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Vacation rentals in Florida Keys

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All 1,124 Rentals in Florida Keys
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From
$385
Per Night
Marathon
2 Bedrooms, 2 Bathrooms, Sleeps 6
1 photo Details
Reviews (1) Make Enquiry
From
$314
Per Night
Marathon
1 Bedroom, 1 Bathroom, Sleeps 4
5 photos Details
Reviews (1) Make Enquiry
From
$993
Per Night
Marathon
3 Bedrooms, 3 Bathrooms, Sleeps 8
47 photos Details
Reviews (5) Make Enquiry
Also consider
East of Eden
3 Bedrooms, sleeps 6
$473 / night
Beautiful Captain's Cove
3 Bedrooms, sleeps 8
$303 / night
Ellen's Retreat, tropical living, 28 days no less.
3 Bedrooms, sleeps 6
$6,069 - $8,275 / month
Peek a Boo Oceanview Key Largo Canal Home
2 Bedrooms, sleeps 4
$92 - $114 / night
From
$317
Per Night
Marathon
3 Bedrooms, 3 Bathrooms, Sleeps 6
Bookings
12 photos Details
Reviews (3) Make Enquiry
From
$497
Per Night
Matecumbe Key
3 Bedrooms, 3 Bathrooms, Sleeps 5
Bookings
17 photos Details
Reviews (5) Make Enquiry
From
$221
Per Night
Key Largo
2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
12 photos Details
Reviews (1) Make Enquiry
From
$359
Per Night
Key Largo
3 Bedrooms, 3 Bathrooms, Sleeps 8
59 photos Details
Reviews (7) Make Enquiry
From
$138
Per Night
Matecumbe Key
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
12 photos Details
Reviews (3) Make Enquiry
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From
$109
Per Night
Islamorada
2 Bedrooms, 2 Bathrooms, Sleeps 8
Booking
22 photos Details
Reviews (1) Make Enquiry
From
$818
Per Night
Marathon
8 Bedrooms, 6 Bathrooms, Sleeps 20
24 photos Details
Reviews (1) Make Enquiry
From
$331
Per Night
Islamorada
2 Bedrooms, 2 Bathrooms, Sleeps 4
35 photos Details
Reviews (1) Make Enquiry
From
$231
Per Night
Key Largo
1 Bedroom, 1 Bathroom, Sleeps 6
21 photos Details
Reviews (2) Make Enquiry
From
$149
Per Night
Key Largo
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
10 photos Details
Reviews (2) Make Enquiry
From
$276
Per Night
Key Largo
2 Bedrooms, 2 Bathrooms, Sleeps 7
Bookings
8 photos Details
Reviews (2) Make Enquiry
From
$149
Per Night
Key Largo
2 Bedrooms, 2 Bathrooms, Sleeps 5
14 photos Details
Reviews (1) Make Enquiry
From
$173
Per Night
Key West
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
25 photos Details
Reviews (9) Make Enquiry
From
$193
Per Night
Key Largo
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
37 photos Details
Reviews (8) Make Enquiry
From
$384
Per Night
Key West
2 Bedrooms, 2 Bathrooms, Sleeps 6
22 photos Details
Reviews (2) Make Enquiry
From
$121
Per Night
Marathon
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
19 photos Details
Reviews (3) Make Enquiry
From
$248
Per Night
Long Key
4 Bedrooms, 3 Bathrooms, Sleeps 9
Bookings
15 photos Details
Reviews (1) Make Enquiry
From
$471
Per Night
Marathon
2 Bedrooms, 3 Bathrooms, Sleeps 8
14 photos Details
Reviews (4) Make Enquiry
From
$441
Per Night
Key Largo
3 Bedrooms, 3 Bathrooms, Sleeps 7
Bookings
24 photos Details
Reviews (1) Make Enquiry
From
$132
Per Night
Key West
1 Bedroom, 4 Bathrooms, Sleeps 2
Bookings
15 photos Details
Reviews (1) Make Enquiry
From
$121
Per Night
Key Largo
Studio, 1 Bathroom, Sleeps 2
Bookings
12 photos Details
Reviews (1) Make Enquiry
From
$209
Per Night
Key Largo
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
6 photos Details
Reviews (1) Make Enquiry
From
$221
Per Night
Tavernier
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
17 photos Details
Reviews (9) Make Enquiry
From
$157
Per Night
Key Largo
2 Bedrooms, 2 Bathrooms, Sleeps 5
Bookings
9 photos Details
Reviews (2) Make Enquiry
From
$188
Per Night
Key Largo
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
15 photos Details
Reviews (2) Make Enquiry
From
$204
Per Night
Key Largo
3 Bedrooms, 3 Bathrooms, Sleeps 6
Booking
30 photos Details
Reviews (1) Make Enquiry
From
$789
Per Night
Key Largo
3 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
34 photos Details
Reviews (3) Make Enquiry
From
$166
Per Night
Tavernier
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
12 photos Details
Reviews (13) Make Enquiry
From
$331
Per Night
Key Largo
5 Bedrooms, 4 Bathrooms, Sleeps 12
Booking
15 photos Details
Reviews (1) Make Enquiry
From
$552
Per Night
Islamorada
4 Bedrooms, 2 Bathrooms, Sleeps 10
Booking
8 photos Details
Reviews (1) Make Enquiry
From
$4,965
Per Week
Marathon
4 Bedrooms, 5 Bathrooms, Sleeps 10
Booking
24 photos Details
Reviews (1) Make Enquiry
From
$270
Per Night
Key Largo
3 Bedrooms, 2 Bathrooms, Sleeps 9
Bookings
30 photos Details
Reviews (3) Make Enquiry
From
$237
Per Night
Key West
2 Bedrooms, 3 Bathrooms, Sleeps 6
Bookings
15 photos Details
Reviews (1) Make Enquiry
From
$1,490
Per Week
Islamorada
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
22 photos Details
Reviews (1) Make Enquiry
From
$299
Per Night
Marathon
4 Bedrooms, 4 Bathrooms, Sleeps 12
Booking
11 photos Details
Reviews (1) Make Enquiry
From
$110
Per Night
Marathon
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
14 photos Details
Reviews (17) Make Enquiry
From
$138
Per Night
Grassy Key
Studio, 1 Bathroom, Sleeps 2
Bookings
13 photos Details
Reviews (1) Make Enquiry
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Suitability

  • Wheelchair access (96)
  • Elder access (356)
  • Suitable for children (467)
  • Pet friendly (298)
  • Smoking allowed (12)

Amenities

  • Air Conditioning (929)
  • Other outdoor space (917)
  • Internet (882)
  • Grill (742)
  • All pools (617)
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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.