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Holiday Villas Florida Keys, FL

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$177
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Public pool, Pool, Heated Pool & more
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$1,272
Per Night
5 Bedrooms, 4 Bathrooms, Sleeps 16
Parking, Housekeeping Optional, Grill & more
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$177
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Public pool, Concierge, Spa/Whirlpool & more
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Also consider
Paradise condo for fishing, scuba diving, relaxing
2 Bedrooms, sleeps 6
$228 / night
Ellen's Retreat, tropical living, 28 days no less.
3 Bedrooms, sleeps 6
$6,279 - $8,562 / month
Spacious Key Largo Townhome For Rent
3 Bedrooms, sleeps 8
$195 - $261 / night
Key Largo 2 bedroom on the water
2 Bedrooms, sleeps 4
$143 - $200 / night
From
$734
Per Night
5 Bedrooms, 6 Bathrooms, Sleeps 10
Bookings
Pet friendly, Water Views, Air Conditioning & more
15 photos Details
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From
$8,562
Per Month
3 Bedrooms, 1 Bathroom, Sleeps 6
Water Views, Grill, Other outdoor space & more
10 photos Details
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From
$196
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Public pool, Pool, Heated Pool & more
20 photos Details
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From
$196
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Public pool, Grill, Pool, Heated Pool & more
20 photos Details
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From
$147
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 5
Washer/Dryer, Parking, Grill & more
11 photos Details
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From
$171
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Other outdoor space, Washer/Dryer & more
12 photos Details
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From
$398
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Suitable for children
1 photo Details
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From
$228
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 5
Canoe, Internet, Water Views & more
32 photos Details
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From
$571
Per Night
4 Bedrooms, 2 Bathrooms, Sleeps 10
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Air Conditioning, Private Outdoor Pool (Unheated) & more
8 photos Details
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From
$20,549
Per Month
4 Bedrooms, 3 Bathrooms, Sleeps 8
Air Conditioning, Washer/Dryer, Other outdoor space & more
11 photos Details
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From
$228
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 6
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Suitable for children, Public pool & more
21 photos Details
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From
$143
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
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Internet, Air Conditioning, Parking & more
12 photos Details
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From
$5,708
Per Month
2 Bedrooms, 1 Bathroom, Sleeps 4
Water Views, Washer/Dryer, Internet & more
26 photos Details
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From
$1,142
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 6
Grill, Air Conditioning, Internet & more
22 photos Details
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From
$211
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
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Shared Tennis Court, Parking, Child pool & more
30 photos Details
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From
$342
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
Other outdoor space, Air Conditioning, Elder access & more
43 photos Details
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From
$514
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 5
Bookings
Air Conditioning, Internet, Boat Available & more
17 photos Details
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From
$103
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
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Fitness Room, Water Views & more
19 photos Details
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From
$126
Per Night
Studio, 1 Bathroom, Sleeps 2
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12 photos Details
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From
$244
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
Other outdoor space, Boat Available, Water Views & more
11 photos Details
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From
$487
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 8
Boat Available, Water Views, Internet & more
14 photos Details
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From
$342
Per Night
5 Bedrooms, 4 Bathrooms, Sleeps 12
Booking
Parking, Air Conditioning, Housekeeping Optional & more
15 photos Details
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From
$143
Per Night
Studio, 1 Bathroom, Sleeps 2
Bookings
Internet, Other outdoor space, Washer/Dryer & more
27 photos Details
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From
$212
Per Night
Studio, 1 Bathroom, Sleeps 2
Other outdoor space, Internet, Boat Available & more
8 photos Details
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From
$200
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 5
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Hot Tub, Internet, Elder access & more
10 photos Details
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From
$13,014
Per Month
3 Bedrooms, 3 Bathrooms, Sleeps 6
Internet, Boat Available
44 photos Details
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From
$341
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Internet, Air Conditioning, Other outdoor space & more
13 photos Details
Reviews (18) Make Enquiry
From
$257
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 9
Bookings
Internet, Grill, Washer/Dryer & more
15 photos Details
Reviews (1) Make Enquiry
From
$457
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
Other outdoor space, Private Outdoor Pool (Heated) & more
25 photos Details
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From
$341
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Fitness Room, Pet friendly, Internet & more
14 photos Details
Reviews (10) Make Enquiry
From
$103
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Pet friendly, Other outdoor space & more
34 photos Details
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From
$1,541
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Pool, Elder access, Public pool & more
22 photos Details
Reviews (1) Make Enquiry
From
$328
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
Bookings
Public pool, Other outdoor space & more
12 photos Details
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From
$846
Per Night
8 Bedrooms, 6 Bathrooms, Sleeps 20
Air Conditioning, Internet, Water Views & more
24 photos Details
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From
$371
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
Washer/Dryer, Parking, Suitable for children & more
59 photos Details
Reviews (7) Make Enquiry
From
$154
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
Canoe, Air Conditioning, Elder access & more
10 photos Details
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From
$159
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
Air Conditioning, Internet, Boat Available & more
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.