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Vacation Rentals in Florida Keys

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All 1,095 Rentals in Florida Keys
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From
$108
Per Night
Islamorada
2 Bedrooms, 2 Bathrooms, Sleeps 8
Booking
22 photos Details
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From
$155
Per Night
Key Largo
2 Bedrooms, 2 Bathrooms, Sleeps 5
Bookings
9 photos Details
Reviews (2) Make Enquiry
From
$312
Per Night
Marathon
1 Bedroom, 1 Bathroom, Sleeps 4
5 photos Details
Reviews (1) Make Enquiry
Also consider
BAYFRONT KEYLARGO PRIVATE HOME!!!
4 Bedrooms, sleeps 15
$365 / night
MARATHON MAGIC
3 Bedrooms, sleeps 8
$196 / night
Atlantic Front Home w/ Private Pool & Hot Tub !
4 Bedrooms, sleeps 10
$515 / night
paradise
5 Bedrooms, sleeps 16
$548 / night
From
$704
Per Night
Marathon
5 Bedrooms, 6 Bathrooms, Sleeps 10
Bookings
15 photos Details
Reviews (1) Make Enquiry
From
$986
Per Night
Marathon
3 Bedrooms, 3 Bathrooms, Sleeps 8
47 photos Details
Reviews (5) Make Enquiry
From
$257
Per Night
Marathon
2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
24 photos Details
Reviews (3) Make Enquiry
From
$4,928
Per Week
Marathon
4 Bedrooms, 5 Bathrooms, Sleeps 10
Booking
24 photos Details
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From
$7,118
Per Month
Key West
3 Bedrooms, 3 Bathrooms, Sleeps 6
20 photos Details
Reviews (2) Make Enquiry
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From
$148
Per Night
Key Largo
2 Bedrooms, 2 Bathrooms, Sleeps 5
14 photos Details
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From
$548
Per Night
Matecumbe Key
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
49 photos Details
Reviews (2) Make Enquiry
From
$137
Per Night
Grassy Key
Studio, 1 Bathroom, Sleeps 2
Bookings
13 photos Details
Reviews (1) Make Enquiry
From
$297
Per Night
Marathon
4 Bedrooms, 4 Bathrooms, Sleeps 12
Booking
11 photos Details
Reviews (1) Make Enquiry
From
$438
Per Night
Key Largo
3 Bedrooms, 3 Bathrooms, Sleeps 7
Bookings
24 photos Details
Reviews (1) Make Enquiry
From
$383
Per Night
Key Largo
3 Bedrooms, 3 Bathrooms, Sleeps 8
59 photos Details
Reviews (7) Make Enquiry
From
$3,285
Per Month
Long Key
3 Bedrooms, 2 Bathrooms, Sleeps 6
15 photos Details
Reviews (1) Make Enquiry
From
$120
Per Night
Key Largo
2 Bedrooms, 2 Bathrooms, Sleeps 8
Booking
7 photos Details
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From
$159
Per Night
Tavernier
2 Bedrooms, 2 Bathrooms, Sleeps 4
14 photos Details
Reviews (2) Make Enquiry
From
$252
Per Night
Marathon
3 Bedrooms, 3 Bathrooms, Sleeps 7
Bookings
28 photos Details
Reviews (5) Make Enquiry
From
$301
Per Night
Islamorada
3 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
27 photos Details
Reviews (3) Make Enquiry
From
$1,478
Per Week
Islamorada
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
22 photos Details
Reviews (1) Make Enquiry
From
$811
Per Night
Marathon
8 Bedrooms, 6 Bathrooms, Sleeps 20
24 photos Details
Reviews (1) Make Enquiry
From
$192
Per Night
Key Largo
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
37 photos Details
Reviews (8) Make Enquiry
From
$137
Per Night
Matecumbe Key
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
12 photos Details
Reviews (3) Make Enquiry
From
$1,068
Per Week
Big Pine Key
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
10 photos Details
Reviews (2) Make Enquiry
From
$2,738
Per Month
Key West
2 Bedrooms, 1 Bathroom, Sleeps 4
14 photos Details
Reviews (34) Make Enquiry
From
$246
Per Night
Long Key
4 Bedrooms, 3 Bathrooms, Sleeps 9
Bookings
15 photos Details
Reviews (1) Make Enquiry
From
$207
Per Night
Key Largo
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
6 photos Details
Reviews (1) Make Enquiry
From
$219
Per Night
Key Largo
2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
12 photos Details
Reviews (1) Make Enquiry
From
$219
Per Night
Islamorada
2 Bedrooms, 2 Bathrooms, Sleeps 4
35 photos Details
Reviews (1) Make Enquiry
From
$219
Per Night
Tavernier
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
17 photos Details
Reviews (9) Make Enquiry
From
$314
Per Night
Marathon
3 Bedrooms, 3 Bathrooms, Sleeps 6
Bookings
12 photos Details
Reviews (3) Make Enquiry
From
$142
Per Night
Marathon
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
29 photos Details
Reviews (3) Make Enquiry
From
$219
Per Night
Islamorada
2 Bedrooms, 3 Bathrooms, Sleeps 6
Bookings
21 photos Details
Reviews (1) Make Enquiry
From
$230
Per Night
Marathon
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
13 photos Details
Reviews (5) Make Enquiry
From
$876
Per Night
Key Largo
3 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
34 photos Details
Reviews (3) Make Enquiry
From
$268
Per Night
Key Largo
3 Bedrooms, 2 Bathrooms, Sleeps 9
Bookings
30 photos Details
Reviews (3) Make Enquiry
From
$438
Per Night
Matecumbe Key
3 Bedrooms, 3 Bathrooms, Sleeps 5
Bookings
17 photos Details
Reviews (5) Make Enquiry
From
$312
Per Night
Marathon
3 Bedrooms, 2 Bathrooms, Sleeps 8
25 photos Details
Reviews (1) Make Enquiry
From
$97
Per Night
Key Largo
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
25 photos Details
Reviews (3) Make Enquiry
From
$197
Per Night
Key Largo
2 Bedrooms, 1 Bathroom, Sleeps 4
Booking
15 photos Details
Reviews (1) Make Enquiry
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Suitability

  • Wheelchair access (95)
  • Elder access (354)
  • Suitable for children (445)
  • Pet friendly (295)
  • Smoking allowed (14)

Amenities

  • Air Conditioning (899)
  • Other outdoor space (885)
  • Internet (856)
  • Grill (730)
  • All pools (594)
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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.