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:


Filter resultsGo Reset filtersReset Close
  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
    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

  4. CONDOMINIUM
    Sundial T201

    Sundial T201

    Sanibel, FL

    Pictures Coming Soon!! Lovely gulf view condo. Two bedrooms, two bathrooms plus den which can close off to be a 3rd bedroom. Located off of Middle Gulf Drive, Sundial T201 is located on the second floor with an elevator in the building. Our vacation...

    Pool

    $298 to $494/night

  5. 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

  6. CONDOMINIUM
    South Seas Beach Villa 2318

    South Seas Beach Villa 2318

    Captiva, FL

    2 Bedrooms, 2 Bathrooms (Sleeps 6) Welcome to South Seas Serenity. This newly remodeled modern luxury condo is nestled in heart of Captiva, one of the premiere vacation destinations in the Southwest Florida. Situated across from Doc Fords Rum Bar...

    Pool

    $435 to $708/night

  7. HOUSE
    Enchanted Getaway in Calabay Parc with private pool and game room.

    Enchanted Getaway in Calabay Parc with private pool and ...

    Davenport, FL

    This is a wonderful vacation home in Calabay Parc with a homey feeling that is so close to all the Orlando attractions. This vacation rental will keep you returning time after time.  Imagine sitting on the patio sipping a cool drink, the kids in...

    Pool
    FREE CANCELLATION

    $191 to $240/night

  8. HOUSE
    Sea Mist

    Sea Mist

    Anna Maria, FL

    Welcome to Sea Mist! his beautiful 3 bedroom 2 bathroom property has 1,742 square feet of living space and the ability to accommodate 6 guests very comfortably inside and out. From the quality quilts and linens on the beds, to TV's in the living...

    Pool

    $244 to $490/night

  9. HOUSE
    Gladiolus on the Water

    Gladiolus on the Water

    Anna Maria, FL

    The desirable North end of Anna Maria and a peaceful canal front setting make this beautiful home a perfect vacation getaway! Gladiolus on the Water was recently updated with new furnishings and fresh paint, all tied together with a festive and...

    Pool

    $255 to $470/night

  10. CONDOMINIUM
    Pointe Santo de Sanibel E6

    Pointe Santo de Sanibel E6

    Sanibel, FL

    Pointe Santo de Sanibel E6 is a very nice ground floor direct beach front vacation rental condominium. The best aspect is how close to the sand the unit is as well as unit E6 being truly on the ground level. You can walk right out from the private...

    Pool

    $299 to $605/night

  11. 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

  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. CONDOMINIUM
    Pelican Watch #207

    Pelican Watch #207

    Fort Myers Beach, FL

    Newly renovated unit located in the Pelican Watch. one of the most popular condominiums on the North end of Fort Myers Beach. Located in a very ideal spot. Close to Time Sq., Pier, Shops, Groceries, and area churches. The Pelican Watch community has...

    Pool

    $225 to $279/night

  14. HOUSE
    Sirena Del Mar

    Sirena Del Mar

    Holmes Beach, FL

    Sirena del Mar is a three bedroom, two bath home located at 201 30th Street in Holmes Beach. This home has been totally renovated and features a small pool. Its two very short blocks to the wonderful, white sandy beaches. Sirena del Mar has a...

    Pool Pets OK
    FREE CANCELLATION

    $273 to $1,781/night

  15. CONDOMINIUM
    Waterscape C301

    Waterscape C301

    Fort Walton Beach, FL

    Waterscape is one of the area's most luxurious condominiums with every amenity desired. If you're looking for THE PLACE to take the kiddos for their very first trip to the beautiful beaches of the Gulf IS WHERE YOU WANT TO STAY!! If this condo is...

    Pool Hot Tub
    FREE CANCELLATION

    $227 to $490/night

  16. CONDOMINIUM
    Island Reef Unit 601

    Island Reef Unit 601

    Fort Myers Beach, FL

    Beach front condo with Gulf of Mexico water views located in the Island Reef complex. This property is a 2 bed/2 bath with spacious living areas. The layout of our condo is perfect for two couples or guests needing extra privacy. You are...

    Pool

    $136 to $282/night

  17. CONDOMINIUM
    Estero Sands 103

    Estero Sands 103

    Fort Myers Beach, FL

    WEEKLY MINIMUM Rental from Saturday to Saturday in peak season (Dec - April). Fun and Sun for the whole family! You can sit back, relax and soak up the delightfully warm Florida sun while the kids play on the beach or splash around in the heated...

    Pool
    FREE CANCELLATION

    $188 to $355/night

  18. HOUSE
    111 June Ct Home #63521

    111 June Ct Home #63521

    Marco Island, FL

    Fabulous Waterfront Vacation Home with lovely water views from the lanai ! Come and enjoy privacy and space to relax in this updated and pristine 3 bedroom 2 bath property. Upscale furnishings throughout-completely renovated and trendy! Split floor...

    Pool
    FREE CANCELLATION

    $379 to $934/night

  19. HOUSE
    Shell Seekers

    Shell Seekers

    Captiva, FL

    Welcome to Shell Seekers luxury at it's finest with more than 12,000 sq.ft.of living space offering the most stunning beach views from the 3,600 sq. ft. of decks and screened lanais. Our gulf front custom home offers premier indoor/outdoor living...

    Pool

    $1,107 to $2,809/night

  20. HOUSE
    Cardium Guest Cottage 1

    Cardium Guest Cottage 1

    Sanibel, FL

    2 Bedrooms, 1 Bathroom (Sleeps 4) East end cottage offering garden views from all windows. This unit and all it's amenities including, patio, laundry room, deck, patio, grill, window views and recycling/trash containers, garden hose are for the...

    Pets OK

    $119 to $268/night

  21. HOUSE
    Cardium Guest Cottage 2

    Cardium Guest Cottage 2

    Sanibel, FL

    2 Bedrooms, 1 Bathroom (Sleeps 4) East end cottage offering garden views from all windows. This unit and all it's amenities including, patio, laundry room, deck, patio, grill, window views and recycling/trash containers, garden hose are for the...

    Pets OK

    $119 to $268/night

  22. HOUSE
    New Latitude

    New Latitude

    Captiva, FL

    6 Bedrooms, 6 and a half Bathrooms (Sleeps 16) Welcome to New Latitude... The premier Captiva Island beach front estate. The home features six bedrooms all with en-suite bathrooms, one half bathroom. New Latitude is the perfect home for family...

    Pool

    $1,702 to $3,804/night

  23. HOUSE
    South Seas Beach House 18

    South Seas Beach House 18

    Captiva, FL

    If you are looking for the perfect island getaway we welcome you to stay a week or longer at South Seas Beach House 18.  Our vacation home away from home is located within the gates of the South Seas Island Resort on Captiva Island.  While Beach...

    Pool

    $724 to $1,320/night

  24. CONDOMINIUM
    Pointe Santo A41

    Pointe Santo A41

    Sanibel, FL

    Pointe Santo de Sanibel A41 is a very nicely upgraded top floor penthouse condominium. Step out onto the screened lanai or the private roof top sun deck and experience near gulf front views. This spacious unit has an updated and open kitchen with...

    Pool

    $204 to $511/night

  25. HOUSE
    Ultimate Retreat for Relaxation!

    Ultimate Retreat for Relaxation!

    Kissimmee, FL

    This Beautiful, Lavish, Fully Furnished and Elegantly Decorated 3,291 square foot, 6-bed/5-bath, 12 person stay vacation rental resort home is ideally located in Kissimmee, FL. This property has Free Wi-Fi, its own private and heated pool, game...

    Pool Hot Tub
    FREE CANCELLATION

    $158 to $287/night

  26. HOUSE
    Westbay Point Moorings 214

    Westbay Point Moorings 214

    Holmes Beach, FL

    Enjoy a canal view from this lovely 2 bedroom condo equipped with a heated pool, jacuzzi and tennis courts.~ A lovely two bedroom, two bathroom, canal front condominium at Westbay Point and Moorings on Holmes Beach. Enjoy the large lanai overlooking...

    Pool

    $171 to $192/night

  27. CABIN
    Minnow 1

    Minnow 1

    Anna Maria, FL

    The Minnow is a ground level, beautiful, tastefully decorated, polished terrazzo throughout, one bedroom, one bathroom bungalow offering a secluded and private screened in patio! It is only a short 2 minute stroll over to the beautiful white sandy...

    $118 to $235/night

  28. HOUSE
    Playa Encantada 214

    Playa Encantada 214

    Holmes Beach, FL

    Access that leads to one of the best beaches on the West Coast. Anna Maria Island gulf front complex with an elevator offers a recently remodeled 2BD/2BA with large lanai, covered parking and storage. This well maintained complex offers heated pool...

    Pool

    $150 to $372/night

  29. CABIN
    Latitude Adjustment

    Latitude Adjustment

    Anna Maria, FL

    Latitude Adjustment! Here it is: that stress-free attitude you've been wishing for in the "Old Florida" at Latitude Adjustment. This super-walkable villa is within steps of beach, bay, restaurants, bars, shops, piers, and more. A charming 2...

    Pets OK

    $118 to $265/night

  30. HOUSE
    Beachfront Bliss

    Beachfront Bliss

    Captiva, FL

    3 Bedrooms, 2 Bathrooms (Sleeps 8) Near the village of Captiva...your own private beach and completely restored and elegantly decorated beachfront cottage, brings you Bliss. It is truly a blissful stay as you open the shuttered doors and windows to...

    Hot Tub

    $511 to $1,059/night