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Vacation Rentals in Florida Keys

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  • Dedicated on-site help
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  • 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 970 Rentals in Florida Keys
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From
$257
Per Night
Key West
2 Bedrooms, 2 Bathrooms, Sleeps 6
13 photos Details
Reviews (13) Make Enquiry
From
$295
Per Night
Key Largo
3 Bedrooms, 3 Bathrooms, Sleeps 8
26 photos Details
Reviews (12) Make Enquiry
From
$309
Per Night
Key West
2 Bedrooms, 2 Bathrooms, Sleeps 6
28 photos Details
Reviews (5) Make Enquiry
Also consider
Key Largo Vacation Condo with Fantastic Bay View
3 Bedrooms, sleeps 6
$150 - $185 / night
Gorgeous Waterfront Home on Boot Key Harbor
3 Bedrooms, sleeps 8
$215 / night
Villa Marlin, Renovated, Remodeled , Sandy Beach
3 Bedrooms, sleeps 6
$413 - $445 / night
Fisherman's Paradise with a 30 Ft Boat Slip
3 Bedrooms, sleeps 8
$140 - $268 / night
From
$295
Per Night
Key Largo
2 Bedrooms, 2 Bathrooms, Sleeps 4
30 photos Details
Reviews (11) Make Enquiry
From
$1,504
Per Night
Key West
5 Bedrooms, 4 Bathrooms, Sleeps 12
30 photos Details
Reviews (1) Make Enquiry
From
$274
Per Night
Key West
2 Bedrooms, 2 Bathrooms, Sleeps 4
24 photos Details
Reviews (3) Make Enquiry
From
$1,841
Per Night
Islamorada
10 Bedrooms, 10 Bathrooms, Sleeps 28
25 photos Details
Reviews (10) Make Enquiry
From
$134
Per Night
Key Largo
2 Bedrooms, 2 Bathrooms, Sleeps 6
17 photos Details
Reviews (6) Make Enquiry
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From
$231
Per Night
Key West
1 Bedroom, 1 Bathroom, Sleeps 3
25 photos Details
Reviews (40) Make Enquiry
From
$438
Per Night
Key West
3 Bedrooms, 4 Bathrooms, Sleeps 8
29 photos Details
Reviews (48) Make Enquiry
From
$278
Per Night
Islamorada
3 Bedrooms, 2 Bathrooms, Sleeps 6
20 photos Details
Reviews (1) Make Enquiry
From
$1,611
Per Week
Marathon
2 Bedrooms, 2 Bathrooms, Sleeps 6
12 photos Details
Reviews (4) Make Enquiry
From
$257
Per Night
Key West
2 Bedrooms, 2 Bathrooms, Sleeps 6
12 photos Details
Reviews (15) Make Enquiry
From
$202
Per Night
Key West
Studio, 1 Bathroom, Sleeps 2
12 photos Details
Reviews (13) Make Enquiry
From
$277
Per Night
Key West
2 Bedrooms, 1 Bathroom, Sleeps 6
18 photos Details
Reviews (6) Make Enquiry
From
$257
Per Night
Key West
2 Bedrooms, 2 Bathrooms, Sleeps 6
13 photos Details
Reviews (18) Make Enquiry
From
$406
Per Night
Key West
3 Bedrooms, 3 Bathrooms, Sleeps 8
21 photos Details
Reviews (5) Make Enquiry
From
$430
Per Night
Key West
2 Bedrooms, 3 Bathrooms, Sleeps 6
25 photos Details
Reviews (14) Make Enquiry
From
$321
Per Night
Key Largo
3 Bedrooms, 3 Bathrooms, Sleeps 8
33 photos Details
Reviews (6) Make Enquiry
From
$691
Per Night
Key Colony Beach
6 Bedrooms, 5 Bathrooms, Sleeps 10
12 photos Details
Reviews (6) Make Enquiry
From
$70
Per Night
Key Largo
1 Bedroom, 1 Bathroom, Sleeps 4
24 photos Details
Reviews (4) Make Enquiry
From
$202
Per Night
Key West
1 Bedroom, 2 Bathrooms, Sleeps 4
14 photos Details
Reviews (18) Make Enquiry
From
$309
Per Night
Key West
2 Bedrooms, 2 Bathrooms, Sleeps 6
17 photos Details
Reviews (7) Make Enquiry
From
$106
Per Night
Islamorada
3 Bedrooms, 2 Bathrooms, Sleeps 8
33 photos Details
Reviews (5) Make Enquiry
From
$191
Per Night
Key West
1 Bedroom, 1 Bathroom, Sleeps 4
14 photos Details
Reviews (22) Make Enquiry
From
$4,296
Per Month
Key West
2 Bedrooms, 2 Bathrooms, Sleeps 4
11 photos Details
Reviews (5) Make Enquiry
From
$321
Per Night
Key Largo
3 Bedrooms, 2 Bathrooms, Sleeps 6
28 photos Details
Reviews (7) Make Enquiry
From
$252
Per Night
Marathon
3 Bedrooms, 3 Bathrooms, Sleeps 8
15 photos Details
Reviews (2) Make Enquiry
From
$126
Per Night
Islamorada
2 Bedrooms, 2 Bathrooms, Sleeps 4
25 photos Details
Reviews (2) Make Enquiry
From
$295
Per Night
Key Largo
3 Bedrooms, 3 Bathrooms, Sleeps 8
24 photos Details
Reviews (5) Make Enquiry
From
$322
Per Night
Key West
2 Bedrooms, 2 Bathrooms, Sleeps 6
18 photos Details
Reviews (25) Make Enquiry
From
$424
Per Night
Key West
4 Bedrooms, 4 Bathrooms, Sleeps 12
18 photos Details
Reviews (6) Make Enquiry
From
$268
Per Night
Key West
3 Bedrooms, 3 Bathrooms, Sleeps 6
13 photos Details
Reviews (32) Make Enquiry
From
$242
Per Night
Key Largo
2 Bedrooms, 3 Bathrooms, Sleeps 4
31 photos Details
Reviews (4) Make Enquiry
From
$998
Per Night
Islamorada
4 Bedrooms, 4 Bathrooms, Sleeps 10
22 photos Details
Reviews (13) Make Enquiry
From
$268
Per Night
Key West
1 Bedroom, 1 Bathroom, Sleeps 2
25 photos Details
Reviews (20) Make Enquiry
From
$644
Per Night
Key West
3 Bedrooms, 4 Bathrooms, Sleeps 6
24 photos Details
Reviews (8) Make Enquiry
From
$213
Per Night
Key West
1 Bedroom, 2 Bathrooms, Sleeps 4
20 photos Details
Reviews (23) Make Enquiry
From
$438
Per Night
Key West
3 Bedrooms, 3 Bathrooms, Sleeps 8
21 photos Details
Reviews (4) Make Enquiry
From
$752
Per Night
Key West
4 Bedrooms, 3 Bathrooms, Sleeps 8
24 photos Details
Reviews (15) Make Enquiry
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Suitability

  • Wheelchair access (82)
  • Elder access (352)
  • Suitable for children (441)
  • Pet friendly (258)
  • Smoking allowed (10)

Amenities

  • Internet (758)
  • Other outdoor space (757)
  • Air Conditioning (752)
  • Grill (620)
  • All pools (516)
  • 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.