Top Vacation rentals in Florida Keys

Find the Top Vacation rentals in Florida Keys – 30+ Quality Options from Leading Providers

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22 Guests, 1 Room
2Filter & Sort
1-20 out of 37 vacation rentals
From   US$ 359 /nightSelect
  • Outdoor swimming pool with lake views
  • Air-conditioned rooms with outdoor patios
  • On-site bar and lounge area
8.6
Great21 reviews
6 adults
2 bedrooms
4 beds
From   US$ 149 /nightSelect
  • Largest fleet in the Keys
  • Waterfront views of famous bridge
  • Newly remodeled cottages and Aqualodges
8.8
Great37 reviews
  • Private beach
  • Temperature-controlled pool
  • Fishing pier
From   US$ 225 /nightSelect
  • Private beach with stunning sunsets
  • Temperature-controlled outdoor pool
  • Complimentary use of kayaks and paddleboards
  • Heated Pool
  • Private Entrance
  • Fitness Centre
From   US$ 526 /nightSelect
  • Heated pool with private entrance
  • Fully equipped kitchen with dishwasher
  • On-site golf and tennis courts
Holiday home
  • Outdoor pool
  • Private entrance
  • Full kitchen
From   US$ 2 223 /nightSelect
  • Private entrance for added privacy
  • Outdoor swimming pool for relaxation
  • Activities like cycling and fishing
Holiday home
7.8
Very good186 reviews
  • Tiki bar
  • Private shower
  • Peaceful gardens
From   US$ 83 /nightSelect
  • Charming Tiki bar with local drinks
  • Tropical gardens for tranquil relaxation
  • Private cottages for adventurous guests
  • Outdoor pool
  • Concierge service
  • Heated pool
From   US$ 854 /nightSelect
  • Outdoor swimming pool with heated options
  • On-site activities for families and kids
  • Concierge service for personalized support
8.6
Great68 reviews
  • Outdoor Pool
  • Tennis Court
  • Marina Access
From   US$ 299 /nightSelect
  • On-site marina with kayak rentals
  • Tennis court with evening entertainment
  • Outdoor pool open year-round
From   US$ 1 598 /nightSelect
From   US$ 651 /nightSelect
8.8
Great13 reviews
  • Heated pool
  • Private balconies
  • Pet-friendly
From   US$ 709 /nightSelect
  • Heated outdoor swimming pool
  • Fully equipped kitchens in each villa
  • Steps from Duval Street dining
From   US$ 969 /nightSelect
Set 1.1 miles from Sheriff s Animal Farm, this apartment has a fully-fitted kitchen and 2 bathrooms.
From   US$ 215 /nightSelect
10.0
Perfect1 review
From   US$ 551 /nightSelect
Offering a Jacuzzi and an outdoor swimming pool, this villa is situated 1 miles from the center of Tavernier.
From   US$ 872 /nightSelect
Holiday home
From   US$ 828 /nightSelect
Holiday home
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From   US$ 454 /nightSelect
Summerland Key is set around 1.8 miles from the residential Oceania... Water Front Cottage Retreat ~ Cudjoe Key.
  • Outdoor pool
  • EV charger
  • Garden area
From   US$ 763 /nightSelect
  • Outdoor pool for relaxation
  • On-site parking with EV charger
  • Centrally located near attractions
  • 1
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