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
    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

    $238 to $454/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 Hot Tub

    $333 to $757/night

  3. HOUSE
    212-White Pelican Watch

    212-White Pelican Watch

    North Captiva, FL

    FALL GETAWAY SPECIAL Book 6 Nights & Get 7th Free & 50% Off An Extra Golf Cart Rental. Use Promo Code FALL2019 when you book your vacation rental. Call Us Now to Book or Book Online Offer valid for bookings made from May 30th, 2019 through September...

    Pool Hot Tub

    $398 to $884/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

    $173 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

    $438 to $689/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

    $156 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

    $153 to $170/night

  10. VILLA
    2931 Fable Street

    2931 Fable Street

    Kissimmee, FL

    Florida sunshine awaits out on the back patio, where you can dine al fresco at the patio table and BBQ on the gas grill. Put your feet up on one of the loungers while the kids splash in the sparkling pool. Once the kids go to the bed, the adults can...

    Pool Hot Tub
    FREE CANCELLATION

    $1,132/night

  11. 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 $261/night

  12. 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

    $170 to $357/night

  13. HOUSE
    3181

    3181

    Port Charlotte, FL

    3 beds 2 bathsAvailable for the 2020 Season. This home is simply impeccable. Every detail has been seen to, every comfort awaits your stay. Plum Paradise is brand new, custom, construction offering 3 bedrooms, 2 baths and a luxerious heated pool...

    Pool Hot Tub Pets OK
    FREE CANCELLATION

    $245/night

  14. HOUSE
    3BR Canal Home w/ Private Screened Pool & Dock

    3BR Canal Home w/ Private Screened Pool & Dock

    Apollo Beach, FL

    Close to Apollo Beach Golf Club and fun-filled Busch Gardens, this 3BR/2.5BA waterfront home has a private screened pool and is a choice spot for families with pets. Inside, the updated kitchen and baths make your stay extra comfortable. Your rental...

    Pool Pets OK
    FREE CANCELLATION

    $231 to $880/night

  15. HOUSE
    3BR Oasis w/ Private Pool & Hot Tub

    3BR Oasis w/ Private Pool & Hot Tub

    Delray Beach, FL

    PROPERTY OVERVIEWSituated on a corner lot in historic Del-Ida Park, this completely updated 3BR/2.5BA Key West style cottage offers a slice of paradise in downtown Delray Beach.Boasting over 2,000 square feet of luxurious living space, the stylish...

    Pool Hot Tub
    FREE CANCELLATION

    $282 to $1,126/night

  16. HOUSE
    3BR w/ Boat Dock, Pool & Hot Tub

    3BR w/ Boat Dock, Pool & Hot Tub

    Marco Island, FL

    Spend indulgent afternoons out on the canal-front lanai at this 3BR/2BA Marco Island house. There’s a private dock, swimming pool, hot tub, grill, and kayak. Head out on the water to catch some fresh fish for dinner.It’s a 15-minute walk to...

    Pool Hot Tub
    FREE CANCELLATION

    $318 to $534/night

  17. 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 $343/night

  18. 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

    $395/night

  19. HOUSE
    420 Donora Boulevard

    420 Donora Boulevard

    Fort Myers Beach, FL

    Short Term Rental Registration Number is 19-0731 The 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

  20. 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

    $146 to $229/night

  21. DUPLEX
    4BR Duplex on Canal w/ Fire Pit & Lanais

    4BR Duplex on Canal w/ Fire Pit & Lanais

    North Fort Myers, FL

    Perfect for a large group or two families traveling together, this 4BR/3BA rental is comprised of two separate duplex apartments. Bring your own boat to this canal front oasis, complete with a private dock, two screened lanais, and a patio with a...

    FREE CANCELLATION

    $263 to $429/night

  22. 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

    $82 to $625/night

  23. HOUSE
    5 O'Clock Somewhere

    5 O'Clock Somewhere

    Destin, FL

    5 O'Clock Somewhere - Crystal Beach Vacation Rental by Five Star Properties Favorite Features - Lakefront Pool and Spa Tub - Covered Outdoor Living Space - Rooftop Balcony with Gulf Views - Complimentary Beach Chairs (In-Season) - 4 Included Bikes...

    Pool Hot Tub

    $806 to $3,847/night

  24. 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

  25. 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

  26. 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....

    Pool Hot Tub Pets OK

    $209 to $675/night

  27. HOUSE
    6041 Gulf Road

    6041 Gulf Road

    Fort Myers Beach, FL

    Short Term Rental Registration Number is 19-0725 Welcome 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

  28. HOUSE
    6060S- Oceanfront Vacation Dream Home

    6060S- Oceanfront Vacation Dream Home

    New Smyrna Beach, FL

    Security Deposit: At the time of booking $500 will be collected and applied towards the rent. An additional $1,000 damage deposit will be collected. If no damage is found after your departure, this $1,000 security deposit will be refunded 14-days...

    $277 to $1,174/night

  29. HOUSE
    6311T Lofty Lookout

    6311T Lofty Lookout

    New Smyrna Beach, FL

    Perfect for large families, this lovely 4 bedroom 3 bath home is located one house back from the ocean! This home is only a two minute walk to the car free beach at the end of Drum Avenue where there is a public beach access taking you to the...

    Pets OK

    $168 to $642/night

  30. HOUSE
    6533 Bayou Hammock Home

    6533 Bayou Hammock Home

    Longboat Key, FL

    Charming and secluded Gated Community 2BR (Queen size beds) & 2 Bath North Longboat Key Cottage nestled between Sarasota Bay and Bishop's Bayou .Close to the public beach, shopping & restaurants. Includes beautiful travertine deck and Private heated...

    Pool Pets OK

    $145 to $338/night