    $339 to $664/night

  27. TOWNHOUSE
    8875 Candy Palm Road

    8875 Candy Palm Road

    Kissimmee, FL

    With bright colors, neutral undertones and an open concept, this home is all about relaxation. Located in the resort community of Paradise Palms, this vacation rental comes with all the luxuries of home. First, the 4 bedrooms sleeps everyone...

    Pool
    FREE CANCELLATION

    $135 to $325/night

  28. HOUSE
    Storey Lake- 4742 Sleepy Hollow Drive

    Storey Lake- 4742 Sleepy Hollow Drive

    Kissimmee, FL

    Welcome to this magnificent Grand Collection home located in the resort community of Storey Lake. This home has the coveted Grand Collection status since it is expertly designed for the comfort of every guest. This 6 bedroom and 5 bathroom home...

    Pool
    FREE CANCELLATION

    $334 to $582/night

  29. 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

  30. TOWNHOUSE
    Paradise Palms- 8975 Majesty Palm Road

    Paradise Palms- 8975 Majesty Palm Road

    Kissimmee, FL

    Welcome to our lovely vacation home that has a great location - actually one of the best in the community! This vacation rental also has an extended patio/pool area, the largest patio built in the resort with heated splash pool. There are flat...

    Pool
    FREE CANCELLATION

    $135 to $325/night