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Holiday Villas Florida Keys, FL

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 971 Rentals in Florida Keys
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From
$95
Per Night
other travellers have booked this property
1 Bedroom, 1 Bathroom, Sleeps 4
Internet, Washer/Dryer, Air Conditioning & more
20 photos Details
Reviews (6) Make Enquiry
From
$185
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Public pool, Pool, Heated Pool & more
16 photos Details
Reviews (1)
From
$4,240
Per Month
3 Bedrooms, 2 Bathrooms, Sleeps 6
Parking, Internet, Pet friendly & more
17 photos Details
Reviews (1) Make Enquiry
Also consider
Upper Florida Keys Tavernier Home Getaway
3 Bedrooms, sleeps 8
$318 / night
Wonderful condo with pool, tikibar, tennis & golf
1 Bedroom, sleeps 4
$117 - $159 / night
Peace in the Keys
2 Bedrooms, sleeps 6
$186 / night
Boaters Paradise in Ramrod Key
3 Bedrooms, sleeps 8
$113 / night
From
$371
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Parking, Water Views, Internet & more
19 photos Details
Reviews (1) Make Enquiry
From
$981
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 5
Pool, Public pool, Parking & more
15 photos Details
Reviews (2) Make Enquiry
From
$981
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 6
Pool, Grill, Public pool & more
20 photos Details
Reviews (1) Make Enquiry
From
$433
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 10
24 photos Details
Reviews (1) Make Enquiry
From
$105
Per Night
other traveller has booked this property
2 Bedrooms, 2 Bathrooms, Sleeps 8
Internet, Public pool, Washer/Dryer & more
22 photos Details
Reviews (1) Make Enquiry
Get the List
From
$4,770
Per Month
3 Bedrooms, 1 Bathroom, Sleeps 1
Waterfront, Internet, Grill & more
23 photos Details
Reviews (4) Make Enquiry
From
$221
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
12 photos Details
Reviews (1) Make Enquiry
From
$1,060
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 6
Grill, Air Conditioning, Internet & more
22 photos Details
Reviews (1) Make Enquiry
From
$4,240
Per Month
3 Bedrooms, 2 Bathrooms, Sleeps 6
Other outdoor space, Grill, Internet & more
29 photos Details
Reviews (1) Make Enquiry
From
$3,180
Per Month
1 Bedroom, 1 Bathroom, Sleeps 4
Washer/Dryer, Internet, Private Beach & more
11 photos Details
Reviews (1) Make Enquiry
From
$774
Per Night
other travellers have booked this property
5 Bedrooms, 6 Bathrooms, Sleeps 10
Suitable for children, Water Views, Hot Tub & more
15 photos Details
Reviews (1) Make Enquiry
From
$253
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Fitness Room, Air Conditioning, Hot Tub & more
13 photos Details
Reviews (13) Make Enquiry
From
$230
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 12
Private Pool, Heated Pool, Other outdoor space & more
41 photos Details
Reviews (1) Make Enquiry
From
$370
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Suitable for children
1 photo Details
Reviews (1) Make Enquiry
From
$253
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Fitness Room, Internet, Pool & more
13 photos Details
Reviews (18) Make Enquiry
From
$287
Per Night
other traveller has booked this property
4 Bedrooms, 4 Bathrooms, Sleeps 12
Internet, Water Views, Grill & more
11 photos Details
Reviews (1) Make Enquiry
From
$69
Per Night
other travellers have booked this property
1 Bedroom, 1 Bathroom, Sleeps 2
Elder access, Internet, Air Conditioning & more
23 photos Details
Reviews (3) Make Enquiry
From
$954
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
Grill, Private Fishing Lake/River, Boat Available & more
47 photos Details
Reviews (5) Make Enquiry
From
$1,431
Per Week
other travellers have booked this property
3 Bedrooms, 2 Bathrooms, Sleeps 6
Pool, Elder access, Public pool & more
22 photos Details
Reviews (1) Make Enquiry
From
$151
Per Night
other travellers have booked this property
2 Bedrooms, 2 Bathrooms, Sleeps 5
Suitable for children, Wheelchair access & more
9 photos Details
Reviews (1) Make Enquiry
From
$3,180
Per Month
3 Bedrooms, 2 Bathrooms, Sleeps 6
Suitable for children, Pet friendly
15 photos Details
Reviews (1) Make Enquiry
From
$159
Per Night
other travellers have booked this property
1 Bedroom, 1 Bathroom, Sleeps 2
Internet, Air Conditioning, Parking & more
12 photos Details
Reviews (3) Make Enquiry
From
$12,721
Per Month
3 Bedrooms, 3 Bathrooms, Sleeps 8
Grill, Other outdoor space, Internet & more
17 photos Details
Reviews (2) Make Enquiry
From
$191
Per Night
other traveller has booked this property
2 Bedrooms, 1 Bathroom, Sleeps 4
Internet, Air Conditioning, Garden & more
15 photos Details
Reviews (1) Make Enquiry
From
$135
Per Night
other travellers have booked this property
2 Bedrooms, 2 Bathrooms, Sleeps 6
Elder access, Parking, Shared Outdoor Pool (Heated) & more
24 photos Details
Reviews (3) Make Enquiry
From
$106
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Air Conditioning, Waterfront, Internet & more
25 photos Details
Reviews (2) Make Enquiry
From
$228
Per Night
other travellers have booked this property
2 Bedrooms, 3 Bathrooms, Sleeps 6
Elder access, Washer/Dryer, Public pool & more
15 photos Details
Reviews (1) Make Enquiry
From
$117
Per Night
other traveller has booked this property
2 Bedrooms, 2 Bathrooms, Sleeps 8
Suitable for children, Boat Available & more
7 photos Details
Reviews (1) Make Enquiry
From
$212
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
Other outdoor space, Housekeeping Optional, Garden & more
35 photos Details
Reviews (1) Make Enquiry
From
$133
Per Night
other travellers have booked this property
1 Bedroom, 1 Bathroom, Sleeps 4
Parking, Suitable for children, Air Conditioning & more
18 photos Details
Reviews (7) Make Enquiry
From
$94
Per Night
other travellers have booked this property
2 Bedrooms, 1 Bathroom, Sleeps 6
Internet, Other outdoor space, Air Conditioning & more
25 photos Details
Reviews (3) Make Enquiry
From
$133
Per Night
other traveller has booked this property
Studio, 1 Bathroom, Sleeps 2
Internet, Other outdoor space, Washer/Dryer & more
27 photos Details
Reviews (1) Make Enquiry
From
$235
Per Night
other travellers have booked this property
2 Bedrooms, 3 Bathrooms, Sleeps 6
Suitable for children, Public pool & more
21 photos Details
Reviews (1) Make Enquiry
From
$106
Per Night
other travellers have booked this property
1 Bedroom, 1 Bathroom, Sleeps 4
Water Views, Parking, Other outdoor space & more
14 photos Details
Reviews (17) Make Enquiry
From
$212
Per Night
other traveller has booked this property
2 Bedrooms, 2 Bathrooms, Sleeps 6
Washer/Dryer, Air Conditioning, Other outdoor space & more
12 photos Details
Reviews (1) Make Enquiry
From
$212
Per Night
other travellers have booked this property
2 Bedrooms, 2 Bathrooms, Sleeps 6
Hot Tub, Other outdoor space, Suitable for children & more
17 photos Details
Reviews (9) Make Enquiry
From
$292
Per Night
other traveller has booked this property
3 Bedrooms, 2 Bathrooms, Sleeps 6
Parking, Shared Outdoor Pool (Heated) & more
27 photos Details
Reviews (3) Make Enquiry
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Book Online(447)
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Suitability

  • Wheelchair access (83)
  • Elder access (352)
  • Suitable for children (440)
  • Pet friendly (258)
  • Smoking allowed (10)

Amenities

  • Other outdoor space (758)
  • Internet (757)
  • Air Conditioning (753)
  • Grill (620)
  • All pools (517)
  • 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.