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

Find Vacation Rentals in Florida Keys

Florida Keys
Anytime
2 guests

Popular Florida Keys Vacation Rentals

Find the perfect Florida Keys vacation rental

House Marathon 6
-34%
e.g. 6/19 - 6/26 (Sat - Sat)
House ∙ 6 guests ∙ 3 bedrooms
Marathon, Monroe County, Florida, United States
from $1,360 $2,072
Vrbo
5.0/5.0
"Excellent"
Details
House Layton 6
-56%
e.g. 1/8 - 1/15 (Sat - Sat)
House ∙ 6 guests ∙ 3 bedrooms
Layton, Monroe County, Florida, United States
from $195 $444
Vrbo
4.2/5.0
"Very good"
Details
House Key Largo 6
House ∙ 6 guests ∙ 2 bedrooms
Key Largo, Monroe County, Florida, United States
from $120
Vrbo
4.5/5.0
"Outstanding"
Details
House Cudjoe Key 5
-24%
e.g. 8/21 - 8/28 (Sat - Sat)
House ∙ 5 guests ∙ 2 bedrooms
Cudjoe Key, Monroe County, Florida, United States
from $265 $350
Vrbo
4.7/5.0
"Outstanding"
Details
House Marathon 6
-25%
e.g. 5/1 - 5/8 (Sat - Sat)
House ∙ 6 guests ∙ 3 bedrooms
Marathon, Monroe County, Florida, United States
from $300 $400
Vrbo
5.0/5.0
"Excellent"
Details
House Key Largo 6
-32%
e.g. 5/1 - 5/8 (Sat - Sat)
House ∙ 6 guests ∙ 3 bedrooms
Key Largo, Monroe County, Florida, United States
from $159 $235
Vrbo
5.0/5.0
"Excellent"
Details
House Cudjoe Key 6
House ∙ 6 guests ∙ 2 bedrooms
Cudjoe Key, Monroe County, Florida, United States
from $117
Vrbo
4.8/5.0
"Excellent"
Details
House Islamorada 4
House ∙ 4 guests ∙ 2 bedrooms
Islamorada, Monroe County, Florida, United States
from $200
Vrbo
5.0/5.0
"Excellent"
Details
House Key West 6
House ∙ 6 guests ∙ 2 bedrooms
Key West, Florida Keys, Florida, United States
from $270
Vrbo
4.4/5.0
"Very good"
Details
View more

Vacation rentals and apartments with air conditioning

House Aircondition Key West
Aircondition
House ∙ 4 guests ∙ 1 bedroom
Key West, Florida Keys, Florida, United States
from $158
Vrbo
4.7/5.0
"Outstanding"
Details
House Aircondition Key West
-46%
e.g. 8/21 - 8/28 (Sat - Sat)
Aircondition
House ∙ 4 guests ∙ 1 bedroom
Key West, Florida Keys, Florida, United States
from $129 $239
Vrbo
4.5/5.0
"Outstanding"
Details
House Aircondition Marathon
-17%
e.g. 5/15 - 5/22 (Sat - Sat)
Aircondition
House ∙ 8 guests ∙ 3 bedrooms
Marathon, Monroe County, Florida, United States
from $215 $260
Vrbo
Details
House Aircondition Marathon
Aircondition
House ∙ 6 guests ∙ 3 bedrooms
Marathon, Monroe County, Florida, United States
from $240
Vrbo
5.0/5.0
"Excellent"
Details
View more

Vacation rentals with Wi-Fi

House Internet Key West
-46%
e.g. 9/10 - 9/17 (Fri - Fri)
Internet
House ∙ 2 guests ∙ 4 bedrooms
Key West, Florida Keys, Florida, United States
from $152 $283
Expedia
4.3/5.0
"Very good"
Details
Cottage Internet Key West
-76%
e.g. 8/2 - 8/9 (Mon - Mon)
Internet
Cottage ∙ 2 guests ∙ 3 bedrooms
Key West, Florida Keys, Florida, United States
from $98 $410
Expedia
3.5/5.0
"Good"
Details
House Internet Islamorada
Internet
House ∙ 6 guests ∙ 2 bedrooms
Islamorada, Monroe County, Florida, United States
from $225
Vrbo
4.7/5.0
"Outstanding"
Details
View more

Apartments and vacation rentals with a kitchen

Apartment Kitchen Key Largo
-37%
e.g. 4/24 - 5/1 (Sat - Sat)
Kitchen
Apartment ∙ 6 guests ∙ 2 bedrooms
Key Largo, Monroe County, Florida, United States
from $189 $299
Vrbo
5.0/5.0
"Excellent"
Details
House Kitchen Key Largo
Kitchen
House ∙ 6 guests ∙ 2 bedrooms
Key Largo, Monroe County, Florida, United States
from $180
Vrbo
4.8/5.0
"Excellent"
Details
House Kitchen Cudjoe Key
-31%
e.g. 10/9 - 10/16 (Sat - Sat)
Kitchen
House ∙ 6 guests ∙ 2 bedrooms
Cudjoe Key, Monroe County, Florida, United States
from $110 $160
Vrbo
4.5/5.0
"Outstanding"
Details
House Kitchen Key West
-41%
e.g. 8/7 - 8/14 (Sat - Sat)
Kitchen
House ∙ 6 guests ∙ 2 bedrooms
Key West, Florida Keys, Florida, United States
from $229 $386
Vrbo
4.9/5.0
"Excellent"
Details
View more

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.

Top Destinations in Florida

Destinations Close to Florida Keys

image-tag