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
    Palm Harbor Home #8509SKC

    Palm Harbor Home #8509SKC

    Kissimmee, FL

    Gorgeous 7 bedroom w/ 4.5 baths vacation home professionally designed and fully furnished with Ashley furniture. The first of two master bedrooms is on 1st floor with plenty of room for a king set, 4-piece ensuite and walk-in closet; there are 6...

    Pool Hot Tub

    $250 to $438/night

  2. 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

    $256 to $596/night

  3. HOUSE
    Elm Ct. 830 Marco Island Vacation Rental

    Elm Ct. 830 Marco Island Vacation Rental

    Marco Island, FL

    Due To Hurricane Irma Lanai Cage Will Be Completed In April 2018 The first thing you’ll notice about 830 Elm is the way the interior reflects the natural beauty of the sea and sky. The light blue color scheme throughout the home, mixed with...

    Pool Hot Tub

    $493 to $1166/night

  4. CONDOMINIUM
    Shorewood 3B

    Shorewood 3B

    Sanibel, FL

    Shorewood 3B is a beautiful three bedroom penthouse vacation rental condominium located in world-renowned Sanibel Island. Our top floor private vacation rental condo features nearly 2500 sq ft of living space with three bedrooms and three bathrooms,...

    Pool

    $375 to $655/night

  5. 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

    $2234 to $3804/night

  6. CONDOMINIUM
    Anglers Cove Condo #7413

    Anglers Cove Condo #7413

    Marco Island, FL

    Room with a view ! This top floor two bedroom-one bath Condo has panoramic water views from the private balcony area. Great for family vacationing with at King size bed in the Master and two twin bed sets in the Guest Bedroom. There is a sofa...

    Pool Hot Tub
    FREE CANCELLATION

    $131 to $355/night

  7. CONDOMINIUM
    Anglers Cove Condo #65033

    Anglers Cove Condo #65033

    Marco Island, FL

    Renovated and Guest Ready ! Fabulous 1 Bedroom Cabana unit in popular Waterfront Resort Upscale condominium with trendy decor...tile and granite throughout!Beautiful walk-in showers.Screened balcony with lovely garden views.King bed in the Master...

    Pool
    FREE CANCELLATION

    $123 to $284/night

  8. HOUSE
    Barcelona Private Home #47937

    Barcelona Private Home #47937

    Marco Island, FL

    Spacious and pristine single family vacation home with dock and lift !  Quick Gulf access through Roberts Bay. Bright and cheerful decor! Warm and sunny West facing pool lanai with large covered area for outdoor dining.  Grill available. Large...

    Pool Pets OK
    FREE CANCELLATION

    $378 to $695/night

  9. HOUSE
    Hickory Private Home #57444

    Hickory Private Home #57444

    Marco Island, FL

    Spacious and comfortable four bedroom waterfront pool home with beautiful wide water views ! Perfect central Island location close to shopping, the beach, and local shops and restaurants. Large open kitchen connects to the Family room and dining...

    Pool
    FREE CANCELLATION

    $528 to $1058/night

  10. HOUSE
    Ironwood Private Home #47071

    Ironwood Private Home #47071

    Marco Island, FL

    This newly remodeled 3 bedroom-2 bath home is the perfect location for your Marco Island Vacation ! Comfortable open concept kitchen with large dining area and living/family combination. Master bedroom features a King bed and all new en-suite bath...

    Pool Pets OK
    FREE CANCELLATION

    $265 to $695/night

  11. HOUSE
    Kendall Private Home #46566

    Kendall Private Home #46566

    Marco Island, FL

    Nice and comfortable 3 bedroom-2.5 bath inland pool home..perfect for Family Vacation ! Centrally located on the Island in the Tigertail Beach area. Master Suite boasts a King size bed and lovely en-suite bath. Queen beds in both Guest Bedrooms....

    Pool Pets OK
    FREE CANCELLATION

    $265 to $695/night

  12. 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

    $131 to $355/night

  13. HOUSE
    Dan River Private Home #50604

    Dan River Private Home #50604

    Marco Island, FL

    Exceptional waterfront Vacation home with boat dock and boat lift available for Guests! Located on the quiet North side of the Island with direct access to the Marco River to the shimmering waters of the Gulf of Mexico. Easy on and off the Island...

    Pool
    FREE CANCELLATION

    $528 to $1058/night

  14. CONDOMINIUM
    Anglers Condo #66743

    Anglers Condo #66743

    Marco Island, FL

    SUPER CUTE...remodeled and guest ready- 1 bedroom-2 bath cabana unit in prime Island Resort Complex! Multi-level condo with downstairs Florida Room and bath with walk-in shower-PERFECT for relaxing.... Upstairs features a Trendy and Modern open...

    Pool Hot Tub
    FREE CANCELLATION

    $123 to $284/night

  15. CONDOMINIUM
    Anglers Cove Private Condo #45936

    Anglers Cove Private Condo #45936

    Marco Island, FL

    Lovely 1 bedroom, 1 bath condominium in popular waterfront Island Complex. Nice and updated with all new kitchen ! King bed set in bedroom suite. Sofa Sleeper in main living area. Pretty Pool and Bay views ! Resort amenities include: two heated...

    Pool
    FREE CANCELLATION

    $123 to $284/night

  16. 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

    $123 to $284/night

  17. CONDOMINIUM
    Anglers Condominium J305

    Anglers Condominium J305

    Marco Island, FL

    Light and airy with Florida decor throughout...this condo is a perfect vacation retreat! Clean and bright...tile floors..relax in comfort overlooking the pool and out to the bay. One bedroom-one bath unit located in popular Island Resort Complex....

    Pool
    FREE CANCELLATION

    $120 to $279/night

  18. HOUSE
    Somerset Private Home #62518

    Somerset Private Home #62518

    Marco Island, FL

    Cozy-Comfy-Coastal Feel vacation home in quiet walk to the beach location on Marco Island.... Enjoy yourself relaxing at this lovely 3 bedroom-2 bath single family home....large lanai and private yard overlooking the preserve area where the Eagles...

    Pool
    FREE CANCELLATION

    $265 to $695/night

  19. HOUSE
    Magnolia Private Home #59999

    Magnolia Private Home #59999

    Marco Island, FL

    Magnificient-Newly remodeled and refurnished waterfront pool home with expansive water views from stunning lanai ! Spacious home with open floor plan...a perfect Island Vacation Retreat property. Located close to town. Three bedroom-Two bath ...tile...

    Pool Hot Tub
    FREE CANCELLATION

    $445 to $762/night

  20. HOUSE
    108 Templewood #65261

    108 Templewood #65261

    Marco Island, FL

    Spacious and comfortable 3 bedroom-2 bath waterfront pool home centrally located on the Island. Quiet neighborhood setting close to shopping and Island activities. Large open floor plan with Kitchen-Great Room area perfect for relaxing...Pool table...

    Pool Pets OK
    FREE CANCELLATION

    $445 to $762/night

  21. 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

  22. 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

  23. TOWNHOUSE
    Yellow Lantana Townhome #76256

    Yellow Lantana Townhome #76256

    Kissimmee, FL

    This bright and airy living area is the perfect place for the family to enjoy after a long day. Watch the game on the large flat-screen TV or curl up and watch your favorite movie on the Disney channel. Our fully equipped kitchen has all the...

    Pool
  24. HOUSE
    Emerald Isle House #76253

    Emerald Isle House #76253

    Kissimmee, FL

    Welcome to our vacation home at Emerald Island Resort. Our home is located approximately 4 miles from the big Disney parks that Orlando is famous for. Our two-story home has bedrooms both upstairs and downstairs.  The downstairs bedrooms are:king...

    Pool
  25. HOUSE
    Belvoir House #76260

    Belvoir House #76260

    Kissimmee, FL

    This spacious 6 / 4 house is located in the gated golf community of Remington. King Master, queen master, twin master, queen / 2 twins with shared bathroom. Half bathroom in the pool area. Large kitchen & family room. Formal dining & quiet lounge....

    Pool
  26. HOUSE
    Stella Florida House #77718

    Stella Florida House #77718

    Kissimmee, FL

    Fantastic 6-bed property in the luxury gated community of Bella Vida. Offering the highest in comfort and style. Bedroom Arrangements are: Two King masters with ensuite King Master with shower Full-size master with shower Queen master connecting...

    Pool
  27. 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

    $107 to $235/night

  28. 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

  29. HOUSE
    Tropical Daze Upper

    Tropical Daze Upper

    Bradenton Beach, FL

    Tropical Daze is the pinnacle of Anna Maria Island vacation rentals located at 2315 Gulf Drive North in the city of Bradenton Beach! This spacious home has been recently remodeled to combine comfort, class, and convenience. The unique home is...

    $256 to $463/night

  30. 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