Vacation Rentals in the Florida Keys - HomeToGo base64Hash Vacation Rentals in the Florida Keys - HomeToGo

Vacation Rentals in the Florida Keys

Find 14,077 available offers from 33 partners
Florida Keys
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Florida Keys
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Popular Filters to find the Perfect Home Rental in the Florida Keys

2 Adults
Pool
4 Adults
House
Pets allowed
250 yd to water
1 Bedroom

This month's trending homes: most-clicked rentals

Discover offers in the Florida Keys that attract the most attention from other travelers

House Cudjoe Key
from $336
per night
House ∙ 6 guests ∙ 2 bedrooms

House in Cudjoe Key with Large Pool

4.9
Outstanding (267 ratings)
Cudjoe Key, Monroe County, Florida, United States
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House Marathon
from $483
per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Marathon with Private Pool

4.8
Outstanding (41 ratings)
Marathon, Monroe County, Florida, United States
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House Marathon
from $350
per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation Home in Marathon with Private Pool

5.0
Outstanding (135 ratings)
Marathon, Monroe County, Florida, United States
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Vacation rentals and apartments with air conditioning

House Key Colony Beach
Sep 21 - Sep 28
-35%
$459
$299
per night
House ∙ 10 guests ∙ 4 bedrooms

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

5.0
Outstanding (12 ratings)
Key Colony Beach, Monroe County, Florida, United States
Air conditioning
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House Marathon
Nov 1 - Nov 8
-39%
$843
$515
per night
House ∙ 12 guests ∙ 5 bedrooms

House in Marathon with Grill, Pool & Patio

5.0
Outstanding (4 ratings)
Marathon, Monroe County, Florida, United States
Air conditioning
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House Cudjoe Key
Nov 16 - Nov 23
-28%
$658
$475
per night
House ∙ 12 guests ∙ 5 bedrooms

Vacation Home in Cudjoe Key with Private Pool + Spectacular Views

4.8
Outstanding (85 ratings)
Cudjoe Key, Monroe County, Florida, United States
Air conditioning
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Apartments and vacation rentals with a kitchen

House Marathon
Nov 16 - Nov 23
-55%
$836
$379
per night
House ∙ 10 guests ∙ 5 bedrooms

Vacation Home in Marathon with Optional Pool + Friendlyto View

4.8
Outstanding (42 ratings)
Marathon, Monroe County, Florida, United States
Kitchen
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House Marathon
Sep 21 - Sep 28
-55%
$647
$294
per night
House ∙ 12 guests ∙ 5 bedrooms

Vacation Home in Marathon with Private Pool

4.9
Outstanding (39 ratings)
Marathon, Monroe County, Florida, United States
Kitchen
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House Marathon
Sep 21 - Sep 28
-18%
$425
$350
per night
House ∙ 12 guests ∙ 5 bedrooms

Vacation Home in Marathon with Patio & Grill

5.0
Outstanding (3 ratings)
Marathon, Monroe County, Florida, United States
Kitchen
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Vacation rentals with Wi-Fi

House Key Colony Beach
Sep 23 - Sep 30
-79%
$628
$129
per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Key Colony Beach with Pool, Hot Tub & Grill

4.5
Excellent
Key Colony Beach, Monroe County, Florida, United States
Internet
View deal
House Marathon
Mar 29 - Apr 5
$745
per night
House ∙ 10 guests ∙ 5 bedrooms

Nice House in Marathon with Grill, Patio & Pool + Sunrise Views

4.9
Outstanding (123 ratings)
Marathon, Monroe County, Florida, United States
Internet
View deal
House Key Largo
Oct 12 - Oct 19
-50%
$599
$299
per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation Home in Key Largo with Pool, Grill & Patio

5.0
Outstanding (5 ratings)
Key Largo, Monroe County, Florida, United States
Internet
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Best Vacation Home Deals in the Florida Keys

Save up to 43%

House Marathon
Oct 2 - Oct 9
-18%
$170
$139
per night
House ∙ 4 guests ∙ 2 bedrooms

Pleasant Vacation Home in Marathon with Grill, Pool & Patio

4.6
Excellent (62 ratings)
Marathon, Monroe County, Florida, United States
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House Marathon
Sep 21 - Sep 28
-38%
$633
$392
per night
House ∙ 8 guests ∙ 3 bedrooms

Lovely House in Marathon with Yard, Pool & Patio

5.0
Outstanding (1 rating)
Marathon, Monroe County, Florida, United States
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House Marathon
Nov 16 - Nov 23
-43%
$570
$328
per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Marathon with Private Pool + Water Views

4.7
Excellent (38 ratings)
Marathon, Monroe County, Florida, United States
View deal

Book a dreamlike property from $129 per night by searching through the 14,077 properties listed in Florida Keys. All of the accommodations from the different providers are directly compared by the search engine so you can save up to 55%.

Recommended Vacation Rentals in the Florida Keys

Find your perfect vacation rental in the Florida Keys: from $115 per night

House Islamorada
Mar 15 - Mar 22
$598
per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Islamorada with Grill

4.2
Very good (22 ratings)
Islamorada, Monroe County, Florida, United States
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House Marathon
Sep 6 - Sep 13
-24%
$850
$650
per night
House ∙ 14 guests ∙ 6 bedrooms

Beautiful Vacation Home in Marathon with Grill, Patio & Yard

5.0
Outstanding (220 ratings)
Marathon, Monroe County, Florida, United States
View deal
Cottage Key Largo
Nov 13 - Nov 20
-55%
$301
$135
per night
Cottage ∙ 5 guests ∙ 1 bedroom

Cottage in Key Largo with Pool & Grill

4.6
Excellent (40 ratings)
Key Largo, Monroe County, Florida, United States
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House Marathon
Oct 5 - Oct 12
-61%
$765
$300
per night
House ∙ 12 guests ∙ 5 bedrooms

House in Marathon with Grill & Pool

4.9
Outstanding (17 ratings)
Marathon, Monroe County, Florida, United States
View deal
House Marathon
Oct 19 - Oct 26
$699
per night
House ∙ 10 guests ∙ 4 bedrooms

House in Marathon with Private Pool + Water Views

5.0
Outstanding (9 ratings)
Marathon, Monroe County, Florida, United States
View deal
House Marathon
Dec 12 - Dec 19
$498
per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation Home in Marathon with Grill

5.0
Outstanding (2 ratings)
Marathon, Monroe County, Florida, United States
View deal
House Key Colony Beach
Oct 12 - Oct 19
-35%
$230
$150
per night
House ∙ 4 guests ∙ 2 bedrooms

House in Key Colony Beach with Grill, Pool & Patio

4.8
Outstanding (66 ratings)
Key Colony Beach, Monroe County, Florida, United States
View deal
House Marathon
Sep 21 - Sep 28
-47%
$569
$299
per night
House ∙ 12 guests ∙ 4 bedrooms

Vacation Home in Marathon with Grill & Patio + Water Views

4.8
Outstanding (48 ratings)
Marathon, Monroe County, Florida, United States
View deal
House Duck Key
Oct 12 - Oct 19
-34%
$757
$501
per night
House ∙ 10 guests ∙ 3 bedrooms

Vacation Home in Duck Key with Pool

5.0
Outstanding (1 rating)
Duck Key, Monroe County, Florida, United States
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Budget-friendly Vacation Rentals in the Florida Keys

Find Fantastic yet Inexpensive Offers

House Key Largo
Oct 28 - Nov 4
-44%
$689
$389
per night
House ∙ 10 guests ∙ 4 bedrooms

Lovely House in Key Largo with Pool

5.0
Outstanding (1 rating)
Key Largo, Monroe County, Florida, United States
View deal
House Key Colony Beach
Sep 30 - Oct 7
$172
per night
House ∙ 4 guests ∙ 2 bedrooms

House in Key Colony Beach with Oceanfront Pool

5.0
Outstanding
Key Colony Beach, Monroe County, Florida, United States
View deal
House Marathon
Nov 6 - Nov 13
-26%
$299
$220
per night
House ∙ 6 guests ∙ 1 bedroom

Vacation Home in Marathon with Grill

4.7
Excellent (56 ratings)
Marathon, Monroe County, Florida, United States
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Top-Rated Rentals and Accommodations in the Florida Keys

Book Vacation Rental Offers with the Highest User Rating

House Marathon
Dec 7 - Dec 14
-50%
$1,141
$576
per night
House ∙ 10 guests ∙ 4 bedrooms

Nice House in Marathon with Private Pool + Water Views

4.6
Excellent (4 ratings)
Marathon, Monroe County, Florida, United States
View deal
House Cudjoe Key
Sep 23 - Sep 30
$158
per night
House ∙ 6 guests ∙ 2 bedrooms

Charming House in Cudjoe Key with Grill, Pool & Patio

4.6
Excellent (92 ratings)
Cudjoe Key, Monroe County, Florida, United States
View deal
House Marathon
Sep 21 - Sep 28
-56%
$1,350
$594
per night
House ∙ 12 guests ∙ 5 bedrooms

Wonderful House in Marathon with Patio, Grill & Pool

5.0
Outstanding (38 ratings)
Marathon, Monroe County, Florida, United States
View deal

Popular Rental Amenities in the Florida Keys

  • Pool (10,842)
  • Pet-friendly (4,570)
  • WiFi (13,254)
  • Air conditioning (13,416)
  • Kitchen (10,824)
  • Balcony/patio (7,447)
  • TV (12,775)
  • Fishing (7,028)
  • Washing machine (9,119)
  • Parking (531)
  • Grill (7,424)
  • Microwave (10,295)

More than two-thirds of the vacation rentals provide a pool, which makes Florida Keys an excellent destination for travelers looking to make a splash. In addition, more House rental have pools than any other type of property. They are an excellent choice if you go in a group of 7, as that is the number of people they can usually accommodate. many of Florida Keys's vacation rentals offering a pool are located within two miles of water, divide your time between the pool and the waterfront

Price and Availability Index in Florida Keys

Click on any bar to see price and availability information

Vacation Rental Price Information in the Florida Keys

This graph displays the average prices of vacation rentals and apartments in the Florida Keys. The week with the highest average prices is in December (12/21 – 12/28). During this week, a nightly price on average will be $759. You can find some of the best deals during the month of September (9/28 – 10/5). This period is usually the least busy and most affordable time of the year.

Rental availability information in the Florida Keys

Find out how busy the upcoming months are going to be in the Florida Keys using our availability graph. The week with the highest booking rate in the next 12 months is in August (8/30 – 9/6), where 85% of the vacation rentals are booked. Conversely, it is in September (9/28 – 10/5) that the highest percentage of rentals are available.

Sun, Beaches and Nature are Yours With a Florida Keys Vacation Rental

The Keys are an Archipelago in the southeast end of mainland Florida. There are in total more than 1,700 islands, and less than 5% of those are inhabited. The islands have unique flora and fauna and a warm climate throughout the year. It is a destination for travelers who wish to surround themselves with nature, enjoy the white sandy beaches of the islands or enjoy water sports. Florida Keys vacation rentals are a great way to discover and enjoy everything this perfect destination offers.

What are the top sights in the Florida Keys?

The 10 Best Beaches in the Florida Keys

1. Bahia Honda State Park: A 2.5-mile long beach with white sand, shallow turquoise water, and palm trees.

2. Sombrero Beach: This beach is situated on Marathon and offers white sands, amenities, a playground, and grassy lawns.

3. Harry Harris Park: A man-made beach that has sand shipped in when required. The nearby jetty provides protection, making this a safe place for children to swim.

4. John Pennekamp Coral Reef State Park: A small beach where you can easily swim to the reef from the beach and snorkel in the calm water.

5. Coco Plum Beach: This natural beach is a nesting site for endangered turtle species.

6. Higgs Beach: Here you'll find white sand, shallow water, and a number of activities such as volleyball.

7. Sandspur Beach: A small public beach with good snorkeling sites.

8. Smathers Beach: This beach has good launch sites kayakers.

9. Fort Zachary Taylor Beach: A popular beach for families as it has the safest swimming area in the Keys.

10. Dog Beach: The only beach in the Keys that allows unleashed dogs.

Where are the unique attractions in the Florida Keys?

Florida Keys Excursions: Ecotourism, Adventure Sports and Relaxation

Booking your Florida Keys vacation rental on any of the inhabited islands of the archipelago will give travelers the chance to discover uncharted nature, explore their adventurous side and a chance to relax on one of the many gorgeous beaches or spa resorts.

The Keys Islands also present visitors with a vast array of activities. They can spend the day exploring shipwrecks and reefs at Key Largo, go scuba diving and off-shore fishing at Islamorada. At the Florida Keys there is always an adventure on the horizon for those who seek it.

An opportunity to help the environment and enjoy nature will never be far from your Florida Keys vacation rental. At the National Key Deer Refuge volunteers are welcome through the year. They help maintain the Key deers, a species of small deer with white fury tails, that only exist in the Lower Keys. The program aims to keep the deer population growing and protected.

Ecotourists with experience diving can learn from marine scientists about the natural and human threats to the reefs, and help the effort to restore the corals to health. They can get involved helping marine ecosystems thrive, while experiencing some of the most beautiful sealife on the planet.

After a day of adventuring, or after all that hard work volunteering, it is time to take care of yourself. There are several spas located around they Keys, which offer varying health and wellness treatments. Pamper yourself with facials and manicures, relax at the hands of a trained masseuse or even join a yoga class on the beach.

What are the must-see attractions in the Florida Keys?

5 Best Things to Do in the Florida Keys During Your Stay

1. Harry S Truman Little White House

Built in 1890, the Truman Little White House was used as a naval command center during the Spanish-American War and both World Wars. After 1946, it was used as President Harry S Truman's winter White House.

2. Ernest Hemingway Home and Museum

The Ernest Hemingway Home and Museum lets visitors experience the place that inspired the writer during his most prolific period, and see the six-toed descendants of his many cats.

3. Dry Tortugas National Park

With sparkling waters and diverse coral and marine life, swimming, snorkelling, and diving at the Dry Tortugas National Park is a unique outdoors experience.

4. Turtle Hospital

Injured sea turtles found on Florida’s shores are brought here to convalesce. Visitors can learn about environmental challenges faced by these gentle creatures.

5. Key West Butterfly and Nature Conservatory

Home to countless butterflies, birds, and plants, the conservatory lets visitors study the animals or simply enjoy this glass-controlled habitat.

Information about vacation rentals in the Florida Keys

🏡 Vacation rentals available 13,938 rentals
💳 Possible discounts up to 50%
🌙 Nightly prices starting at $115
⭐ Popular amenities Pool, Pets allowed and Internet
🐾 Pet friendly homes 4,464 homes
🏊 Vacation rentals with pools 10,787 homes
27 reviews
Florida Keys vacation rentals have an average rating of 3.8/5 on 27 reviews left by travelers.

Frequently Asked Questions

What is the average nightly price for a vacation rental in the Florida Keys?

The nightly price of accommodations in the Florida Keys starts at $115. Average prices for house rentals are $681 per night. Condos in the Florida Keys cost $530 per night on average.

How many vacation rentals are available to book in the Florida Keys?

There are 13,938 vacation rentals in the Florida Keys to choose from and rent for your next trip.

What are the most popular amenities for vacation rentals in the Florida Keys?

Usually travelers search for Pets allowed, Pool, and Internet when booking a vacation rental in the Florida Keys.

How many vacation rentals with pools are in the Florida Keys?

Florida Keys offers 10,787 Hotel room and Condo available for booking.

Are dogs allowed in vacation rentals in the Florida Keys?

If traveling with a pet in the Florida Keys, 32% of rentals are pet-friendly.

What's the best time to travel to Florida Keys?

Florida Keys has its warmest time of year around July and August, with average nightly prices of $115.

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