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
    929 Emerald Green Court

    929 Emerald Green Court

    Kissimmee, FL

    • 4 Bedroom home in the Crystal Cove Resort • 3 Bathrooms • Private Game room • Home includes 2 suites • One story home • Large pool with screened area • Flat Screen TV in living room and all bedrooms • Washer and Dryer located in...

    Pool
    FREE CANCELLATION
  2. TOWNHOUSE
    4554 Baleno Lane

    4554 Baleno Lane

    Kissimmee, Florida

    Come stay in Disney’s backyard and take your vacation to the next level! This gorgeous home offers you the comfort of a house without those high prices! You will never stay in a hotel again! With 4 bedrooms and 3 baths, this home has room for...

    Pool
    FREE CANCELLATION
  3. CONDOMINIUM
    DiMucci TT 302

    DiMucci TT 302

    Daytona Beach Shores, FL

    Come be engulfed by the beauty of the ocean at our luxurious 2 bedroom/2 bathroom direct oceanfront condo with spectacular views of the ocean from the 3rd floor. This gorgeous condo is located right on the beach, you don't have to cross any streets...

    Pool Pets OK

    $145 to $222/night

  4. HOUSE
    Bella Vida Resort 121

    Bella Vida Resort 121

    Kissimmee, FL

    - Private Pool - Game Room - Two Story Single Family Home - 1 King Bed, 2 Queen Beds, 2 Twin Beds - 4...

    Pool
    FREE CANCELLATION
  5. HOUSE
    2513 Dharma Circle

    2513 Dharma Circle

    Kissimmee, FL

    Description...

    Pool
    FREE CANCELLATION
  6. CONDOMINIUM
    DiMucci TT 904

    DiMucci TT 904

    Daytona Beach Shores, FL

    The resort has lots to do with 2 heated oceanfront swimming pools, 2 hot tubs, a pool table and state-of-the-art fitness center. Use our private beach access to go right down to the beach from our gated deck. Relax in the oceanfront clubroom with a...

    Pool Pets OK

    $162 to $265/night

  7. CONDOMINIUM
    DiMucci TT 908

    DiMucci TT 908

    Daytona Beach Shores, FL

    Everything's Included for One Price, Just Bring the Groceries! Free High-Speed Internet, Free Parking, Free Beach Chairs, Beach Towels, Boogie Boards, Floats, Cooler, Sand Toys and More! This is a HUGE, southeast unit that has 50 feet of direct...

    Pool Pets OK

    $162 to $255/night

  8. TOWNHOUSE
    3 Bedrooms Townhouse at The Villas at Seven Dwarfs (dr)

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

    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
    FREE CANCELLATION

    $92 to $232/night

  9. TOWNHOUSE
    3 Bedrooms Townhome at The Villas at Seven Dwarfs (KY)

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

    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
    FREE CANCELLATION

    $92 to $232/night

  10. 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
    FREE CANCELLATION

    $92 to $232/night

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

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

    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
    FREE CANCELLATION

    $92 to $232/night

  12. 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
    FREE CANCELLATION

    $105 to $245/night

  13. TOWNHOUSE
    4 Bedroom Townhouse at The Villas at Seven Dwarfs (de)

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

    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
    FREE CANCELLATION

    $105 to $245/night

  14. 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
    FREE CANCELLATION

    $92 to $232/night

  15. 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
    FREE CANCELLATION

    $92 to $232/night

  16. 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
    FREE CANCELLATION

    $105 to $245/night

  17. CONDOMINIUM
    DiMucci TT 402

    DiMucci TT 402

    Daytona Beach Shores, FL

    Come be engulfed by the beauty of the ocean at our luxurious brand new resort, with spectacular views of the ocean. Wake up to a beautiful sunrise for a day of fun in the sun. Enjoy your morning coffee on the private balcony in the warm sunshine or...

    Pool Pets OK

    $145 to $222/night

  18. 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

  19. HOUSE
    Red Rose Beach House

    Red Rose Beach House

    Holmes Beach, FL

    Nestled right in the midst of Anna Maria Island is this lovely 3 bedroom 2 bath single family home with private pool (this is not a heated pool). The pool area is very inviting with sun on it throughout the day. This island home offers a comfortable...

    Pool Pets OK

    $235 to $441/night

  20. VILLA
    Beach Breeze Hideaway

    Beach Breeze Hideaway

    Holmes Beach, FL

    Welcome to Beach Breeze Hideaway! This cute island property is just perfect for your laid-back Anna Maria Island retreat! Newly updated throughout, this 2 bedroom/2 bathroom beach duplex is just a short walk  to the fabulous Gulf beaches of Anna...

    Pets OK

    $167 to $293/night

  21. APARTMENT
    Beach Walkers Sidekick

    Beach Walkers Sidekick

    Holmes Beach, FL

    Cute as a button duplex! Walk only 130 steps to one of the most beautiful beaches you will ever see. When the sun sets you will be amazed at the colors you are beholding. Smell the burgers cooking on the charcoal grill, hear the soothing sounds of...

    $128 to $235/night

  22. HOUSE
    Seagrass Retreat

    Seagrass Retreat

    Holmes Beach, FL

    This home is a ground level private home with five bedrooms, three full bathrooms, and private heated pool. One of the best values on the island with so much to offer! The bedrooms are perfectly situated with three on one end and two on the other....

    Pool Pets OK

    $293 to $694/night

  23. HOUSE
    Mermaids Watch

    Mermaids Watch

    Anna Maria, FL

    Less than a half a block from the gorgeous gulf side beaches. This 1945 built home has the original pine wood floors, and high ceilings making it feel very quaint and perfect for your family's vacation. There's also lots of windows and natural light...

    $217 to $475/night

  24. HOUSE
    Pleasant Palms

    Pleasant Palms

    Holmes Beach, FL

    Nestled right in the midst of Anna Maria Island is this 3 bedroom 2 bath single family home with private pool. The pool area is very inviting with sun on it throughout the day... Enjoy evening cocktails in the large screened in poolside patio. Enjoy...

    Pool

    $193 to $316/night

  25. HOUSE
    Marmalade Mermaid

    Marmalade Mermaid

    Bradenton Beach, FL

    For true Southern Living and if only the best will do, this beautiful island vacation home is for you! Being only one house from the lovely beaches of Anna Maria Island and three houses to Tampa Bay you can enjoy all the waterways the island has to...

    Pets OK

    $265 to $735/night

  26. VILLA
    Lazy Daisy Too

    Lazy Daisy Too

    Bradenton Beach, FL

    Lazy Daisy Too is the cutest footprint by the sand! Located 25 steps from the sugar white sand of Gulf of Mexico with a view of the beach, Lazy Daisy Too is a bright one bedroom. What you see is a cheerful space with a full kitchen, private bedroom...

    Pets OK

    $103 to $204/night

  27. HOUSE
    Westbay Point Moorings 214

    Westbay Point Moorings 214

    Holmes Beach, FL

    Enjoy a canal view from this lovely 2 bedroom condo equipped with a heated pool, jacuzzi and tennis courts.~ A lovely two bedroom, two bathroom, canal front condominium at Westbay Point and Moorings on Holmes Beach. Enjoy the large lanai overlooking...

    Pool

    $171 to $192/night

  28. HOUSE
    Wrights Retreat

    Wrights Retreat

    Holmes Beach, FL

    Enjoy a spacious three bedroom vacation home with the beach barely a block away! This three bedroom/two bathroom home is west of Gulf Drive. Wrights Retreat is within easy walking distance to Gulf beaches, barely a block away! It features a...

    $162 to $265/night

  29. HOUSE
    Westbay Point Moorings 274

    Westbay Point Moorings 274

    Holmes Beach, FL

    A vacation rental that has it all from intercoastal views to tennis courts! Westbay Point & Moorings is a three bedroom, two bath with fabulous Bay & Intracoastal views on Anna Maria Island. This unit has a spacious, open, split floor plan and...

    Pool

    $140 to $268/night

  30. HOUSE
    Tropical Daze Upper

    Tropical Daze Upper

    Bradenton Beach, FL

    Tropical Daze is the pinnacle of Anna Maria Island vacation rentals located at 2315 Gulf Drive North in the city of Bradenton Beach! This spacious home has been recently remodeled to combine comfort, class, and convenience. The unique home is...

    $256 to $463/night