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
    Gulf Pines

    Gulf Pines

    Sanibel, FL

    3 Bedrooms, 2 and a half Bathrooms (Sleeps 8) Enjoy Sanibel Island for a month or longer at our vacation home located in desirable Gulf Pines. Our stilted beach home has one bedroom and one bathroom on the main level with a spacious living room,...

    Pool Pets OK

    $131 to $357/night

  2. HOUSE
    The Osprey Roost Florida

    The Osprey Roost Florida

    Rotonda West, FL

    Newer home in Rotonda, Pine Valley section. This extra Large, 3 + den/2/2, home is on the center of three lots for privacy. Large waterway in the rear with South facing pool. The pool & spa deck area is the whole width of the home for maximum...

    Pool Hot Tub
    FREE CANCELLATION

    $146 to $206/night

  3. CONDOMINIUM
    Villa Sanibel 2B

    Villa Sanibel 2B

    Sanibel, FL

    Welcome to Villa Sanibel unit 2B. Our ground floor, two bedroom/two bathroom condo has been recently updated with new living furniture and lanai set. The kitchen and bathrooms have recently been updated as well. With sleeping for up to four guests,...

    Pool

    $170 to $366/night

  4. CONDOMINIUM
    Casa Marina 141

    Casa Marina 141

    Fort Myers Beach, FL

    TWO WEEK MINIMUM Rental from Saturday to Saturday in peak season (Dec - April). Located on the south end of Estero Island, this 2 bedroom 2 bath condo is on a canal leading out to Estero Bay. A large pool invites you to swim or just soak up the sun;...

    Pool
    FREE CANCELLATION

    $126 to $220/night

  5. CONDOMINIUM
    Creciente 413N

    Creciente 413N

    Fort Myers Beach, FL

    MONTHLY MINIMUM from the 1st to the 1st in peak season (Dec. - April). Breathtaking views of the sparkling Gulf waters and white sand beaches greet you as you enter this beautiful, spacious 2 Bedroom/2 Bath condo with over 1,400 sq. feet of living...

    Pool
    FREE CANCELLATION

    $93 to $217/night

  6. CONDOMINIUM
    Harbour Pointe South 1014

    Harbour Pointe South 1014

    Fort Myers Beach, FL

    MONTHLY MINIMUM from the 1st to the 1st in peak season (Dec. - April). Sunshine and Water, Water Everywhere! Located at the tip of a point on the south end of the island, the beautifully landscaped Harbour Pointe Resort Condominiums enjoy...

    Pool
    FREE CANCELLATION

    $75 to $217/night

  7. CONDOMINIUM
    Captains Bay 102

    Captains Bay 102

    Fort Myers Beach, FL

    TWO WEEK MINIMUM Rental from Saturday to Saturday in peak season (Dec - April). Captains Bay 102 is a fabulous way to spend your vacation! Beautifully decorated, this 2 Bedroom/2 Bath condo has a magnificent water view of the Preserve from nearly...

    Pool
    FREE CANCELLATION

    $117 to $233/night

  8. VILLA
    Oneida Florida Villa #76257

    Oneida Florida Villa #76257

    Kissimmee, FL

    This villa has everything! Tastefully decorated to ensure the guest feel at home as soon as they step through the door. This villa certainly has the WOW factor. Master Bedroom with en-suite and direct access to the lovely Pool and Spa. The second...

    Pool

    $244/night

  9. CONDOMINIUM
    Sundial C408

    Sundial C408

    Sanibel, FL

    This bright and airy unit is located on the fourth floor and just steps away to the beach and pool.  It is a 1 bedroom/1 bathroom vacation rental condo and offers beautiful views of the Gulf of Mexico from the private screened lanai.  You will...

    Pool

    $145 to $345/night

  10. HOUSE
    South Seas Beach House 29

    South Seas Beach House 29

    Captiva, FL

    Life doesn't get much better than staying for a week or longer at South Seas Beach House 29. Our vacation home away from home is located within the gates of the South Seas Island Resort on Captiva Island. While Beach House 29 is located within the...

    Pool

    $617 to $1,170/night

  11. HOUSE
    The Mosdean Villa Florida

    The Mosdean Villa Florida

    Rotonda West , FL

    4 BEDROOM / 3.5 BATH VILLA with 2 Master Suites: A 2009 Luxury ‘Builder’s Model’ type lakeside home has all custom ceiling fans w/ lights and large 16’ x 32’ pool + spa with Optional Electric Heating. Front Entry: Beautiful Landscaping...

    Pool Hot Tub
    FREE CANCELLATION

    $208 to $277/night

  12. CONDOMINIUM
    Loggerhead Cay 342

    Loggerhead Cay 342

    Sanibel, FL

    Loggerhead Cay 342 is a very nice 2nd floor, two bedroom/two bathroom vacation rental condominium located on world renowned Sanibel Island, Florida. Our condo features a spacious floor plan with a full kitchen, living area with sleeper sofa and...

    Pool

    $137 to $349/night

  13. HOUSE
    157-What The Shell

    157-What The Shell

    North Captiva, FL

    Great 4 bedroom pool home just a block from the beach. Interior decorated and designed. Pool kitchen too! What the Shell is a wonderful 3 bedroom/4 bath home with private pool. The home is professionally furnished and designed. All the homes...

    Pool

    $213 to $678/night

  14. HOUSE
    212-White Pelican Watch

    212-White Pelican Watch

    North Captiva, FL

    Views to the Beach and Cayo Costa from this fabulous 4 bedroom and 3 bath home. Walk down the sandy path to the beach right in front of this stately home. Let the crystal waters of the Gulf soothe and refresh you. Come get carried away by White...

    Pool Hot Tub

    $270 to $998/night

  15. HOUSE
    145-Osprey Nest

    145-Osprey Nest

    Captiva, FL

    This cozy two bedroom pool home is like brand new! Fully equipped! Osprey nest is a lovely brand new home with private pool and jacuzzi. This lovely home is interior decorated light contemporary thought through for comfort for a small family up to...

    Pool Hot Tub

    $132 to $414/night

  16. HOUSE
    166- La Brisa

    166- La Brisa

    Captiva, FL

    Fabulous 6 bedroom home with pool, rec room, media room, large living and kitchen. Interior designed! Just a block from the beach and Club resort. This Luxurious 6 bedroom home has it all. With over 5800 square feet of total living space, La Brisa...

    Pool

    $226 to $791/night

  17. HOUSE
    059-The Tin Snook

    059-The Tin Snook

    North Captiva, FL

    Very private 3 bedroom, 3 bath beachfront home with nice wooded views and the gulf in the distance. Located in picturesque Safety Harbor Club. This lovely 3 bedroom home is an upside down model with the living space upstairs. Enjoy vaulted ceilings...

    Pool

    $138 to $427/night

  18. HOUSE
    176-All Conch'ed Out

    176-All Conch'ed Out

    North Captiva, FL

    This is a beautiful new home with all the features that makes it the perfect tropical island vacation rental. Nicely decorated with a floor plan that will make you feel right at home. Beautiful hardwood floors and tile is just a start. You have...

    Pool Hot Tub

    $176 to $552/night

  19. HOUSE
    170-Solitude

    170-Solitude

    North Captiva, FL

    LAST MINUTE BOOKING DEAL 15% OFF RENT WHEN YOU BOOK & STAY DURING AUGUST 1- 28, 2019 Solitude is a unique North Captiva experience, in both location and layout. The perfect fit for large & multiple families alike; and quite simply a fisherman’s...

    Pool

    $358 to $1,123/night

  20. CONDOMINIUM
    Dunes of Panama B-204

    Dunes of Panama B-204

    Panama City Beach, FL

    Snowbirds Welcome21 & Older Families WelcomeNo PetsNo SmokingWiFiGreat 2nd floor location on famous Thomas Dr. on one of the most beautiful beaches in the USA. Panama City Beach is known for it's pure white sandy beaches and crystal clear waters of...

    Pool
    FREE CANCELLATION

    $201 to $321/night

  21. HOUSE
    044-Sunset Beach House

    044-Sunset Beach House

    North Captiva, Fl

    Best location on the Island!! Directly on the gulf with sweeping water front views. 2 Bedroom, 2 Bath. This 2 bedroom, 2 bath home is directly on the gulf. The perfect beach cottage. 1000 square feet of living space. The home has a great gulffront...

    Pool

    $188 to $596/night

  22. CONDOMINIUM
    Beach Colony West 4F- 1414159

    Beach Colony West 4F- 1414159

    Navarre, FL

    Welcome to Beach Colony West 4FIf you are looking for a Navarre vacation rental that offers you incredible views of the world's most beautiful beach, our 3 bedroom, 3 bath vacation rental that sleeps up to 10 is just the spot for you and your family...

    Pool Hot Tub
    FREE CANCELLATION

    $215 to $267/night

  23. CONDOMINIUM
    Magnolia House Condo #480

    Magnolia House Condo #480

    Destin, FL

     Magnolia House #209MUST BE 25YRS OF AGE OR OLDER TO BOOK. SUBJECT TO EVICTION IF FOUND IN VIOLATION OF BOOKING REQUIREMENTS.**FREE DAILY ACTIVITIES** Includes: (1) Round of Golf,  (1) Dolphin Cruise Ticket & (1) Deep Sea Fishing Charter for each...

    Pool Hot Tub
    FREE CANCELLATION

    $148 to $253/night

  24. TOWNHOUSE
    TIVOLI 5231

    TIVOLI 5231

    Miramar Beach, FL

    Enjoy FREE golf, FREE fishing, FREE parasailing, FREE Baytowne Wharf adventure zone pass, and FREE movie rentals each day of your stay. 1 adult pass per activity per day. Explore SoWal Package does not include stays over 14 nights. Inquire for rules...

    Pool
    FREE CANCELLATION

    $161 to $542/night

  25. HOUSE
    WaterColor 64 Vermilion Way

    WaterColor 64 Vermilion Way

    Santa Rosa Beach, FL

    HOME HIGHLIGHTS:- 6 Adult Bikes- Private Pool- Carriage House- Free WiFi- Nonsmoking property (inside and out)EXECUTIVE ACCESS: WaterColor guests staying at this 360 Blue property have complimentary access to 5 award winning community pools,...

    Pool

    $1,335 to $2,728/night

  26. HOUSE
    #1322 Sanibel Moorings Dockside

    #1322 Sanibel Moorings Dockside

    Sanibel, FL

    “Sanibel Moorings, located on Sanibel Island, Florida, is an idyllic tropical resort nestled on the Gulf of Mexico comprised of 122 individual owned suites. Boasting luxurious resort condominiums, a wide stretch of private shell-covered beach,...

    Pool
    FREE CANCELLATION

    $220 to $362/night

  27. HOUSE
    170 Washington Avenue

    170 Washington Avenue

    Fort Myers Beach, FL

    Short Term Rental Registration Number is 19-0789Newly remodeled, pet friendly single family home has all luxuries of home. The decor is absolutely beautiful, making you feel like you are truly at a beach home. The new kitchen including new modern...

    Pets OK

    $108 to $211/night

  28. CONDOMINIUM
    Gateway Villas #895

    Gateway Villas #895

    Fort Myers Beach, FL

    Island Time is located at the north end of Fort Myers Beach. The property decor is beautiful, making you feel like you are truly at a beach home. The updated kitchen has all the essentials of home including seating for 4 at dining table and a...

    Pool

    $136 to $305/night

  29. CONDOMINIUM
    Gateway Villas #797

    Gateway Villas #797

    Fort Myers Beach, FL

    Completely remodeled from top to bottom Gateway Villas condo is a spacious 2 bedroom/2 bath beach condo. The decor is absolutely beautiful, making you feel like you are truly at a beach home. Updated kitchen with all the essentials of home...

    Pool

    $296 to $556/night

  30. CONDOMINIUM
    Sanibel Siesta on the Beach unit 206

    Sanibel Siesta on the Beach unit 206

    Sanibel, FL

    This pretty second floor corner unit boasts recent upgrades, including all furniture, new kitchen & bathrooms, and a brand new 46" flat screen TV! Nice garden view from lanai. New king bed, 2 twins, sleeper - can sleep up to 6. Convenient location,...

    Pool
    FREE CANCELLATION

    $238 to $452/night