Florida Keys Vacation Rentals - HomeToGo base64Hash Florida Keys Vacation Rentals - HomeToGo

Florida Keys Vacation Rentals

Find 13,145 available offers from 34 partners
Florida Keys
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Guests
Florida Keys
Anytime
Guests

Popular Filters to find the Perfect Rental in Florida Keys

2 Adults
1 Bedroom
4 Adults
Pets allowed
Pool
House
Internet

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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Vacation rentals and apartments with air conditioning

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

Condo  Tavernier
Feb 22 - Mar 1
$323 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Lovely Condo in Tavernier

5.0
Outstanding (3 ratings)
Tavernier, Monroe County, Florida, United States
Air conditioning
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House  Marathon
Dec 1 - Dec 8
$563 per night
House ∙ 8 guests ∙ 3 bedrooms

House in Marathon with Private Balcony + Gulf Views

4.5
Excellent (105 ratings)
Marathon, Monroe County, Florida, United States
Air conditioning
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House  Marathon
Dec 1 - Dec 8
$580 per night
House ∙ 6 guests ∙ 2 bedrooms

Vacation Home in Marathon with In-Ground Pool + Deck Views

4.6
Excellent (26 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  Cudjoe Key
Feb 22 - Mar 1
$1,244 per night
House ∙ 12 guests ∙ 5 bedrooms

Vacation Home in Cudjoe Key with Private Pool + Spectacular Views

4.9
Outstanding (83 ratings)
Cudjoe Key, Monroe County, Florida, United States
Internet
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Villa  Marathon
Dec 1 - Dec 8
$970 per night
Villa ∙ 10 guests ∙ 4 bedrooms

Villa in Marathon with Private Pool + Landscape View

4.9
Outstanding (74 ratings)
Marathon, Monroe County, Florida, United States
Internet
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House  Key Colony Beach
Dec 1 - Dec 8
$443 per night
House ∙ 6 guests ∙ 3 bedrooms

Family Friendly Vacation Home in Key Colony Beach with Spacious Patio

5.0
Outstanding (4 ratings)
Key Colony Beach, 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.

House  Key Colony Beach
Dec 1 - Dec 8
$685 per night
House ∙ 10 guests ∙ 5 bedrooms

House in Key Colony Beach with Free Parking

4.7
Excellent (6 ratings)
Key Colony Beach, Monroe County, Florida, United States
Kitchen
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House  Marathon
Dec 1 - Dec 8
$617 per night
House ∙ 8 guests ∙ 3 bedrooms

Wonderful Vacation Home in Marathon with Private Balcony + Water Views

5.0
Outstanding (1 rating)
Marathon, Monroe County, Florida, United States
Kitchen
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Condo  Islamorada
May 11 - May 18
$1,207 per night
Condo ∙ 12 guests ∙ 5 bedrooms

Condo in Islamorada + Ocean Views

Islamorada, Monroe County, Florida, United States
Kitchen
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Best Vacation Home Deals in Florida Keys

Save up to 33%

House Marathon
Nov 5 - Nov 12
-4%
$578
$558 per night
House ∙ 10 guests ∙ 3 bedrooms

House in Marathon with Gorgeous Pool

4.4
Very good (9 ratings)
Marathon, Monroe County, Florida, United States
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House Marathon
Dec 1 - Dec 8
-33%
$716
$480 per night
House ∙ 4 guests ∙ 2 bedrooms

Vacation Home in Marathon with Grill, Patio & Pool

5.0
Outstanding (1 rating)
Marathon, Monroe County, Florida, United States
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House Key Largo
Apr 20 - Apr 27
-7%
$656
$610 per night
House ∙ 10 guests ∙ 4 bedrooms

House in Key Largo with Patio, Pool & Grill

5.0
Outstanding (57 ratings)
Key Largo, Monroe County, Florida, United States
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Find the perfect vacation rental for as little as $244 per night by searching through the 13,145 properties being offered in Florida Keys. HomeToGo directly compares all of these vacation rentals to help you save up to 33%!

Recommended Vacation Rentals in Florida Keys

Find your perfect vacation rental in Florida Keys: from $244 per night

House Islamorada
Dec 1 - Dec 8
$782 per night
House ∙ 6 guests ∙ 3 bedrooms

Nice Vacation Home in Islamorada with Patio, Grill & Yard

5.0
Outstanding (6 ratings)
Islamorada, Monroe County, Florida, United States
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House Duck Key
Dec 1 - Dec 8
$1,037 per night
House ∙ 10 guests ∙ 3 bedrooms

Vacation Home in Duck Key with Private Pool

5.0
Outstanding (30 ratings)
Duck Key, Monroe County, Florida, United States
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House Marathon
Dec 1 - Dec 8
$1,184 per night
House ∙ 12 guests ∙ 5 bedrooms

Vacation Home in Marathon with Private Pool

4.9
Outstanding (37 ratings)
Marathon, Monroe County, Florida, United States
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House Marathon
Feb 22 - Mar 1
$1,610 per night
House ∙ 8 guests ∙ 4 bedrooms

House in Marathon with Grill, Yard & Patio

5.0
Outstanding (3 ratings)
Marathon, Monroe County, Florida, United States
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House Cudjoe Key
Dec 1 - Dec 8
$745 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Cudjoe Key with Pool & Grill + Sunrise View

4.6
Excellent (84 ratings)
Cudjoe Key, Monroe County, Florida, United States
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House Key Colony Beach
Nov 5 - Nov 12
$427 per night
House ∙ 6 guests ∙ 3 bedrooms

Lovely Vacation Home in Key Colony Beach with Grill, Pool & Yard

4.9
Outstanding (30 ratings)
Key Colony Beach, Monroe County, Florida, United States
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House Marathon
Nov 30 - Dec 7
$1,020 per night
House ∙ 10 guests ∙ 4 bedrooms

Wonderful House in Marathon with Pool, Yard & Grill + Fantastic Views

4.9
Outstanding (129 ratings)
Marathon, Monroe County, Florida, United States
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House Sugarloaf Shores
Dec 1 - Dec 8
$882 per night
House ∙ 10 guests ∙ 3 bedrooms

Vacation Home in Sugarloaf Shores with Grill, Pool & Patio + Water Views

4.9
Outstanding (61 ratings)
Sugarloaf Shores, Monroe County, Florida, United States
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House Marathon
Dec 1 - Dec 8
$1,180 per night
House ∙ 10 guests ∙ 4 bedrooms

Nice House in Marathon with Pool + Ocean View

5.0
Outstanding (24 ratings)
Marathon, Monroe County, Florida, United States
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Budget-friendly Rentals in Florida Keys

Find Fantastic yet Inexpensive Rentals

Condo Marathon
$181 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Marathon with Grill & Pool

4.4
Very good (26 ratings)
Marathon, Monroe County, Florida, United States
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House Big Pine Key
Feb 22 - Mar 1
$1,276 per night
House ∙ 9 guests ∙ 4 bedrooms

Beautiful Vacation Home in Big Pine Key with Large Pool + Satellite View

5.0
Outstanding (60 ratings)
Big Pine Key, Monroe County, Florida, United States
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House Key West
$408 per night
House ∙ 18 guests ∙ 5 bedrooms

Lovely Vacation Home in Key West with Private Pool

4.9
Outstanding (15 ratings)
Key West, Monroe County, Florida, United States
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Top-Rated Offers and Accommodations in Florida Keys

Book Vacation Rentals with the Highest User Rating

Condo Islamorada
Nov 30 - Dec 7
$488 per night
Condo ∙ 4 guests ∙ 2 bedrooms

Rental Condo in Islamorada with Outdoor Pool + Spectacular Views

4.9
Outstanding (166 ratings)
Islamorada, Monroe County, Florida, United States
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Condo Key West
Aug 3 - Aug 10
$445 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Key West with Private Balcony + Exceptional View

4.8
Outstanding (113 ratings)
Key West, Monroe County, Florida, United States
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House Islamorada
Dec 1 - Dec 8
$1,555 per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Islamorada with Yard, Patio & Grill

4.9
Outstanding (71 ratings)
Islamorada, Monroe County, Florida, United States
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Popular Rental Amenities in Florida Keys

  • Pool (10,275)
  • WiFi (12,608)
  • Air conditioning (12,859)
  • Pet-friendly (2,730)
  • Kitchen (9,813)
  • Parking (504)
  • Washing machine (8,302)
  • TV (12,131)
  • Balcony/patio (7,323)
  • Dishwasher (6,837)
  • Grill (6,969)
  • Fishing (6,742)

Many users spend more time comparing the vacation rentals with a pool. More than two-thirds 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 $898 a night. Among these vacation rentals, 68 of them are located within 2 kilometres of water.

Price and Availability Index in Florida Keys

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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 February (2/8 – 2/15), where prices hit an average of $1,077 a night. Prices decrease in September to an average of $642 per night (9/28 – 10/5).

Rental availability information in Florida Keys

Our availability graph helps you identify the busiest months in Florida Keys. It is in February that you will find the week with the least available vacation rentals (2/8 – 2/15). June (6/1 – 6/8) has got the highest percentage of available vacation rentals.

The Weather in Florida Keys

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33°
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Jan.
Feb.
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May
June
July
Aug.
Sep.
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Nov.
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- Rainy days

Check out the climate diagram for Florida Keys. July is the warmest month in Florida Keys with average maximum temperatures of 33°. February is the coolest month, with average minimal temperature reaching 20°. February is the driest month.

7-Day Weather Forecast in Florida Keys

Mon., 15 Apr.
23°
22°

15%

4 h

22 km/h

Tue., 16 Apr.
23°
22°

25%

5 h

29 km/h

Wed., 17 Apr.
25°
25°

10%

4 h

25 km/h

Thu., 18 Apr.
26°
25°

5%

5 h

16 km/h

Fri., 19 Apr.
25°
25°

0%

2 h

19 km/h

Sat., 20 Apr.
25°
25°

10%

4 h

21 km/h

Sun., 21 Apr.
25°
25°

5%

6 h

21 km/h

Accommodations for your vacation in Florida Keys

4,493 among the 13,145 vacation rentals in Florida Keys are house rental. They account for more than half of the properties in this destination (57.17%). Additionally, vacation rentals there have an average cost of $244 a night and an average size of 163 m². Furthermore, if you are going in a group of 7, vacation rentals are the perfect accommodation type in Florida Keys, as they usually accommodate this exact group size. Apartment rental are the other most available accommodation type in Florida Keys. Our data reveals that the median price of vacation homes is $706 per night for an area of 72 m².
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.

What are the best nightlife spots in 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 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 13,145 rentals
💳 Possible discounts up to 33%
🌙 Nightly prices starting at $244
⭐ Popular amenities Pool, Internet and Air conditioning
🐾 Pet friendly homes 2,744 homes
🏊 Vacation rentals with pools 10,199 homes
24 reviews
Florida Keys vacation rentals have an average rating of 4.2/5 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 13,145 vacation homes from 34 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 21% 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.

Find the perfect Florida Keys home to match your style

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