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
    Nottingham Vacation Home with Pool in Terra Verde

    Nottingham Vacation Home with Pool in Terra Verde

    Kissimmee, FL

    The Nottingham is a Disney area vacation home professionally managed by Magical Memories Vacation Rentals. Its many bedrooms and bathrooms are perfect for a larger family or group who demands privacy and space during vacation. Enjoy 2,357 square...

    Pool
    FREE CANCELLATION

    $180 to $579/night

  2. HOUSE
    Deborah's Westridge Villa

    Deborah's Westridge Villa

    Davenport, FL

    Property Description This modest, yet comfortable, villa situated at the beautiful Westridge resort offers guests a truly wonderful vacation experience. With its 3-star living and fantastic amenities, Westridge promises a fun-filled and relaxing...

    Pool

    $90 to $152/night

  3. HOUSE
    3 Bed 2 Bath in Golf Resort With Private Pool!

    3 Bed 2 Bath in Golf Resort With Private Pool!

    Haines City, FL

    This villa is located at the Southern Dunes vacation resort. It boasts 3 spacious and very sunny bedrooms and 2 bathrooms. A total of 10 guests can stay at the home at once if you also utilize the pull out sofa bed. Upon arrival guests are greeted...

    Pool

    $96 to $183/night

  4. HOUSE
    Florida Villa With Large Pool Area with Spa!

    Florida Villa With Large Pool Area with Spa!

    Davenport, FL

    This wonderful 4 star villa has an amazing 5 bedrooms and 3 bathrooms. This villa, situated at the gated communoity of The Estate @ Legacy Park is capable of sleeping up to 12 guests comfortably. The villa is in immaculate condition is well...

    Pool Hot Tub

    $141 to $237/night

  5. TOWNHOUSE
    8830GC

    8830GC

    Kissimmee, Florida

    This brand new 5 Bedroom 4,5 Bathroom, 2,265 Sq.Ft. home with private, south facing pool is perfectly located, just minutes to Walt Disney World in Windsor at Westside. This gated 5 Star resort is packed with amenities and entertainment for the...

    Pool

    $237 to $275/night

  6. HOUSE
    3726WW

    3726WW

    Kissimmee, FL

    BRAND NEW!! PROFESSIONALLY DECORATED WITH POOL AND GAME ROOM! Property Type: 5 Bedrooms / 5.5 Baths home with Private Pool Location: Windsor at Westside Resort, Disney Area This Beautiful home is located in Windsor at Westside Resort one of the...

    Pool Hot Tub

    $174 to $690/night

  7. VILLA
    169 BELF HIghlands

    169 BELF HIghlands

    Davenport, FL

    Our beautifully appointed kitchen has everything you could need including a huge 'walk-in' fridge, and breakfast area. Should you wish to dine at home, our fabulous dining area will provide the perfect setting. There are three further bedrooms, each...

    Pool

    $210 to $265/night

  8. HOUSE
    Solterra Resort-5488GSCJGI

    Solterra Resort-5488GSCJGI

    Davenport, FL

    Solterra Resort - Davenport, Florida is a paradise located only 15 minutes to the area's main attraction... Walt Disney World. This luxury resort sits nestled just outside of Orlando, Florida and has quickly become one of the most desired resorts...

    Pool Hot Tub
    FREE CANCELLATION

    $186 to $357/night

  9. VILLA
    2173CA

    2173CA

    Davenport, Florida

    This amazing new Park Square designed and built 10 Bedroom 8 Bathroom Santa Rosa model , is ready to book right now on Solterra Resort! Just 8 miles from Disney, and within easy reach of the fabulous restaurants and the Champions Gate area , this...

    Pool

    $419 to $636/night

  10. HOUSE
    The Boat House

    The Boat House

    Kissimmee, FL

    Come sail away to The Boat House! This nautical themed 3 bedroom home is a perfect way to leave all of your worries behind! The peaceful colors and themes of this home are like a breath of fresh air! The kitchen offers a breakfast nook as well as a...

    Pool

    $133 to $254/night

  11. HOUSE
    Mark's Bridgewater Crossing Villa

    Mark's Bridgewater Crossing Villa

    Davenport, Florida

    Property Description Come and stay in this beautiful 3-bedroom, 3-bathroom villa that sleeps up to 8 people. This villa comes with a fully equipped, L-shaped kitchen that has modern appliances, granite countertops, a breakfast nook with seating for...

    Pool Hot Tub

    $87 to $166/night

  12. VILLA
    Golf Course Views 4 Bedroom 3 Bath Pool Villa

    Golf Course Views 4 Bedroom 3 Bath Pool Villa

    Davenport, florida

    This villa is located in the prestigious Highlands Reserve Golf & Country Club, less than 15 minutes away from all of the excitement of Disney. The villa is set on a larger than average plot and incorporates 2 master bedrooms with their own en-suite...

    Pool
    FREE CANCELLATION

    $187 to $208/night

  13. CONDOMINIUM
    Hickory Bay West 204- Monthly

    Hickory Bay West 204- Monthly

    Bonita Springs, FL

    This completely renovated bay front condo boasts panoramic Bay views from almost every room! Fantastic Bonita Beach location allows for quick and easy access to shopping, restaurants, beach and entertainment. Hickory Bay West offers a unique...

    Pool Hot Tub

    $166 to $276/night

  14. VILLA
    4795KKC Storey Lake

    4795KKC Storey Lake

    Kissimmee, Florida

    Welcome to the SINGLE FAMILY HOME of your dreams in Kissimmee!! This 6 bedroom and 5 bathroom rental home in 2 floors is located in the Storey Lake Resort Community. The 6 bedrooms and 2 living rooms, all together with 7 LED TVs, come in handy to...

    Pool Hot Tub

    $310 to $470/night

  15. VILLA
    2696LIC emarld

    2696LIC emarld

    Kissimmee, Florida

    This beautiful 6 bedroom 5.5 bath vacation rental home, there is room for everyone so might as well have some company. This relaxing haven boasts of a kitchen, dining area, breakfast nook, game room, family room, patio and a pool that are waiting to...

    Pool Hot Tub

    $262 to $302/night

  16. VILLA
    1675MVD champions

    1675MVD champions

    Davenport , Florida

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

    Pool Hot Tub

    $378 to $641/night

  17. VILLA
    8811MD Windsor at Westside

    8811MD Windsor at Westside

    Davenport, Florida

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

    Pool Hot Tub

    $378 to $641/night

  18. TOWNHOUSE
    (4BVT05LF51) BELLA VIDA HOLIDAY VACATION TOWN HOME

    (4BVT05LF51) BELLA VIDA HOLIDAY VACATION TOWN HOME

    KISSIMMEE, FL

    This beautiful Vacation Home Villa at the Bellavida Resort have been designed to appeal to residents of all ages where you can be as private or as social as you want to be. Staying in this spacious 4 bedroom/3 bathroom you'll also have access to...

    Pool
    FREE CANCELLATION

    $175 to $313/night

  19. TOWNHOUSE
    Dora- PP2959

    Dora- PP2959

    Kissimmee, FL

    Luxury Orlando vacation rentals! Our fully furnished vacation townhome is the perfect retreat for families that like adventure and creating memories. This two story home features Wi-Fi, Cable TV, Washer/Dryer, community pool and so much more!...

    Pool
    FREE CANCELLATION

    $138 to $204/night

  20. CONDOMINIUM
    Luxury 8 Bed Private Pool Disney Area

    Luxury 8 Bed Private Pool Disney Area

    Davenport, FL

    The Retreat at Champions Gate - Kissimmee, Florida is a new upscale gated resort community located just 12 miles from Walt Disney World. This luxury Resort Home sits nestled just outside of Orlando, Florida and will quickly become one of the most...

    Pool Hot Tub
    FREE CANCELLATION

    $254 to $684/night

  21. VILLA
    SONOMA 2665 IHR 1011

    SONOMA 2665 IHR 1011

    Kissimmee, FL

    This spectacular Orlando vacation rental villa is bright, spacious and designed for relaxation in your next vacation in Orlando. Featuring 5 bedrooms, 5 bathrooms It’s well suited to larger families or groups of friends. Throughout this Florida...

    Pool Hot Tub
    FREE CANCELLATION

    $241 to $444/night

  22. HOUSE
    Julie's Highlands Reserve Villa

    Julie's Highlands Reserve Villa

    Davenport, FL

    This spacious and airy 4 bedroom home located in the picturesque area of Highlands Reserve has 2 bathrooms and can comfortably sleep 8 guests, making this a popular choice amongst families with children. This pretty bungalow style home has a...

    Pool

    $105 to $202/night

  23. HOUSE
    Adriaan's West Haven Villa **

    Adriaan's West Haven Villa **

    Davenport, FL

    This 2-storey stunning pool villa located in The Hamlet @ West Haven has a total of 5 bedrooms and 3 bathrooms and can sleep 10 guests at once. Surrounded by palms and lush lawn, this home is an absolute favorite amongst many types from families to...

    Pool Hot Tub

    $160 to $212/night

  24. CONDOMINIUM
    Beach Palms 2A

    Beach Palms 2A

    Bradenton Beach, Florida

    FAMILY/CHILD FRIENDLY CONDOMINIUM - ALL BABIES AND CHILDREN ARE WELCOME!!!! Surrounded by water with the Gulf of Mexico to the west and Florida's Intra-Coastal Waterway to the east, Tampa Bay to the north and Sarasota Bay to the south. It is all...

    Pool
    FREE CANCELLATION

    $158 to $513/night

  25. CONDOMINIUM
    Windsor Hills Lakeview

    Windsor Hills Lakeview

    Kissimmee, FL

    This beautiful condo overlooking the water park has just had a complete renovation, very high quality furnishings and decor throighout. First Master Bedroom offers: • Luxurious King Size Bed • SMART TV with DVD player: Use your own Netflix,...

    Pool Pets OK

    $133 to $254/night

  26. CONDOMINIUM
    Santa Cruz

    Santa Cruz

    Kissimmee, FL

    Welcome to Windsor Hills Resort and this stunning 3 bedroom, 2 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 Hot Tub
    FREE CANCELLATION

    $105 to $155/night

  27. VILLA
    8952RS Luxury 7 Bedroom

    8952RS Luxury 7 Bedroom

    Kissimmee, FL

    7 Bedrooms, 5.5 Bathrooms, 3281sqft, Luxurious Furnishings, Saltwater Pool/Spa, Professionally Designed Game Room, and Endless Resort Amenities! Come experience this brand new luxurious villa, beautifully decorated and fully equipped with everything...

    Pool Hot Tub

    $317 to $619/night

  28. HOUSE
    7 Bedroom Private Pool in Seasons Resort Villa **

    7 Bedroom Private Pool in Seasons Resort Villa **

    Kissimmee, FL

    This is a truly grand villa situated at Season Resort in the picturesque area of Kissimmee. It can comfortably accommodate up to 16 guests at a time. Perfect for large families or those families looking to share. This 4 star, 2 storey villa boasts 7...

    Pool Hot Tub

    $231 to $321/night

  29. TOWNHOUSE
    3-Bedroom Townhome with Community Pool & Tennis

    3-Bedroom Townhome with Community Pool & Tennis

    Kissimmee, FL

    When it comes to vacation homes, your comfort, enjoyment and needs are at the top of the list. This beautifully decorated 3-bedroom, 3-bath Town home with assigned parking is the right option for your dream vacation. This property is fully...

    Pool Hot Tub
    FREE CANCELLATION

    $141 to $186/night

  30. TOWNHOUSE
    Alluring Paradise

    Alluring Paradise

    Kissimmee, FL

    At Paradise Palms, guests enjoy the best entertainment in a full-service resort environment including concierge service, concierge with 24-hour security and wireless high-speed internet. The Clubhouse of Paradise Palms! The 880-square-meter...

    Pool

    $170 to $325/night