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
    Resort-Style Seminole Home

    Resort-Style Seminole Home

    Seminole, FL

    This renovated 3BR/2BA Seminole rental is the perfect setting for your Florida vacation! A central location places you close to Gulf beaches, St. Petersburg, and Tampa. Or stay home to relax in your private backyard with a pool and hot tub.Ready for...

    Pool Hot Tub Pets OK
    FREE CANCELLATION

    $169 to $308/night

  2. HOUSE
    New Listing! Canal-Front Getaway: Dock, Boat Ramp

    New Listing! Canal-Front Getaway: Dock, Boat Ramp

    Key Largo, FL

    ** This brand-new listing may not have an abundance of guest reviews yet, but you can be assured of an exceptional stay. Thoroughly vetted, this home is professionally managed by TurnKey Vacation Rentals, two-time winner of the Travel Weekly...

    Pets OK
    FREE CANCELLATION

    $171 to $298/night

  3. HOUSE
    Gulf-Front 4BR w/ Epic Views & Private Pool

    Gulf-Front 4BR w/ Epic Views & Private Pool

    Marathon, FL

    Offering an unbeatable location directly on the Gulf of Mexico, this updated 4BR/4BA Marathon home comes with dreamy gulf views, and some of the best sunset views in the Florida Keys!Admire the stunning coastal views from a beautifully landscaped...

    Pool
    FREE CANCELLATION

    $380 to $899/night

  4. HOUSE
    3BR Waterfront Home w/ Private Pool

    3BR Waterfront Home w/ Private Pool

    Cape Coral, FL

    Enjoy waterfront living in more ways than one in this beautifully decorated 3BR/2BA home where nearly every room boasts either a view of the freshwater canal or the private, screened and covered pool.Located in a quiet community near the Matlacha...

    Pool Pets OK
    FREE CANCELLATION

    $112 to $329/night

  5. HOUSE
    241 Pearl St.

    241 Pearl St.

    Fort Myers Beach, FL

    Short Term Rental Registration Number is 19-0780Home is located on a quiet street but is in walking distance to the Time Square/Pier area. Very short 5-10 minute walk to beach/Gulf of Mexico. Home has 3 bedrooms and two baths and provides linens...

    Pool

    $242 to $484/night

  6. CONDOMINIUM
    Amadeus #5- AWESOME BAY views / Private balcony/Walk to Beach!

    Amadeus #5- AWESOME BAY views / Private balcony/Walk to ...

    Treasure Island, FL

    This 2 bedroom, 2 bath lower floor condo is very well equipped and ready for your next FL getaway! Newer laminate flooring has been put into the living room and dining area and the condo carries a lovely décor throughout, you are sure to feel...

    Pool

    $126 to $316/night

  7. CONDOMINIUM
    Unit 1606

    Unit 1606

    Panama City Beach, FL

    This 1388 square-foot oceanfront unit offers an open floor plan and a large fully equipped kitchen with granite counter tops. Enjoy breathtaking views from the spacious 360 square-foot balcony.Our two bedroom accommodations include a master bedroom...

    Pool Hot Tub
    FREE CANCELLATION

    $171 to $428/night

  8. HOUSE
    #1411 Sanibel Moorings Dockside

    #1411 Sanibel Moorings Dockside

    Sanibel, FL

    “Sanibel Moorings, located on Sanibel Island, Florida, is an idyllic tropical resort nestled on the Gulf of Mexico comprised of 122 individual owned suites. Boasting luxurious resort condominiums, a wide stretch of private shell-covered beach,...

    Pool
    FREE CANCELLATION

    $198 to $322/night

  9. HOUSE
    #621 Sanibel Moorings Courtyard View

    #621 Sanibel Moorings Courtyard View

    Sanibel, FL

    “Sanibel Moorings, located on Sanibel Island, Florida, is an idyllic tropical resort nestled on the Gulf of Mexico comprised of 122 individual owned suites. Boasting luxurious resort condominiums, a wide stretch of private shell-covered beach,...

    Pool
    FREE CANCELLATION

    $232 to $424/night

  10. HOTEL ROOM
    Coconut Grove Beach Resort unit 3, Pool, Free Wi-Fi & Parking

    Coconut Grove Beach Resort unit 3, Pool, Free Wi-Fi &...

    Clearwater Beach, FL

    We are just a cross the street from the public boat ramp to the Intercoastal and we are less than a 5 minute walk to the sand. The spectacular location of this holiday villa beach cottage, is a more secluded area of the beach just north of all the...

    Pool
    FREE CANCELLATION

    $120 to $240/night

  11. HOUSE
    420 Donora Boulevard

    420 Donora Boulevard

    Fort Myers Beach, FL

    Short Term Rental Registration Number is 19-0731The 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. CONDOMINIUM
    EB&Tennis #705B Beach Front View

    EB&Tennis #705B Beach Front View

    Fort Myers Beach, FL

    It's always a lovely day with a view like this from your living room. Relaxing on your tropically designed queen sofa or rocker recliner is exactly where you want to be, in this classy beach condo. All newly remodeled from top to bottom, decorated...

    Pool

    $136 to $270/night

  13. HOUSE
    711 Matanzas Crt

    711 Matanzas Crt

    Fort Myers Beach, FL

    Short Term Rental Registration Number is 19-0795Beautifully decorated 4 bedroom/3 bathroom single family home on the Back Bay waters. Gorgeous panoramic water views from each window of the main level living area. You will enjoy your private...

    Pets OK

    $220 to $368/night

  14. HOUSE
    140 Pearl Street- Pearly Shores

    140 Pearl Street- Pearly Shores

    Fort Myers Beach, FL

    Short Term Rental Registration Number is 19-0761 - 7 Day Minimum RentalLooking for the perfect beach rental for your next vacation? Our property located on at the top of Pearl Street, across the street the beach in the Time Square area. Enjoy the...

    Pool

    $270 to $571/night

  15. HOUSE
    6036/38 Estero Blvd. Beach Villas

    6036/38 Estero Blvd. Beach Villas

    Fort Myers Beach, FL

    Short Term Rental Registration Number is 19-0724Welcome to our 6036/3038 Estero Blvd. Beach Villas. Our property is a 6 bedroom/ 4 bathroom home, perfect for a large family beach vacation. Located on the beach side with your private beach access...

    $296 to $575/night

  16. CONDOMINIUM
    Vacation Villas #432

    Vacation Villas #432

    Fort Myers Beach, FL

    Updated Vacation Villa condo is a spacious 1 bedroom/1 bath beach home. The decor is absolutely beautiful, making you feel like you are truly at a beach home. Newly remodeled kitchen with all the essentials of home including a dining table with...

    Pool

    $136 to $261/night

  17. CONDOMINIUM
    EB&Tennis #103C

    EB&Tennis #103C

    Fort Myers Beach, FL

    Welcome to our newly renovated Estero Beach and Tennis Club property. The building is beach front, enjoy the convenience of the beach and Gulf of Mexico at your door step. The unit has been updated including the kitchen with new modern cabinets,...

    Pool

    $85 to $230/night

  18. HOUSE
    4851 Estero Blvd.

    4851 Estero Blvd.

    Fort Myers Beach, FL

    Welcome to our beautiful beach home directly across from the beach. Our 3 bedroom/2 bathroom heated pool home is perfect for your next family vacation. Located mid-island on Fort Myers Beach close to many venues in walking distance. This beach...

    Pool

    $287 to $575/night

  19. CONDOMINIUM
    Seagrape Bay #205

    Seagrape Bay #205

    Fort Myers Beach, FL

    Welcome to our beautifully decorated 2 bedroom/2 bathroom property located in the Seagrape Bay complex in the Time Square area. The Seagrape Bay complex is located off of Mango Street, minutes walk to the beach. The complex has it own private...

    Pool

    $73 to $230/night

  20. CONDOMINIUM
    EB&Tennis #508C

    EB&Tennis #508C

    Fort Myers Beach, FL

    Walk miles of silky sand beach, swim in warm tropical gulf waters, enjoy gorgeous sunsets, play tennis on professional courts or simply relax by the heated pool.From your family room and lanai, you will enjoy the beautiful view of the Gulf of Mexico...

    Pool

    $94 to $242/night

  21. CONDOMINIUM
    Lazy Starfish at Coconut Villas of Dunedin

    Lazy Starfish at Coconut Villas of Dunedin

    Dunedin, FL

    Coconut Villas of Dunedin is a lovely little resort community with a total of 5 buildings. Each building contains 4 charming units. Each unit is 2 bedrooms with either a Gulf of Mexico or Inter-Coastal Waterway view. There are also two, on site,...

    Pool Pets OK

    $98 to $231/night

  22. CONDOMINIUM
    Blue Heron at Coconut Villas of Dunedin

    Blue Heron at Coconut Villas of Dunedin

    Dunedin, FL

    Coconut Villas of Dunedin is a lovely little resort community with a total of 5 buildings. Each building contains 4 charming units. Each unit is 2 bedrooms with either a Gulf of Mexico or Inter-Coastal Waterway view. There are also two, on site,...

    Pool

    $122 to $244/night

  23. CONDOMINIUM
    The Canal Breeze at Coconut Villas

    The Canal Breeze at Coconut Villas

    Dunedin, FL

    Coconut Villas of Dunedin is a lovely little resort community with a total of 5 buildings. Each building contains 4 charming units. Each unit is 2 bedrooms with either a Gulf of Mexico or Inter-Coastal Waterway view. There are also two, on site,...

    Pool

    $98 to $231/night

  24. CONDOMINIUM
    Dolphin Watch at Coconut Villas of Dunedin

    Dolphin Watch at Coconut Villas of Dunedin

    Dunedin, FL

    Coconut Villas of Dunedin is a lovely little resort community with a total of 5 buildings. Each building contains 4 charming units. Each unit is 2 bedrooms with either a Gulf of Mexico or Inter-Coastal Waterway view. There are also two, on site,...

    Pool Pets OK

    $122 to $244/night

  25. HOUSE
    Beautiful Gulf Coast Living on the Canal

    Beautiful Gulf Coast Living on the Canal

    New Port Richey, FL

    This beautiful home is Located in the Luxurious Waterfront Community of Gulf Harbors and is located on the Gulf of Mexico, just north of Tampa and west of Orlando.BEACH: Although the Gulf Coast is world renowned for their beautiful beaches, Gulf...

    Pool

    $218 to $288/night

  26. CONDOMINIUM
    Bamboo Hideaway at Coconut Villas of Dunedin

    Bamboo Hideaway at Coconut Villas of Dunedin

    Dunedin, FL

    Coconut Villas of Dunedin is a lovely little resort community with a total of 5 buildings. Each building contains 4 charming units. Each unit is 2 bedrooms with either a Gulf of Mexico or Inter-Coastal Waterway view. There are also two, on site,...

    Pool

    $98 to $231/night

  27. CONDOMINIUM
    Shores of Panama 1819

    Shores of Panama 1819

    Panama City Beach, FL

    Shores of Panama unit 1819 is located on the 18th floor with amazing beach and pool views.This beautiful beach front condo has amazing views and high end furnishings. Located at the Shores of Panama Beach Resort with the best amenities on the beach....

    Pool Hot Tub

    $81 to $281/night

  28. CONDOMINIUM
    Shores of Panama 2324

    Shores of Panama 2324

    Panama City Beach, FL

    Shores of Panama unit 2324 is located on the 23rd floor with amazing beach and pool views.This beautiful beach front condo has amazing views and high end furnishings. Located at the Shores of Panama Beach Resort with the best amenities on the beach....

    Pool Hot Tub

    $111 to $281/night

  29. VILLA
    5195 Beachwalk Villa

    5195 Beachwalk Villa

    Miramar Beach, FL

    This Beachwalk Villa is located on scenic Horseshoe Lake in a quaint, quiet neighborhood with a private community pool, all within the Emerald Coast's Largest Golf & Beach Resort. This villa is within walking distance to the beach, restaurants, and...

    Pool

    $135 to $515/night

  30. HOUSE
    Anna's Cottage

    Anna's Cottage

    Bradenton Beach, FL

    Anna's Cottage, located at 105 3rd Street South in Bradenton Beach is a historic beach cottage located across the street to the emerald green water of the Gulf of Mexico. This refurbished cottage features a new kitchen,a new third bedroom and...

    FREE CANCELLATION

    $195 to $1,781/night