Top Holiday rentals in Florida Gulf Coast

Find the Top Holiday rentals in Florida Gulf Coast – 100+ Quality Options from Leading Providers

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Rooms & Guests
22 Guests, 1 Room
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121-135 out of 135 holiday rentals
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Apartment
4 adults
2 bedrooms
2 beds
From   US$ 289 /nightSelect
  • Private beach access for guests
  • Canoeing and fishing activities available
  • Family-friendly accommodations offered
Apartment
6 adults
2 bedrooms
3 beds
From   US$ 260 /nightSelect
  • Outdoor pool with sea views
  • Private entrance for added privacy
  • Fishing and tennis on-site
  • Sea Views
  • Fully Equipped Kitchen
  • Outdoor Dining
From   US$ 127 /nightSelect
  • Balcony with stunning sea views
  • Private garden with barbecue facilities
  • Family-friendly with children's play area
  • Fitness Centre
  • Outdoor Pool
  • Canoeing
From   US$ 218 /nightSelect
  • Outdoor swimming pool with scenic views
  • On-site water sports and fishing activities
  • Tennis court and fitness center available
  • Private bathroom
  • Air conditioning
  • Outdoor seating
From   US$ 171 /nightSelect
  • Well-fitted kitchens in all units
  • On-site parking available at no charge
  • Private outdoor seating areas
Apartment
  • Private Beach
  • Outdoor Pool
  • Tennis Equipment
From   US$ 316 /nightSelect
  • Private beach access for exclusive relaxation
  • Outdoor swimming pool with sea views
  • Tennis equipment available on-site
  • Private Pool
  • Beach Access
  • Heated Pool
From   US$ 165 /nightSelect
  • Private pool with garden views
  • Direct beach access for guests
  • Heated outdoor swimming pool
  • Private Pool
  • Golf Course
  • Outdoor Dining
From   US$ 178 /nightSelect
  • Private pool with patio view
  • Fully equipped kitchen available
  • Golf course on site
  • Outdoor Pool
  • Children's Playground
  • Fitness Centre
From   US$ 64 /nightSelect
  • Stunning Gulf views from every unit
  • Heated outdoor swimming pool available
  • Direct beach access for guests
Apartment
  • Outdoor Pool
  • Sea Views
  • Full Kitchen
From   US$ 135 /nightSelect
  • Balcony with stunning sea views
  • Outdoor pool for relaxation and fun
  • Variety of activities offered onsite
  • Private Pool
  • Playground
  • Snack Bar
From   US$ 161 /nightSelect
  • Private pool with breathtaking views
  • Children's playground and picnic area
  • On-site restaurant and snack bar
Apartment
  • Private Pool
  • Fishing Area
  • Saltwater Pool
From   US$ 224 /nightSelect
  • Private pool with scenic patio view
  • Fully equipped kitchen for convenience
  • Outdoor dining area for alfresco meals
  • Private beach
  • Hot tub
  • Outdoor pool
From   US$ 229 /nightSelect
  • Private beach access for relaxation
  • Heated outdoor pool with views
  • Hot tub for ultimate comfort
Holiday home
From   US$ 312 /nightSelect
Fort Zachary Taylor and Key West Butterfly and Nature Conservatory are respectively 1.7 km and 750 metres from the Windward Isle Villa.
Holiday home
  • Heated pool
  • Private entrance
  • Outdoor patio
From   US$ 333 /nightSelect
  • Outdoor heated swimming pool
  • Close to Ernest Hemingway Home
  • Private entrance for added privacy