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

Filter by Region:


Filter by Amenities:


Filter by Entertainment:


Close Filters
  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
    Nautilus

    Nautilus

    Destin, FL

    NAUTILUS HOUSE WITH POOL AND SAILING YACHT Built around a private pool, this three-bedroom, 3 1/2 bath, architectural marvel features a two-level tower suite containing bedroom and shuttered porch, master bath with shower and jacuzzi tub, and...

    Pool Hot Tub
    FREE CANCELLATION

    $193 to $1,285/night

  11. CONDOMINIUM
    Sea Oats

    Sea Oats

    Navarre, FL

    This beautiful completely renovated 2nd floor Gulf front 4 bedroom, 4 bath 2400 sq ft condo is conveniently located near all the restaurants and attractions but far enough away from all the crowds. The beach and Gulf View is all yours and shared...

    FREE CANCELLATION

    $338 to $681/night

  12. 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

  13. 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

  14. 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

  15. 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

  16. 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

  17. 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

  18. 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

  19. 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

  20. 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

  21. 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

  22. 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

  23. 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

  24. 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

  25. 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

  26. HOUSE
    WaterColor "Sandy Pause" 174 Needlerush Drive

    WaterColor "Sandy Pause" 174 Needlerush Drive

    Santa Rosa Beach, FL

    HOME HIGHLIGHTS: - Outdoor Fireplace - Golf Cart - 6 Adult Bikes - SONOS Sound System - Complete Clean Linen Participant - ALL linens, including comforters laundered upon every checkout EXECUTIVE ACCESS: WaterColor guests staying at this 360 Blue...

    Pool

    $841 to $1,570/night

  27. CONDOMINIUM
    Villa Coyaba 108- 3016 Scenic Highway 98

    Villa Coyaba 108- 3016 Scenic Highway 98

    Destin, FL

    HOME HIGHLIGHTS: - Unlimited number of 360 Blue 26" Adult Bike rentals during your stay - Complimentary beach set up each morning which includes: 2 beach chairs with an umbrella (Service will be provided March 1 - October 31st) - 10 ft. ceilings...

    Pool

    $529 to $1,255/night

  28. HOUSE
    WaterColor 135 Buttercup Street

    WaterColor 135 Buttercup Street

    Santa Rosa Beach, FL

    HOME HIGHLIGHTS: - 4 adult bikes provided - Fireplace - WiFi - This property comes with 2 dedicated parking spots. Additional parking can be found throughout the community. - Complete Clean Linen Participant - ALL linens, including comforters...

    $668 to $1,171/night

  29. HOUSE
    Inlet Beach "Shuffle By The Sea" 76 N Winston Lane

    Inlet Beach "Shuffle By The Sea" 76 N Winston ...

    Inlet Beach, FL

    HOME HIGHLIGHTS: - 5 adult bikes - Overlooks the Rosemary Beach tennis courts - Walking distance to the Rosemary Shops and 30Avenue - Great Outdoor Area with Private Pool and Ping Pong Table - Indoor Shuffleboard - Free WiFi - Charcoal Grill...

    Pool

    $704 to $1,340/night

  30. HOUSE
    WaterColor "The Life of Reilly" 41 Muhly Circle

    WaterColor "The Life of Reilly" 41 Muhly Circl...

    Santa Rosa Beach, FL

    HOME HIGHLIGHTS: - Open-concept kitchen with large island - Granite kitchen counters and select appliances - Vaulted ceilings - Recently decorated and furnished - 4 adult bikes provided - Gorgeous outdoor seating area with fireplace - Living room...

    Pool

    $595 to $1,035/night