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
    The Bunratty Manor Florida

    The Bunratty Manor Florida

    Rotonda West, FL

    This extra Large, 3 + den/ 2 baths, home is one of the Rotonda waterways with the pool area facing South West. Home is Located in the newer 'Pine Valley' area, A/C area = 2130 sq.ft.The pool & lanai deck area is the whole width of the home for...

    Pool
    FREE CANCELLATION

    $146 to $206/night

  2. HOUSE
    Captiva Vista

    Captiva Vista

    Captiva, FL

    Welcome to the Captiva Vista on beautiful Captiva Island. Our ultra-exclusive home is located on the Gulf-to-Bay stretch of Captiva Island. Our home offers private beach access as well as bay/sound access with a dock on the opposite end of the...

    Pool

    $1,107 to $2,553/night

  3. HOUSE
    Luxury Home-Private Pool in Cory Lake Isles Gated

    Luxury Home-Private Pool in Cory Lake Isles Gated

    Tampa, FL

    Huge 5 bedroom, 2 story executive home with a private pool.  Beautifully landscaped on the largest private property in the entire community, and offering over 2-Acres of Private Pool, Guard Gate, Fence, as well the entire cul-de-sac corner for you...

    Pool Pets OK
    FREE CANCELLATION

    $332 to $377/night

  4. HOUSE
    463B- The Morganite Nest

    463B- The Morganite Nest

    Captiva, FL

    463B - The Morganite Nest Located off Hidden Lane, in a nice secluded area of North Captiva Island Welcome to The Morganite Nest this beautiful rare gem has 3 Bedroom 4 Bathroom, private pool and is built with a Reserve Plan layout, so you and...

    Pool

    $201 to $634/night

  5. HOUSE
    Bonita Home #66365

    Bonita Home #66365

    Marco Island, FL

    New Listing! Be The First To Give This Home A 5 Star Review Distance to Marco Island South Beach Entrance: 2.7 miles Distance to Tigertail Beach Entrance: 2.9 miles Distance to Private Residents' Beach (Monthly stay restriction): 1.2 mile Special...

    Pool

    $331 to $762/night

  6. HOUSE
    Luxe Waterfront Estate w/ Pool & Dock- Walk to Beach

    Luxe Waterfront Estate w/ Pool & Dock- Walk to Beach...

    Fort Lauderdale, FL

    Set amid mansions on the Intracoastal Waterway, this sophisticated 6BR/6.5BA estate boasts one of the most exclusive locations in Fort Lauderdale. Gourmet kitchen, stunning canal-front heated pool, and large patio with outdoor dining. Minutes to...

    Pool
    FREE CANCELLATION

    $1,059 to $2,988/night

  7. HOUSE
    Kendall House #66754

    Kendall House #66754

    Marco Island, FL

    Distance to Marco South Beach Entrance: 3.6 miles Distance to Tigertail Beach Entrance: 0.8 miles Distance to Residents' Beach Entrance (Monthly stay restrictions): 1.9 miles 815 Kendall Drive is a breathtaking waterfront estate, boasting 2,850...

    Pool Hot Tub

    $287 to $681/night

  8. HOUSE
    Bald Eagle Home #62266

    Bald Eagle Home #62266

    Marco Island, FL

    400 Bald Eagle is an impressive three-bedroom home on Marco Island with large living spaces, private, elegant bathrooms, a gourmet kitchen and a private pool and shaded lanai that you’ll have to see to believe. Outside, this waterfront home is an...

    Pool

    $232 to $556/night

  9. HOUSE
    Wintergreen Home #61001

    Wintergreen Home #61001

    Marco Island, FL

    This stunning, four-bedroom home with a sparkling private pool, three elegant bathrooms, a fully furnished kitchen and two levels of luxurious living space. This modern waterfront home combines classic coastal flair with modern comforts and...

    Pool Hot Tub

    $502 to $968/night

  10. HOUSE
    Peach Home #62051

    Peach Home #62051

    Marco Island, FL

    Relax in an open, bright, and comfortable house with a large dock, screened-in lanai, and direct access to open water. This lovely home offers a Southern exposure so you can enjoy the sun most of the day on the dock and in the pool and spa or relax...

    Pool

    $359 to $833/night

  11. HOUSE
    255- Serenity Now

    255- Serenity Now

    North Captiva, FL

    Serenity Now is the perfect choice for your vacation. This is one North Captiva’s large well appointed pool homes. It checks the three most important boxes on your vacation search list comfort, pool and beach. This home has beds abound with 2 king...

    Pool

    $251 to $753/night

  12. DUPLEX
    4BR Updated Triplex w/ Private Pool

    4BR Updated Triplex w/ Private Pool

    Wilton Manors, FL

    A prime locale just 4.5 miles from Fort Lauderdale Beach, this fully renovated 4BR/4BA triplex features all new furnishings, top-of-the-line appliances, and prime outdoor entertaining space. Lounge poolside in the privacy of your fenced, tropical...

    Pool Pets OK
    FREE CANCELLATION

    $218 to $1,037/night

  13. HOUSE
    168- Blue Laguna

    168- Blue Laguna

    North Captiva, FL

    BRAND-NEW RENOVATED 3 BEDROOM/3 BATH HOME WITH POOL, POOL TABLE, & AIRSTRIP MEMBERSHIP! Beautiful and welcoming are just two words to describe this magnificent, 4 story home with private pool and sweeping 360 degree water views from the observation...

    Pool

    $207 to $653/night

  14. DUPLEX
    Waterfront 3BR, Private Pool & Dock

    Waterfront 3BR, Private Pool & Dock

    Fort Lauderdale, FL

    Take in Intracoastal water views from your private backyard at this 3BR/2.5BA tropical retreat. Your two-story townhouse features 2,193 square feet of luxurious living space. Vaulted ceilings, tile floors, and stylish furniture add to the appealing...

    Pool
    FREE CANCELLATION

    $267 to $1,078/night

  15. HOUSE
    043- Toes In The Sand

    043- Toes In The Sand

    Captiva, FL

    Toes In The Sand is a lovely spacious 3 bedroom, 3 bath pool home that has been beautifully designed and furnished by an interior designer. Enjoy 5 screened in porches/decks and over 1500 sq. ft. of outdoor living space. The spacious, well equipped...

    Pool

    $226 to $577/night

  16. 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

  17. HOUSE
    390 Palermo Circle

    390 Palermo Circle

    Fort Myers Beach, FL

    Welcome to our luxury beach home located on Palermo Circle in the much desired Time Square area of Fort Myers Beach. Property sits on a large corner lot, directly across from the back bay waters. Our 3 bedroom, 3 bathroom home has many upgrades...

    Pool

    $270 to $530/night

  18. HOUSE
    169-Key Lime Time

    169-Key Lime Time

    North Captiva, FL

    Fantastic Key Lime Time 5 bedroom Pool home w/Spa & amazing Gulfviews! Professionally decorated! Pool kitchen with sink and extra fridge off the pool area/Gas weber grill/Stereo off pool area. Master w/King and private bath and access to screen...

    Pool

    $326 to $1,035/night

  19. HOUSE
    3BR w/ Private Pool, Tiki Hut

    3BR w/ Private Pool, Tiki Hut

    Fort Lauderdale, FL

    Start the day with a splash in your lushly landscaped saltwater pool at this completely renovated 3BR/2BA Fort Lauderdale home.There’s plenty of space to unwind poolside, and a fun tiki hut with dining table awaits for sharing meals outdoors....

    Pool Pets OK
    FREE CANCELLATION

    $198 to $812/night

  20. HOUSE
    4BR w/ Private Pool- Near Beach

    4BR w/ Private Pool- Near Beach

    Miramar Beach, FL

    Fondly known as “Our Shore Delight”, this 4BR/3BA house for six guests in Miramar Beach is a sure bet for a relaxing coastal getaway. Sugar-white sand beaches and emerald green waters are just three blocks away.Soak up the Florida sunshine from...

    Pool
    FREE CANCELLATION

    $196 to $682/night

  21. HOUSE
    390 Bayland Rd.

    390 Bayland Rd.

    Fort Myers Beach, FL

    Welcome to our Mid-Island beach home retreat. You will fall in love with our updated 3bed/2bath heated pool home which is located on a canal (with boat dock), one home away from the beautiful waters of the Back Bay. Our relaxing Fort Myers Beach...

    Pool

    $157 to $270/night

  22. CONDOMINIUM
    Emerald Grande 3 Bedroom

    Emerald Grande 3 Bedroom

    Destin, FL

    Emerald Grande At Harbor Walk Village Luxury on Florida's stunning emerald coast. Wyndham Emerald Grande is the perfect getaway for couples or the entire family. With spectacular views Destin Harbor, East Pass, Destin Bridge, Crab Island and the...

    Pool Hot Tub

    $334/night

  23. HOUSE
    8305 Estero Boulevard

    8305 Estero Boulevard

    Fort Myers Beach, FL

    Short Term Rental Registration Number is 19-0803Located on the South end of Fort Myers Beach is this spacious, waterfront, fully furnished, three bedroom, two bathroom, screened and heated pool home with private boat house and dock **THERE IS NO...

    Pool Pets OK

    $216 to $387/night

  24. CONDOMINIUM
    Land's End #403 building 5- TOP Floor/Amazing Views/UPDATED!

    Land's End #403 building 5- TOP Floor/Amazing Views...

    Treasure Island, FL

    2-bedroom, 2-bathroom condo at Land’s End that has lovely updates! This condo has an absolutely gorgeous kitchen that has been redone with new backsplash, black granite countertops and stainless-steel appliances, both bathrooms have been updated...

    Pool Hot Tub

    $162 to $405/night

  25. HOUSE
    3BR w/ Dock, Screened Pool & Hot Tub

    3BR w/ Dock, Screened Pool & Hot Tub

    Nokomis, FL

    Situated on a quiet cul-de-sac, this 3BR/2BA bayside home offers a dreamy coastal retreat. Interiors exude a bright and beachy style, with gorgeous tile throughout. Highlights include a screened porch, a private heated and caged pool, and hot tub...

    Pool Hot Tub
    FREE CANCELLATION

    $149 to $365/night

  26. CONDOMINIUM
    Gulf Dunes 205

    Gulf Dunes 205

    Fort Walton Beach, FL

    This one-bedroom/one and a half bath unit has been decorated with a Caribbean touch that lends to the feeling of being right on the beach. There's lots of great artwork and other wall decorations throughout the space. This condo has wonderful views...

    Pool
    FREE CANCELLATION

    $171 to $271/night

  27. CONDOMINIUM
    Seagrass Flats All Units

    Seagrass Flats All Units

    Bradenton Beach, FL

    Seagrass Flats Condo is a four unit complex located at 101 25th Street North in Bradenton Beach that features a large heated pool and bbq area. Immediately across from the beach, you can be on the sand in less than one minute. It’s a perfect...

    Pool
    FREE CANCELLATION

    $551 to $1,781/night

  28. HOUSE
    3BR Home w/ Game Room, Pool & Sun Porch

    3BR Home w/ Game Room, Pool & Sun Porch

    Delray Beach, FL

    Seven blocks from Atlantic Avenue and Delray Beach, this 3BR/2.5BA Key West-style home for 6 promises the getaway you've been looking for. From the modern kitchen to the secluded pool and patio, there's plenty of indoor and outdoor space for your...

    Pool
    FREE CANCELLATION

    $382 to $520/night

  29. HOUSE
    Sunset View

    Sunset View

    Bradenton Beach, FL

    Sunset View is a three bedroom, two bath home located at 100 7th Street South in Bradenton Beach. This home has been totally renovated and features a large heated pool. Sunset View is directly across the street from a wide expanse of beach – no...

    Pool
    FREE CANCELLATION

    $297 to $1,781/night

  30. HOUSE
    Sail Away Cottage

    Sail Away Cottage

    Bradenton Beach, FL

    The Sail Away Cottage is located at 2113 Avenue C in Bradenton Beach. This historic cottage was built in 1920 and moved to its current location in the 1980’s. It is only 170 steps to the sandy beaches and there is even a peek of the gulf! While...

    Pool
    FREE CANCELLATION

    $238 to $1,781/night