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!
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  1. HOUSE
    Blue Water Retreat

    Blue Water Retreat

    Islamorada, FL

    "Blue Water Retreat" is all about the location, location, location! This home has it all - ocean side Lower Matecumbe location, remodeled in 2009. Relax by the cocktail pool or sunbathe in the private roof top sunning area. There are blue water...

    Pool Pets OK
  2. HOUSE
    Villa Riolo (2-Bedroom Home)

    Villa Riolo (2-Bedroom Home)

    Islamorada, FL

    "Villa Riolo" is an updated single family stilt home and perfect for your next holiday in Islamorada! It comfortably sleeps 6 in two bedrooms. This home has been meticulously cared for over the years and for the first time the owners are offering...

    Pets OK
  3. HOUSE
    Casa Dorado Home

    Casa Dorado Home

    Islamorada, FL

    "Casa Dorado" is an exceptional privately owned single family home located directly on Florida Bay on Lower Matecumbe Key in Islamorada. The house is named after the owners' favorite species of fish, the Dolphinfish, also known as Dorado in Spanish...

    Pool
  4. HOUSE
    Plantation Adventure

    Plantation Adventure

    Plantation Key, FL

    "Plantation Adventure" is a sensational remodeled single family home on Plantation Key awaits your arrival. The gorgeous POOL, HOT TUB, and TIKI BAR are ready and waiting. Imagine fun filled days and evenings relaxing in the patio and yard area! The...

    Pool
  5. APARTMENT
    Alexander 1010

    Alexander 1010

    MIAMI BEACH, FL

    Our Collins Ave condos for rent are perfect for your beachfront vacation in Florida. Our accommodations are luxurious and directly on the beach. Located at 5225 Collins Avenue, Miami Beach, Florida this Airbnb rental is in the heart of it all. is...

    Pool Hot Tub

    $364 to $516/night

  6. APARTMENT
    Alexander 604

    Alexander 604

    MIAMI BEACH, FL

    We offer luxury vacation rentals 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 access to the beach....

    Pool Hot Tub

    $406 to $678/night

  7. APARTMENT
    Alexander 1404

    Alexander 1404

    MIAMI BEACH, FL

    Our Collins Ave condos for rent are perfect for your beachfront vacation in Florida. Our accommodations are luxurious and directly on the beach. Located at 5225 Collins Avenue, Miami Beach, Florida this Airbnb rental is in the heart of it all. is...

    Pool Hot Tub

    $364 to $516/night

  8. TOWNHOUSE
    Beautiful Townhouse Private Pool and Resort Amenities! E8569

    Beautiful Townhouse Private Pool and Resort Amenities! E...

    Kissimmee, FL

    Enchanting Vacation Rental, Make Your Stay A Truly Magical Vacation !! This 3 Bedroom, 2.5 bathroom town home is bright and spacious. The open great room with a sofa sleeper is flooded with light through the windows which overlooks the paved patio...

    Pool
    FREE CANCELLATION

    $123 to $180/night

  9. HOUSE
    Beautiful and Cozy Villa w/Pool Spa Lanai & Game Room 15939

    Beautiful and Cozy Villa w/Pool Spa Lanai & Game Roo...

    Clermont, FL

    Deluxe Style, Fabulously Spacious, Secluded Pool & Deck Area....... This 4 Bedroom, 3 Bathroom beautiful private home with private pool and spa is located in the popular Orange Tree Community close to the Disney Area. Enjoy the bright lights of the...

    Pool
    FREE CANCELLATION

    $134 to $146/night

  10. HOUSE
    Stunning Villa W/Pool & Game Room in Calabay Parc 127!

    Stunning Villa W/Pool & Game Room in Calabay Parc 12...

    Davenport, FL

    This is a wonderful vacation home in Calabay Parc with a homey feeling that is so close to all the Orlando attractions. This vacation rental will keep you returning time after time.  Imagine sitting on the patio sipping a cool drink, the kids in...

    Pool Hot Tub
    FREE CANCELLATION
  11. CONDOMINIUM
    Pelican 2 Bedroom Condominium

    Pelican 2 Bedroom Condominium

    Destin, FL

    Two Bedroom / Two Bath Gulfview Unit                         This beautiful vacation condominium is in the Pelican Beach Resort, part of the private Resorts of Pelican Beach condominium complex.  The condominium has a...

    FREE CANCELLATION

    $203 to $544/night

  12. HOUSE
    Santa Maria Home #4006SMD

    Santa Maria Home #4006SMD

    Kissimmee, FL

    This 4 bed townhome is located in the quiet Venetian Bay Resort. Located just 6 miles from Disney along well known highway192, convenient for mall shopping, grocery, minor attractions and an abundance of restaurants. This fantastic Orlando townhome...

    Pool

    $115 to $144/night

  13. HOUSE
    Eagle Pointe Home #4410PC

    Eagle Pointe Home #4410PC

    Kissimmee, FL

    Situated in the popular community of Liberty Village, The villa offers spacious accomodation at an affordable price. Close to shopping and dining on highway 192. This 4 bedroom 2 bath home is single story and provides plenty of living space for a...

    Pool

    $119 to $176/night

  14. HOUSE
    Ormond Beach Home #4762TV

    Ormond Beach Home #4762TV

    Kissimmee, FL

    This very rationally priced, professionally furnished and meticulously decorated gorgeous 3-bedroom/2.5 bath air conditioned townhome is nestled in a beautiful, gated & 24-hour manned resort community called Terra Verde, which is less than 8...

    Pool Hot Tub

    $100 to $132/night

  15. CONDOMINIUM
    3150 South Fletcher Avenue Condo #125272

    3150 South Fletcher Avenue Condo #125272

    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: OceanMax Occupancy: 6Bed Size 1st/Master: KingBed Size 2nd Rm:...

    Pool
    FREE CANCELLATION

    $251 to $314/night

  16. CONDOMINIUM
    3150 South Fletcher Avenue Condo #125273

    3150 South Fletcher Avenue Condo #125273

    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: Sideview of OceanMax Occupancy: 8Bed Size 1st/Master: KingBed Size 2nd...

    Pool
    FREE CANCELLATION

    $282 to $345/night

  17. CONDOMINIUM
    3150 South Fletcher Avenue Condo #125271

    3150 South Fletcher Avenue Condo #125271

    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: OceanMax Occupancy: 6Bed Size 1st/Master: KingBed Size 2nd Rm:...

    Pool
    FREE CANCELLATION

    $251 to $314/night

  18. HOUSE
    7808 Palmilla Court Estate Home #NP808C

    7808 Palmilla Court Estate Home #NP808C

    Kissimmee, FL

    Named HGTV’s Number 1 Vacation Home and seen on “House Hunters,” this exceptional 5 bedroom estate home overlooks the 11th hole of the signature Jack Nicklaus Tradition course. The expansive 5 bedroom home comes with 5 full bathrooms and 3...

    Pool Hot Tub

    $797 to $1063/night

  19. CONDOMINIUM
    Seagate Condo C 201

    Seagate Condo C 201

    Naples, FL

    Situated on 33 acres of protected natural preserves and boasting over 850 feet of white sand beach on the Gulf of Mexico, lie the six luxury beachfront high-rise tower condominiums that comprise Naples Cay.Occupying a prime location between Pelican...

  20. CONDOMINIUM
    Seagate Condo C 504

    Seagate Condo C 504

    Naples, FL

    Situated on 33 acres of protected natural preserves and boasting over 850 feet of white sand beach on the Gulf of Mexico, lie the six luxury beachfront high-rise tower condominiums that comprise Naples Cay.Occupying a prime location between Pelican...

  21. CONDOMINIUM
    Seagate Condo W 601

    Seagate Condo W 601

    Naples, FL

    Situated on 33 acres of protected natural preserves and boasting over 850 feet of white sand beach on the Gulf of Mexico, lie the six luxury beachfront high-rise tower condominiums that comprise Naples Cay.Occupying a prime location between Pelican...

  22. CONDOMINIUM
    Seagate Condo C 1201

    Seagate Condo C 1201

    Naples, FL

    Situated on 33 acres of protected natural preserves and boasting over 850 feet of white sand beach on the Gulf of Mexico, lie the six luxury beachfront high-rise tower condominiums that comprise Naples Cay. Occupying a prime location between Pelican...

  23. 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 $528/night

  24. HOUSE
    Kendall Home #18672

    Kendall Home #18672

    Marco Island, FL

    This 4 bedroom plus den,3 bath air conditioned home is 300 yards from Tigertail beach. It has it's own private tennis court, bocce, basketball and shuffleboard courts. The oversized screened in lanai has a heated pool, Spa & summer kitchen. 12 ft....

    Pool
  25. 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
  26. 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 $4932/night

  27. HOUSE
    Whiteheart Ave House #65801

    Whiteheart Ave House #65801

    Marco Island, FL

    Distance to Tigertail Beach entrance: 3.1 miles Distance to South Beach Marco Island entrance: 2.4 miles Distance to private Residents' Beach (Monthly stay restriction): 1.4 miles Marco Island is simple and stunning at the same time. It’s a...

    Pool

    $225 to $502/night

  28. 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

  29. 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

  30. 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