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Vacation rentals in Florida Keys

Professionally managed typically means…
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
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
$159
Per Night
Key Largo
Studio, 1 Bathroom, Sleeps 3
28 photos Details
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From
$133
Per Night
Key Colony Beach
2 Bedrooms, 2 Bathrooms, Sleeps 4
11 photos Details
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From
$187
Per Night
Key Largo
2 Bedrooms, 3 Bathrooms, Sleeps 6
9 photos Details
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Also consider
Vacation home by the ocean in the Florida Keys
2 Bedrooms, sleeps 7
$171 - $192 / night
Amazing Ocean View Condo on the Beach!
2 Bedrooms, sleeps 6
$205 - $258 / night
Elegant Florida Keys Living, Family Friendly
2 Bedrooms, sleeps 4
$1,066 - $1,453 / week
Fisherman's Paradise with a 30 Ft Boat Slip
3 Bedrooms, sleeps 8
$139 - $267 / night
From
$267
Per Night
Cudjoe Key
3 Bedrooms, 2 Bathrooms, Sleeps 6
17 photos Details
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From
$267
Per Night
Marathon
2 Bedrooms, 1 Bathroom, Sleeps 6
15 photos Details
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From
$293
Per Night
Key Largo
5 Bedrooms, 3 Bathrooms, Sleeps 12
27 photos Details
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From
$400
Per Night
Marathon
3 Bedrooms, 2 Bathrooms, Sleeps 10
12 photos Details
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From
$2,982
Per Week
Marathon
4 Bedrooms, 2 Bathrooms, Sleeps 8
20 photos Details
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From
$243
Per Night
Key West
2 Bedrooms, 2 Bathrooms, Sleeps 6
7 photos Details
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From
$195
Per Night
Key West
2 Bedrooms, 2 Bathrooms, Sleeps 6
20 photos Details
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From
$128
Per Night
Islamorada
3 Bedrooms, 2 Bathrooms, Sleeps 8
6 photos Details
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From
$107
Per Night
Key Largo
2 Bedrooms, 2 Bathrooms, Sleeps 8
18 photos Details
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From
$305
Per Night
Key West
2 Bedrooms, 2 Bathrooms, Sleeps 6
10 photos Details
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From
$308
Per Night
Key West
1 Bedroom, 1 Bathroom, Sleeps 4
12 photos Details
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From
$1,334
Per Week
Key West
2 Bedrooms, 2 Bathrooms, Sleeps 6
3 photos Details
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From
$148
Per Night
Long Key
3 Bedrooms, 3 Bathrooms, Sleeps 8
12 photos Details
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From
$213
Per Night
Marathon
2 Bedrooms, 1 Bathroom, Sleeps 4
6 photos Details
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From
$139
Per Night
Key Largo
2 Bedrooms, 2 Bathrooms, Sleeps 6
3 photos Details
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From
$213
Per Night
Key Largo
2 Bedrooms, 2 Bathrooms, Sleeps 6
4 photos Details
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From
$229
Per Night
Key West
2 Bedrooms, 1 Bathroom, Sleeps 6
6 photos Details
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From
$160
Per Night
Big Pine Key
2 Bedrooms, 2 Bathrooms, Sleeps 4
25 photos Details
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From
$2,134
Per Month
Key Largo
2 Bedrooms, 2 Bathrooms, Sleeps 6
14 photos Details
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From
$229
Per Night
Key West
1 Bedroom, 2 Bathrooms, Sleeps 4
6 photos Details
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From
$229
Per Night
Key West
2 Bedrooms, 2 Bathrooms, Sleeps 6
4 photos Details
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From
$357
Per Night
Marathon
3 Bedrooms, 3 Bathrooms, Sleeps 8
23 photos Details
Reviews (12) Make Enquiry
From
$286
Per Night
Key West
2 Bedrooms, 3 Bathrooms, Sleeps 6
28 photos Details
Reviews (19) Make Enquiry
From
$381
Per Night
Key Colony Beach
6 Bedrooms, 5 Bathrooms, Sleeps 14
47 photos Details
Reviews (10) Make Enquiry
From
$96
Per Night
Key Largo
1 Bedroom, 1 Bathroom, Sleeps 4
16 photos Details
Reviews (10) Make Enquiry
From
$320
Per Night
Key West
2 Bedrooms, 2 Bathrooms, Sleeps 8
10 photos Details
Reviews (20) Make Enquiry
From
$4,268
Per Month
Key West
2 Bedrooms, 2 Bathrooms, Sleeps 4
11 photos Details
Reviews (5) Make Enquiry
From
$149
Per Night
Key Largo
3 Bedrooms, 2 Bathrooms, Sleeps 6
25 photos Details
Reviews (23) Make Enquiry
From
$245
Per Night
Key West
2 Bedrooms, 3 Bathrooms, Sleeps 5
19 photos Details
Reviews (2) Make Enquiry
From
$2,027
Per Week
Marathon
2 Bedrooms, 2 Bathrooms, Sleeps 4
20 photos Details
Reviews (24) Make Enquiry
From
$256
Per Night
Marathon
3 Bedrooms, 3 Bathrooms, Sleeps 8
31 photos Details
Reviews (16) Make Enquiry
From
$267
Per Night
Key West
2 Bedrooms, 2 Bathrooms, Sleeps 6
24 photos Details
Reviews (23) Make Enquiry
From
$368
Per Night
Key Largo
4 Bedrooms, 3 Bathrooms, Sleeps 9
17 photos Details
Reviews (1) Make Enquiry
From
$267
Per Night
Key Largo
3 Bedrooms, 3 Bathrooms, Sleeps 8
36 photos Details
Reviews (8) Make Enquiry
From
$176
Per Night
Islamorada
2 Bedrooms, 1 Bathroom, Sleeps 4
27 photos Details
Reviews (5) Make Enquiry
From
$2,347
Per Week
Marathon
3 Bedrooms, 2 Bathrooms, Sleeps 8
10 photos Details
Reviews (1) Make Enquiry
From
$960
Per Night
Marathon
5 Bedrooms, 4 Bathrooms, Sleeps 14
34 photos Details
Reviews (24) Make Enquiry
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Book Online(443)
Use filters to find the best results!

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.