Top Vacation rentals in South Florida

Find the Top Vacation rentals in South Florida – 100+ Quality Options from Leading Providers

Destination
Where to?
Check-in
Select date
Check-out
Select date
Rooms & Guests
22 Guests, 1 Room
2Filter & Sort
121-140 out of 160 vacation rentals
From   US$ 290 /nightSelect
From   US$ 2 726 /nightSelect
You can relax by a private pool in the Crestwood House - Private Heated Pool & Parking Key West, located approximately 20 minutes by foot from Safe Harbor.
Holiday home
  • Private Pool
  • Beach Access
  • Heated Pool
From   US$ 1 111 /nightSelect
  • Private pool with sea views
  • Beachfront property access
  • Four spacious bedrooms
Holiday home
  • Private Pool
  • Garden View
  • Heated Pool
From   US$ 751 /nightSelect
  • Private pool and garden views
  • Recently renovated, allergy-free home
  • Heated outdoor swimming pool
From   US$ 273 /nightSelect
Holiday home
  • Private Pool
  • Game Room
  • Golf Course
From   US$ 2 276 /nightSelect
  • Private pool with sea views
  • Access to golf course on site
  • Game room for family entertainment
From   US$ 80 /nightSelect
From   US$ 446 /nightSelect
The Casita De Catherine By Avantstay 1 Block To Duval St W Hot Tub Key West is nestled in the Duval district, San Carlos Institute is 0.6 km away.
From   US$ 676 /nightSelect
Every guest at the Pelican Nest Private Beach & Bay Access & Pool Villa can enjoy sea views from the rooms, and has access to a private pool.
  • Outdoor Pool
  • Cycling Activities
  • Dock Access
From   US$ 547 /nightSelect
  • Private entrance for enhanced privacy
  • Outdoor swimming pool for relaxation
  • Sea views from spacious patio
From   US$ 1 909 /nightSelect
Located less than merely 150 metres from The Ernest Hemingway Home and Museum, the New Listing Palm Escape- Luxury Home W Pool Key West offers a private pool.
  • Heated Pool
  • Private Entrance
  • Outdoor Terrace
From   US$ 536 /nightSelect
  • Private villa with heated swimming pool
  • On-site bar and lounge area
  • Equipped kitchen for self-catering
Holiday home
From   US$ 252 /nightSelect
Set within walking distance of Tom Allen Memorial Butterfly House, this villa includes 3 bedrooms and a kitchen for guests' convenience.
Holiday home
From   US$ 372 /nightSelect
From   US$ 734 /nightSelect
Located 2 miles from Hibiscus Golf Club, this vacation home features a heated pool.
  • Sea Views
  • Private Entrance
  • Fully Equipped Kitchen
From   US$ 720 /nightSelect
  • Sea view from spacious holiday home
  • Private entrance for added privacy
  • Fully equipped kitchen for convenience
Holiday home
From   US$ 1 897 /nightSelect
Rooms of the La Dolce Vita Stuart face the sea and there is also an outdoor pool on the premises.
  • Ocean View
  • Swimming Pool
  • Fitness Centre
From   US$ 286 /nightSelect
  • Stunning balcony with ocean views
  • Beach access for sunbathing and activities
  • On-site fitness centre for workouts
8.0
Great5 reviews
  • Private Beach
  • Outdoor Pool
  • Tennis Court
From   US$ 290 /nightSelect
  • Private beach access with sea views
  • Year-round outdoor swimming pool
  • Tennis court for active guests