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

Vacation rentals in the Florida Keys

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Top 15 most Recommended Vacation Rentals in the Florida Keys

Discover your ideal Florida Keys vacation rental with real-time comparisons of 15,079 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House Marathon
House ∙ 6 guests ∙ 2 bedrooms

Fully equipped vacation home with barbecue, terrace & private pool | Pets are welcome

Marathon, Monroe County, Florida, United States
This waterfront house rental in Marathon features a private pool, balcony, and kitchen, perfect for a memorable getaway with pets.
from $283
per night
from $283
per night
View deal
House Big Pine Key
House ∙ 8 guests ∙ 3 bedrooms

Fully equipped vacation home with grill | Pets allowed

Big Pine Key, Monroe County, Florida, United States
This waterfront house rental in Big Pine Key accommodates 8 guests, offers a kitchen, parking, and welcomes pets.
from $227
per night
Outstanding(1 rating)
from $227
per night
View deal
House Marathon
House ∙ 8 guests ∙ 3 bedrooms

Vacation home with private pool, barbeque & terrace

Marathon, Monroe County, Florida, United States
This waterfront house rental in Marathon features a private pool, balcony, and kitchen, accommodating up to 8 guests.
from $575
per night
Very good(3 ratings)
from $575
per night
View deal
House Key Largo
House ∙ 10 guests ∙ 5 bedrooms

Vacation home with barbecue, patio & private pool | City view

Key Largo, Monroe County, Florida, United States
This waterfront house rental in Key Largo features a private pool, beach access, and space for 10, perfect for your getaway.
from $838
per night
Outstanding(40 ratings)
from $838
per night
View deal
House Marathon
House ∙ 10 guests ∙ 4 bedrooms

Fully equipped house with jacuzzi, grill & private pool | Suitable for remote work

Marathon, Monroe County, Florida, United States
This house rental in Marathon features a private pool, hot tub, and balcony, perfect for a memorable vacation with family and friends.
from $821
per night
Outstanding(58 ratings)
from $821
per night
View deal
House Big Pine Key
House ∙ 9 guests ∙ 4 bedrooms

Child-friendly vacation home with garden, barbecue & pool | Nature view | Dogs allowed

Big Pine Key, Monroe County, Florida, United States
This waterfront house rental in Big Pine Key features a pool, hot tub, and a yard, perfect for family gatherings with pets.
from $465
per night
from $465
per night
View deal
Villa Islamorada
Villa ∙ 6 guests ∙ 3 bedrooms

Villa with barbeque, garden & heated pool | Nature view | Suitable for remote work

Islamorada, Monroe County, Florida, United States
This waterfront villa in Islamorada features a heated pool, balcony, and yard, perfect for a getaway with family or pets.
from $124
per night
Excellent(28 ratings)
from $124
per night
View deal
House Key West
House ∙ 10 guests ∙ 4 bedrooms

Vacation home with hot tub, private pool & patio | Next to West Martello Tower | City view

Key West, Monroe County, Florida, United States
This Key West house rental features a private pool, hot tub, and a spacious yard, perfect for families and pets.
from $423
per night
Outstanding(37 ratings)
from $423
per night
View deal
House Key West
House ∙ 6 guests ∙ 3 bedrooms

House with terrace, private pool & yard | Close to Duval Street | City view

Key West, Monroe County, Florida, United States
This Key West house rental features a private heated pool, a kitchen, and pet-friendly accommodations for six guests.
from $191
per night
Outstanding(2 ratings)
from $191
per night
View deal
House Marathon
House ∙ 12 guests ∙ 4 bedrooms

Fully equipped vacation home with barbecue & terrace | Nature view | Pets are welcome

Marathon, Monroe County, Florida, United States
This waterfront house rental in Marathon accommodates 12 guests, features a kitchen, pet-friendly options, and parking.
from $408
per night
Outstanding(52 ratings)
from $408
per night
View deal
House Islamorada
House ∙ 8 guests ∙ 4 bedrooms

Vacation home with terrace, barbeque & heated pool | Nature view | Perfect for remote work

Islamorada, Monroe County, Florida, United States
This waterfront house rental in Islamorada features a heated pool, hot tub, and beach access, perfect for family gatherings.
from $545
per night
Outstanding(57 ratings)
from $545
per night
View deal
House Key West
House ∙ 6 guests ∙ 2 bedrooms

Fully equipped charming house with BBQ, jacuzzi & terrace | Perfect for remote work | Pets allowed

Key West, Monroe County, Florida, United States
This waterfront house rental in Key West features a balcony, kitchen, hot tub, and parking, perfect for up to six guests and pets.
from $276
per night
Excellent(98 ratings)
from $276
per night
View deal
House Key West
House ∙ 16 guests ∙ 6 bedrooms

Fully equipped vacation home with barbecue, garden & private pool | Near Duval Street | Nature view | Perfect for remote work | Pet-friendly

Key West, Monroe County, Florida, United States
This Key West house rental features a private heated pool, hot tub, and a yard, accommodating 16 guests for the ultimate getaway.
from $1,046
per night
from $1,046
per night
View deal
House Islamorada
House ∙ 10 guests ∙ 4 bedrooms

House with pool & terrace

Islamorada, Monroe County, Florida, United States
This waterfront house rental in Islamorada features a pool, kitchen, and parking, accommodating up to 10 guests for an unforgettable getaway.
from $240
per night
from $240
per night
View deal
House Big Pine Key
House ∙ 8 guests ∙ 3 bedrooms

House with 3 bedrooms for 8 persons

Big Pine Key, Monroe County, Florida, United States
This house rental in Big Pine Key accommodates 8 guests, offers beach access, and welcomes pets for a memorable getaway.
from $297
per night
from $297
per night
View deal

Vacation rentals and apartments with air conditioning

House  Key West
from $272
per night
House ∙ 8 guests ∙ 3 bedrooms

Fully equipped beautiful vacation home with barbecue, pool & yard | Pool view | Dogs allowed

5.0
Outstanding(1 rating)
Key West, Monroe County, Florida, United States
Air conditioning
View deal
House  Marathon
from $822
per night
House ∙ 16 guests ∙ 7 bedrooms

Fully equipped spacious vacation home with grill, private pool & yard | Pet-friendly

5.0
Outstanding(93 ratings)
Marathon, Monroe County, Florida, United States
Air conditioning
View deal
House  Marathon
from $345
per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation home with heated pool, barbeque & terrace

4.8
Outstanding(66 ratings)
Marathon, Monroe County, Florida, United States
Air conditioning
View deal
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Vacation houses with Balconies or Patios

House  Monroe County
from $270
per night
House ∙ 9 guests ∙ 3 bedrooms

Children-friendly lovely vacation home with patio, hot tub & yard | Perfect for remote work | Pets allowed

4.9
Outstanding(13 ratings)
Monroe County, Florida, United States
Balcony/Patio
View deal
House  Islamorada
from $688
per night
House ∙ 14 guests ∙ 6 bedrooms

Family-oriented beautiful vacation home with barbecue, private pool & yard

5.0
Outstanding(1 rating)
Islamorada, Monroe County, Florida, United States
Balcony/Patio
View deal
House  Key Largo
from $141
per night
House ∙ 8 guests ∙ 3 bedrooms

House with terrace, grill & private pool

4.9
Outstanding(14 ratings)
Key Largo, Monroe County, Florida, United States
Balcony/Patio
View deal
See all offers

Vacation homes and rentals with a yard

House  Key West
from $242
per night
House ∙ 4 guests ∙ 2 bedrooms

House with yard, terrace & pool | Sea view

5.0
Outstanding(1 rating)
Key West, Monroe County, Florida, United States
Yard
View deal
House  Islamorada
from $1,981
per night
House ∙ 14 guests ∙ 6 bedrooms

House with barbeque, patio & private pool | Nature view | Perfect for remote work

5.0
Outstanding(73 ratings)
Islamorada, Monroe County, Florida, United States
Yard
View deal
House  Little Torch Key
from $420
per night
House ∙ 6 guests ∙ 3 bedrooms

House with BBQ, private pool & yard | Nature view | Good for workation

Little Torch Key, Monroe County, Florida, United States
Yard
View deal
See all offers

Budget-friendly rental options

Enjoy affordable vacation rentals in the Florida Keys offering exceptional value for money

House Marathon
from $484
per night
House ∙ 10 guests ∙ 4 bedrooms

Fully equipped house with patio, private pool & barbecue | Nature view | Pets are welcome

4.4
Very good(13 ratings)
Marathon, Monroe County, Florida, United States
View deal
Apartment Key Largo
from $102
per night
Apartment ∙ 2 guests ∙ 1 bedroom

Rental apartment with barbecue

Key Largo, Monroe County, Florida, United States
View deal
House Cudjoe Key
from $250
per night
House ∙ 4 guests ∙ 2 bedrooms

Vacation home with pool

Cudjoe Key, Monroe County, Florida, United States
View deal

Top-Rated Vacation rentals in the Florida Keys

Book the highest-rated Florida Keys vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

House Islamorada
from $414
per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation home with private pool, BBQ & jacuzzi | Suitable for remote work

5.0
Outstanding(3 ratings)
Islamorada, Monroe County, Florida, United States
View deal
House Cudjoe Key
from $356
per night
House ∙ 6 guests ∙ 3 bedrooms

Fully equipped wonderful vacation home with barbecue & heated pool | Dogs allowed

5.0
Outstanding(1 rating)
Cudjoe Key, Monroe County, Florida, United States
View deal
House Marathon
from $843
per night
House ∙ 14 guests ∙ 6 bedrooms

Child-friendly lovely house with pool, barbeque & hot tub | Dogs allowed

5.0
Outstanding(42 ratings)
Marathon, Monroe County, Florida, United States
View deal

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

Popular Features & Amenities in the Florida Keys

  • Pool (11,348)
  • Pet-friendly (5,176)
  • WiFi (13,503)
  • Air conditioning (14,021)
  • Kitchen (11,214)
  • Balcony/patio (7,522)
  • TV (13,414)
  • Fishing (7,806)
  • Washing machine (9,254)
  • Parking (659)
  • Grill (7,656)
  • Microwave (10,447)

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. 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 the 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 (12/26 – 1/2). During this week, a nightly price on average will be $993. You can find some of the best deals during the month of September (9/12 – 9/19). 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 May (5/22 – 5/29), where 69% of the vacation rentals are booked. Conversely, it is in July (7/11 – 7/18) 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 15,079 rentals
🌙 Nightly prices starting at $119
⭐ Popular amenities Pool, Pets allowed and Internet
🐾 Pet friendly homes 5,335 homes
🏊 Vacation rentals with pools 11,558 homes
1,167 reviews
Florida Keys vacation rentals have an average rating of 4.1/5 on 1,167 reviews left by travelers.

Frequently Asked Questions

What is the typical price per night for a vacation home in the Florida Keys?

The price of a night's stay in the Florida Keys starts at $119. Nightly prices for house rentals are $744 on average. Condos in the Florida Keys cost on average $520 per night.

How many vacation rentals are available for booking in the Florida Keys?

There are currently 15,079 vacation rentals in the Florida Keys to choose from and book for your next trip.

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

If you're looking to book a vacation rental in the Florida Keys, travelers search for vacation homes with Pets allowed, Pool and Internet.

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

Choose from 11,558 vacation rentals available in the Florida Keys.

Are dogs allowed in vacation homes in the Florida Keys?

Finding a vacation rental in the Florida Keys that allows pets is possible, with 5,335 pet-friendly available.

Find more vacation rental types in the Florida Keys

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