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. CONDOMINIUM
    Windsor Palms- 2300 Butterfly Palm Way, U204

    Windsor Palms- 2300 Butterfly Palm Way, U204

    Kissimmee, FL

    This beautiful spacious 3bdrm/2/bth condo w/ balcony  located in the resort style gated community of  Windsor Palms is nicely decorated to suit your needs while vacationing.  This condo offers wireless internet. It is located just 3 miles from...

    Pool
    FREE CANCELLATION

    $104 to $221/night

  2. 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

  3. HOUSE
    Windsor Hills- 2574 Archfeld Blvd

    Windsor Hills- 2574 Archfeld Blvd

    Kissimmee, FL

    Welcome to Windsor Hills Resort and this luxurious 6 bedroom, 4 bathroom rental home (2812 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

    $260 to $495/night

  4. 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

    $226 to $434/night

  5. HOUSE
    Windsor Palms- 8176 Fan Palm Way

    Windsor Palms- 8176 Fan Palm Way

    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 north facing pool & spa. Attention to...

    Pool
    FREE CANCELLATION

    $186 to $357/night

  6. TOWNHOUSE
    Champions Gate- 1568 Moon Valley Drive

    Champions Gate- 1568 Moon Valley Drive

    Champions Gate, FL

    Thank you for considering this wonderful vacation home located in our Champions Gate community. Boasting a beautiful & bright living space, 4 bedrooms and 3 bathrooms, a fully equipped chef’s dream kitchen, granite countertops and stainless steel...

    Pool
    FREE CANCELLATION

    $176 to $416/night

  7. 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

  8. 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

    $117 to $285/night

  9. 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

  10. 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

  11. HOUSE
    Windsor At Westside- 2111 Tripoli Court

    Windsor At Westside- 2111 Tripoli Court

    Kissimmee, FL

    Welcome to Windsor at Westside. This gorgeous 8 bedroom, 6 bathroom pool home has been awarded our prestigious Grand Collection status. It features a professional furniture package with 2 huge 55-inch TV’s, each with a blu ray player. The 8...

    Pool
    FREE CANCELLATION

    $427 to $757/night

  12. 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

    $213 to $407/night

  13. CABIN
    Juliet Drive Cabin 3076

    Juliet Drive Cabin 3076

    Kissimmee, FL

    Begin your dream vacation today by booking this gorgeous home located in the resort community of Storey Lake. We begin this home tour on the outside. The pool area in this home is sure to create endless fun for you and your guests. The outdoor...

    Pool
    FREE CANCELLATION

    $189 to $416/night

  14. HOUSE
    Windsor At Westside- 2135 Tripoli Court

    Windsor At Westside- 2135 Tripoli Court

    Kissimmee, FL

    Welcome to this stunning vacation home built in 2016 and located in the heart of Windsor at Westside. This incredible 9 bedroom, 6 bathroom home features luxurious finishes and beautiful features. This home is a part of the Grand Collection, meaning...

    Pool
    FREE CANCELLATION

    $472 to $860/night

  15. HOUSE
    Champions Gate- 1465 Myrtlewood Street

    Champions Gate- 1465 Myrtlewood Street

    Davenport, FL

    We are proud to offer this 6 bedroom, 6 bathroom vacation rental in the stunning resort community of Champions Gate where the Oasis clubhouse features a huge resort style pool, lazy river, fitness center, tiki bar, movie theater, playground and...

    Pool
    FREE CANCELLATION

    $297 to $582/night

  16. TOWNHOUSE
    Storey Lake- 4823 Brier Rose Lane

    Storey Lake- 4823 Brier Rose Lane

    Kissimmee, FL

    Welcome to our luxurious, brand new 5 bedroom, 4 bath home. With 3 kings, 2 full beds, and a queen over queen bunk, there is plenty of room for everyone (14 if needed) to spread out and unwind. The private pool with covered lanai provides hours of...

    Pool
    FREE CANCELLATION

    $211 to $474/night

  17. TOWNHOUSE
    Windsor Hills- 7678 Otterspool Street

    Windsor Hills- 7678 Otterspool Street

    Kissimmee, FL

    All the comforts of home in this 3-bedroom, 3 bath townhome in Windsor Hills. One bedroom and bath downstairs and 2 bedrooms upstairs. This property sleeps 8, 2 in each bedroom and we have a sleeper sofa too. Amenities include fully equipped...

    Pool
    FREE CANCELLATION

    $117 to $285/night

  18. TOWNHOUSE
    Paradise Palms- 3069 Beach Palm Ave.

    Paradise Palms- 3069 Beach Palm Ave.

    Kissimee, FL

    Welcome to this lovely 4 bedroom, 3 bathroom townhome in the stunning resort community of Paradise Palms. There are 32 inch LED flat screen TV’s in all the bedrooms and a 40-inch flat screen TV in living room. This unit is tastefully decorated and...

    Pool
    FREE CANCELLATION

    $135 to $325/night

  19. 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

    $220 to $407/night

  20. HOUSE
    Windsor At Westside- 2104 Rome

    Windsor At Westside- 2104 Rome

    Kissimmee, FL

    Located in the heart of the premier resort community of Windsor at Westside, this magnificent Spanish style home is sure to please. With a total of 6 bedrooms and 4.5-baths, this large home sleeps 12 comfortably. Step into each professionally...

    Pool
    FREE CANCELLATION

    $328 to $582/night

  21. TOWNHOUSE
    Paradise Palms- 3057 Beach Palm Avenue

    Paradise Palms- 3057 Beach Palm Avenue

    Kissimmee, FL

    Welcome to this 5 bedroom, 4 bathroom vacation town home located in the popular resort community of Paradise Palms. This unit feature leather furniture and sleeps 10, with each bedroom having its own flat screen. With 4 bathrooms, everyone can get...

    Pool
    FREE CANCELLATION

    $152 to $373/night

  22. HOUSE
     Windsor Hills- 2582 Archfeld Blvd

    Windsor Hills- 2582 Archfeld Blvd

    Kissimmee, FL

    Book your vacation now at this beautiful Orlando vacation home with west facing pool and spa. This 6 bedroom, 4 bathroom, 2812 sq. feet unit sleeps 12 in style. With 3 king bedrooms, 1 queen bedroom, and 2 twin bedrooms, there is plenty of room for...

    Pool
    FREE CANCELLATION

    $251 to $463/night

  23. HOUSE
    Windsor Hills- 7795 Basnett Circle

    Windsor Hills- 7795 Basnett Circle

    Kissimmee, FL

    Enjoy an amazing vacation in Florida at this lovely home in Kissimmee. With five bedrooms and five baths, this property can accommodate up to ten people in comfort, and is perfect for large groups of friends or family. There is a private patio where...

    Pool
    FREE CANCELLATION

    $220 to $407/night

  24. 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

  25. TOWNHOUSE
    Paradise Palms- 8929 Candy Palm Road

    Paradise Palms- 8929 Candy Palm Road

    Kissimmee, FL

    We invite you to enjoy our townhome 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 townhome with splash pool. Attention to every...

    Pool
    FREE CANCELLATION

    $135 to $325/night

  26. HOUSE
    Dogleg Drive House 9045

    Dogleg Drive House 9045

    Champions Gate, FL

    Beautiful weather, sunny days and this home located in Champions Gate await you and your guests for your dream vacation. Sleeping up to 8 with a total of 4 beds and 3 bathrooms, this home has all the amenities of home and all the luxuries of...

    Pool
    FREE CANCELLATION

    $176 to $416/night

  27. 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

  28. 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

  29. 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

    $177 to $314/night

  30. 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

    $226 to $434/night