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. CONDOMINIUM
    Beach Cottage Unit 1509

    Beach Cottage Unit 1509

    Indian Shores, FL

    Magnificent Beachfront Condo With all the Bells and Whistles! *Complex pool closed 8/20 - 10/1 (6 weeks). Guests may use pools at neighboring complexes Beach Palms and Sand Dollar.* Views, convenience, comfort and style are all part of the package...

    Pool

    $718 to $2,908/night

  2. 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

  3. HOUSE
    St. Petersburg Historic Old Northeast Charming Bungalow 210

    St. Petersburg Historic Old Northeast Charming Bungalow ...

    St Petersburg, FL

    Enjoy your vacation stay in this 1942 Charming Bungalow completely restored in Historic Old North East. This home is comfortably decorated complete with huge crown molding, wood burning fireplace, hardwood floors throughout, original bath with...

    FREE CANCELLATION

    $170/night

  4. CONDOMINIUM
    Seychelles Condominium 209

    Seychelles Condominium 209

    Panama City Beach, FL

    3 Bedroom, 2 Bath condo on the 2nd floor Escape to the natural beauty of oceanfront Seychelles Beach Resort, located on 200 feet of Gulf-front in East Beach. This new 22-story high-rise condo rental resort complex offers beachfront units complete...

    Pool Hot Tub
    FREE CANCELLATION

    $256 to $361/night

  5. 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

  6. HOUSE
    Las Olas

    Las Olas

    Miramar Beach, FL

    Las Olas is a beachfront vacation rental in Miramar Beach, Florida right on the Gulf of Mexico. The white-sand beach and emerald-green water will be right at your door when you stay at this luxury rental! There is a private beach walk off the back...

    Pool

    $716 to $2,647/night

  7. HOUSE
    Sunsetter #5538

    Sunsetter #5538

    St. Augustine, FL

    Welcome to paradise at the Sunsetter! Ocean views and carefree living await you in this stunning three story home with 4 bedrooms, 3.5 baths. Situated on the east side of A1A and just steps away from the decked walkway that leads to the area's most...

    Pool
    FREE CANCELLATION

    $501 to $1,750/night

  8. 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

  9. HOUSE
    W091- 6 Br Reunion Resort Luxury Vacation Home

    W091- 6 Br Reunion Resort Luxury Vacation Home

    Kissimmee , FL

    Overview Situated in an elevated position overlooking the Jack Nicklaus golf course on the Legends Corner subdivision of the Reunion Resort and Spa. This outstanding property has just recently been completely renovated and improved with the...

    Pool Hot Tub

    $537 to $684/night

  10. 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

  11. CONDOMINIUM
    Pelican Isle 410

    Pelican Isle 410

    Fort Walton Beach, FL

    This condo offers incredible views daily, just open curtains! This unique 1BR/2BA awaits you! PERFECT FOR A FAMILY OF 6 .. come enjoy the sun and the beach with us The bunk bed area is equipped with a FLAT SCREEN TV for each bunk, to the extreme...

    Pool Hot Tub
    FREE CANCELLATION

    $171 to $368/night

  12. CONDOMINIUM
    Ocean Ritz 2002

    Ocean Ritz 2002

    Panama City Beach, FL

    Experience beachfront luxury at this beautifully decorated 3 bedroom, 3 bathroom unit. Overlook the sparkling Gulf of Mexico and sandy white beach from the 20th floor with breathtaking views. Only three condos occupy each floor of this 22 story...

    Pool Hot Tub

    $113 to $281/night

  13. HOUSE
    WaterColor 290 Cove Hollow

    WaterColor 290 Cove Hollow

    Santa Rosa Beach, FL

    HOME HIGHLIGHTS: - 5 adult bikes provided - Fireplace - Lakefront - Carriage house - Free WiFi - *This home is not equipped with a grill. This Executive Access Home allows guests access and discounts to Shark’s Tooth and Camp Creek private golf...

    Pool

    $1,042 to $1,302/night

  14. TOWNHOUSE
    Destin Harbor Waterfront Gem 3BR w/ Boat Dock

    Destin Harbor Waterfront Gem 3BR w/ Boat Dock

    Destin, FL

    Discover the luxury of a laid-back island lifestyle at this three-story 3BR/2.5BA waterfront gem, affectionately named, KnotRealLife. This corner-unit townhome is well-appointed with brand-new furniture and coastal-chic design elements. Supreme...

    Pets OK
    FREE CANCELLATION

    $226 to $669/night

  15. HOUSE
    West Bradenton 01

    West Bradenton 01

    Bradenton, FL

    Welcome to your private oasis in west Bradenton. This immaculate 2,800 square foot home is located in the popular Palma Sola Pines area, less than 5 miles away from Anna Maria Island and a 2-minute drive from the Palma Sola Causeway! Featuring a...

    Pool Pets OK

    $208 to $356/night

  16. HOUSE
    Ocean Escape

    Ocean Escape

    Destin, FL

    Ocean Escape - Destiny by the Sea Home by Five Star Properties Favorite Features - Located in a Gated Community - Close to Beach Access - Bikes Included - Open Living Space - Third-Floor Master Suite - Pet-Friendly - Coastal Decor More about Ocean...

    Pool Pets OK

    $367 to $1,179/night

  17. HOUSE
    Villa Capri

    Villa Capri

    Miramar Beach, FL

    Villa Capri is an exquisite seven bedroom beach home with a private pool in the desirable community of Avalon Beach Estates. Located directly across the street from the emerald green waters and sugar white sands of the Gulf Coast, this little...

    Pool

    $722 to $3,868/night

  18. HOUSE
    Valhalla Up And Down

    Valhalla Up And Down

    Holmes Beach, FL

    The Valhalla located at 3216 Gulf Drive in Holmes is a wonderful five bedroom, three bath Gulf front duplex on a secluded beach. While the Valhalla is tucked away in a quiet area, it is within walking distance to shopping and restaurants. The...

    FREE CANCELLATION

    $547 to $1,781/night

  19. HOUSE
    New Listing! Wanderlust in Watercolor- Pool & Spa, Near Beach

    New Listing! Wanderlust in Watercolor- Pool & Spa, N...

    Santa Rosa Beach, 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...

    Pool Hot Tub
    FREE CANCELLATION

    $713 to $979/night

  20. HOUSE
    Hakuna Matata

    Hakuna Matata

    Seacrest, FL

    Hakuna Matata is an eight bedroom, private gulf front home in Seacrest, along the beautiful stretch of 30A. Boasting a custom in-ground saltwater pool, gulf views, private beach access, and a carriage house, this house epitomizes the relaxed,...

    Pool

    $1,133 to $3,403/night

  21. HOUSE
    Valhalla Upstairs

    Valhalla Upstairs

    Holmes Beach, FL

    VRC16-000569 The Valhalla upstairs unit, located at 3216 Gulf Drive in Holmes is a wonderful three bedroom, two bath Gulf front duplex on a secluded beach. While the Valhalla is tucked away in a quiet area, it is within walking distance to shopping...

    FREE CANCELLATION

    $333 to $1,781/night

  22. 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

  23. HOUSE
    Modern 5 bedroom home in Champions Gate

    Modern 5 bedroom home in Champions Gate

    Davenport, FL

    Tucked away perfectly in the resort community of Champions Gate lies these beautiful 5 bedrooms, 5 bathrooms home. This home has been designed with the guest in mind. From the fabrics of the furniture to the paint on the walls, everything has been...

    Pool Hot Tub
    FREE CANCELLATION

    $154 to $650/night

  24. HOUSE
    WaterColor 150 Cove Hollow Street

    WaterColor 150 Cove Hollow Street

    Santa Rosa Beach, FL

    HOME HIGHLIGHTS: - Private Pool - Golf Cart - Indoor/Outdoor Fireplace - Professionally Decorated - Ping-Pong Table - Parking for 4 vehicles - 3 Adult Bikes - Minutes from Frog Pool - Complete Clean Linen Participant - ALL linens, including...

    Pool

    $731 to $1,397/night

  25. HOUSE
    WaterColor "Vermillionaire" 46 Vermillion Way

    WaterColor "Vermillionaire" 46 Vermillion Way

    Santa Rosa Beach, FL

    HOME HIGHLIGHTS: - Wolf/sub zero appliances: 2 dishwasher, 2 refrigerators, ice machine and 60 inch Wolf Stove - Largest private pool in WaterColor at 18x46 feet **Pool heating is available for this property from October 1st through May 1st for...

    Pool

    $1,491 to $3,168/night

  26. HOUSE
    Villages of Grayton Beach- 1514907

    Villages of Grayton Beach- 1514907

    Santa Rosa Beach, FL

    Be one of the first to enjoy this beautiful coastal home! Enter into a relaxed, open floor plan with living and kitchen area. Perch at the "media bar" with your laptop while others are viewing the 60" TV in the living room. Or hang out at the...

    Pool
    FREE CANCELLATION

    $183 to $300/night

  27. HOUSE
    Caspian Escape- 1564229

    Caspian Escape- 1564229

    Santa Rosa Beach, FL

    GORGEOUS NEW Beach House South of 30A close to Gulf Place!!! We are proud to present the charming ambiance of “Caspian Escape”. Nestled in a gated community located South of 30A on the white sugar sands of Santa Rosa Beach. This newly...

    Pool
    FREE CANCELLATION

    $444 to $798/night

  28. TOWNHOUSE
    Le Jardin #156 in Sandestin Resort- 1645298

    Le Jardin #156 in Sandestin Resort- 1645298

    Miramar Beach, FL

    Sleeping Arrangements Three Story Unit | Guest: King Bed; Guest, Two Twins; Master, King Bed; This three-bedroom townhome is located in the center of all The Village of Baytowne Wharf excitement yet nestled away in peaceful, gated and...

    FREE CANCELLATION

    $203 to $310/night

  29. HOUSE
    Dune Villas 8-B- 347242

    Dune Villas 8-B- 347242

    Seagrove Beach, FL

    Welcome to Dune Villas 8B This 1700 square feet townhome has a ground floor entrance and occupy the second and third floors. The gulf-facing balconies off the living room and master bedroom give you breathtaking views; a perfect spot for relaxing...

    Pool
    FREE CANCELLATION

    $155 to $253/night

  30. HOUSE
    Rosemary Beach "Sandy Dreams" 35 Wiggle Lane

    Rosemary Beach "Sandy Dreams" 35 Wiggle Lane

    Rosemary Beach, FL

    HOME HIGHLIGHTS: -Steps from the beach -Access to four Community Pools -Private Courtyard -Outdoor Fireplace - 7 Adult Bikes -Summer Kitchen -Carriage House -There is parking for 2 vehicles in the garage (with plug-in for an electric car) -Complete...

    Pool

    $892 to $1,828/night