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

Vacation rentals in the Florida Keys

Find 14,809 available vacation homes from 41 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 $168 per night!

House Cudjoe Key
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with grill & pool

Cudjoe Key, Monroe County, Florida, United States
from $367
per night
Very good(109 ratings)
from $367
per night
View deal
House Islamorada
House ∙ 12 guests ∙ 5 bedrooms

Children-friendly wonderful vacation home with garden, private pool & patio | Nature view | Pet-friendly

Islamorada, Monroe County, Florida, United States
from $1,509
per night
Outstanding(92 ratings)
from $1,509
per night
View deal
House Key Largo
House ∙ 8 guests ∙ 4 bedrooms

Vacation home with yard, patio & heated pool

Key Largo, Monroe County, Florida, United States
from $420
per night
Outstanding(106 ratings)
from $420
per night
View deal
House Islamorada
House ∙ 6 guests ∙ 3 bedrooms

Charming vacation home with private pool | Pets are welcome

Islamorada, Monroe County, Florida, United States
from $254
per night
Outstanding(2 ratings)
from $254
per night
View deal
House Marathon
House ∙ 8 guests ∙ 4 bedrooms

Children-friendly vacation home with hot tub, patio & grill

Marathon, Monroe County, Florida, United States
from $454
per night
Outstanding(51 ratings)
from $454
per night
View deal
House Marathon
House ∙ 8 guests ∙ 3 bedrooms

House with BBQ, hot tub & private pool | Suitable for remote work

Marathon, Monroe County, Florida, United States
from $301
per night
Excellent(58 ratings)
from $301
per night
View deal
House Key Largo
House ∙ 8 guests ∙ 3 bedrooms

House with terrace, grill & private pool

Key Largo, Monroe County, Florida, United States
from $158
per night
Outstanding(13 ratings)
from $158
per night
View deal
House Key Colony Beach
House ∙ 10 guests ∙ 5 bedrooms

Fully equipped beautiful vacation home with private pool, patio & garden | Pet-friendly

Key Colony Beach, Monroe County, Florida, United States
from $484
per night
Very good(30 ratings)
from $484
per night
View deal
House Key Haven
House ∙ 12 guests ∙ 5 bedrooms

Fully equipped wonderful vacation home with barbeque, jacuzzi & private pool | Perfect for remote work | Pets are welcome

Key Haven, Monroe County, Florida, United States
from $607
per night
from $607
per night
View deal
House Islamorada
House ∙ 6 guests ∙ 3 bedrooms

House with barbecue & private pool

Islamorada, Monroe County, Florida, United States
from $358
per night
from $358
per night
View deal
House Key Colony Beach
House ∙ 10 guests ∙ 4 bedrooms

Family-oriented vacation home with private pool, BBQ & terrace | City view | Pets allowed

Key Colony Beach, Monroe County, Florida, United States
from $399
per night
Very good(90 ratings)
from $399
per night
View deal
House Key West
House ∙ 8 guests ∙ 4 bedrooms

Fully equipped beautiful vacation home with grill, private pool & patio | Next to the beach | Pets allowed

Key West, Monroe County, Florida, United States
from $557
per night
Outstanding(146 ratings)
from $557
per night
View deal
House Marathon
House ∙ 8 guests ∙ 4 bedrooms

House with jacuzzi, private pool & barbeque | Nature view

Marathon, Monroe County, Florida, United States
from $269
per night
Very good(98 ratings)
from $269
per night
View deal
House Marathon
House ∙ 10 guests ∙ 4 bedrooms

House with terrace, private pool & hot tub

Marathon, Monroe County, Florida, United States
from $845
per night
Outstanding(241 ratings)
from $845
per night
View deal
House Marathon
House ∙ 14 guests ∙ 6 bedrooms

House with barbeque, yard & hot tub | Perfect for remote work

Marathon, Monroe County, Florida, United States
from $991
per night
Outstanding(47 ratings)
from $991
per night
View deal

Vacation houses with Balconies or Patios

House  Summerland Key
from $230
per night
House ∙ 8 guests ∙ 3 bedrooms

House with barbeque, garden & patio | Nature view

4.8
Outstanding(61 ratings)
Summerland Key, Monroe County, Florida, United States
Balcony/Patio
View deal
House  Marathon
from $594
per night
House ∙ 10 guests ∙ 4 bedrooms

Family-oriented vacation home with private pool, terrace & barbeque | Pets are welcome

4.8
Outstanding(50 ratings)
Marathon, Monroe County, Florida, United States
Balcony/Patio
View deal
House  Marathon
from $310
per night
House ∙ 8 guests ∙ 3 bedrooms

Family-oriented vacation home with barbeque, garden & patio | Suitable for remote work

5.0
Outstanding(38 ratings)
Marathon, Monroe County, Florida, United States
Balcony/Patio
View deal
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Vacation homes and rentals with a yard

House  Islamorada
from $516
per night
House ∙ 9 guests ∙ 4 bedrooms

Vacation home with pool, patio & garden | Perfect for remote work

4.9
Outstanding(26 ratings)
Islamorada, Monroe County, Florida, United States
Yard
View deal
House  Big Pine Key
from $391
per night
House ∙ 8 guests ∙ 4 bedrooms

Family-oriented vacation home with yard, private pool & grill | Suitable for remote work

5.0
Outstanding(2 ratings)
Big Pine Key, Monroe County, Florida, United States
Yard
View deal
House  Summerland Key
from $479
per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation home with private pool, garden & BBQ | Nature view

5.0
Outstanding(27 ratings)
Summerland Key, Monroe County, Florida, United States
Yard
View deal
See all offers

Vacation rentals and apartments with air conditioning

House  Islamorada
from $2,346
per night
House ∙ 14 guests ∙ 6 bedrooms

Vacation home with private pool & yard

5.0
Outstanding(71 ratings)
Islamorada, Monroe County, Florida, United States
Air conditioning
View deal
House  Marathon
from $927
per night
House ∙ 10 guests ∙ 4 bedrooms

House with terrace, BBQ & private pool

4.9
Outstanding(55 ratings)
Marathon, Monroe County, Florida, United States
Air conditioning
View deal
House  Islamorada
from $377
per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation home with terrace, garden & private pool | Nature view

4.4
Very good(3 ratings)
Islamorada, Monroe County, Florida, United States
Air conditioning
View deal
See all offers

Budget-friendly Vacation Rentals in the Florida Keys

Find Fantastic yet Inexpensive Offers

House Key Colony Beach
from $325
per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation home with terrace, pool & grill | Nature view

4.8
Outstanding(58 ratings)
Key Colony Beach, Monroe County, Florida, United States
View deal
House Marathon
from $391
per night
House ∙ 8 guests ∙ 3 bedrooms

House with patio, private pool & barbecue | Nature view

4.5
Excellent(66 ratings)
Marathon, Monroe County, Florida, United States
View deal
House Key Colony Beach
from $658
per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation home with patio, barbecue & private pool

5.0
Outstanding(41 ratings)
Key Colony Beach, 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 Islamorada
from $807
per night
House ∙ 8 guests ∙ 4 bedrooms

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

5.0
Outstanding(50 ratings)
Islamorada, Monroe County, Florida, United States
View deal
House Marathon
from $700
per night
House ∙ 10 guests ∙ 4 bedrooms

Child-friendly charming house with grill, private pool & terrace

5.0
Outstanding(44 ratings)
Marathon, Monroe County, Florida, United States
View deal
House Islamorada
from $698
per night
House ∙ 12 guests ∙ 5 bedrooms

Fully equipped ample house with private pool, barbeque & hot tub

4.9
Outstanding(16 ratings)
Islamorada, Monroe County, Florida, United States
View deal

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Popular Rental Amenities in the Florida Keys

  • Pool (11,499)
  • Pet-friendly (4,854)
  • WiFi (13,780)
  • Air conditioning (14,259)
  • Kitchen (11,732)
  • Balcony/patio (7,695)
  • TV (13,579)
  • Fishing (7,680)
  • Washing machine (9,487)
  • Parking (612)
  • Grill (7,767)
  • Microwave (10,717)

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. more than 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 December (12/27 – 1/3). During this week, a nightly price on average will be $662. You can find some of the best deals during the month of September (9/20 – 9/27). 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 June (6/20 – 6/27), where 80% of the vacation rentals are booked. Conversely, it is in September (9/6 – 9/13) 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 14,809 rentals
🌙 Nightly prices starting at $168
⭐ Popular amenities Pool, Pets allowed and Internet
🐾 Pet friendly homes 4,848 homes
🏊 Vacation rentals with pools 11,507 homes
32 reviews
Florida Keys vacation rentals have an average rating of 4.1/5 on 32 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 $168. Average prices for house rentals are $704 per night. Condos in the Florida Keys cost $508 per night on average.

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

There are 14,809 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 11,507 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, 33% 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 $168.

Find the perfect accommodation to stay in the Florida Keys

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