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
    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

  2. 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

  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. 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

  5. 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

  6. CONDOMINIUM
    Sandestin Elation- Baytowne Wharf

    Sandestin Elation- Baytowne Wharf

    Miramar Beach, FL

    The kitchen comes fully equipped with everything you need to make yourself right at home and also has granite counter tops. Enjoy the phenomenal bay view and golf course views from your 4th floor balcony with table and chairs or enjoy the view out...

    Pool Hot Tub
    FREE CANCELLATION

    $99 to $146/night

  7. CONDOMINIUM
    Azure 504

    Azure 504

    Fort Walton Beach, FL

    THIS UNIT HAS A SATURDAY TO SATURDAY REQUIREMENT DURING PEAK SEASON! ** YOU MUST SEE THIS UNIT** One of the newest and most upscale properties on the Island - you will LOVE THE AZURE! NOW FEATURING KEYLESS ENTRY! Hot tubs, pools, amazing pool area,...

    Pool Hot Tub
    FREE CANCELLATION

    $243 to $461/night

  8. HOUSE
    Your Dream Come True Vacation Home. 9158

    Your Dream Come True Vacation Home. 9158

    Davenport, FL

    5 Kings, 4 Twins, 2 Bunks With Twin Beds You won't want to go home after staying in this enormous vacation home with 8 bedrooms! Welcome to the vacation home of your dreams... At almost 4000 sq. ft., you will see beautiful bright space in every...

    Pool

    $495 to $792/night

  9. HOUSE
    Bella Rosa- 1177340

    Bella Rosa- 1177340

    Miramar Beach, FL

    Welcome to Bella Rosa!This incredible home is just steps to the beach with everything you’d want in a luxury vacation home including a heated pool( for an extra fee) with a waterfall,grill and a golf cart that seats six so that you don’t even...

    Pool Hot Tub
    FREE CANCELLATION

    $501 to $786/night

  10. CONDOMINIUM
    Anglers Cove Condo #7341

    Anglers Cove Condo #7341

    Marco Island, FL

    One bedroom-one bath condo with pool views in waterfront Resort Complex. Lovely pool views from unit balcony area. Two Full size beds in bedroom suite and sofa sleeper for extra Guest. Tile floors throughout. Enjoy two pools-two spas and the onsite...

    Pool Hot Tub
    FREE CANCELLATION

    $253 to $583/night

  11. 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

  12. 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

  13. 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

  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
    Private Movie Theater, Pool Property. 1467

    Private Movie Theater, Pool Property. 1467

    Champions Gate, FL

    3 Kings, 2 Queens, 4 Twins, Bunk Bed, Trundle bedYou have arrived at our beautiful Floridian Modern Designed home with a private movie theater and great gallery games area, every room a winner and a great addition to your perfect vacation. This home...

    Pool Hot Tub

    $489 to $784/night

  16. HOUSE
    Seven Eagles Resort Get Away. 7522

    Seven Eagles Resort Get Away. 7522

    Reunion, FL

    2 Kings, 2 TwinsComfortable Tommy Bahama style Fabulous 3 bedroom 3 bathroom villa Reunion Resort and club Villa.Our beautiful 2150Sq.Ft villa and has one of the very best golf views in all of Reunion Resort - situated behind the 9th hole tee box on...

    Pool Hot Tub

    $178 to $286/night

  17. HOUSE
    2651 Oneida Loop

    2651 Oneida Loop

    Kissimmee, FL

    "Beautiful 5 bedroom, 4 bath Orlando vacation villa with 2 master suites, gorgeous pool/jacuzzi with conservation view for added privacy. Located in Indian Creek, just 3 miles from Disney World. Indian Creek features tennis courts, soccer fields and...

    Pool
    FREE CANCELLATION

    $180 to $248/night

  18. CONDOMINIUM
    Seagrape Bay #505

    Seagrape Bay #505

    Fort Myers Beach, FL

    Enjoy the beautiful back bay view from your screened balcony. The Seagrape Bay complex is located off of Mango Street, minutes walk to the beach. This two bedrooms, two bathroom condo is within walking distance to the beach, restaurants, local...

    Pool

    $73 to $220/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. CONDOMINIUM
    Hibiscus Pointe 564

    Hibiscus Pointe 564

    Fort Myers Beach, FL

    MONTHLY MINIMUM from the 1st to the 1st in peak season (Dec. - April) Situated along a canal overlooking Estero Bay, Hibiscus Pointe 564 is an island beauty of a vacation home that will serve as an ideal getaway for up to six lucky guests. This...

    Pool Hot Tub
    FREE CANCELLATION

    $68 to $261/night

  21. HOUSE
    Beach Club Luxury Home-Private Heated Pool/Spa

    Beach Club Luxury Home-Private Heated Pool/Spa

    Tampa, FL

    HUGE, Luxury Executive Home with private heated pool and spa, located in a gated community on the largest man-made lake in the state of Florida (164 acres)! There are 4 bedrooms, as well as a sleeper sofa in the living room and 2 air mattresses; 3...

    Pool Hot Tub Pets OK
    FREE CANCELLATION

    $332 to $377/night

  22. 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

  23. 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

  24. HOUSE
    115-Sea Glass

    115-Sea Glass

    North Captiva, Fl

    Sea Glass is a recently upgraded, custom-built 4 bedroom, 3 1/2 bath pool home that invites you to enjoy a true island getaway. With a short stroll to the beach, about 120 yards, this home is decorated with a cozy beach cottage flair and features...

    Pool

    $314 to $860/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
    Sanga Na Langa- No Worries

    Sanga Na Langa- No Worries

    Captiva, FL

    Welcome to our Tropical Captiva Island Vacation home-away-from-home. We decided to name our home Sanga Na Langa which means No Worries in the Fijian language. Nothing is more fitting after you experience a week or longer at the home and on Captiva...

    Pool

    $596 to $1,021/night

  27. HOUSE
    Custom Built Modern Luxury Home. 8162

    Custom Built Modern Luxury Home. 8162

    Reunion, FL

    2 Kings, 2 Queens, 2 Twins Stunning Custom Built, Designer 3500Sq.Ft Pool Home Our 5 bedroom 4 bath Reunion Resort home is ready and available for you. Our beautiful new home has one of the largest outside screened in patio areas in Reunion....

    Pool

    $586 to $937/night

  28. CONDOMINIUM
    Anglers Condo #66362

    Anglers Condo #66362

    Marco Island, FL

    This unit will WOW you...stunning and completely renovated with beautiful new Kitchen and Walk-in Shower bathroom! Treat yourself to a totally remodeled unit with full-size appliances, dishwasher...everything new! Nice open floor plan. One bedroom -...

    Pool
    FREE CANCELLATION

    $266 to $571/night

  29. CONDOMINIUM
    Barfield Condo #7385

    Barfield Condo #7385

    Marco Island, FL

    Cozy two bedroom-one bath unit in convenient Island location- walking distance to shopping and Restaurants. The master bedroom has a King size bed.  The Guest bedroom features two Twin Sets.  There is also a sofa sleeper for extra sleep space....

    Pool Hot Tub
    FREE CANCELLATION

    $292 to $676/night

  30. HOUSE
    420 Donora Boulevard

    420 Donora Boulevard

    Fort Myers Beach, FL

    Short Term Rental Registration Number is 19-0731The decor is absolutely beautiful, making you feel like you are truly at a beach home. Very large kitchen with new appliances and all the essentials of home including seating for 8 at dining table....

    Pool

    $179 to $364/night