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
    Gulf Breeze

    Gulf Breeze

    Sanibel, FL

    Welcome to our private Sanibel Island beach home away from home called Gulf Breeze. We named it Gulf Breeze due to the wrap around screened lanai that allows the warm Gulf Breezes to flow in whenever you'd like. Just open the lanai doors and you...

    Pool

    $197 to $399/night

  2. HOUSE
    Marcello House #76203

    Marcello House #76203

    Kissimmee, FL

    A huge luxury 6 bedroom house on the Mediterranean themed Bella Vida resort. This house has every luxury you could want and comfortably sleeps 12 guests although with the Futon bed an additional two guests can be accommodated. The large pool deck...

    Pool
  3. HOUSE
    Spinnaker Home #13291

    Spinnaker Home #13291

    Marco Island, FL

    Distance to Marco Island South Beach Entrance: 3.5 miles Distance to Tigertail Beach Entrance: 0.3 miles Distance to Private Residents' Beach (Monthly stay restriction): 1.8 miles Marco Island is an affluent beach community with gorgeous real...

    Pool

    $251 to $664/night

  4. HOUSE
    Dill Court Home #12967

    Dill Court Home #12967

    Marco Island, FL

    Come live your dream vacation! This new four bedroomed home with three bathrooms, features southern exposure for sunshine all day. There is an electrically heated pool, Jacuzzi spa, large boat dock with lights, great for fishing. There is also a...

    Pool

    $269 to $833/night

  5. TOWNHOUSE
    Tallwood Condo #64273

    Tallwood Condo #64273

    Marco Island, FL

    Relax and unwind in this beautiful condo with views of the pool. The prime location of this property puts you minutes from the beaches of Marco Island where you will find countless activities. You're only a few steps away from renowned restaurants...

    Pool

    $99 to $188/night

  6. HOUSE
    Breakwater Home #54005

    Breakwater Home #54005

    Marco Island, FL

    From the moment you pull up to 1107 Breakwater Court, you’ll feel like you’ve been transported to a tropical island retreat. From the charming manatee mailbox to the lush landscaping and modern Florida-style architecture, this four-bedroom...

    Pool Hot Tub

    $448 to $1,166/night

  7. HOUSE
    Shenandoah Home #47311

    Shenandoah Home #47311

    Marco Island, FL

    Distance to Marco Island South Beach Entrance: 2.5 miles Distance to Tigertail Beach Entrance: 2.9 miles Distance to Private Residents' Beach (Monthly stay restriction): 1.2 miles Welcome to Marco Island and Shenandoah Ct.! This beautiful home...

    Pool

    $260 to $538/night

  8. CONDOMINIUM
    Seaview Condo #61505

    Seaview Condo #61505

    Marco Island, FL

    This South Seas Tower unit is a stunning two-bedroom condo, high above the sandy beaches of Marco Island. This luxury unit offers 1,485 square feet of living space, including an upgraded and open kitchen, two large bathrooms and a wrap-around...

    Pool

    $179 to $546/night

  9. HOUSE
    Peach Home #62051

    Peach Home #62051

    Marco Island, FL

    Relax in an open, bright, and comfortable house with a large dock, screened-in lanai, and direct access to open water. This lovely home offers a Southern exposure so you can enjoy the sun most of the day on the dock and in the pool and spa or relax...

    Pool

    $359 to $833/night

  10. HOUSE
    Plantation Home #12955

    Plantation Home #12955

    Marco Island, FL

    Distance to Marco Island South Beach Entrance: 3.5 miles Distance to Tigertail Beach Entrance: 0.3 miles Distance to Private Residents' Beach (Monthly stay restriction): 1.7 miles Leave all your cares behind. Well appointed interior decorations and...

    Pool

    $260 to $582/night

  11. HOUSE
    Bald Eagle Home #62266

    Bald Eagle Home #62266

    Marco Island, FL

    400 Bald Eagle is an impressive three-bedroom home on Marco Island with large living spaces, private, elegant bathrooms, a gourmet kitchen and a private pool and shaded lanai that you’ll have to see to believe. Outside, this waterfront home is an...

    Pool

    $232 to $556/night

  12. HOUSE
    Sycamore Home #13070

    Sycamore Home #13070

    Marco Island, FL

    Distance to Marco Island South Beach Entrance: 1.2 miles Distance to Tigertail Beach Entrance: 2.7 miles Distance to Private Residents' Beach (Monthly stay restriction): 1 mile Experience Marco Island like a local by staying a week (or two) in this...

    Pool

    $251 to $530/night

  13. HOUSE
    Rose Home #16347

    Rose Home #16347

    Marco Island, FL

    Distance to Marco Island South Beach Entrance: 3.7 miles Distance to Tigertail Beach Entrance: 1.9 miles Distance to Private Residents' Beach (Monthly stay restriction): 2 miles Stunning 4 bedroom 3 bath, waterfront home on Marco Island with heated...

    Pool

    $269 to $833/night

  14. CONDOMINIUM
    Seaview Condo #24950

    Seaview Condo #24950

    Marco Island, FL

    Enjoy magnificent beach views from this gorgeous beachfront two bedroom, two bath condominium located in South Seas on Marco Island. Amenities include a heated community swimming pool, tennis courts, fitness rooms, fishing docks and gated entrance....

    Pool

    $179 to $502/night

  15. HOUSE
    Swallow Home #13046

    Swallow Home #13046

    Marco Island, FL

    Only blocks to south beach from this very nice 2 bedroom/2 bathroom condo. Kitchen completely redone with granite counter tops and custom cabinets. Steps away from the pool! Wireless internet...

    Pool

    $89 to $394/night

  16. HOUSE
    Colonial Ave 364 Home

    Colonial Ave 364 Home

    Marco Island, FL

    Distance to Tigertail Beach Entrance: 0.6 miles Distance to Residents' Beach Entrance (monthly stay restriction): 1.6 miles Distance to Marco Island South Beach Entrance: 2.0 miles 364 Colonial Ave is a beautiful three bedroom home that is perfect...

    Pool

    $269 to $493/night

  17. HOUSE
    Wintergreen Home #61001

    Wintergreen Home #61001

    Marco Island, FL

    This stunning, four-bedroom home with a sparkling private pool, three elegant bathrooms, a fully furnished kitchen and two levels of luxurious living space. This modern waterfront home combines classic coastal flair with modern comforts and...

    Pool Hot Tub

    $502 to $968/night

  18. HOUSE
    San Marco Home #62849

    San Marco Home #62849

    Marco Island, FL

    For the ultimate in waterfront living, look no further than this stunning four- bedroom home on Marco Island. From luxury furniture to modern architectural and design elements, this 2,781 square foot home is the perfect addition to a dream beach...

    Pool

    $359 to $833/night

  19. CONDOMINIUM
    3150 South Fletcher Avenue Condo #125288

    3150 South Fletcher Avenue Condo #125288

    Fernandina Beach, FL

    Plan you next carefree vacation with us where you will see miles of sandy white beach. You will receive top-notch customer service and the feel of home guaranteed.AmenitiesView: Oceanfront Max Occupancy: 4 Bed Size 1st/Master: King Bed Size 2nd Rm:...

    Pool
    FREE CANCELLATION

    $251 to $314/night

  20. CONDOMINIUM
    Perdido Key Condominiums #B34

    Perdido Key Condominiums #B34

    Perdido Key, FL

    Welcome to B34! The serenity of Perdido Key is a treasure only a few know. Perdido Key Condominiums is a private, peaceful, low-rise condo complex on the Key that is truly a hidden gem. Positioned on scenic Ole River, Perdido Key Condominiums has...

    Pool
    FREE CANCELLATION

    $138 to $313/night

  21. HOUSE
    Bonita Home #66365

    Bonita Home #66365

    Marco Island, FL

    New Listing! Be The First To Give This Home A 5 Star Review Distance to Marco Island South Beach Entrance: 2.7 miles Distance to Tigertail Beach Entrance: 2.9 miles Distance to Private Residents' Beach (Monthly stay restriction): 1.2 mile Special...

    Pool

    $269 to $762/night

  22. HOUSE
    Spinnaker Home #62228

    Spinnaker Home #62228

    Marco Island, FL

    Distance to Marco Island South Beach Entrance: 3.4 miles Distance to Tigertail Beach Entrance: 0.2 miles Distance to Private Residents' Beach (Monthly stay restriction): 1.7 miles Until you see this property for yourself, there truly is no way to...

    Pool

    $986 to $2,689/night

  23. HOUSE
    Luxury Home with Pool in Cory Lake Isles Gated

    Luxury Home with Pool in Cory Lake Isles Gated

    Tampa, FL

    Huge 5 bedroom, 2 story executive pool home in the private Beach Club of Cory Lake Isles. Enjoy the amazing amenities of this wonderful community, such as an outdoor hockey rink, tennis, volleyball, basketball, and numerous playgrounds. You will NOT...

    Pool Pets OK
    FREE CANCELLATION

    $332 to $377/night

  24. CONDOMINIUM
    Loggerhead Cay 332

    Loggerhead Cay 332

    Sanibel, FL

    2 Bedrooms, 2 Bathrooms (Sleeps 6) Loggerhead Cay 332 is a new unit to the Sanibel Island vacation rental market. Our two bedroom/two bathroom condominium features a spacious living area with a queen sleeper sofa, dining area and full kitchen...

    Pool Pets OK

    $119 to $341/night

  25. HOUSE
    Captiva Breeze

    Captiva Breeze

    Captiva, FL

    4 bedrooms each with own bath; arcade games, pool table and ping pong. Sleeps 10 You’ll lavish in the breeze of the ocean from this 4-bedroom home’s rooftop captain deck after beach walks, swimming in the private pool, dipping in the hot tub or...

    Pool

    $554 to $1,191/night

  26. HOUSE
    34 Thousand House

    34 Thousand House

    Davenport, FL

    4 Bedroom / 2 Bathoom (1,673 sqft)Single Story South-East Facing Private Pool Electric Pool Heat is an additional cost.Living Room: TV / DVD / VCR / Stereo / ComputerDining Area - Seats 6Kitchen Table - Seats 4Master Bedroom: QueenBedroom 2:...

    Pool
    FREE CANCELLATION

    $95 to $136/night

  27. HOUSE
    645 Rolling Green House

    645 Rolling Green House

    Clermont, FL

    4 Bedroom / 3 Bathroom (1962 sqft)Single StoryClub House Gym: 24/7 accessNorth Facing Private Pool and SPA Electric Pool Heat is an additional cost. (Heated pool available Oct -April)Living Room (Back): 46" HDTVLiving Room (Front)Dining Area - Seats...

    Pool
    FREE CANCELLATION

    $113 to $178/night

  28. HOUSE
    35 Fresh House

    35 Fresh House

    Clermont, FL

    4 Bedroom / 2 Bathroom (1,412 sqft)Single StoryNorth Facing Private Pool and SPA Electric Pool Heat is an additional cost.Living Room : TV / DVD / VCR / StereoDining Area - Seats 6Breakfast Bar - Seats 2Master Bedroom 1 : King / TV / Garden Tub /...

    Pool
    FREE CANCELLATION

    $101 to $154/night

  29. HOUSE
    40 Picadilly House

    40 Picadilly House

    Kissimmee, FL

    4 Bedroom / 2.5 Bathroom (1,910 sqft)Two StoryGated CommunityNorth Facing Private Pool Electric Pool Heat is an additional cost.Living Room (Back): SOFA/TVLiving Room (Front): Seating AreaDining Area - Seats 4Breakfast Bar - Seats 4aster Bedroom 1:...

    Pool
    FREE CANCELLATION

    $95 to $136/night

  30. HOUSE
    67 Golden House

    67 Golden House

    Kissimmee, FL

    4 Bedroom / 3 Bathroom (1,940 sqft)Single StoryGated CommunityNorth Facing Private Pool and SPA Electric Pool Heat is an additional cost.Living Room 1: TV / DVD / StereoLiving Room 2: Seating AreaDining Area - Seats 6Breakfast Table - Seats...

    Pool
    FREE CANCELLATION

    $101 to $148/night