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
    Osceola Polk Home #185SRD

    Osceola Polk Home #185SRD

    Davenport, FL

    This wonderful 5 bed 3 bathroom villa which is located on the new community of Sandy Ridge just 10 minutes from Disney with conservation views to rear. This home which has a large sunny aspect west facing pool and spa is a short drive east from...

    Pool Hot Tub

    $151 to $201/night

  2. HOUSE
    Home In 5 Star Resort #1422WWG

    Home In 5 Star Resort #1422WWG

    Davenport, FL

    This stunning 6 bedroom, 6 bathroom vacation rental home has achieved "Grand" status for several reasons. The professional, upgraded furniture package is superb and includes leather couches. The kitchen has several upgrades such as stainless steel...

    Pool Hot Tub

    $321 to $546/night

  3. HOUSE
    Anchor House

    Anchor House

    Sanibel, FL

    Fabulous Sanibel Island vacation home stay for a month or longer at our 4 bedroom 3 full baths pool home. The  master bedroom has  a king size bed and full bathroom. The two additional guest bedrooms have queen size beds. The fourth bedroom has 2...

    Pool Pets OK

    $278 to $341/night

  4. CONDOMINIUM
    Shorewood 3B

    Shorewood 3B

    Sanibel, FL

    Shorewood 3B is a beautiful three bedroom penthouse vacation rental condominium located in world-renowned Sanibel Island. Our top floor private vacation rental condo features nearly 2500 sq ft of living space with three bedrooms and three bathrooms,...

    Pool

    $332 to $647/night

  5. CONDOMINIUM
    Sand Castle I Condo #406

    Sand Castle I Condo #406

    Indian Shores, FL

    Your castle waits. Sandcastle condominiums are directly on the sugar white sand beaches in the barrier island community of Indian Shores. Enjoy the amazing sunsets from your private balcony, or enjoy a good soak in the hot tub downstairs while...

    Pool

    $198 to $468/night

  6. CONDOMINIUM
    Sand Castle I Condo #708

    Sand Castle I Condo #708

    Indian Shores, FL

    Your castle waits. Sandcastle condominiums are directly on the sugar white sand beaches in the barrier island community of Indian Shores. Enjoy the amazing sunsets from your private balcony, or enjoy a good soak in the hot tub downstairs while...

    Pool

    $198 to $468/night

  7. TOWNHOUSE
    3 Bedrooms Townhouse at The Villas at Seven Dwarfs (aw)

    3 Bedrooms Townhouse at The Villas at Seven Dwarfs (aw)

    Kissimmee, FL

    The Villas at Seven Dwarfs Lane is the #1 premier resort and vacation rentals in the Orlando area, near Disney World. Its proximity to Orlando's world-renowned attractions is unrivaled. Staying in one of Townhouse gives you automatic membership to...

    Pool Hot Tub
    FREE CANCELLATION

    $92 to $232/night

  8. HOUSE
    26 Tivoli House

    26 Tivoli House

    Davenport, FL

    4 Bedroom / 3 Bathroom (1,621 sqft)Single StoryGated CommunityNorth Facing Private Pool Gas Pool Heat is an additional cost.Living Room: TV / DVD / Sleeper SofaDining Area - Seats 6Breakfast Table - Seats 4Breakfast Bar - Seats 3Master Bedroom 1:...

    Pool
    FREE CANCELLATION

    $101 to $148/night

  9. COTTAGE
    333 Ocean Ave Cottage

    333 Ocean Ave Cottage

    Fernandina Beach, FL

    4 Bed/3 Bath Cottage, sleeps 10. Beautiful views from upper deck. Across street from beach. "This beautifully appointed, spacious seaside cottage, adjacent to Amelia Island's spectacular Main Beach Park (staffed by lifeguards during the season), is...

    Hot Tub
    FREE CANCELLATION

    $468 to $593/night

  10. TOWNHOUSE
    Paradise Palms- 3061 Beach Palm Avenue

    Paradise Palms- 3061 Beach Palm Avenue

    Kissimmee, FL

    Welcome to the Paradise Palms Resort community. This vacation home is a vacationer’s dream with all of its amenities. This townhome features 4 bedrooms which include 1 king bedroom, 2 queen bedrooms as well as 1 bedroom with two twin beds....

    Pool
    FREE CANCELLATION

    $135 to $325/night

  11. HOUSE
    Windsor At Westside- 2117 Morocco Way

    Windsor At Westside- 2117 Morocco Way

    Kissimmee, FL

    Welcome to Fab Five Villa in Windsor at Westside! This 6 bedroom, 4.5 bathroom vacation home has an impressive (3,117 sq. ft.) open floor plan and is beautifully decorated throughout. This rental home has attained the prestigious "Grand" status for...

    Pool
    FREE CANCELLATION

    $328 to $582/night

  12. TOWNHOUSE
    Paradise Palms- 3067 Beach Palm Ave.

    Paradise Palms- 3067 Beach Palm Ave.

    Kissimmee, FL

    We invite you to enjoy our 2 story, 1914 sq. ft. 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 town home with splash...

    Pool
    FREE CANCELLATION

    $135 to $325/night

  13. HOUSE
    Windsor Palms- 2235 Wyndham Palms Way

    Windsor Palms- 2235 Wyndham Palms Way

    Kissimmee, FL

    Sunrise Sunset Villa is nestled less than 3 miles from Walt Disney World in Kissimmee, Florida. With 4 bedrooms and 2 bathrooms, this fully air-conditioned, elegant, professionally decorated, luxurious Orlando vacation home is perfect for family...

    Pool
    FREE CANCELLATION

    $176 to $314/night

  14. HOUSE
    Windsor Palms- 8150 Fan Palm Way

    Windsor Palms- 8150 Fan Palm Way

    Kissimmee, FL

    This Lovely 4 bedroom/3 bath home is just minutes to Disney.  The home features a private swimming pool and spa/jacuzzi with pool heating features.  It also includes a home entertainment DVD combination, play station and TV's in every bedroom. ...

    Pool
    FREE CANCELLATION

    $176 to $314/night

  15. HOUSE
    Windsor At Westside- 2112 Rome Drive

    Windsor At Westside- 2112 Rome Drive

    Kissimmee, FL

    Welcome to Windsor at Westside. This home has achieved the luxurious Grand Status. The open floor plan is professionally decorated throughout and includes a stunning leather furniture package with a large 55-inch flat-screen TV. The accommodations...

    Pool
    FREE CANCELLATION

    $296 to $582/night

  16. HOUSE
    Champions Gate- 1436 Moon Valley Drive

    Champions Gate- 1436 Moon Valley Drive

    Davenport, FL

    Welcome to this beautiful 5 bedroom, 4.5 bathroom home located in the stunning community of Champions Gate. As you can see from the photos, this rental home is spectacular, professionally decorated to ensure you have the vacation of a lifetime....

    Pool
    FREE CANCELLATION

    $289 to $511/night

  17. HOUSE
     1945 Nice Home in Kissimmee

    1945 Nice Home in Kissimmee

    Kissimmee, FL

    Welcome to Windsor at Westside Resort and this stunning 8 bedroom, 6 bathroom rental home located near the theme parks in Orlando, Florida.  Get ready to stay in the lap of luxury in this sophisticated home located in Windsor at Westside. 8...

    Pool
    FREE CANCELLATION

    $427 to $757/night

  18. HOUSE
    Champions Gate- 1461 Myrtlewood Street

    Champions Gate- 1461 Myrtlewood Street

    Davenport, FL

    This stunning 6 bedroom, 6 bathroom home, sleeps 12 in style. Located in the popular resort community of Champions Gate, featuring the world-class Oasis clubhouse is sure to be the perfect vacation rental home on your next trip to Orlando. Besides...

    Pool
    FREE CANCELLATION

    $297 to $582/night

  19. HOUSE
    147-Island Pearl

    147-Island Pearl

    North Captiva, FL

    FALL GETAWAY SPECIAL Book 6 Nights & Get 7th Free & 50% Off An Extra Golf Cart Rental. Use Promo Code FALL2019 when you book your vacation rental. Call Us Now to Book or Book Online Offer valid for bookings made from May 30th, 2019 through September...

    Pool

    $270 to $590/night

  20. HOUSE
    315Mango

    315Mango

    Fort Myers Beach, FL

    Town of Fort Myers Beach Registration 19-0113 This newly custom-built home, at 315 Mango Street, will embrace you when you enter the front door. It's one of the ultimate vacation homes on the island. Location, Location, Location!!!! Located at...

    Pool
    FREE CANCELLATION

    $179 to $536/night

  21. HOUSE
    295 Mango

    295 Mango

    Fort Myers Beach, FL

    Town of Fort Myers Beach Registration Number 19-0116 As you drive down Mango Street you'll soon realize that you are in paradise! Located at the north end of the island in a quiet residential neighborhood, 295 Mango Street is a hidden jewel with...

    Pool
    FREE CANCELLATION

    $181 to $660/night

  22. CONDOMINIUM
    Carlos Pointe 416

    Carlos Pointe 416

    Fort Myers Beach, FL

    Town of Fort Myers Beach Registration Number 19-0158 If you like the best of both worlds you will not be disappointed with this charming vacation rental at Carlos Pointe 416. This 4th floor 2 bedroom, 2 full bath condo, will have you feeling at...

    Pool
    FREE CANCELLATION

    $115 to $406/night

  23. HOUSE
    White Shell

    White Shell

    Anna Maria, FL

    White Shell is conveniently located on the northern end of Anna Maria Island at 225 Gladiolus Street, steps away from all that Pine Avenue has to offer. This lovely home offers every amenity needed from the 5 televisions, large ground floor...

    Pool Hot Tub
    FREE CANCELLATION

    $374 to $1,781/night

  24. HOUSE
    222SARA-Neverland Villa @ Solana Resort (S)

    222SARA-Neverland Villa @ Solana Resort (S)

    Davenport, FL

    Welcome to the Neverland Villa-and your vacation location for your next trip to the Central Florida area! This Executive 4 bedroom, 3 full bathroom home is located just minutes from restaurants and stores (including grocery) and 8.5 miles from...

    Pool Hot Tub
    FREE CANCELLATION

    $153 to $240/night

  25. HOUSE
    905SRD-Roodys Place (B)

    905SRD-Roodys Place (B)

    Davenport, FL

    The furnishings and decoration in this house are modern and tasteful and there is plenty of space for everyone to spread out and relax. The villa is located in the Sandy Ridge community in Davenport. Upon entry there is a formal seating area with...

    Pool
    FREE CANCELLATION

    $142 to $229/night

  26. HOUSE
    New Latitude

    New Latitude

    Captiva, FL

    6 Bedrooms, 6 and a half Bathrooms (Sleeps 16) Welcome to New Latitude... The premier Captiva Island beach front estate. The home features six bedrooms all with en-suite bathrooms, one half bathroom. New Latitude is the perfect home for family...

    Pool

    $1,702 to $3,804/night

  27. CONDOMINIUM
    Unit 2004

    Unit 2004

    Panama City Beach, FL

    This 1388 square-foot oceanfront unit offers an open floor plan and a large fully equipped kitchen with granite counter tops. Enjoy breathtaking views from the spacious 360 square-foot balcony. Our two bedroom accommodations include a master bedroom...

    Pool Hot Tub
    FREE CANCELLATION

    $171 to $428/night

  28. APARTMENT
    Tivoli by the Sea-Unit 306- Gorgeous View

    Tivoli by the Sea-Unit 306- Gorgeous View

    Siesta Key, FL

    Your Ultimate Vacation Getaway Awaits you here at Tivoli by the Sea! This beautifully decorated 2 bedroom, 2 bath condo has all the comforts of home with a fully stocked kitchen & a gorgeous view of the Gulf of Mexico. Sit on your 26 ft open balcony...

    Pool

    $188 to $389/night

  29. HOUSE
    Hollywood Hills

    Hollywood Hills

    Hollywood, FL

    4 bedrooms, 3 bathrooms, sleeps 10-12 w/Heatable Pool & Adult Media/Game Room. An overview of our Hollywood Hills 3,000 Sq. Ft. 4BR/3BA property with Heatable Pool & Adult Media/Gameroom... *Note - we are a City of Hollywood registered vacation...

    Pool
    FREE CANCELLATION

    $349 to $484/night

  30. HOUSE
    163SC-Sundown Villa (B)

    163SC-Sundown Villa (B)

    Davenport, FL

    Charming 3 bedroom villa located in the Sandy Ridge community. All rooms are located on one level, so perfect if traveling with elderly or disabled guests. The main living area is open plan with a comfortable TV area that has plush 3 seater and 2...

    Pool Pets OK
    FREE CANCELLATION

    $120 to $207/night