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. VILLA
    Gru's Minion Lair

    Gru's Minion Lair

    Davenport, FL

    This beautiful vacation home in the Orlando area is perfect for your family vacation. This fully equipped 4 bedroom, 2 bathroom pool home is wonderfully designed with all the comforts a standard home should have. Located in The Manors at Westridge,...

    Pool
    FREE CANCELLATION
  2. VILLA
    Island House Beach Resort- Two Bedroom Villa

    Island House Beach Resort- Two Bedroom Villa

    Siesta Key, FL

    Island House Beach Resort - Siesta Key Florida - Crescent Beach. It has a large living area, dining area, full kitchen, all appliances, screened lanai. Central heat/ac, 3 tvs. Free Wi-Fi in unit! It has a king, 2 twins. this villa is just steps to...

    Pool
    FREE CANCELLATION

    $215 to $312/night

  3. HOUSE
    8017 Windsor Palms Resort

    8017 Windsor Palms Resort

    Kissimmee, FL

    2450 sq. ft, 5 bedroom – 3.5 bath (2 story) Welcome to this elegant, professionally decorated Orlando vacation pool home. This 5 bedroom, 3.5 bath home has a screened-in pool and spa. The fun game room has a pool table and foosball table . The...

    Pool Hot Tub
    FREE CANCELLATION
  4. HOUSE
    8008 Windsor Palms Resort

    8008 Windsor Palms Resort

    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
  5. HOUSE
    8167 Windsor Palms Resort

    8167 Windsor Palms Resort

    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
  6. HOUSE
    Golden Beach Home #4748VB

    Golden Beach Home #4748VB

    Kissimmee, FL

    A delightfully upscale, home-away-from-home awaits you on your next visit to the Disney World area. Within a gated resort community only minutes from Disney World, you can discover a new standard of town home accommodation, designed for the more...

    Pool Hot Tub

    $113 to $151/night

  7. HOUSE
    971 Java Home #65676

    971 Java Home #65676

    Marco Island, FL

    Distance to Marco Island South Beach Entrance: 1 mile Distance to Tigertail Beach Entrance: 3 miles Distance to Private Residents' Beach (Monthly stay restriction): 1.3 miles For families who are looking for accommodations and an unbeatable location...

    Pool

    $215 to $493/night

  8. CONDOMINIUM
    Captiva Condo #4895502ha

    Captiva Condo #4895502ha

    Davenport, FL

    Bedrooms 5, Bathrooms 4.5, Sleeps 11Make your dream holiday a summer festival!!!Festival Resort features the tranquility of the countryside and a short distance to all of Orlando’s attractions, restaurants, commercial centers, malls, and natural...

    Pool
    FREE CANCELLATION

    $134 to $403/night

  9. VILLA
    2623 Dinville Street Villa #51725

    2623 Dinville Street Villa #51725

    Kissimmee, FL

    A magnificent two storey house, well maintained on a peaceful, much sought-after gated community only a matter of minutes from Disney World. Amenities on Windsor Hills include a large pool with water slide, fountains and hot tub spa lagoon. The...

    Pool
  10. CONDOMINIUM
    Crown Haven Condo #4944011ha

    Crown Haven Condo #4944011ha

    Kissimmee, FL

    Bedrooms 4, Bathrooms 3.5, Sleeps 10 Without a doubt this vacation home will surprise and enchant you! Wood, taupes, turquoises and two beautiful themed kids bedrooms create a warm and contemporary atmosphere to relax during your stay. This...

    Pool
    FREE CANCELLATION

    $110 to $354/night

  11. TOWNHOUSE
    Gatsby Townhome #4895504ha

    Gatsby Townhome #4895504ha

    Kissimmee, FL

    Bedrooms 4, Bathrooms 3, Sleeps 12 Everything you could expect your vacation to be… it is now and here! Get inspired with this property and start living your dream. Storey Lake resort is a ideally located on Osceola Pkwy. and  giving a quick...

    Pool
    FREE CANCELLATION

    $146 to $401/night

  12. HOUSE
    54 Gleneagles House

    54 Gleneagles House

    Davenport, FL

    Magnificent Golfer's Villa in HIghlands Reserve, Davenport 4BR / 2BA ***NO PETS*** 4 Bedroom / 2 Bathroom Single Story Gated Community East Facing Private Pool Electric Pool Heat Living Room: TV / DVD / Sleeper Sofa / Stereo Dining Area - Seats...

    Pool
    FREE CANCELLATION

    $107 to $166/night

  13. HOUSE
    Lindfields House

    Lindfields House

    Kissimmee, FL

    Home 2813 is a 4-bedroom, 2-bathroom home with its own South facing private screened pool and privacy fence. The home is conveniently located in Lindfields; a peaceful subdivision situated approximately 10 minutes drive from the Walt Disney World...

    Pool
    FREE CANCELLATION
  14. CONDOMINIUM
    Collins Condo #211336

    Collins Condo #211336

    Sunny Isles Beach, FL

    Modern 1 Bedroom, 1 full bathroom, bay view apartment located across the beach at Ocean Reserve Condominium (19370 Collins ave, Sunny Isles Beach, FL). This comfortable apartment (1005 sqft’s) has everything you need for your holidays. It is...

    Pool
    FREE CANCELLATION

    $171 to $250/night

  15. CONDOMINIUM
    Collins Condo #217675

    Collins Condo #217675

    Sunny Isles Beach, FL

    Modern 3 Bedroom, 2 full bathroom, pool view apartment located across the beach at Ocean Reserve Condominium (19370 Collins ave, Sunny Isles Beach, FL). This comfortable apartment (1550 sqft’s) has everything you need for your holidays. It is...

    Pool
    FREE CANCELLATION

    $299 to $437/night

  16. CONDOMINIUM
    Collins Condo #216639

    Collins Condo #216639

    Sunny Isles Beach, FL

    Modern 1 Bedroom, 1 full bathroom park view apartment located across the beach at Ocean Reserve Condominium ( 19370 Collins ave, Sunny Isles Beach, FL) . This comfortable apartment (1005 sqft’s) has everything you need for your holidays. It is...

    Pool
    FREE CANCELLATION

    $158 to $231/night

  17. VILLA
    1812 Northhampon Drive Villa #221538

    1812 Northhampon Drive Villa #221538

    davenport , FL

    Your beautifully appointed 4 bedroom 3 bath villa has a huge 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....

    Pool

    $200 to $228/night

  18. CONDOMINIUM
    Sunderland Condo at Windsor Hills Resort

    Sunderland Condo at Windsor Hills Resort

    KISSIMMEE, FL

    The 5- Star rated Sunderland vacation condo at Windsor Hills Resort features over 1200 square feet of vacation living space. An elevator is available to take you up to the fourth floor to enjoy your accommodations. Inside, you'll find cool tile...

    Pool Hot Tub
    FREE CANCELLATION

    $101 to $310/night

  19. VILLA
    103 Bay Leaf Lane Villa #221482

    103 Bay Leaf Lane Villa #221482

    Davenport, FL

    Our exclusive home is a spacious, light and airy villa - furnished to the highest standard with the owners personal touch. With 4 bedrooms, 3 bathrooms and a pool bathroom you will have plenty of space for the whole family to get ready each and...

    Pool

    $180 to $207/night

  20. CONDOMINIUM
    Windsor Hills Resort Two-Bedroom Apartment

    Windsor Hills Resort Two-Bedroom Apartment

    Kissimmee, FL

    Enjoy of sophisticated and modern accommodations on your next visit to the Windsor Hills Resort. This two bedroom condo boasts 1082 SQ FT of living space and it's fully equipped for 6 guests. Conveniently located on the ground floor and a short...

    Pool
    FREE CANCELLATION

    $136 to $298/night

  21. CONDOMINIUM
    Windsor Hills Resort Three-Bedroom Apartment

    Windsor Hills Resort Three-Bedroom Apartment

    Kissimmee, FL

    Enjoy of sophisticated and modern accommodations on your next visit to the Windsor Hills Resort. This three bedroom condo boasts 1200 SQ FT of living space and it's fully equipped for 8 guests. Conveniently located on the ground floor and a short...

    Pool
    FREE CANCELLATION

    $173 to $348/night

  22. CONDOMINIUM
    Tivoli by the Sea- 503

    Tivoli by the Sea- 503

    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...

    Pool

    $207 to $404/night

  23. HOUSE
    Lasso Drive 6 Br Villa with Private Pool and Spa

    Lasso Drive 6 Br Villa with Private Pool and Spa

    Kissimmee, FL

    Spacious brand new house in the Encore Club at Reunion Resort in the Disney Parks area of Central Florida! With a stunning Clubhouse and amazing private water park, this luxury gated community offers easy access to theme parks and is only 5 miles to...

    Pool Hot Tub
    FREE CANCELLATION

    $280 to $561/night

  24. HOUSE
    Shires at Westhaven 945GSPJGIL

    Shires at Westhaven 945GSPJGIL

    Davenport, FL

    The Shires at Westhaven-945GSPJGIL 7 bedrooms 6 baths pool home / Sleeps 14 The Shires at Westhaven - Davenport, Florida is an upscale gated community located just 6 miles from Walt Disney World. This luxury resort sits nestled just outside of...

    Pool
    FREE CANCELLATION

    $215 to $508/night

  25. VILLA
    620 Tuscan Hills Blvd Villa #107369

    620 Tuscan Hills Blvd Villa #107369

    Davenport, FL

    This lovely villa has two master en-suites bedrooms, pool & spa, can be heated for addtional charge, new kitchen appliances, games room, flat screen TV in every room and free wi-fi internet. Also, it has one king master en-suite bedroom and one...

    Pool
  26. CONDOMINIUM
    Sand Castle I Condo #408

    Sand Castle I Condo #408

    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

  27. CONDOMINIUM
    Tivoli by the Sea- 601

    Tivoli by the Sea- 601

    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 and a gorgeous view of the Gulf of Mexico. Sit on your 26 ft open...

    Pool

    $220 to $414/night

  28. HOUSE
    Homestead Villa #65983

    Homestead Villa #65983

    Reunion, FL

    All New Furniture October 2013 This ultra modern Reunion home is located within the Homestead area of Reunion, situated within easy walking distance to the Reunion Grande, The Clubhouse and The Seven Eagles Pool and Pavilion. Walk into the door of...

    Pool

    $197 to $399/night

  29. HOUSE
    Victoria House #250376

    Victoria House #250376

    Davenport, FL

    South Facing Pool, Southern Comfort has a WOW factor for you and your family. 6 Bedrooms and 6 Bathrooms, Private South Facing Pool and a game room. Ample space for dining, cooking and enjoying family time. Nestled just outside Orlando lies the...

    Pool Pets OK

    $267 to $522/night

  30. HOUSE
    EC026- 5 Bedroom Modern Pool Home

    EC026- 5 Bedroom Modern Pool Home

    Kissimmee, FL

    Overview This 5 bedroom modern home is located at the Encore Club, a prime location in Orlando with less than a ten minute journey down the road to Walt Disney World! There is also on property amenities to enjoy such as the fabulous clubhouse with a...

    Pool Hot Tub

    $291 to $606/night