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. CONDOMINIUM
    Grandview East 1201- 3 Bedroom 3 Bath Unit on the Beach!

    Grandview East 1201- 3 Bedroom 3 Bath Unit on the Beach!...

    Panama City Beach, FL

    The Master Bedroom features a comfortable king size bed, 36” flat screen TV, DVD player, direct balcony access and private master bathroom with a walk-in shower, over sized Jacuzzi Tub and double granite vanity sinks. The Guest Bedroom has a...

    Pool
    FREE CANCELLATION

    $337 to $466/night

  2. HOUSE
    Stella Florida House #77718

    Stella Florida House #77718

    Kissimmee, FL

    Fantastic 6-bed property in the luxury gated community of Bella Vida. Offering the highest in comfort and style. Bedroom Arrangements are: Two King masters with ensuite King Master with shower Full-size master with shower Queen master connecting...

    Pool

    $256/night

  3. HOUSE
    Beach Club Luxury Home with Private Heated Pool & Spa

    Beach Club Luxury Home with Private Heated Pool & Sp...

    Tampa, FL

    HUGE, Luxury Executive Home with private heated pool and spa, located in a gated community on the largest man-made lake in the state of Florida (164 acres)! There are 4 bedrooms, as well as a sleeper sofa in the living room and 2 air mattresses....

    Pool Hot Tub Pets OK
    FREE CANCELLATION

    $332 to $377/night

  4. APARTMENT
    Alexander 1618

    Alexander 1618

    MIAMI BEACH, FL

    We offer luxury vacation rentals in Miami Beach Florida directly on the beach. Located at 5225 Collins Avenue in the heart of Miami Beach, this Oceanfront Condominium Resort known as The Alexander, is recognized for its intimacy, charm, and direct...

    Pool Hot Tub

    $381 to $620/night

  5. TOWNHOUSE
    3 Bedrooms Townhouse at The Villas at Seven Dwarfs (cc)

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

    Kissimmee, FL

    TThe 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

  6. TOWNHOUSE
    3 Bedrooms Townhome at The Villas at Seven Dwarfs (rs)

    3 Bedrooms Townhome at The Villas at Seven Dwarfs (rs)

    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

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

    3 Bedrooms Townhouse at The Villas at Seven Dwarfs (gvs)...

    Kissimmee, FL

    The Villas at Seven Dwarfs Lane is the #1 and newest 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 Townhome gives you automatic...

    Pool Hot Tub
    FREE CANCELLATION

    $92 to $232/night

  8. TOWNHOUSE
    4 Bedrooms Townhome at The Villas at Seven Dwarfs (mzl)

    4 Bedrooms Townhome at The Villas at Seven Dwarfs (mzl)

    Kissimmee, FL

    The Villas at Seven Dwarfs Lane is the #1 and newest 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...

    Pool Hot Tub
    FREE CANCELLATION

    $105 to $245/night

  9. TOWNHOUSE
    4 Bedroom Townhouse at The Villas at Seven Dwarfs (md)

    4 Bedroom Townhouse at The Villas at Seven Dwarfs (md)

    Kissimmee, FL

    The Villas at Seven Dwarfs Lane is the #1 and newest 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 Townhome gives you automatic...

    Pool Hot Tub
    FREE CANCELLATION

    $105 to $245/night

  10. 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

  11. HOUSE
    420 Donora Boulevard

    420 Donora Boulevard

    Fort Myers Beach, FL

    Short Term Rental Registration Number is 19-0731 The decor is absolutely beautiful, making you feel like you are truly at a beach home. Very large kitchen with new appliances and all the essentials of home including seating for 8 at dining table....

    Pool

    $179 to $364/night

  12. HOUSE
    3 Pepita Street

    3 Pepita Street

    Fort Myers Beach, FL

    Short Term Rental Registration Number is 19-0745 Our beautiful vacation rental home is perfect for families looking for a spacious, heated pool home on a canal with a short walk to the beach. As you enter into our property, you are welcomed by a...

    Pool

    $242 to $404/night

  13. TOWNHOUSE
    4 Bedroom Townhome at The Villas at Seven Dwarfs (FD2)

    4 Bedroom Townhome at The Villas at Seven Dwarfs (FD2)

    KISSIMMEE, FL

    The Villas at Seven Dwarfs Lane is the #1 and newest 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 Townhome gives you automatic...

    Pool Hot Tub
    FREE CANCELLATION

    $105 to $245/night

  14. HOUSE
    Emerald Isle House #76253

    Emerald Isle House #76253

    Kissimmee, FL

    Welcome to our vacation home at Emerald Island Resort. Our home is located approximately 4 miles from the big Disney parks that Orlando is famous for. Our two-story home has bedrooms both upstairs and downstairs.  The downstairs bedrooms are:king...

    Pool

    $244/night

  15. HOUSE
    Gladiolus House

    Gladiolus House

    Anna Maria, FL

    Welcome to Gladiolus House and what a location, north of Pine Avenue! An old style florida two bedroom/two bathroom cottage on the north end of the Island! Not enough room for all the family, Gladiolus House is right behind Hibiscus House so why...

    $128 to $271/night

  16. CONDOMINIUM
    Cake By The Ocean

    Cake By The Ocean

    Fernandina Beach, FL

    "Cake by the ocean" is a beautiful, updated and tastefully appointed condo at Forest Ridge! This 2 story, 3 bedroom, 2 bath unit has been totally remodeled and sleeps up to 6 guests. Enjoy breakfast on your peacefull balcony. Tile throughout living...

    Pool Pets OK
    FREE CANCELLATION

    $258 to $290/night

  17. 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

  18. HOUSE
    Paradise Palms- 9004 Majesty Palm

    Paradise Palms- 9004 Majesty Palm

    Kissimmee, FL

    Welcome to your dream vacation home, located in the heart of the resort community Paradise Palms. With 5 bedrooms and 5-baths, this home has plenty of space for you and all of your guests. The large kitchen is a chef’s dream. With granite...

    Pool
    FREE CANCELLATION

    $229 to $407/night

  19. HOUSE
    Windsor Palms- 8147 Fan Palm Way

    Windsor Palms- 8147 Fan Palm Way

    Kissimmee, FL

    1816 sq.ft. 4 bedroom 3 bath (1 story) South facing pool Welcome to this elegant, professionally decorated Orlando vacation pool home. This home is absolutely perfect for large family groups. This property features all the comforts of home, and...

    Pool
    FREE CANCELLATION

    $176 to $314/night

  20. CONDOMINIUM
    Windsor Hills- 2778 Almaton Loop Unit 105

    Windsor Hills- 2778 Almaton Loop Unit 105

    Kissimmee, FL

    Attention to every detail was used as we furnished and decorated this beautiful Orlando vacation home. This 3 bedroom, 2 bathroom condo, 1247 sq. feet unit sleeps 8 in style. With 1 king bedroom, 1 queen bedroom and 2 twin beds, plus a sleeper sofa,...

    FREE CANCELLATION

    $109 to $234/night

  21. 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

  22. HOUSE
    Champions Gate- 1469 Rolling Fairway

    Champions Gate- 1469 Rolling Fairway

    Four Corners, FL

    Your luxurious vacation awaits once you book this massive 9 bedroom, 5-bath home located in the beautiful resort community of Champions Gate. The Spanish style home is sure to impress as you drive up. The large kitchen, with granite countertops and...

    Pool
    FREE CANCELLATION

    $450 to $864/night

  23. HOUSE
    Rhodes Street House 9030

    Rhodes Street House 9030

    Kissimmee, FL

    Welcome to your dream vacation home located in Windsor at Westside! This 6 bedroom, 4.5 bathroom sleeps 12 perfectly and is pure luxury. This home has 3 king bedrooms, 2 rooms with a twin and double and then one room with twin bunkbeds. The bedrooms...

    Pool
    FREE CANCELLATION

    $328 to $582/night

  24. 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

  25. TOWNHOUSE
    Paradise Palms- 8946 Cuban Palm Road

    Paradise Palms- 8946 Cuban Palm Road

    Kissimmee, FL

    Welcome to this beautiful 4 bedroom, 3 bathroom vacation home. This home is finished with top of the line fixtures, granite countertops, stainless steel appliances, and well-appointed furnishings. Fully stocked and ready for your arrival, we have...

    Pool
    FREE CANCELLATION

    $135 to $325/night

  26. TOWNHOUSE
    Windsor Hills- 2505 Maneshaw Lane

    Windsor Hills- 2505 Maneshaw Lane

    Kissimmee, FL

    Welcome to our townhome and vacation destination! This is a recently renovated 1,400 plus square foot townhouse (3 Bed/3 Bath) which can comfortably sleep 6. We have beautifully decorated this house with home-away-from-home touches including...

    Pool Hot Tub
    FREE CANCELLATION

    $120 to $285/night

  27. CONDOMINIUM
    Windsor Palms- 2305 Butterfly Palm Way, U104

    Windsor Palms- 2305 Butterfly Palm Way, U104

    Kissimmee, FL

    This lavishly furnished 2bdrm/2bth condo is located in the gated resort style community of Windsor Palms.  This condo will sleep 4 comfortably in 1 queen and 2 twin sized beds.  This property also comes with a full kitchen complete with coffee...

    Pool Hot Tub
    FREE CANCELLATION

    $91 to $194/night

  28. HOUSE
    Windsor At Westside- 2171 Tripoli Court

    Windsor At Westside- 2171 Tripoli Court

    Kissimmee, FL

    Welcome to this spectacular home located in Windsor at Westside! This immaculate home is sure to please. To begin, this home is host to 8 bedrooms. With 3 king bedrooms, 2 queen bedrooms and 3 bedrooms with 2 twin beds in each, this home will sleep...

    Pool
    FREE CANCELLATION

    $427 to $757/night

  29. HOUSE
    Windsor Palms- 8024 King Palm Circle

    Windsor Palms- 8024 King Palm Circle

    Kissimmee, FL

    Welcome to this elegant, professionally decorated Orlando vacation pool home 1816 sq. ft. This home is absolutely perfect for large family groups. The home has 1 king suite, 1 queen suite and 2 bedrooms with 2 twin beds in each. This property...

    Pool
    FREE CANCELLATION

    $176 to $314/night

  30. CONDOMINIUM
    Windsor Hills- 2813 Almaton Loop Unit 403

    Windsor Hills- 2813 Almaton Loop Unit 403

    Kissimmee, FL

    We invite you to enjoy our condo 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 4th floor condo in the Windsor Hills Resort....

    FREE CANCELLATION

    $109 to $234/night