Vacation Rentals - Beach Houses, Condos, Cabins, Apartments & Vacation Homes | Tripping.com

Find Vacation Rentals in Florida Keys

Florida Keys
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Popular Florida Keys Vacation Rentals

Find the perfect Florida Keys vacation rental

House Key Largo
e.g. 9/24 - 10/1 (Sat - Sat)
-25%
$341
$257 per night
House ∙ 6 guests ∙ 2 bedrooms
4.5
"Outstanding" (16 ratings)
Key Largo, Monroe County, Florida, United States
Free cancellation
Details
HomeToGo
Details
House Key Largo
e.g. 9/17 - 9/24 (Sat - Sat)
-40%
$501
$301 per night
House ∙ 6 guests ∙ 2 bedrooms
Key Largo, Monroe County, Florida, United States
Free cancellation
Details
HomeToGo
Details
House Tavernier
e.g. 9/17 - 9/24 (Sat - Sat)
-54%
$712
$326 per night
House ∙ 6 guests ∙ 2 bedrooms
4.3
"Very good" (4 ratings)
Tavernier, Monroe County, Florida, United States
Free cancellation
Details
HomeToGo
Details
Condo Key West
e.g. 11/19 - 11/26 (Sat - Sat)
$630 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Key West, Florida Keys, Florida, United States
Free cancellation
Details
HomeToGo
Details
House Marathon
e.g. 9/17 - 9/24 (Sat - Sat)
-83%
$2,739
$461 per night
House ∙ 8 guests ∙ 3 bedrooms
4.9
"Excellent" (108 ratings)
Marathon, Monroe County, Florida, United States
Free cancellation
Details
HomeToGo
Details
House Key Colony Beach
e.g. 10/1 - 10/8 (Sat - Sat)
-48%
$478
$246 per night
House ∙ 6 guests ∙ 2 bedrooms
4.6
"Outstanding" (41 ratings)
Key Colony Beach, Monroe County, Florida, United States
Details
Vacasa
Details
House Marathon
e.g. 12/3 - 12/10 (Sat - Sat)
-67%
$1,273
$417 per night
House ∙ 6 guests ∙ 3 bedrooms
4.8
"Excellent" (4 ratings)
Marathon, Monroe County, Florida, United States
Free cancellation
Details
HomeToGo
Details
House Tavernier
e.g. 9/17 - 9/24 (Sat - Sat)
-58%
$827
$348 per night
House ∙ 6 guests ∙ 2 bedrooms
Tavernier, Monroe County, Florida, United States
Free cancellation
Details
HomeToGo
Details
House Key Colony Beach
e.g. 11/12 - 11/19 (Sat - Sat)
-19%
$309
$251 per night
House ∙ 4 guests ∙ 2 bedrooms
4.9
"Excellent" (14 ratings)
Key Colony Beach, Monroe County, Florida, United States
Details
Vacasa
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Vacation rentals and apartments with air conditioning

House Aircondition Key Colony Beach
e.g. 11/12 - 11/19 (Sat - Sat)
-37%
$482
$305 per night
House ∙ 4 guests ∙ 2 bedrooms
4.7
"Outstanding" (15 ratings)
Key Colony Beach, Monroe County, Florida, United States
Aircondition
Details
Vacasa
Details
House Aircondition Key Colony Beach
e.g. 10/1 - 10/8 (Sat - Sat)
-43%
$459
$260 per night
House ∙ 6 guests ∙ 2 bedrooms
4.4
"Very good" (50 ratings)
Key Colony Beach, Monroe County, Florida, United States
Aircondition
Details
Vacasa
Details
House Aircondition Marathon
e.g. 10/1 - 10/8 (Sat - Sat)
-45%
$568
$310 per night
House ∙ 6 guests ∙ 2 bedrooms
5.0
"Excellent" (4 ratings)
Marathon, Monroe County, Florida, United States
Aircondition
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Vacasa
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Vacation rentals with Wi-Fi

House Internet Marathon
e.g. 10/15 - 10/22 (Sat - Sat)
$438 per night
House ∙ 6 guests ∙ 2 bedrooms
4.6
"Outstanding" (18 ratings)
Marathon, Monroe County, Florida, United States
Internet
Details
Vacasa
Details
House Internet Key Colony Beach
e.g. 10/1 - 10/8 (Sat - Sat)
-27%
$600
$435 per night
House ∙ 10 guests ∙ 3 bedrooms
4.9
"Excellent" (36 ratings)
Key Colony Beach, Monroe County, Florida, United States
Internet
Details
Vacasa
Details
House Internet Marathon
e.g. 9/24 - 10/1 (Sat - Sat)
-44%
$652
$364 per night
House ∙ 8 guests ∙ 3 bedrooms
4.8
"Excellent" (12 ratings)
Marathon, Monroe County, Florida, United States
Internet
Details
Vacasa
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Apartments and vacation rentals with a kitchen

Condo Kitchen Key West
e.g. 7/9 - 7/16 (Sat - Sat)
$487 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Key West, Florida Keys, Florida, United States
Kitchen
Details
HomeToGo
Details
House Kitchen Marathon
e.g. 11/5 - 11/12 (Sat - Sat)
-52%
$903
$432 per night
House ∙ 7 guests ∙ 3 bedrooms
4.4
"Very good" (37 ratings)
Marathon, Monroe County, Florida, United States
Kitchen
Details
Vacasa
Details
House Kitchen Marathon
e.g. 9/10 - 9/17 (Sat - Sat)
-46%
$1,276
$689 per night
House ∙ 8 guests ∙ 3 bedrooms
4.9
"Excellent" (36 ratings)
Marathon, Monroe County, Florida, United States
Kitchen
Details
Vacasa
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Frequently Asked Questions

How much does it cost to stay in Florida Keys?

Vacation rentals in Florida Keys are priced starting at $183 per night.

Are there lots vacation rental options to choose from in Florida Keys?

You can find and compare 8,029 offers in Florida Keys and book an ideal place for your next getaway.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in Florida Keys

Looking for the perfect vacation rental for your Florida Keys getaway? Tripping.com’s got you covered. Whether you’re seeking a vacation home, cabin rental or cottage, Florida Keys offers 17979 affordable vacation home rentals to choose from, with far more amenities, space and comforts than the average hotel room. Select from 15429 properties with high-speed WiFi Internet, 9511 full with jacuzzi and pool, and homes complete with outdoor patio, great for entertaining with guests. Whatever your needs, find the perfect home rental that best matches your accommodation style and budget. For travelers planning for an extended stay, long-term lodging and corporate rentals only cost an average of $9525 a month. Save hundreds with affordable vacation rentals on Tripping.com and, in many cases, book directly online so you’re all set to go. Florida Keys has 17979 gorgeous homes with 4072 pet-friendly rentals to choose from, perfect for your dog or cat. Check out our vacation rental listings now to get the latest deals, and book the right vacation home rental for you and the whole family. Feel at home wherever you are and experience an unforgettable vacation with Tripping.com. Search properties from 16 vacation rental sites in Florida Keys where the top providers in that area are HomeAway, TripAdvisor, and Booking.com. There are 8085 HomeAway rentals, 3662 TripAdvisor short term rentals and 2245 Booking.com vacation rentals.

Where are travelers searching to stay in the Florida Keys?

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