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. COTTAGE
    Palms of Sanibel Green Cottage

    Palms of Sanibel Green Cottage

    Sanibel, FL

    Welcome to our charming Palms of Sanibel Green Cottage located on Sanibel Island near the Sanibel lighthouse. This one bedroom/one bathroom cottage has a queen bed located off the living room. The cottage features a full kitchen and bathroom. While...

    Pool Pets OK

    $149 to $298/night

  2. COTTAGE
    Palms of Sanibel Blue Cottage

    Palms of Sanibel Blue Cottage

    Sanibel, FL

    Welcome to our charming Palms of Sanibel Blue Cottage located on Sanibel Island near the Sanibel lighthouse. This one bedroom/one bathroom cottage has a queen bed located off the living room that can be seperated by a folding door for privacy. The...

    Pool Pets OK

    $149 to $298/night

  3. 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

  4. 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

  5. CONDOMINIUM
    Loggerhead Cay 433

    Loggerhead Cay 433

    Sanibel, FL

    We welcome you to Loggerhead Cay 433 on beautiful Sanibel Island. Our third floor vacation rental condominium features a full kitchen with all appliances and nicely updated cabinets. Our unit also has a dining area and spacious living room with...

    Pool

    $119 to $349/night

  6. COTTAGE
    Palms of Sanibel Lavender Cottage

    Palms of Sanibel Lavender Cottage

    Sanibel, FL

    Welcome to our charming Palms of Sanibel Lavender Cottage located on Sanibel Island near the Sanibel lighthouse. This is a two bedroom/one bathroom cottage has a queen bed located off the living room which may be seperated by a folding door for...

    Pool Pets OK

    $179 to $357/night

  7. 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

  8. HOUSE
    Captiva Breeze

    Captiva Breeze

    Captiva, FL

    4 bedrooms each with own bath; arcade games, pool table and ping pong. Sleeps 10 You’ll lavish in the breeze of the ocean from this 4-bedroom home’s rooftop captain deck after beach walks, swimming in the private pool, dipping in the hot tub or...

    Pool

    $554 to $1,191/night

  9. CONDOMINIUM
    Surfside 12 C4

    Surfside 12 C4

    Sanibel, FL

    3 Bedrooms, 2 Bathrooms (Sleeps 6) Direct gulf front three bedroom top floor East End condominium. Welcome to Surfside 12, unit C4. We have completely renovated our vacation rental home down to the studs. Everything is new and very high end. From...

    Pool

    $328 to $655/night

  10. HOUSE
    Gulf Breeze

    Gulf Breeze

    Sanibel, FL

    Welcome to our private Sanibel Island beach home away from home called Gulf Breeze. We named it Gulf Breeze due to the wrap around screened lanai that allows the warm Gulf Breezes to flow in whenever you'd like. Just open the lanai doors and you...

    Pool

    $197 to $399/night

  11. CONDOMINIUM
    Loggerhead Cay 332

    Loggerhead Cay 332

    Sanibel, FL

    2 Bedrooms, 2 Bathrooms (Sleeps 6) Loggerhead Cay 332 is a new unit to the Sanibel Island vacation rental market. Our two bedroom/two bathroom condominium features a spacious living area with a queen sleeper sofa, dining area and full kitchen...

    Pool Pets OK

    $119 to $341/night

  12. CONDOMINIUM
    South Seas Beach Villa 2313

    South Seas Beach Villa 2313

    Captiva, FL

    South Seas Beach Villa 2313 is a very nicely renovated and luxury vacation rental condominium located at the South Seas Island Resort Beach Villas Complex. Our spacious one bedroom/one bathroom condominium features a very comfortable king sized bed...

    Pool

    $208 to $341/night

  13. HOUSE
    Palmflower House

    Palmflower House

    Captiva, FL

    Palmflower House is a true island retreat amongst mature tropical foliage with a great feeling of privacy with a boat dock and just 200 yards to the beach.  Our ground floor home features nautical decor with wood floors throughout and over 4000...

    Pool

    $511 to $1,123/night

  14. HOUSE
    069-Casa La De Da

    069-Casa La De Da

    North Captiva, Fl

    This lovely 5 bedroom upside down home is situated directly on the Gulf of Mexico. Plenty of space for a large family or two families. King Master Bedroom w/Private Bath/Guest Bunk w/Double on bottom & 2nd Bunk bed set /Guest Twin Bedroom all...

    Pool

    $220 to $722/night

  15. HOUSE
    6036 Estero Blvd.

    6036 Estero Blvd.

    Fort Myers Beach, FL

    Short Term Rental Registration Number is 20-0265Welcome to our 6036 Estero Beach Villa, it is 2000+ sq.ft. 3 bedroom, 2 full bathrooms with loft duplex. Located on the beach side with your private beach access right outside your back door - sand is...

    $171 to $324/night

  16. CONDOMINIUM
    Bella Lago Unit 244

    Bella Lago Unit 244

    Fort Myers Beach, FL

    Welcome to our updated, newer built Bella Lago property located at the South-end of Fort Myers Beach, you are in walking distance to many venues including restaurants, back bay marinas, Gulf of Mexico waters/beach and shops. The Bella Lago...

    Pool

    $198 to $395/night

  17. CONDOMINIUM
    Beach Villas #101

    Beach Villas #101

    Fort Myers Beach, FL

    Beautifully updated beach front condo in the Beach Villas complex. Located at the North-end of Fort Myers Beach, you are in walking distance to the Time Square area (local restaurants, entertainment and shops) and Bowditch Park. As soon as you...

    Pool

    $216 to $467/night

  18. CONDOMINIUM
    Unit 1905

    Unit 1905

    Panama City Beach, FL

    Amazing Gulf Front Condo - High Floor & Newly Renovated - Beach Chairs IncludedStart your day smiling toward the Gulf from this newly renovated and beautifully decorated apartment with breathtaking ocean views. Then kiss the day goodnight while...

    Pool Hot Tub
    FREE CANCELLATION

    $188 to $445/night

  19. CONDOMINIUM
    Castle Beach Unit 403

    Castle Beach Unit 403

    Fort Myers Beach, FL

    Our condo is a two bedroom, 1.5 bathroom with a full kitchen, and a spacious family room with new carpet, new sofa with sleeper sofa, love seat and chair. It also has a wall mounted flat screen TV in the family room and washer/dryer. There are...

    Pool

    $171 to $287/night

  20. VILLA
    Marina Villa One Bedroom

    Marina Villa One Bedroom

    Placida, FL

    This Harbortown villa is on the mainland of Palm Island Resort with a view of the marina and the Inter-coastal Waterway. Enjoy the Palm Island Resort services via a short water taxi trip during operating hours. This 1 bedroom/1 bath unit features a...

    Pool
    FREE CANCELLATION

    $182 to $245/night

  21. TOWNHOUSE
    NORTH SHORE 977

    NORTH SHORE 977

    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

    $207 to $541/night

  22. CONDOMINIUM
    Gateway Villas #299

    Gateway Villas #299

    Fort Myers Beach, FL

    Our lovely two bedroom, two bathroom corner unit located in the much desired Gateway Villas complex on the North-end of Fort Myers Beach. This gated community has a heated pool with lounge chairs on the pool deck, ground level laundry facility,...

    Pool

    $198 to $413/night

  23. CONDOMINIUM
    EB&Tennis #906B

    EB&Tennis #906B

    Fort Myers Beach, FL

    Welcome to our 9th floor Estero Beach and Tennis Club unit. You will truly love your stay here! Not only does our property have all the essentials of home, but you will love the views of the Gulf of Mexico waters from you lanai, the beautiful...

    Pool

    $94 to $247/night

  24. 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

    $182 to $634/night

  25. HOUSE
    163-Pelican Pointe

    163-Pelican Pointe

    North Captiva, FL

    This 4 bedroom home has the best views on the island! Walk out your door onto the beach. Pelican point, brand new (Dec 2007) 4 bedroom luxury home only 12 steps to the Gulf of Mexico waters. Only a sugar white sand beach seperate you and the Gulf...

    Pool Hot Tub

    $251 to $816/night

  26. CONDOMINIUM
    Unit 1605

    Unit 1605

    Panama City Beach, FL

    This 1388 square-foot oceanfront unit offers an open floor plan and a large fully equipped kitchen with granite counter tops. Enjoy breathtaking views from the spacious 360 square-foot balcony.Our two bedroom accommodations include a master bedroom...

    Pool Hot Tub
    FREE CANCELLATION

    $171 to $428/night

  27. CONDOMINIUM
    Pelican Watch #503

    Pelican Watch #503

    Fort Myers Beach, FL

    Looking for a beautiful beachfront condo with gorgeous Gulf of Mexico views? This property was recently remodeled and professional decorated from top to bottom. It is a 3 bedroom, 2 bathroom property located in the Time Square area of Fort Myers...

    Pool

    $225 to $279/night

  28. CONDOMINIUM
    South Seas Tower 4 #1912

    South Seas Tower 4 #1912

    Marco Island, FL

    ***2 Week Min in Season***South Seas Club of Marco Island is a beautiful beachfront condo. Enjoy gorgeous sunsets, shelling, swimming, and fishing on three and one half mile of exquisite white sandy beach. For the adventurer, water activities such...

    Pool

    $154 to $356/night

  29. 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

  30. CONDOMINIUM
    Riverside F303

    Riverside F303

    Marco Island, FL

    ***Condo balcony is open, no screen enclosure in this unit**Riverside Club has exquisite views overlooking Marco Bay and the Judge S.S. Jolley Bridge. The amenities in this 275 unit complex include 2 Olympic-size swimming pools, two hot tubs, boat...

    Pool Hot Tub

    $130 to $194/night