Top Holiday homes in South Florida

Find the Top Holiday homes in South Florida – 100+ Quality Options from Leading Providers

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22 Guests, 1 Room
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21-40 out of 136 holiday homes
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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
Holiday home
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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.
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.
  • Outdoor Pool
  • Concierge Services
  • Barbecue Grills
From   US$ 130 /nightSelect
  • Outdoor swimming pool surrounded by gardens
  • Full kitchens in studio accommodations
  • 24-hour concierge services available
Holiday home
  • Heated pool
  • Beach access
  • Full kitchen
From   US$ 324 /nightSelect
  • Heated swimming pool for relaxation
  • Direct beach access for guests
  • Fully equipped kitchen facilities
  • Plunge Pool
  • Private Entrance
  • Fully Equipped Kitchen
From   US$ 141 /nightSelect
  • Private entrance to each apartment
  • Plunge pool on site
  • Fully equipped kitchen in units
  • Heated Pool
  • Bicycle Rentals
  • Outdoor Jacuzzi
From   US$ 561 /nightSelect
  • Heated outdoor pool open year-round
  • Fully-equipped kitchens in apartments
  • Bicycle rentals for local exploration
Holiday home
  • Yoga classes
  • Casino
  • Garden
From   US$ 364 /nightSelect
  • On-site yoga classes available
  • Casino and garden for relaxation
  • Pet-friendly with cots provided
  • Outdoor fireplace
  • Fully equipped kitchen
  • Lake-view patio
From   US$ 178 /nightSelect
  • Lake views with outdoor barbecue area
  • Activities like fishing and canoeing available
  • Pet-friendly with outdoor picnic area
  • Private Pool
  • Garden
  • Cycling Access
From   US$ 173 /nightSelect
  • Private pool with garden views
  • 3 spacious bedrooms for families
  • Outdoor activities like cycling available
  • Outdoor fireplace
  • Hot tub
  • Picnic area
From   US$ 360 /nightSelect
  • Hot tub and outdoor fireplace
  • Garden views from outdoor dining area
  • Free private parking available
  • Heated pool
  • Tennis court
  • Private parking
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  • Beachfront access to Crescent Beach
  • Heated swimming pool for relaxation
  • On-site tennis court for activities
Holiday home
  • Outdoor pool
  • Barbecue area
  • Spa lounge
From   US$ 405 /nightSelect
  • Outdoor swimming pool with sun loungers
  • Equipped kitchen with modern appliances
  • Barbecue facilities for outdoor dining
  • Private Patios
  • Flat-screen TV
  • Seating Area
From   US$ 327 /nightSelect
  • City view patios in every unit
  • Private bathrooms with showers
  • Free parking available on-site
  • Private pool
  • Picnic area
  • Children's playground
From   US$ 133 /nightSelect
  • Private pool with scenic lake views
  • Children's playground and picnic area
  • On-site coffee shop for convenience
From   US$ 763 /nightSelect
Nestled in the Duval district, the Duval Street Suite Overlooking Duval With Parking And Pool is within an easy walking distance to Key West Lighthouse and Keeper's Quarters Museum.
  • Outdoor Pool
  • Fishing Activities
  • Heated Pool
From   US$ 179 /nightSelect
  • Private rooms with fully equipped kitchens
  • Heated pool with outdoor sun loungers
  • Activities including fishing and canoeing