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
    106-Longboat Pearl

    106-Longboat Pearl

    Captiva, FL

    Enjoy the Longboat Pearl for your next vacation getaway. Longboat Pearl is a 3 bedroom 2.5 bath home with a heated pool conveniently located minutes from the beach and just seconds from the North Captiva Island Club. Enjoy every possible amenity...

    Pool Hot Tub

    $163 to $508/night

  2. HOUSE
    115-Sea Glass

    115-Sea Glass

    North Captiva, Fl

    Sea Glass is a recently upgraded, custom-built 4 bedroom, 3 1/2 bath pool home that invites you to enjoy a true island getaway. With a short stroll to the beach, about 120 yards, this home is decorated with a cozy beach cottage flair and features...

    Pool

    $314 to $860/night

  3. HOUSE
    212-White Pelican Watch

    212-White Pelican Watch

    North Captiva, FL

    Views to the Beach and Cayo Costa from this fabulous 4 bedroom and 3 bath home. Walk down the sandy path to the beach right in front of this stately home. Let the crystal waters of the Gulf soothe and refresh you. Come get carried away by White...

    Pool Hot Tub

    $270 to $998/night

  4. HOUSE
    2319 S Fletcher Home

    2319 S Fletcher Home

    Fernandina Beach, FL

    This luxurious, high-end, three bedroom, three and a half bath, two story home sits just across the street from the beach and has beautiful ocean views from the second floor living room and state of the art kitchen. The second floor master bedroom...

    Pool Pets OK
    FREE CANCELLATION

    $258 to $322/night

  5. COTTAGE
    2404 Ave B Cottage #54634

    2404 Ave B Cottage #54634

    Bradenton Beach, FL

    2404 Avenue B. Princessa de la Mer Lovingly restored 2 bedroom, 2 bath 1950's Florida beach cottage. Top of the line appliances and comfortably furnished. Lushly landscaped and walking distance to both beach and bay. Amenities include, wine/beverage...

    Hot Tub
    FREE CANCELLATION

    $139 to $294/night

  6. HOUSE
    242- Beach Daze

    242- Beach Daze

    North Captiva, FL

    Directly on the beach! This two bedroom, two bath villa is just about one of the best beach front locations offerred on North Captiva. A truly fabulous location. Just the sand between you and the Gulf of Mexico. Sunsets directly west of your open...

    Pool Hot Tub

    $188 to $590/night

  7. HOUSE
    258-Turtle Trax

    258-Turtle Trax

    Captiva, FL

    Welcome to paradise! Turtle Trax is a 3-bedroom home with sweeping views of the Gulf of Mexico and the most beautiful sunsets! This home has a private screened pool and is situated on an oversized lot to ensure privacy. Swing in the hammock nestled...

    Pool

    $276 to $502/night

  8. HOUSE
    264HPB- Park Place Villa (P)

    264HPB- Park Place Villa (P)

    Davenport, FL

    The owners of this villa went the extra mile to really make it a house with the 'wow' factor. Each of the four bedrooms has it's own unique theme, starting with the Harry Potter themed twin room. This room shares a 'jack and jill' type bathroom...

    Pool
    FREE CANCELLATION

    $131 to $240/night

  9. APARTMENT
    277V Sea Woods Veranda 3 Bed/ 3 Bath

    277V Sea Woods Veranda 3 Bed/ 3 Bath

    New Smyrna Beach, FL

    Rare 3 bedroom 3 bath Veranda! All bedrooms with brand new mattresses! This three bedroom,three bath unit features a king size bed in the master, queen size in the 2nd and 2 twins each with a trundle in the 3rd! All bedrooms with 43" flat screen...

    Pool Hot Tub
    FREE CANCELLATION

    $170/night

  10. CONDOMINIUM
    2BR Condo w/ Pool- Near Beach

    2BR Condo w/ Pool- Near Beach

    Treasure Island, FL

    Perfect for a family vacation or getaway with friends, this 2BR/2BA condo has waterway views and is just a few blocks from powder-white sand beaches.Your stay at this waterfront Tides of Capri condo includes access to a shared pool. Relax on the...

    Pool
    FREE CANCELLATION

    $141 to $273/night

  11. CONDOMINIUM
    2BR Penthouse w/ Panoramic Views

    2BR Penthouse w/ Panoramic Views

    Treasure Island, FL

    Enjoying the beach life is easy at this 2BR/2BA penthouse condo, where water views stretch out in all directions.The most desirable unit in the building, this corner condo has an awesome patio area for hanging out in the Florida sunshine. Watch the...

    Pool
    FREE CANCELLATION

    $168 to $361/night

  12. HOUSE
    3BR Waterfront Gem w/ Pool & Dock

    3BR Waterfront Gem w/ Pool & Dock

    Cape Coral, FL

    PROPERTY OVERVIEWThis beautiful 3BR/2BA waterfront home features an abundance of outdoor space, including a covered lanai, an enclosed private pool and hot tub, and a fully-equipped outdoor kitchen. Guests will also enjoy access to a private dock....

    Pool Hot Tub
    FREE CANCELLATION

    $139 to $362/night

  13. HOUSE
    3BR Waterfront w/ Private Beach & Dock, Volleyball

    3BR Waterfront w/ Private Beach & Dock, Volleyball

    Islamorada, FL

    Situated on the beautiful Florida Bay, this 3BR/2BA Islamorada home offers an idyllic waterfront haven with its own private beach, dock, kayak, paddleboards, and sprawling backyard with a volleyball net.Spend leisurely afternoons fishing off the...

    Pets OK
    FREE CANCELLATION

    $411 to $450/night

  14. 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

  15. HOUSE
    4639EPD- Comfort Island (G)

    4639EPD- Comfort Island (G)

    Kissimmee, FL

    The community of Eagle Pointe is only 10 minutes from Disney and this single level villa is an absolute beauty. Great care has been taken to furnish and decorate the entire home to an exceptionally high standard and there is a calming cream and...

    Pool
    FREE CANCELLATION

    $109 to $229/night

  16. HOUSE
    4BR/4BA Boogie Board Inn w/ 3 Pools, Walk to Beach

    4BR/4BA Boogie Board Inn w/ 3 Pools, Walk to Beach

    Panama City Beach, FL

    Aptly named the “Boogie Board Inn,” this 4BR/4BA beach house in Panama City Beach combines the elegant decor and amenities of an upscale B&B with a playful, beachy vibe. You’ll also have full access to the community’s fabulous amenities,...

    Pool
    FREE CANCELLATION

    $91 to $625/night

  17. HOUSE
    5 O'Clock Somewhere

    5 O'Clock Somewhere

    Destin, FL

    5 O'Clock Somewhere - Crystal Beach Vacation Rental by Five Star PropertiesIt's always 5:00 Somewhere, and you'll be glad you are spending it at this ultra-luxurious home. Located in the heart of Destin, this Crystal Beach vacation home is just a...

    Pool Hot Tub

    $806 to $3,847/night

  18. HOUSE
    5410 Gulf Drive

    5410 Gulf Drive

    Panama City Beach, FL

    This luxurious beach house has a private pool and is one house off the beach. Offering 2,400 square feet, this 3 bedroom 3 and 1/2 bath with a third floor bonus room has ample space for your family vacation. It has been beautifully decorated with...

    Pool Pets OK

    $209 to $675/night

  19. HOUSE
    5414 Gulf Drive

    5414 Gulf Drive

    Panama City Beach, FL

    ***The maximum amount of adults is 12. ***This Gulf Drive private home has a private pool, large kitchen with upgraded stainless steel appliances, Keurig Coffee Maker, eat-in dining area with breakfast bar, ceramic tiled living room with a 2 queen...

    Pool Pets OK

    $209 to $675/night

  20. HOUSE
    5416 Gulf Drive

    5416 Gulf Drive

    Panama City Beach, FL

    ***The maximum amount of adults is 12. ***Sea La Vie is a large 3 bedroom with 3rd floor bonus room, 3.5 bath luxurious beach home. This 2400 square foot home with private pool. This house is suitable for families with children up to 16 people.The...

    Pool Hot Tub Pets OK

    $209 to $675/night

  21. HOUSE
    6041 Gulf Road

    6041 Gulf Road

    Fort Myers Beach, FL

    Short Term Rental Registration Number is 19-0725Welcome to our beachside gem located on a quiet street with three beach accesses, enjoy the convenience of one right outside your doorstep. New Heated Pool ready for your use! With the beach/Gulf of...

    Pool Pets OK

    $324 to $502/night

  22. CONDOMINIUM
    708 Sailmaker- Salt Time

    708 Sailmaker- Salt Time

    Fernandina Beach, FL

    Located on Amelia Island, Sailmaker at Summer Beach is one of the world's great island getaways! This magnificent 2 bedroom and 2.5 bathroom oceanfront condo is located in the exclusive Summer Beach Resort and near the world-renowned Ritz Carlton,...

    Pool

    $308 to $677/night

  23. HOUSE
    7418 Thomas Drive- SeaScape

    7418 Thomas Drive- SeaScape

    Panama City Beach, FL

    This is a beautifully finished Florida Cottage style beach house with a private pool. It is located on the east end of Panama City Beach on the center of Thomas Drive directly across from Rick Seltzer beach park. You are able to walk across Thomas...

    Pool
    FREE CANCELLATION

    $158 to $695/night

  24. TOWNHOUSE
    95029 #1 Mediterranean Villa

    95029 #1 Mediterranean Villa

    Fernandina Beach, FL

    Come spend some time in this beautifully decorated 3 BR/3.5 BA townhome design Mediterranean villa in the private gated community of The Villas at Summer Beach Resort. This wonderfully furnished and fully equipped villa is just a short walk or bike...

    Pool

    $277 to $923/night

  25. HOUSE
    After Dune Delight

    After Dune Delight

    Destin, FL

    After Dune Delight - Holiday Isle Vacation Rentals by Five Star PropertiesFavorite Features- View of Dune Lake and the Gulf of Mexico- Proximity to the Destin Jetties- Open Living and Kitchen Space- In-Home Elevator- 4 Included Bikes- Complimentary...

    Pool

    $367 to $13,627/night

  26. CONDOMINIUM
    Amelia Landings #8A

    Amelia Landings #8A

    Fernandina Beach, FL

    2 Bed/2 Bath 1st floor condo sleeps 6. Wrap around screen porch, short walk to beach. New to our Rental Program! This is a great first floor unit at Amelia Landing ! Enjoy your morning coffee on a beautiful wrap around screen porch with a very...

    Pool
    FREE CANCELLATION

    $205 to $217/night

  27. HOUSE
    AMI Du Soleil

    AMI Du Soleil

    Anna Maria, FL

    "AMI" Du Soleil (Anna Maria Island/Friend of the Sun) is located on the north end of the Island and has one of the largest heated pools on the Island. Enjoy the sunset view from the front porch or from the Sandbar Restaurant, which is only half a...

    Pool

    $265 to $539/night

  28. CONDOMINIUM
    Anchor Down- 1261279

    Anchor Down- 1261279

    Panama City Beach, FL

    Welcome to Anchor Down, our beautiful 3 bedroom 2.5 bath home at the beach.This spacious two-story vacation home offers elegant accommodations for up to twelve and boasts a private pool, putting green and gated beach access. Located off Florida’s...

    Pool
    FREE CANCELLATION

    $235 to $363/night

  29. HOUSE
    Anna Cabana Beach House

    Anna Cabana Beach House

    Holmes Beach, FL

    VRC16-000533 The Anna Cabana Beach House is an adorable two bedroom, two bath home located at 3709 Gulf Drive in Holmes Beach. This quaint home has a large open deck with a great view of the beach. Watch the sunsets or enjoy the tropical...

    Pool
    FREE CANCELLATION

    $192 to $1,781/night

  30. HOUSE
    Anna Cabana Resort

    Anna Cabana Resort

    Holmes Beach, FL

    The Anna Cabana Resort, located at 3711 4th Avenue in Holmes Beach consists of four units, all located less than one block to the beach. All four units have been are decorated in a festive, tropical decor. There is also an onsite laundry room for...

    Pool
    FREE CANCELLATION

    $547 to $1,781/night