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Villas and resorts in Florida Keys, FL

Professionally managed typically means…
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
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Verified property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Property owner typically means…
  • Verification of owner name and address via valid credit card
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
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All 1,120 Rentals in Florida Keys
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From
€239
Per Night
Key Largo
3 Bedrooms, 2 Bathrooms, Sleeps 6
38 photos Details
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From
€220
Per Night
Sugarloaf Key
3 Bedrooms, 4 Bathrooms, Sleeps 6
20 photos Details
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From
€294
Per Night
Big Pine Key
4 Bedrooms, 3 Bathrooms, Sleeps 8
15 photos Details
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Also consider
The Sand Dollar - 4/3 Waterfront Pool House - KCB
4 Bedrooms, sleeps 8
€305 / night
2 bedroom 2 bath upgraded home  Key Largo Florida
2 Bedrooms, sleeps 6
€110 / night
Sues Promise - New on the Market
1 Bedroom, sleeps 4
€125 / night
Key Largo 2/2 Tropical Daze Oceanfront Condo
2 Bedrooms, sleeps 4
€117 - €146 / night
From
€147
Per Night
Key Largo
1 Bedroom, 1 Bathroom, Sleeps 4
1 photo Details
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From
€59
Per Night
Key Largo
3 Bedrooms, 3 Bathrooms, Sleeps 8
2 photos Details
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From
€88
Per Night
Key West
1 Bedroom, 4 Bathrooms, Sleeps 2
15 photos Details
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From
€165
Per Night
Islamorada
2 Bedrooms, 2 Bathrooms, Sleeps 4
9 photos Details
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From
€1,469
Per Night
Tavernier
4 Bedrooms, 3 Bathrooms, Sleeps 12
14 photos Details
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Get the List
From
€92
Per Night
Conch Key
1 Bedroom, 1 Bathroom, Sleeps 3
20 photos Details
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From
€996
Per Night
Key West
7 Bedrooms, 7 Bathrooms, Sleeps 14
23 photos Details
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From
€165
Per Night
Key Largo
2 Bedrooms, 1 Bathroom, Sleeps 6
6 photos Details
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From
€220
Per Night
Tavernier
3 Bedrooms, 3 Bathrooms, Sleeps 8
15 photos Details
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From
€330
Per Night
Key Largo
3 Bedrooms, 3 Bathrooms, Sleeps 7
38 photos Details
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From
€734
Per Night
Marathon
3 Bedrooms, 2 Bathrooms, Sleeps 8
25 photos Details
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From
€110
Per Night
Marathon
1 Bedroom, 1 Bathroom, Sleeps 4
11 photos Details
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From
€134
Per Night
Key West
2 Bedrooms, 2 Bathrooms, Sleeps 6
20 photos Details
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From
€220
Per Night
Duck Key
3 Bedrooms, 3 Bathrooms, Sleeps 8
11 photos Details
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From
€220
Per Night
Key West
3 Bedrooms, 2 Bathrooms, Sleeps 6
19 photos Details
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From
€584
Per Night
Islamorada
3 Bedrooms, 3 Bathrooms, Sleeps 10
19 photos Details
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From
€1,946
Per Week
Key West
2 Bedrooms, 3 Bathrooms, Sleeps 6
12 photos Details
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From
€88
Per Night
Key Largo
3 Bedrooms, 2 Bathrooms, Sleeps 6
26 photos Details
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From
€139
Per Night
Key Largo
1 Bedroom, 1 Bathroom, Sleeps 4
6 photos Details
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From
€211
Per Night
Key West
3 Bedrooms, 2 Bathrooms, Sleeps 6
10 photos Details
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From
€220
Per Night
Key West
3 Bedrooms, 2 Bathrooms, Sleeps 6
23 photos Details
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From
€629
Per Night
Grassy Key
5 Bedrooms, 4 Bathrooms, Sleeps 12
9 photos Details
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From
€184
Per Night
Key Largo
3 Bedrooms, 3 Bathrooms, Sleeps 8
24 photos Details
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From
€92
Per Night
Key Colony Beach
2 Bedrooms, 2 Bathrooms, Sleeps 4
11 photos Details
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From
€73
Per Night
Marathon
1 Bedroom, 2 Bathrooms, Sleeps 2
10 photos Details
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From
€535
Per Night
Marathon
5 Bedrooms, 6 Bathrooms, Sleeps 12
9 photos Details
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From
€195
Per Night
Marathon
3 Bedrooms, 3 Bathrooms, Sleeps 8
15 photos Details
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From
€248
Per Night
Marathon
2 Bedrooms, 2 Bathrooms, Sleeps 8
5 photos Details
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From
€248
Per Night
Marathon
2 Bedrooms, 2 Bathrooms, Sleeps 8
5 photos Details
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From
€165
Per Night
Marathon
1 Bedroom, 1 Bathroom, Sleeps 2
5 photos Details
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From
€246
Per Night
Marathon
1 Bedroom, 1 Bathroom, Sleeps 4
5 photos Details
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From
€97
Per Night
Marathon
Studio, 1 Bathroom, Sleeps 2
4 photos Details
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From
€184
Per Night
Cudjoe Key
3 Bedrooms, 2 Bathrooms, Sleeps 6
14 photos Details
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From
€129
Per Night
Key Largo
2 Bedrooms, 3 Bathrooms, Sleeps 6
9 photos Details
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From
€190
Per Night
Key Largo
1 Bedroom, 1 Bathroom, Sleeps 6
27 photos Details
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From
€109
Per Night
Key Largo
Studio, 1 Bathroom, Sleeps 3
28 photos Details
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From
€147
Per Night
Islamorada
2 Bedrooms, 2 Bathrooms, Sleeps 4
26 photos Details
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Suitability

  • Wheelchair access (80)
  • Elder access (351)
  • Suitable for children (441)
  • Pet friendly (294)
  • Smoking allowed (9)

Amenities

  • Air Conditioning (900)
  • Internet (885)
  • Other outdoor space (838)
  • Grill (736)
  • All pools (656)
  • View all amenities
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Florida Keys Vacation Rentals

Relaxing in a hammock under a swaying palm tree. Sipping a margarita. Enjoying a cheeseburger in paradise. Life in the Florida Keys is unique, laid-back and fun. Spending your stay in a cramped, sterile hotel room just doesn’t seem to fit the lifestyle. You should consider a vacation rental. We’ll help you find special deals on beach houses, condos, townhouses, cottages and cabins in a variety of settings in Key Largo, Marathon, Islamorada, Big Pine Key and the Lower Keys, Key West and other locales. Better still, you’ll have lots of space to spread out and relax as well as a fully-equipped kitchen where you can fix the perfect margarita.

Florida Keys attractions and activities

From phenomenal scuba diving and snorkeling to world-class ocean sportfishing and flats fishing to eco-tours and sunset watch parties, the Florida Keys has something for everyone. Each section of the Keys has its own unique attractions. In Key Largo, visit John Pennekamp Coral Reef State Park, a spectacular undersea park. In Islamorada, the Theater of the Sea Marine Mammal Park, offers opportunities to swim with dolphins and other creatures. At Marathon’s Crane Point, you can hike through a preserved tropical hardwood grove. In the Lower Keys, beach enthusiasts love the Bahia Honda State Park with its white sandy beaches. Key West is home to the Ernest Hemingway Home and Museum, the Key West Butterfly & Nature Conservatory and Mel Fisher’s Maritime Heritage Museum.

Live like a local in a Florida Keys rental

A vacation rental allows you the freedom to pursue the Florida Keys getaway perfect for you and your family. You’ll have ample space to store your fishing equipment, scuba and snorkeling gear, beach toys and other necessities for a great beach vacation. When it’s time to dine, a fully equipped kitchen allows you to save money and prepare a delicious meal that might even include the big fish you caught earlier in the day. With a vacation rental in the Florida Keys, you can stop imagining what it’s like to live there and actually do it for a short time.

Florida Keys vacation rentals for families

From Key Largo to Key West, we have an inventory of vacation rentals ideal for family getaways. We’ve got plenty of low-cost, budget-helping rentals that will allow you to spend money on things like swimming with dolphins or scuba diving instead of on a pricey hotel room.

Saving money on Florida Keys vacation rentals

Obviously, you want the best deal available to stay within your budget. Whether you want an amenity-rich beachfront estate home, a condo affording stunning sunset views or a cozy cottage or cabin, we have special deals and discounts in every price range.