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
    SUNRISE SUNSET FREE WIFI

    SUNRISE SUNSET FREE WIFI

    SANTA ROSA BEACH, FL

    SUNRISE/SUNSET' ... WHERE FAMILY MEMORIES ARE MADE AND REVISITED. Recently re-decorated throughout, the photos were taken this fall.. Just a few steps away from the Gulf, beach, and Eastern Lake is Sunrise/Sunset. The beach walk is easy with...

    FREE CANCELLATION

    $232 to $580/night

  2. HOUSE
    Crystal Beach 5BR w/ Heated Pool, Spa & Game Room

    Crystal Beach 5BR w/ Heated Pool, Spa & Game Room

    Destin, FL

    PROPERTY OVERVIEWDiscover the true meaning of relaxation at this exquisite palm-lined 5BR/4BA property that features a private backyard oasis with a heated pool and spa. Your Gulf Coast getaway has a detached guest house, spacious game room, and a...

    Pool Hot Tub Pets OK
    FREE CANCELLATION

    $440 to $1,280/night

  3. HOUSE
    3BR w/ Heated Screened Pool & Big Lanai

    3BR w/ Heated Screened Pool & Big Lanai

    Cape Coral, FL

    Entertain poolside at this tropical 3BR/2BA home that features a private heated/screened pool and oversized lanai. Your single-level getaway showcases tall ceilings, plantation shutters, and hardwood floors throughout.Conveniently located in the...

    Pool
    FREE CANCELLATION

    $149 to $318/night

  4. HOUSE
    SS Mermaid-Special Summer Rates! Canal front with Ocean/Beach Access!

    SS Mermaid-Special Summer Rates! Canal front with Ocean/...

    Jensen Beach, FL

    The SS Mermaid House is located on beautiful South Hutchinson Island in Jensen Beach, Florida, flanked by the Atlantic Ocean and the Indian River Lagoon (the Intracoastal Waterway). She is a well-appointed and very clean 2 bedroom, 2 bath - plus a...

    Pool
    FREE CANCELLATION

    $113 to $366/night

  5. DUPLEX
    Walkable, Waterfront 2BR w/ Huge Loft & Views

    Walkable, Waterfront 2BR w/ Huge Loft & Views

    Marathon, FL

    Enjoy expansive views of Boot Key Harbor at this waterfront 2BR/2BA (plus loft) duplex in Marathon, with easy access to the ocean and gulf. After a day on the water, dock your boat along the 45-foot seawall. Then gather to watch gorgeous sunsets...

    Pets OK
    FREE CANCELLATION

    $246 to $446/night

  6. DUPLEX
    Chic 2BR on Canal w/ Lanai

    Chic 2BR on Canal w/ Lanai

    North Fort Myers, FL

    Your tropical adventure begins at this delightful 2BR gem on the canal in North Fort Myers. Rent a boat or bring your own and tie up at the dock. The canal connects to the Caloosahatchee River and then goes all the way out to the Gulf!Inside, trendy...

    FREE CANCELLATION

    $104 to $217/night

  7. CONDOMINIUM
    Gulf-Front 1BR w/ Beach & Pool View

    Gulf-Front 1BR w/ Beach & Pool View

    Fort Myers Beach, FL

    Take in breathtaking Gulf views from your private 4th-floor balcony at this 1BR condo. Enjoy access to Estero Beach & Tennis Club amenities including a beachfront heated pool as well as direct access to the beach.Located at the south end of the...

    Pool
    FREE CANCELLATION

    $117 to $298/night

  8. HOUSE
    4BR w/ Guest Suite & Private Pool, Near Dock

    4BR w/ Guest Suite & Private Pool, Near Dock

    Sarasota, FL

    Boasting a huge fenced yard and a private screened pool with a cabana, this 4BR/3BA property affords abundant outdoor living space. Enjoy refreshing swims and dining alfresco in cool comfort -- the cabana provides an air conditioning and ceiling...

    Pool Pets OK
    FREE CANCELLATION

    $260 to $536/night

  9. 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

  10. HOUSE
    Gated 3BR w/ Pool on Hunters Ridge Golf Course

    Gated 3BR w/ Pool on Hunters Ridge Golf Course

    Bonita Springs, FL

    In a gated community, this bright and airy 3BR/2BA Bonita Springs home is perched on the 17th tee of Hunters Ridge Golf & Country Club. Relish in the scenery on the enclosed pool and patio before heading inside for movie night in the comfortable...

    Pool
    FREE CANCELLATION

    $168 to $305/night

  11. HOUSE
    “Big Fish House”- 5BR w/ Pool, Steps to Beach

    “Big Fish House”- 5BR w/ Pool, Steps to Beach

    Santa Rosa Beach, FL

    A mere 200 steps from the beach, this beautiful home boasts stunning gulf views and spans 4,000 square feet of luxurious living space across three floors.Known as “Big Fish House,” this retreat touts abundant living space with five bedrooms, a...

    Pool
    FREE CANCELLATION

    $530 to $1,646/night

  12. CONDOMINIUM
    Posh 1BR Condo on the Gulf

    Posh 1BR Condo on the Gulf

    Madeira Beach, FL

    Take in views of the gulf and your private beach from this posh 1BR/1.5BA condo for four. The sparkling pool and a shuffleboard court are steps from your door, as are fishing tours, jet skis, and lively pubs.Access the spacious balcony from the...

    Pool Hot Tub
    FREE CANCELLATION

    $187 to $330/night

  13. CONDOMINIUM
    3 Blocks to Beach! "Crystal Visions" Townhome

    3 Blocks to Beach! "Crystal Visions" Townhome

    Destin, FL

    Walk just 3 blocks to the sugar-white sands of Destin from this 3BR/2.5BA Crystal Beach townhouse, affectionately named Crystal Visions. Shops, dining, bars, and a movie theater are also just across the street at the award-winning Destin...

    Pool
    FREE CANCELLATION

    $187 to $503/night

  14. HOUSE
    Canal-Front 4BR w/ Private Pool & Dock

    Canal-Front 4BR w/ Private Pool & Dock

    Marco Island, FL

    PROPERTY OVERVIEWLocated on the canal and featuring a private boat dock, this 4BR/2BA home is a fishing enthusiast’s dream. But if swimming is more your speed, you’ll love the heated pool and hot tub. And with 2,021 square feet of luxurious...

    Pool Pets OK
    FREE CANCELLATION

    $203 to $647/night

  15. HOUSE
    Lakefront 3BR w/ Screened Patio

    Lakefront 3BR w/ Screened Patio

    Fort Myers, FL

    PROPERTY OVERVIEWNestled on a serene neighborhood lake, this beautiful 3BR/2BA waterfront home offers a relaxing Florida escape. Lounge in the large open living room, unwind in the sunroom with lake views, and prepare meals al fresco on the grill.In...

    FREE CANCELLATION

    $114 to $210/night

  16. HOUSE
    Lake-View Villa w/ Pool- Steps to the Beach!

    Lake-View Villa w/ Pool- Steps to the Beach!

    Destin, FL

    Two separate units combine to create a unique vacation getaway at this two-level 4BR/4BA Destiny Beach Villa. Take in views of Four Prong Lake from two private outdoor spaces, or enjoy tropical beverages on the front patio overlooking the shared...

    Pool
    FREE CANCELLATION

    $346 to $1,013/night

  17. HOUSE
    2BR Gulf Home- 2 Miles to Beach!

    2BR Gulf Home- 2 Miles to Beach!

    Sarasota, FL

    PROPERTY OVERVIEWLocated on a peaceful street within 2 miles of the Siesta Key beaches as well as downtown Sarasota, this beautifully updated 2BR home affords a prime central location. Spend a sun-soaked day by the Gulf, or simply unwind in your...

    Pets OK
    FREE CANCELLATION

    $135 to $183/night

  18. HOUSE
    4BR w/ Lush Garden, Pool & Spa

    4BR w/ Lush Garden, Pool & Spa

    Key West, FL

    This 4BR/1.5BA tropical retreat is situated in a lush gated community, enveloped by Spanish lime trees, hibiscus, orchids, and a wide variety of beautiful species and exotic palms.In a prime locale, you’ll be within minutes of everything Old Town...

    Pool Hot Tub
    FREE CANCELLATION

    $737 to $1,207/night

  19. HOUSE
    Innerarity Point 3BR w/ Balcony & Patio

    Innerarity Point 3BR w/ Balcony & Patio

    Pensacola, FL

    Nestled in the quiet neighborhood of Innerarity Point, this remodeled two-story 3BR/3BA home offers unmatched access to Perdido Key hot spots. Elegant furnishings and bright interiors create a breezy retreat. Highlights include a remodeled kitchen,...

    Pets OK
    FREE CANCELLATION

    $199 to $456/night

  20. CONDOMINIUM
    Angler's Cove 204M

    Angler's Cove 204M

    Marco Island, FL

    ***Gorgeous Renovation completed December 2018***Not pictured is 1st floor cabana area*** Anglers Cove consists of 12 buildings with 320 one & two bedroom condominium units. Lush tropical grounds with amenities that include two swimming pools,...

    Pool Hot Tub

    $130 to $226/night

  21. CONDOMINIUM
    Edgewater 1100

    Edgewater 1100

    Miramar Beach, FL

    This two Bedroom unit offers over 1500 square feet of space to sprawl out during your vacation. For your comfort there are also two full bathrooms so everyone has space to get ready for a beautiful day at the beach or a night out on the town. Or,...

    Pool Hot Tub
    FREE CANCELLATION

    $83 to $295/night

  22. CONDOMINIUM
    Tennis Village 81A

    Tennis Village 81A

    Miramar Beach, FL

    This villa is nestled in a community type atmosphere where your neighbors can stop by and sit with you on the porch swing. There is a private side yard with a deck for sunbathing and a covered patio to enjoy your summer meals outdoors. Whether...

    Pool
    FREE CANCELLATION

    $52 to $167/night

  23. CONDOMINIUM
    Lakefront 103

    Lakefront 103

    Miramar Beach, FL

    This private two story patio home boasts of the beautiful view over Lake Stewart and the Gulf of Mexico. Situated across the street from the Whales Tale and Beach Service the location is the best. Seascape Golf, Beach and Tennis Resort offers...

    Pool
    FREE CANCELLATION

    $68 to $214/night

  24. COTTAGE
    Camp David

    Camp David

    Navarre, FL

    "Camp David " is a stunning brand new 3 story single family home. Features 4 bedrooms and 2.5 bathrooms. Breathtaking views along the Sound shoreline and only a 5 minutes drive to the Gulf of Mexico. First floor has Full/twin Bunk Room sleeps 2, on...

    Pool
    FREE CANCELLATION

    $267 to $622/night

  25. HOUSE
    #203 Crimson Condos

    #203 Crimson Condos

    Madeira Beach, FL

    Beautiful, bright, spacious 3 bedroom 3 bath condo is waiting for you to enjoy! This updated retreat has it all, including one of a kind views, and proximity to all of the amenities southern Madeira Beach offers. Free Wifi The newly remodeled...

    Pool Hot Tub

    $287 to $512/night

  26. HOUSE
    #154 Surf Song Resort

    #154 Surf Song Resort

    Madeira Beach, FL

    Perhaps no better deal at Surf Song Resort! Prime beach and pool location with views! This studio, motel style, vacation rental has recently been remodeled, including new furnishings. This nicely decorated, ground floor unit offers a comfortable...

    Pool

    $136 to $231/night

  27. HOUSE
    #405 Beach Place Condos

    #405 Beach Place Condos

    Madeira Beach, FL

    Very cute and updated 3 bedroom, 2 bath home is available at popular Beach Place Condos. This 1,360 square foot home sleeps up to eight and is near all the top amenities! Perfect family designed retreat is ready for your vacation to begin. Free...

    Pool

    $235 to $440/night

  28. HOUSE
    #301 Sandy Shores Condos

    #301 Sandy Shores Condos

    Madeira Beach, FL

    Views, views and more views are all here in this 1 bedroom 1 bath corner unit at Sandy Shores Condo John's Pass. This updated large open plan unit provides everything you need to have a memorable vacation. Sandy Shores #301 offers ample seating...

    Pool

    $208 to $346/night

  29. HOUSE
    #312 Beach Place Condos

    #312 Beach Place Condos

    Madeira Beach, FL

    Three Bedroom two bath direct beach front unit. Access balcony from living room and master bedroom. Master bedroom has king bed and walk in closet. Second bedroom has two queen beds and ample closet space. Third bedroom has one queen bed. Great...

    Pool

    $267 to $512/night

  30. HOUSE
    #348 Surf Song Resort

    #348 Surf Song Resort

    Madeira Beach, FL

    Just a few words described by our former guests regarding Surf Song Resort include: comfort, convenience, relaxing. This would also sum up 348 at Surf Song. This wonderful retreat offers 1 bedroom, 1 bathroom, with a direct beachfront covered...

    Pool

    $189 to $342/night