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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 972 Rentals in Florida Keys
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From
$550
Per Night
other travellers have booked this property
Marathon
3 Bedrooms, 3 Bathrooms, Sleeps 6
30 photos Details
Reviews (5) Make Enquiry
From
$99
Per Night
other traveller has booked this property
Islamorada
2 Bedrooms, 2 Bathrooms, Sleeps 8
22 photos Details
Reviews (1) Make Enquiry
From
$302
Per Night
other traveller has booked this property
Islamorada
3 Bedrooms, 2 Bathrooms, Sleeps 6
24 photos Details
Reviews (3) Make Enquiry
Also consider
Moon Bay-Sunset Oasis Townhouse with Bay View
2 Bedrooms, sleeps 6
$192 - $220 / night
Florida Keys Oceanfront Paradise
3 Bedrooms, sleeps 8
$4,398 - $5,497 / month
Affordable, Tropical Getaway! Pet Friendly W/Internet
2 Bedrooms, sleeps 5
$110 / night
Key Largo Home with Fenced Yard/Private Boat Ramp
4 Bedrooms, sleeps 8
$1,429 / week
From
$313
Per Night
Key West
2 Bedrooms, 2 Bathrooms, Sleeps 6
9 photos Details
Reviews (4) Make Enquiry
From
$220
Per Night
other traveller has booked this property
Key Largo
2 Bedrooms, 2 Bathrooms, Sleeps 6
12 photos Details
Reviews (1) Make Enquiry
From
$357
Per Night
Key Largo
3 Bedrooms, 3 Bathrooms, Sleeps 8
50 photos Details
Reviews (7) Make Enquiry
From
$176
Per Night
other travellers have booked this property
Key West
2 Bedrooms, 3 Bathrooms, Sleeps 6
14 photos Details
Reviews (1) Make Enquiry
From
$384
Per Night
Marathon
2 Bedrooms, 2 Bathrooms, Sleeps 6
1 photo Details
Reviews (1) Make Enquiry
Get the List
From
$1,869
Per Week
other travellers have booked this property
Key West
2 Bedrooms, 3 Bathrooms, Sleeps 6
26 photos Details
Reviews (15) Make Enquiry
From
$1,116
Per Week
Key West
1 Bedroom, 1 Bathroom, Sleeps 4
13 photos Details
Reviews (8) Make Enquiry
From
$406
Per Night
other travellers have booked this property
Key West
2 Bedrooms, 2 Bathrooms, Sleeps 6
9 photos Details
Reviews (10) Make Enquiry
From
$440
Per Night
other travellers have booked this property
Key Largo
3 Bedrooms, 3 Bathrooms, Sleeps 7
24 photos Details
Reviews (1) Make Enquiry
From
$165
Per Night
other travellers have booked this property
Key Largo
2 Bedrooms, 2 Bathrooms, Sleeps 7
8 photos Details
Reviews (2) Make Enquiry
From
$203
Per Night
Key Largo
2 Bedrooms, 2 Bathrooms, Sleeps 5
13 photos Details
Reviews (1) Make Enquiry
From
$173
Per Night
other travellers have booked this property
Key Colony Beach
2 Bedrooms, 2 Bathrooms, Sleeps 4
14 photos Details
Reviews (3) Make Enquiry
From
$4,617
Per Week
Marathon
5 Bedrooms, 4 Bathrooms, Sleeps 14
1 photo Details
Reviews (1) Make Enquiry
From
$1,099
Per Week
other travellers have booked this property
Marathon
3 Bedrooms, 3 Bathrooms, Sleeps 8
45 photos Details
Reviews (3) Make Enquiry
From
$302
Per Night
other travellers have booked this property
Key West
2 Bedrooms, 2 Bathrooms, Sleeps 6
25 photos Details
Reviews (21) Make Enquiry
From
$220
Per Night
Islamorada
2 Bedrooms, 2 Bathrooms, Sleeps 4
35 photos Details
Reviews (1) Make Enquiry
From
$313
Per Night
other travellers have booked this property
Key West
2 Bedrooms, 1 Bathroom, Sleeps 4
22 photos Details
Reviews (1) Make Enquiry
From
$137
Per Night
other travellers have booked this property
Marathon
1 Bedroom, 1 Bathroom, Sleeps 4
18 photos Details
Reviews (3) Make Enquiry
From
$1,759
Per Week
Matecumbe Key
1 Bedroom, 1 Bathroom, Sleeps 2
10 photos Details
Reviews (3) Make Enquiry
From
$3,073
Per Week
Marathon
2 Bedrooms, 3 Bathrooms, Sleeps 8
14 photos Details
Reviews (4) Make Enquiry
From
$121
Per Night
other travellers have booked this property
Marathon
1 Bedroom, 1 Bathroom, Sleeps 4
19 photos Details
Reviews (1) Make Enquiry
From
$209
Per Night
other travellers have booked this property
Key West
2 Bedrooms, 2 Bathrooms, Sleeps 6
22 photos Details
Reviews (16) Make Enquiry
From
$3,073
Per Week
other traveller has booked this property
Marathon
2 Bedrooms, 2 Bathrooms, Sleeps 6
31 photos Details
Reviews (2) Make Enquiry
From
$1,099
Per Week
other travellers have booked this property
Marathon
3 Bedrooms, 3 Bathrooms, Sleeps 6
42 photos Details
Reviews (3) Make Enquiry
From
$660
Per Night
other travellers have booked this property
Marathon
3 Bedrooms, 3 Bathrooms, Sleeps 6
29 photos Details
Reviews (10) Make Enquiry
From
$440
Per Night
other travellers have booked this property
Matecumbe Key
3 Bedrooms, 3 Bathrooms, Sleeps 5
17 photos Details
Reviews (4) Make Enquiry
From
$165
Per Night
other travellers have booked this property
Tavernier
2 Bedrooms, 2 Bathrooms, Sleeps 4
12 photos Details
Reviews (8) Make Enquiry
From
$264
Per Night
other travellers have booked this property
Key West
2 Bedrooms, 2 Bathrooms, Sleeps 6
5 photos Details
Reviews (2) Make Enquiry
From
$197
Per Night
other travellers have booked this property
Key Largo
2 Bedrooms, 2 Bathrooms, Sleeps 6
66 photos Details
Reviews (22) Make Enquiry
From
$1,044
Per Week
other traveller has booked this property
Key Largo
2 Bedrooms, 3 Bathrooms, Sleeps 4
7 photos Details
Reviews (3) Make Enquiry
From
$1,374
Per Week
other travellers have booked this property
Marathon
2 Bedrooms, 2 Bathrooms, Sleeps 6
24 photos Details
Reviews (1) Make Enquiry
From
$154
Per Night
other travellers have booked this property
Big Pine Key
2 Bedrooms, 2 Bathrooms, Sleeps 4
12 photos Details
Reviews (5) Make Enquiry
From
$314
Per Night
other travellers have booked this property
Islamorada
3 Bedrooms, 3 Bathrooms, Sleeps 6
16 photos Details
Reviews (5) Make Enquiry
From
$550
Per Night
other travellers have booked this property
Matecumbe Key
4 Bedrooms, 3 Bathrooms, Sleeps 10
27 photos Details
Reviews (1) Make Enquiry
From
$192
Per Night
other travellers have booked this property
Key West
2 Bedrooms, 2 Bathrooms, Sleeps 5
10 photos Details
Reviews (2) Make Enquiry
From
$247
Per Night
other travellers have booked this property
Key West
2 Bedrooms, 2 Bathrooms, Sleeps 6
14 photos Details
Reviews (9) Make Enquiry
From
$143
Per Night
other travellers have booked this property
Key Largo
1 Bedroom, 1 Bathroom, Sleeps 2
10 photos Details
Reviews (1) Make Enquiry
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Book Online(286)

Suitability

  • Wheelchair access (77)
  • Elder access (335)
  • Suitable for children (412)
  • Pet friendly (272)
  • Smoking allowed (8)

Amenities

  • Other outdoor space (790)
  • Air Conditioning (770)
  • Washer/Dryer (699)
  • Grill (670)
  • All pools (660)
  • 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.