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Florida Keys Vacation Rentals

Find 18,397 available home rentals from 27 partners
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Top 15 Recommended vacation rentals in Florida Keys

Find your perfect vacation rental in Florida Keys from just $243 per night!

House Islamorada
House ∙ 12 guests ∙ 5 bedrooms

372 m² House

Islamorada, Monroe County, Florida, United States
from $1,850
per night
Outstanding(76 ratings)
from $1,850
per night
View deal
House Sugarloaf Shores
House ∙ 10 guests ∙ 3 bedrooms

House

Sugarloaf Shores, Monroe County, Florida, United States
from $694
per night
Outstanding(62 ratings)
from $694
per night
View deal
House Marathon
House ∙ 12 guests ∙ 6 bedrooms

House

Marathon, Monroe County, Florida, United States
from $793
per night
Outstanding(45 ratings)
from $793
per night
View deal
House Key Colony Beach
House ∙ 10 guests ∙ 4 bedrooms

232 m² House

Key Colony Beach, Monroe County, Florida, United States
from $556
per night
Very good(90 ratings)
from $556
per night
View deal
House Islamorada
House ∙ 8 guests ∙ 4 bedrooms

314 m² House

Islamorada, Monroe County, Florida, United States
from $1,040
per night
Outstanding(50 ratings)
from $1,040
per night
View deal
House Marathon
House ∙ 8 guests ∙ 3 bedrooms

House

Marathon, Monroe County, Florida, United States
from $510
per night
Outstanding(39 ratings)
from $510
per night
View deal
House Key West
House ∙ 8 guests ∙ 4 bedrooms

195 m² House

Key West, Monroe County, Florida, United States
from $361
per night
Excellent(25 ratings)
from $361
per night
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House Marathon
House ∙ 8 guests ∙ 3 bedrooms

135 m² House

Marathon, Monroe County, Florida, United States
from $510
per night
Excellent(66 ratings)
from $510
per night
View deal
House Cudjoe Key
House ∙ 14 guests ∙ 5 bedrooms

214 m² House

Cudjoe Key, Monroe County, Florida, United States
from $1,056
per night
Excellent(90 ratings)
from $1,056
per night
View deal
House Key West
House ∙ 4 guests ∙ 2 bedrooms

118 m² House

Key West, Monroe County, Florida, United States
from $365
per night
Outstanding(16 ratings)
from $365
per night
View deal
House Key Colony Beach
House ∙ 10 guests ∙ 4 bedrooms

213 m² House

Key Colony Beach, Monroe County, Florida, United States
from $765
per night
Excellent(44 ratings)
from $765
per night
View deal
House Marathon
House ∙ 8 guests ∙ 4 bedrooms

House

Marathon, Monroe County, Florida, United States
from $639
per night
Outstanding(14 ratings)
from $639
per night
View deal
House Key Largo
House ∙ 8 guests ∙ 3 bedrooms

House

Key Largo, Monroe County, Florida, United States
from $221
per night
Outstanding(12 ratings)
from $221
per night
View deal
House Marathon
House ∙ 14 guests ∙ 6 bedrooms

372 m² House

Marathon, Monroe County, Florida, United States
from $1,109
per night
Outstanding(221 ratings)
from $1,109
per night
View deal
House Marathon
House ∙ 10 guests ∙ 4 bedrooms

164 m² House

Marathon, Monroe County, Florida, United States
from $496
per night
Outstanding(102 ratings)
from $496
per night
View deal

Vacation rentals and apartments with air conditioning

House  Marathon
from $499 per night
House ∙ 10 guests ∙ 4 bedrooms

175 m² House

4.6
Excellent(76 ratings)
Marathon, Monroe County, Florida, United States
Air conditioning
View deal
House  Marathon
from $677 per night
House ∙ 8 guests ∙ 4 bedrooms

200 m² House

4.8
Outstanding(51 ratings)
Marathon, Monroe County, Florida, United States
Air conditioning
View deal
House  Marathon
from $631 per night
House ∙ 10 guests ∙ 4 bedrooms

232 m² House

4.9
Outstanding(56 ratings)
Marathon, Monroe County, Florida, United States
Air conditioning
View deal
See all offers

Apartments with a balcony or patio

House  Islamorada
from $560 per night
House ∙ 10 guests ∙ 4 bedrooms

267 m² House

4.4
Very good(3 ratings)
Islamorada, Monroe County, Florida, United States
Balcony/Patio
View deal
House  Marathon
from $623 per night
House ∙ 7 guests ∙ 3 bedrooms

165 m² House

5.0
Outstanding(77 ratings)
Marathon, Monroe County, Florida, United States
Balcony/Patio
View deal
House  Key Colony Beach
from $928 per night
House ∙ 10 guests ∙ 5 bedrooms

335 m² House

4.5
Excellent(31 ratings)
Key Colony Beach, Monroe County, Florida, United States
Balcony/Patio
View deal
See all offers

Vacation homes and cottages with a garden

House  Islamorada
from $3,146 per night
14 guests ∙ 6 bedrooms

House

5.0
Outstanding(71 ratings)
Islamorada, Monroe County, Florida, United States
Yard
View deal
House  Marathon
from $1,145 per night
House ∙ 14 guests ∙ 5 bedrooms

297 m² House

4.8
Outstanding(63 ratings)
Marathon, Monroe County, Florida, United States
Yard
View deal
House  Marathon
from $1,163 per night
10 guests ∙ 4 bedrooms

House

4.7
Excellent(53 ratings)
Marathon, Monroe County, Florida, United States
Yard
View deal
See all offers

Budget-friendly Rentals in Florida Keys

Find Fantastic yet Inexpensive Rentals

House Marathon
from $477 per night
House ∙ 8 guests ∙ 3 bedrooms

149 m² House

4.5
Excellent(58 ratings)
Marathon, Monroe County, Florida, United States
View deal
House Marathon
from $465 per night
House ∙ 6 guests ∙ 3 bedrooms

171 m² House

4.9
Outstanding(62 ratings)
Marathon, Monroe County, Florida, United States
View deal
House Marathon
from $1,482 per night
16 guests ∙ 7 bedrooms

House

4.9
Outstanding(32 ratings)
Marathon, Monroe County, Florida, United States
View deal

Top-Rated Offers and Accommodations in Florida Keys

Book Vacation Rentals with the Highest User Rating

House Key Largo
from $581 per night
8 guests ∙ 3 bedrooms

House

5.0
Outstanding(254 ratings)
Key Largo, Monroe County, Florida, United States
View deal
House Marathon
from $972 per night
10 guests ∙ 4 bedrooms

House

5.0
Outstanding(43 ratings)
Marathon, Monroe County, Florida, United States
View deal
House Key Colony Beach
from $486 per night
House ∙ 7 guests ∙ 3 bedrooms

149 m² House

5.0
Outstanding(41 ratings)
Key Colony Beach, Monroe County, Florida, United States
View deal

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Explore 15 million+ rentals, the world’s biggest selection of vacation homes.

Popular Rental Amenities in Florida Keys

  • Pool (12,813)
  • WiFi (17,043)
  • Air conditioning (17,448)
  • Pet-friendly (5,737)
  • Kitchen (14,975)
  • Parking (693)
  • Washing machine (12,106)
  • TV (16,388)
  • Balcony/patio (7,901)
  • Dishwasher (7,705)
  • Grill (7,943)
  • Fishing (9,506)

Many users spend more time comparing the vacation rentals with a pool. Many of the accommodations have one in this destination. Also, more hotel room offer a pool than condo. Usually, hotel room with pools in Florida Keys accommodate 7 people and cost $854 a night. Among these vacation rentals, 46 of them are located within 2 kilometres of water.

Price and Availability Index in Florida Keys

Click on any bar to see price and availability information

Vacation Rental Price Information in Florida Keys

The graph shows average prices of rentals in Florida Keys for the next twelve months. The most expensive week of the next 12 months is in December (12/27 – 1/3), where prices hit an average of $865 a night. Prices decrease in September to an average of $682 per night (9/6 – 9/13).

Rental availability information in Florida Keys

Our availability graph helps you identify the busiest months in Florida Keys. It is in May that you will find the week with the least available vacation rentals (5/23 – 5/30). August (8/23 – 8/30) has got the highest percentage of available vacation rentals.

Enjoy Festivities and Nature From a Florida Keys Vacation Home

The Florida Keys have long been a celebrated vacation destination for couples, families, and those who have a love of the sea and underwater life. Florida Keys vacation rentals are typically beautiful and breezy beachside houses, ranging from cosy, romantic cottages for two, to larger houses with their own pool, perfect for a family or large group.

What are the best activities for families in Florida Keys?

Family fun in the Florida Keys: dolphins, sea lions, and history

For a great family activity, take the kids to see the dolphins at Island Dolphin Care or Theater of the Sea, which also offers sea lion shows. You can also introduce your family to the Keys' history at the Ernest Hemingway Home and Museum in Key West, where you can see the famous author's magnificent house and gardens.

Where are the unique attractions in Florida Keys?

Explore the underwater world with stunning coral reefs

The Florida Keys are well-known as a destination for snorkellers, scuba divers, and marine life enthusiasts. From Key West, as well as other islands, you can explore the area's beautiful coral reefs and diverse marine life. Particularly stunning spots include John Pennekamp Coral Reef State Park, popular not only for snorkelling but also glass-bottom boat tours, and Molasses Reef, where divers can enjoy the colourful underwater landscape. Nature lovers can also hike through Key Largo Hammock Botanical State Park for a chance to spot crocodiles.

Information about vacation rentals in Florida Keys

🏡 Vacation rentals available 18,397 rentals
🌙 Nightly prices starting at $243
⭐ Popular amenities Pool, Internet and Air conditioning
🐾 Pet friendly homes 5,695 homes
🏊 Vacation rentals with pools 12,775 homes
24 reviews
Florida Keys vacation rentals have an average rating of 4/5 on 24 reviews left by travelers.

Frequently Asked Questions

What is the typical availability of vacation rentals in Florida Keys?

At the moment, there are 18,397 vacation homes from 29 different providers in Florida Keys.

What are the most popular vacation home amenities in Florida Keys?

Many travellers are searching for Pool, Internet, and Air conditioning when booking a vacation home in Florida Keys.

Are there pet-friendly vacation rentals in Florida Keys?

If you're travelling with a dog, over 31% of vacation rentals in Florida Keys are pet-friendly.

What's the best month to visit Florida Keys?

If you're looking for balmy weather, July and August are typically the hottest months in Florida Keys with temperatures around 33 °C. February and January in Florida Keys are the coldest, with 20 °C on average.

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