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Florida Keys Vacation Rentals

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Florida Keys
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Price per night
Up to $100
$100 - $199
From $200
Accommodation types
House
Apartment
Bed & Breakfast
Rating
Outstanding: 4.5+
Very Good: 4+
Good: 3.5+

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.

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Best Vacation Home Deals Florida Keys

House Marathon
Sep. 2 - Sep. 9
-24%
$735
$559 per night
House ∙ 8 guests ∙ 3 bedrooms
House in Marathon with Private Balcony + Gulf Views
4.6
"Outstanding" (14 ratings)
Marathon, Monroe County, Florida, United States
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Cottage Marathon
Sep. 16 - Sep. 23
-17%
$365
$303 per night
Cottage ∙ 4 guests ∙ 1 bedroom
Cottage in Marathon with Grill & Pool
5.0
"Excellent" (82 ratings)
Marathon, Monroe County, Florida, United States
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House Key Colony Beach
Aug. 19 - Aug. 26
-25%
$466
$350 per night
House ∙ 4 guests ∙ 2 bedrooms
House in Key Colony Beach with Pool, Yard & Grill
5.0
"Excellent" (102 ratings)
Key Colony Beach, Monroe County, Florida, United States
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15,970 welcoming vacation rentals from 10 vacation rental websites are available in Florida Keys, with prices starting at $244 a night. Each of the properties from our partner websites are directly compared by our algorithm so you can save up to 30%.

Book Vacation Rentals with the Highest User Rating

Top-Rated Offers and Accommodations Florida Keys

House Cudjoe Key
Sep. 9 - Sep. 16
-19%
$669
$539 per night
House ∙ 4 guests ∙ 2 bedrooms
Vacation Home in Cudjoe Key with Grill & Pool + Beautiful Views
4.6
"Outstanding" (159 ratings)
Cudjoe Key, Monroe County, Florida, United States
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Condo Key Colony Beach
May 27 - Jun. 3
$482 per night
Condo ∙ 4 guests ∙ 2 bedrooms
Condo in Key Colony Beach with Pool & Grill + Beautiful View
4.9
"Excellent" (122 ratings)
Key Colony Beach, Monroe County, Florida, United States
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House Marathon
Sep. 2 - Sep. 9
$770 per night
House ∙ 10 guests ∙ 4 bedrooms
Vacation Home in Marathon with Grill & Pool + Amazing Views
4.9
"Excellent" (69 ratings)
Marathon, Monroe County, Florida, United States
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Recommended Vacation Rentals Florida Keys

Find your perfect vacation rental Florida Keys: from $242 per night

Villa Marathon
Mar. 9 - Mar. 16
$898 per night
Villa ∙ 9 guests ∙ 4 bedrooms
Beautiful Villa in Marathon with Private Pool
5.0
"Excellent" (125 ratings)
Marathon, Monroe County, Florida, United States
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House Key Colony Beach
Jun. 17 - Jun. 24
$384 per night
House ∙ 6 guests ∙ 2 bedrooms
Nice House in Key Colony Beach with Pool, Grill & Yard
5.0
"Excellent" (34 ratings)
Key Colony Beach, Monroe County, Florida, United States
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Condo Key West
Jun. 3 - Jun. 10
$414 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Condo in Key West with Sauna, Pool & Grill
4.9
"Excellent" (118 ratings)
Key West, Florida Keys, Florida, United States
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House Key Colony Beach
Sep. 9 - Sep. 16
$475 per night
House ∙ 4 guests ∙ 2 bedrooms
Charming Vacation Home in Key Colony Beach with Extra Parking + Open View
4.9
"Excellent" (18 ratings)
Key Colony Beach, Monroe County, Florida, United States
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Condo Key Colony Beach
Jul. 29 - Aug. 5
$541 per night
Condo ∙ 4 guests ∙ 2 bedrooms
Condo in Key Colony Beach with Yard, Grill & Pool + Beautiful View
5.0
"Excellent" (75 ratings)
Key Colony Beach, Monroe County, Florida, United States
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Condo Marathon
Sep. 16 - Sep. 23
$422 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Condo in Marathon with Grill & Pool + Fabulous Views
4.9
"Excellent" (81 ratings)
Marathon, Monroe County, Florida, United States
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House Marathon
Sep. 16 - Sep. 23
$673 per night
House ∙ 8 guests ∙ 3 bedrooms
Vacation Home in Marathon with Pool, Yard & Grill
5.0
"Excellent" (69 ratings)
Marathon, Monroe County, Florida, United States
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Apartment Marathon
Aug. 19 - Aug. 26
$350 per night
Apartment ∙ 4 guests ∙ 1 bedroom
Rental Apartment in Marathon with Private Patio + Gulf View
5.0
"Excellent" (150 ratings)
Marathon, Monroe County, Florida, United States
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House Cudjoe Key
May 6 - May 13
$351 per night
House ∙ 6 guests ∙ 2 bedrooms
Charming House in Cudjoe Key with Grill & Pool
4.6
"Outstanding" (78 ratings)
Cudjoe Key, Monroe County, Florida, United States
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Find Fantastic yet Inexpensive Rentals

Budget-friendly Rentals Florida Keys

House Key Colony Beach
Sep. 2 - Sep. 9
$488 per night
House ∙ 4 guests ∙ 2 bedrooms
Wonderful House in Key Colony Beach with Large Pool
4.9
"Excellent" (62 ratings)
Key Colony Beach, Monroe County, Florida, United States
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House Cudjoe Key
Jul. 29 - Aug. 5
$505 per night
House ∙ 6 guests ∙ 2 bedrooms
Vacation Home in Cudjoe Key with Pool & Grill + Ocean View
4.8
"Excellent" (126 ratings)
Cudjoe Key, Monroe County, Florida, United States
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House Cudjoe Key
Dec. 16 - Dec. 23
$484 per night
House ∙ 4 guests ∙ 2 bedrooms
Vacation Home in Cudjoe Key with Pool & Grill + Incredible Views
4.8
"Excellent" (163 ratings)
Cudjoe Key, Monroe County, Florida, United States
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Vacation rentals and apartments with air conditioning

Keep cool during your trip to Florida Keys and book a vacation rental with air conditioning.

Condo Air conditioning Islamorada
Aug. 19 - Aug. 26
-25%
$516
$388 per night
Condo ∙ 4 guests ∙ 2 bedrooms
Condo in Islamorada with Outdoor Pool + Ocean Views
4.8
"Excellent" (144 ratings)
Islamorada, Monroe County, Florida, United States
Air conditioning
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House Air conditioning Key Colony Beach
Sep. 2 - Sep. 9
$408 per night
House ∙ 4 guests ∙ 2 bedrooms
House in Key Colony Beach with Grill, Pool & Yard + Awesome Views
5.0
"Excellent" (28 ratings)
Key Colony Beach, Monroe County, Florida, United States
Air conditioning
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House Air conditioning Marathon
Mar. 9 - Mar. 16
$1,078 per night
House ∙ 8 guests ∙ 3 bedrooms
Vacation Home in Marathon with Private Pool
5.0
"Excellent" (108 ratings)
Marathon, Monroe County, Florida, United States
Air conditioning
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Vacation rentals with Wi-Fi

Stay connected while traveling and book a Florida Keys accommodation with high-speed internet.

House Internet Cudjoe Key
Sep. 16 - Sep. 23
$336 per night
House ∙ 6 guests ∙ 2 bedrooms
Vacation Home in Cudjoe Key with Overnight Parking
4.9
"Excellent" (209 ratings)
Cudjoe Key, Monroe County, Florida, United States
Internet
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House Internet Marathon
Sep. 9 - Sep. 16
$592 per night
House ∙ 6 guests ∙ 2 bedrooms
Vacation Home in Marathon with Private Pool + Sweeping Views
5.0
"Excellent" (167 ratings)
Marathon, Monroe County, Florida, United States
Internet
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House Internet Marathon
May 6 - May 13
-35%
$1,017
$662 per night
House ∙ 8 guests ∙ 3 bedrooms
House in Marathon with Optional Pool + Ocean View
4.8
"Excellent" (30 ratings)
Marathon, Monroe County, Florida, United States
Internet
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Apartments and vacation rentals with a kitchen

Cook up a feast on your next vacation and book a Florida Keys rental with full kitchen.

Condo Kitchen Marathon
Sep. 2 - Sep. 9
$293 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Pleasant Condo in Marathon with Grill, Yard & Pool + Pool Views
4.8
"Excellent" (97 ratings)
Marathon, Monroe County, Florida, United States
Kitchen
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Condo Kitchen Key Largo
Sep. 2 - Sep. 9
$323 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Condo in Key Largo with Private Balcony, Queen Daybed
4.8
"Excellent" (123 ratings)
Key Largo, Monroe County, Florida, United States
Kitchen
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House Kitchen Cudjoe Key
Sep. 16 - Sep. 23
$421 per night
House ∙ 6 guests ∙ 2 bedrooms
Lovely House in Cudjoe Key with Pool & Grill + Ocean Views
4.8
"Excellent" (66 ratings)
Cudjoe Key, Monroe County, Florida, United States
Kitchen
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Popular Rental Amenities Florida Keys

  • Internet (14,199)
  • Air conditioning (14,170)
  • TV (13,770)
  • Kitchen (11,764)
  • Microwave (11,628)
  • No smoking (11,554)
  • Pool (11,455)
  • Washer (9,221)
  • No pets (8,945)
  • Dishwasher (8,503)
  • Grill (8,151)
  • Fishing (7,247)

You will have a large selection of accommodations to choose from if you are looking for a rental offering a pool in Florida Keys. Also, vacation rentals with pools Florida Keys have an average price of $1,001 a night. Most of the listed properties with pools are hotel rooms. You can also find and book a vacation rental with a pool near the water, which is the case for most of the rentals in this destination.

Price and Availability Index in Florida Keys

Vacation Rental Price Information Florida Keys

In the above graph, you will find information on average prices of the vacation homes & apartments Florida Keys. Prices in a week of February (2/10 - 2/17) go up to $1,019 per night, which is the highest average price in the next 12 months. Conversely, the cheapest average prices are in a week of March (3/25 - 4/1).

Rental Availability Information Florida Keys

Check out the graph above to find out how many accommodations are available Florida Keys(in %). It is harder to find an accommodation during a week of March (3/25 - 4/1), as 71% of the rentals are booked. November (11/25 - 12/2) has got the highest percentage of available rentals.

The Weather Florida Keys

max.
Min.
27°
21°
7 days 7
max.
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26°
20°
6 days 6
max.
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27°
21°
7 days 7
max.
Min.
30°
24°
6 days 6
max.
Min.
31°
25°
9 days 9
max.
Min.
32°
26°
12 days 12
max.
Min.
33°
27°
13 days 13
max.
Min.
33°
27°
14 days 14
max.
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32°
26°
16 days 16
max.
Min.
30°
24°
11 days 11
max.
Min.
27°
22°
9 days 9
max.
Min.
26°
21°
9 days 9
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

This is the climate diagram Florida Keys. July is the warmest month of the year Florida Keys with temperatures reaching a maximum average of 33°. On the contrary, the coolest month is February. Bring your umbrella in September, the rainiest month of the year!

7-Day Weather Forecast Florida Keys

Wed., 22 Mar.
22°
21°

5%

10 h

25 km/h

Thu., 23 Mar.
22°
22°

10%

6 h

24 km/h

Fri., 24 Mar.
24°
22°

5%

6 h

20 km/h

Sat., 25 Mar.
24°
23°

15%

4 h

16 km/h

Sun., 26 Mar.
23°
23°

0%

10 h

19 km/h

Mon., 27 Mar.
23°
23°

5%

10 h

19 km/h

Tue., 28 Mar.
24°
23°

0%

6 h

14 km/h

What are the best activities for families 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.

What are the best nightlife spots Florida Keys?

Enjoying the lively nightlife in Key West

The city of Key West is located at the southern tip of the Florida Keys and is the centre of nightlife on these islands. Key West has a number of lively bars and restaurants, which are largely focused around busy Duval Street. The city also hosts festivities on the waterfront at Mallory Square, every night at sunset: Typical entertainment includes live music, street performers, performance artists, and local vendors selling handicrafts and souvenirs.

Where are the unique attractions 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 Florida Keys

🏡 Vacation rentals available 15,970 properties
💳 Discounts available up to 48%
🌙 Price per night from $242
⭐ Popular amenities Internet, Air conditioning and TV
🐾 Pet friendly accommodation options 3,570 properties
🏊 Vacation rentals with pools 12,244 properties

Frequently Asked Questions

What is the typical price of a vacation home Florida Keys?

Accommodation prices Florida Keys start at $242 per night.

What is the typical availability of House rentals Florida Keys?

December has the highest availability of House rentals Florida Keys, so you can expect plenty of selection, even for last-minute bookings.

What are the most popular vacation home amenities Florida Keys?

When looking to book a vacation home Florida Keys, the most requested amenities include Internet, Air conditioning, and TV.

How many House rentals and Apartment rentals can I find Florida Keys?

Florida Keys has 15,970 House rentals and Apartment rentals available to book.

Are there pet-friendly vacation rentals Florida Keys?

Finding a vacation rental Florida Keys that allows dogs is definitely possible, with 3,570 pet-friendly homes on offfer.

What's the best month to visit Florida Keys?

When booking accommodation Florida Keys, remember that the rainiest months are usually September and August, with February often being the sunniest.

We list offers from thousands of providers, including:

Booking.com Vacation Rentals Florida Keys TripAdvisor Vacation Rentals Florida Keys Vrbo Vacation Rentals Florida Keys Novasol Vacation Rentals Florida Keys Inter Chalet Vacation Rentals Florida Keys Interhome Vacation Rentals Florida Keys HouseTrip Vacation Rentals Florida Keys Belvilla Vacation Rentals Florida Keys Homestay.com Vacation Rentals Florida Keys Ski Planet Vacation Rentals Florida Keys Only-apartments Vacation Rentals Florida Keys James Villa Holidays Vacation Rentals Florida Keys

What are the popular vacation destinations Florida Keys?

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