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Vacation rentals in Florida Keys

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All 1,033 Rentals in Florida Keys
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From
$223
Per Night
Key Largo
2 Bedrooms, 2 Bathrooms, Sleeps 5
32 photos Details
Reviews (4) Make Enquiry
From
$389
Per Night
Marathon
2 Bedrooms, 2 Bathrooms, Sleeps 6
1 photo Details
Reviews (1) Make Enquiry
From
$318
Per Night
Marathon
1 Bedroom, 1 Bathroom, Sleeps 4
5 photos Details
Reviews (1) Make Enquiry
Also consider
Historic Landmark, Key West, Florida
1 Bedroom, sleeps 4
$322 / night
Island of Dreams
3 Bedrooms, sleeps 8
$1,116 - $1,674 / night
The Palms
3 Bedrooms, sleeps 6
$5,579 / week
Monthly Only - Keys Waterfront/Pool  3/2 Home
3 Bedrooms, sleeps 8
$223 / night
From
$100
Per Night
Marathon
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
19 photos Details
Reviews (3) Make Enquiry
From
$502
Per Night
Matecumbe Key
3 Bedrooms, 3 Bathrooms, Sleeps 5
Bookings
17 photos Details
Reviews (5) Make Enquiry
From
$476
Per Night
Marathon
2 Bedrooms, 3 Bathrooms, Sleeps 8
14 photos Details
Reviews (4) Make Enquiry
From
$139
Per Night
Grassy Key
Studio, 1 Bathroom, Sleeps 2
Bookings
27 photos Details
Reviews (1) Make Enquiry
From
$206
Per Night
Key Largo
3 Bedrooms, 3 Bathrooms, Sleeps 6
Booking
30 photos Details
Reviews (1) Make Enquiry
Get the List
From
$123
Per Night
Key Largo
Studio, 1 Bathroom, Sleeps 2
Bookings
12 photos Details
Reviews (1) Make Enquiry
From
$363
Per Night
Key Largo
3 Bedrooms, 3 Bathrooms, Sleeps 8
59 photos Details
Reviews (7) Make Enquiry
From
$1,506
Per Week
Islamorada
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
22 photos Details
Reviews (1) Make Enquiry
From
$139
Per Night
Matecumbe Key
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
12 photos Details
Reviews (3) Make Enquiry
From
$320
Per Night
Marathon
3 Bedrooms, 3 Bathrooms, Sleeps 6
Bookings
12 photos Details
Reviews (3) Make Enquiry
From
$211
Per Night
Key Largo
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
6 photos Details
Reviews (1) Make Enquiry
From
$223
Per Night
Islamorada
2 Bedrooms, 3 Bathrooms, Sleeps 6
Bookings
21 photos Details
Reviews (2) Make Enquiry
From
$827
Per Night
Marathon
8 Bedrooms, 6 Bathrooms, Sleeps 20
24 photos Details
Reviews (1) Make Enquiry
From
$446
Per Night
Key Largo
3 Bedrooms, 3 Bathrooms, Sleeps 7
Bookings
24 photos Details
Reviews (1) Make Enquiry
From
$190
Per Night
Key Largo
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
15 photos Details
Reviews (2) Make Enquiry
From
$151
Per Night
Key Largo
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
10 photos Details
Reviews (2) Make Enquiry
From
$112
Per Night
Marathon
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
14 photos Details
Reviews (17) Make Enquiry
From
$134
Per Night
Key West
1 Bedroom, 4 Bathrooms, Sleeps 2
Bookings
15 photos Details
Reviews (1) Make Enquiry
From
$558
Per Night
Islamorada
4 Bedrooms, 2 Bathrooms, Sleeps 10
Booking
8 photos Details
Reviews (1) Make Enquiry
From
$251
Per Night
Long Key
4 Bedrooms, 3 Bathrooms, Sleeps 9
Bookings
15 photos Details
Reviews (1) Make Enquiry
From
$1,004
Per Night
Marathon
3 Bedrooms, 3 Bathrooms, Sleeps 8
47 photos Details
Reviews (5) Make Enquiry
From
$240
Per Night
Key West
2 Bedrooms, 3 Bathrooms, Sleeps 6
Bookings
15 photos Details
Reviews (1) Make Enquiry
From
$233
Per Night
Key Largo
1 Bedroom, 1 Bathroom, Sleeps 6
21 photos Details
Reviews (2) Make Enquiry
From
$335
Per Night
Key West
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
22 photos Details
Reviews (1) Make Enquiry
From
$642
Per Night
Marathon
4 Bedrooms, 5 Bathrooms, Sleeps 10
Booking
24 photos Details
Reviews (1) Make Enquiry
From
$335
Per Night
Key Largo
5 Bedrooms, 4 Bathrooms, Sleeps 12
Booking
15 photos Details
Reviews (1) Make Enquiry
From
$195
Per Night
Tavernier
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
23 photos Details
Reviews (1) Make Enquiry
From
$302
Per Night
Marathon
4 Bedrooms, 4 Bathrooms, Sleeps 12
Booking
11 photos Details
Reviews (1) Make Enquiry
From
$195
Per Night
Key West
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
24 photos Details
Reviews (3) Make Enquiry
From
$279
Per Night
Key Largo
4 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
4 photos Details
Reviews (2) Make Enquiry
From
$279
Per Night
Key Largo
2 Bedrooms, 2 Bathrooms, Sleeps 7
Bookings
8 photos Details
Reviews (2) Make Enquiry
From
$110
Per Night
Islamorada
2 Bedrooms, 2 Bathrooms, Sleeps 8
Booking
22 photos Details
Reviews (1) Make Enquiry
From
$158
Per Night
Key Largo
2 Bedrooms, 2 Bathrooms, Sleeps 5
Bookings
9 photos Details
Reviews (2) Make Enquiry
From
$100
Per Night
Key Largo
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
20 photos Details
Reviews (7) Make Enquiry
From
$167
Per Night
Tavernier
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
12 photos Details
Reviews (13) Make Enquiry
From
$221
Per Night
Key West
Studio, 1 Bathroom, Sleeps 4
Booking
10 photos Details
Reviews (2) Make Enquiry
From
$155
Per Night
Big Pine Key
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
12 photos Details
Reviews (5) Make Enquiry
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Suitability

  • Wheelchair access (93)
  • Elder access (353)
  • Suitable for children (427)
  • Pet friendly (270)
  • Smoking allowed (12)

Amenities

  • Air Conditioning (897)
  • Other outdoor space (837)
  • Internet (809)
  • Grill (698)
  • All pools (558)
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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.