Top Holiday rentals in South Florida

Find the Top Holiday rentals in South Florida – 300+ Quality Options from Leading Providers

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22 Guests, 1 Room
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21-40 out of 380 holiday rentals
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Holiday home
4 adults
1 bedroom
2 beds
From   US$ 135 /nightSelect
  • Private outdoor shower for adventurous guests
  • Relaxing atmosphere with tranquil gardens
  • Tiki bar serving drinks and cold beer
10 adults
From   US$ 950 /nightSelect
Situated 4.5 km from Marathon Airport, this venue features a private pool.
  • Private Pool
  • Bicycles
  • Fireplace
From   US$ 409 /nightSelect
  • Private pool and garden relaxation
  • Equipped for families with bikes
  • Pets allowed for friendly stays
  • Outdoor Pool
  • Fitness Centre
  • Business Centre
From   US$ 99 /nightSelect
  • Outdoor swimming pool with year-round access
  • Well-equipped fitness centre for active guests
  • Business centre for professional needs
Holiday home
Select
  • Private Entrance
  • Outdoor Pool
  • Flat-screen TV
From   US$ 76 /nightSelect
  • Outdoor swimming pool with garden access
  • Private entrances for convenient access
  • Flat-screen TV with streaming services
  • Free parking
  • Air conditioning
  • Streaming TV
From   US$ 95 /nightSelect
  • Full-day security for peace of mind
  • Family-friendly apartments with cooking facilities
  • Garden and terrace for relaxation
  • Private Beach
  • Tennis Courts
  • Resort Marina
From   US$ 142 /nightSelect
  • Junior Olympic-size swimming pool
  • Private Marina for boating access
  • Oceanfront suites with private balconies
  • Outdoor Pool
  • Sun Terrace
  • Free Parking
From   US$ 66 /nightSelect
  • Outdoor swimming pool and sun terrace
  • Fully equipped kitchen in select rooms
  • Free private parking available
  • Outdoor Pool
  • Fitness Centre
  • Hot Tub
From   US$ 291 /nightSelect
  • Ocean view terrace for relaxation
  • Outdoor pools with ocean views
  • On-site spa and fitness centre
  • Rooftop Pool
  • Fitness Centre
  • Indoor Play Area
From   US$ 97 /nightSelect
  • Ocean-view rooftop pool
  • Indoor play area for children
  • Fully equipped kitchens in select rooms
5.6
Guest rating1 review
From   US$ 253 /nightSelect
Located within 15 minutes' walk of Crescent Arms, the Crescent Street Villas By Beachside Management Siesta Key boasts an outdoor swimming pool.
  • Rooftop Pool
  • City Views
  • Private Parking
From   US$ 162 /nightSelect
  • Ocean-view rooftop pool
  • Free private parking available
  • City and sea views from accommodations
  • Private Entrance
  • Sun Terrace
  • Streaming TV
From   US$ 58 /nightSelect
  • Air-conditioned apartments with private entrances
  • Flat-screen TV with streaming services
  • Sun terrace for relaxation
  • Flat-screen TV
  • Air conditioning
  • Sofa bed
From   US$ 67 /nightSelect
  • Fully furnished kitchen with dining area
  • Convenient family rooms available
  • Close to popular attractions
  • Private Entrance
  • Flat-screen TV
  • Washing Machine
From   US$ 98 /nightSelect
  • Fully equipped kitchen in each unit
  • Private entrance for convenient access
  • Close to Art Deco Historic District
  • Private Parking
  • Garden Area
  • Air Conditioning
From   US$ 66 /nightSelect
  • Inner courtyard views and garden terrace
  • Fully equipped kitchen for home dining
  • Soundproof units for restful stays
Holiday home
From   US$ 564 /nightSelect
The Passover Cottage is a good starting point to Key West's sights including Mel Fisher Maritime Heritage Museum, which is less than a 10-minute stroll away.
  • Private balconies
  • Tennis court
  • Fitness room
From   US$ 269 /nightSelect
  • Seasonal outdoor swimming pool
  • Children's playground and picnic area
  • Fitness center with modern equipment
  • Rooftop Pool
  • Private Beach
  • Fitness Center
From   US$ 144 /nightSelect
  • Ocean-view rooftop pool
  • Private beach area access
  • Fitness center on-site