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

Vacation Rentals in the Florida Keys

Find 18,893 available house rentals from 35 partners
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Top 15 Recommended vacation rentals in the Florida Keys

Find your perfect vacation rental in the Florida Keys from just $114 per night!

House Key Colony Beach
Oct 4 - Oct 11
House ∙ 10 guests ∙ 4 bedrooms

Vacation Home with Grill, Yard & Heated Pool

Key Colony Beach, Monroe County, Florida, United States
$647
per night
Outstanding(12 ratings)
$647
per night
View deal
House Marathon
-49%
Apr 18 - Apr 25
House ∙ 10 guests ∙ 5 bedrooms

Family-Oriented Lovely Vacation Home with Grill, Terrace & Private Pool | Nature View

Marathon, Monroe County, Florida, United States
$962$537
per night
Very good(16 ratings)
$962$537
per night
View deal
House Key Colony Beach
-39%
Sep 6 - Sep 13
House ∙ 8 guests ∙ 4 bedrooms

Fully Equipped Vacation Home with Terrace, Private Pool & Barbecue | Nature View

Key Colony Beach, Monroe County, Florida, United States
$504$329
per night
Outstanding(12 ratings)
$504$329
per night
View deal
Condo Key Largo
-39%
Sep 20 - Sep 27
Condo ∙ 10 guests ∙ 4 bedrooms

Child-Friendly Spacious Condo with Heated Pool, BBQ & Garden | Nature View

Key Largo, Monroe County, Florida, United States
$714$469
per night
Outstanding(51 ratings)
$714$469
per night
View deal
House Marathon
-40%
Sep 13 - Sep 20
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home with Terrace, Grill & Private Pool | Nature View

Marathon, Monroe County, Florida, United States
$594$385
per night
Excellent(63 ratings)
$594$385
per night
View deal
House Marathon
-20%
Jan 10 - Jan 17
House ∙ 12 guests ∙ 5 bedrooms

Fully Equipped Nice Vacation Home with BBQ & Pool | Dogs Allowed

Marathon, Monroe County, Florida, United States
$1,206$966
per night
Outstanding(10 ratings)
$1,206$966
per night
View deal
House Marathon
-48%
Mar 29 - Apr 5
House ∙ 10 guests ∙ 4 bedrooms

Child-Friendly House with Private Pool, Barbecue & Patio

Marathon, Monroe County, Florida, United States
$1,364$785
per night
Outstanding(3 ratings)
$1,364$785
per night
View deal
House Marathon
-27%
Oct 18 - Oct 25
House ∙ 16 guests ∙ 6 bedrooms

House with Terrace, Pool & Barbecue

Marathon, Monroe County, Florida, United States
$1,339$1,007
per night
Outstanding(37 ratings)
$1,339$1,007
per night
View deal
Cottage Summerland Key
Apr 5 - Apr 12
Cottage ∙ 2 guests ∙ 1 bedroom

Cottage with Pool | Dogs Allowed

Summerland Key, Monroe County, Florida, United States
$200
per night
Excellent(25 ratings)
$200
per night
View deal
House Key West
-25%
Aug 9 - Aug 16
House ∙ 6 guests ∙ 3 bedrooms

Family-Oriented House with Barbecue, Terrace & Pool | Close to Mallory Square | City View

Key West, Monroe County, Florida, United States
$482$365
per night
Outstanding(63 ratings)
$482$365
per night
View deal
House Marathon
Jan 10 - Jan 17
House ∙ 10 guests ∙ 5 bedrooms

Family-Oriented Vacation Home with Patio, Barbecue & Private Pool | Pets Allowed

Marathon, Monroe County, Florida, United States
$744
per night
Outstanding(50 ratings)
$744
per night
View deal
House Marathon
-37%
Sep 6 - Sep 13
House ∙ 10 guests ∙ 4 bedrooms

Vacation Home with Yard, Private Pool & Grill

Marathon, Monroe County, Florida, United States
$1,019$764
per night
Outstanding(11 ratings)
$1,019$764
per night
View deal
House Marathon
-55%
Oct 3 - Oct 10
House ∙ 10 guests ∙ 5 bedrooms

House with Private Pool, Terrace & Barbeque | Nature View

Marathon, Monroe County, Florida, United States
$923$432
per night
Outstanding(31 ratings)
$923$432
per night
View deal
House Marathon
-54%
Apr 18 - Apr 25
House ∙ 8 guests ∙ 5 bedrooms

Vacation Home with Barbecue, Private Pool & Garden | Nature View

Marathon, Monroe County, Florida, United States
$978$524
per night
Excellent(16 ratings)
$978$524
per night
View deal
House Key Colony Beach
-35%
Sep 6 - Sep 13
House ∙ 4 guests ∙ 2 bedrooms

Fully Equipped House with Terrace, Pool & BBQ | Perfect for Remote Work | Pets Allowed

Key Colony Beach, Monroe County, Florida, United States
$350$240
per night
Outstanding(18 ratings)
$350$240
per night
View deal

Apartments With Balconies or Patios

House  Marathon
Sep 6 - Sep 13
-78%
$1,019
$624
per night
House ∙ 8 guests ∙ 3 bedrooms

Family-Friendly House with Patio, Private Pool & BBQ

4.9
Outstanding(88 ratings)
Marathon, Monroe County, Florida, United States
Balcony/Patio
View deal
Condo  Key West
Aug 16 - Aug 23
-51%
$742
$454
per night
Condo ∙ 4 guests ∙ 2 bedrooms

Fully Equipped Nice Condo with Pool & Patio | Next to Southernmost Point

4.5
Excellent(69 ratings)
Key West, Monroe County, Florida, United States
Balcony/Patio
View deal
House  Key Colony Beach
Sep 27 - Oct 4
-41%
$459
$260
per night
House ∙ 6 guests ∙ 2 bedrooms

Family-Friendly Ample House with Grill, Terrace & Pool | Pet-Friendly

4.6
Excellent(63 ratings)
Key Colony Beach, Monroe County, Florida, United States
Balcony/Patio
View deal
See all offers

Best Vacation Home Deals in the Florida Keys

Save up to 69%

Villa Marathon
May 18 - May 25
-34%
$481
$343
per night
Villa ∙ 8 guests ∙ 3 bedrooms

Villa with Grill, Heated Pool & Terrace

4.6
Excellent(59 ratings)
Marathon, Monroe County, Florida, United States
View deal
House Marathon
Apr 26 - May 3
-69%
$1,423
$515
per night
House ∙ 10 guests ∙ 4 bedrooms

House with Garden, Terrace & Barbeque | Good for Workation

5.0
Outstanding(7 ratings)
Marathon, Monroe County, Florida, United States
View deal
House Marathon
Apr 26 - May 3
-28%
$663
$483
per night
House ∙ 8 guests ∙ 4 bedrooms

Child-Friendly Ample House with Patio, BBQ & Private Pool

5.0
Outstanding(192 ratings)
Marathon, Monroe County, Florida, United States
View deal

Book a dreamlike property from $114 per night by searching through the 18,893 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 69%.

Budget-friendly Vacation Rentals in the Florida Keys

Find Fantastic yet Inexpensive Offers

House Cudjoe Key
Jul 19 - Jul 26
$382
per night
House ∙ 4 guests ∙ 2 bedrooms

Vacation Home with Heated Pool, Terrace & Barbeque | Nature View

4.5
Excellent(220 ratings)
Cudjoe Key, Monroe County, Florida, United States
View deal
Condo Islamorada
Dec 7 - Dec 14
$314
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with Heated Pool, Barbeque & Patio

4.9
Outstanding(105 ratings)
Islamorada, Monroe County, Florida, United States
View deal
House Cudjoe Key
Jun 21 - Jun 28
$833
per night
House ∙ 12 guests ∙ 5 bedrooms

House with Terrace, Grill & Private Pool

4.9
Outstanding(88 ratings)
Cudjoe Key, Monroe County, Florida, United States
View deal

Top-Rated Rentals and Accommodations in the Florida Keys

Book Vacation Rental Offers with the Highest User Rating

House Marathon
May 3 - May 10
-47%
$972
$512
per night
House ∙ 10 guests ∙ 5 bedrooms

Family-Oriented Pleasant Vacation Home with Terrace, Private Pool & Garden

5.0
Outstanding(55 ratings)
Marathon, Monroe County, Florida, United States
View deal
House Marathon
Nov 8 - Nov 15
-34%
$608
$420
per night
House ∙ 10 guests ∙ 4 bedrooms

House with Terrace, BBQ & Pool | Nature View

4.9
Outstanding(54 ratings)
Marathon, Monroe County, Florida, United States
View deal
House Little Torch Key
Jan 25 - Feb 1
$840
per night
House ∙ 14 guests ∙ 6 bedrooms

Vacation Home with Private Pool & BBQ

4.8
Outstanding(49 ratings)
Little Torch Key, 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 the Florida Keys

  • Pool (13,065)
  • Pet-friendly (5,964)
  • WiFi (17,777)
  • Air conditioning (18,056)
  • Kitchen (15,139)
  • Balcony/patio (7,770)
  • TV (16,811)
  • Fishing (9,249)
  • Washing machine (9,855)
  • Parking (751)
  • Grill (7,949)
  • Microwave (13,751)

Many 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. nearly half 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 February (2/15 – 2/22). During this week, a nightly price on average will be $816. You can find some of the best deals during the month of May (5/31 – 6/7). 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 February (2/15 – 2/22), where 79% of the vacation rentals are booked. Conversely, it is in May (5/31 – 6/7) 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 best activities for families in the Florida Keys?

Toddlers, School Age, or Teenagers: Activities for All Ages

Visitors that are coming to stay in a Florida key vacation rental with kids will have many options for family-friendly activities. There are options for kids of all ages, from toddlers to teens.

The little ones will enjoy spending time at the Sheriff's Animal Farm, home to some unusual inhabitants including lemurs, emus and alligators. For younger or older teens, the Dolphin Research Center runs week-long camps based on their age range, where they can be introduced to dolphins and learn to about their behavior.

At the Key West Aquarium, guests can interact and feed marine life at the 'Touch Tank' or take a guided tour through the Turtle Hospital to learn how to help rescued marine life. However, the best way to see all the beautiful sealife the Keys has to offer is to hire a snorkle and take to the ocean.

Whether you choose to relax and enjoy the incredible surroundings, or take the family on a new adventure every day, staying in your Florida Keys vacation home creates a comfortable, more private experience for the entire family.

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 18,893 rentals
💳 Possible discounts up to 69%
🌙 Nightly prices starting at $114
⭐ Popular amenities Pool, Pets allowed and Internet
🐾 Pet friendly homes 5,949 homes
🏊 Vacation rentals with pools 13,032 homes
3,084,007 reviews
Florida Keys vacation rentals have an average rating of 4.5/5 on 3,084,007 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 $114. Average prices for house rentals are $707 per night. Condos in the Florida Keys cost $529 per night on average.

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

There are 18,893 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 13,032 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, 31% 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 $114.

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