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

Florida Keys Vacation Rentals

Find 18,868 available offers from 35 partners
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Top 15 Recommended holiday lettings in Florida Keys

Find your perfect holiday home, apartment or cottage in Florida Keys from just £97 per night!

House Marathon
House ∙ 12 guests ∙ 5 bedrooms

Holiday Home with Terrace, Garden & Barbecue

Marathon, Monroe County, Florida, United States
from £815
per night
Outstanding(95 ratings)
Vrbo
from £815
per night
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Vrbo
House Key Largo
House ∙ 5 guests ∙ 2 bedrooms

Family-Friendly Nice Holiday Home with Barbecue

Key Largo, Monroe County, Florida, United States
from £121
per night
Outstanding(4 ratings)
Vrbo
from £121
per night
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Vrbo
Villa Key Colony Beach
Villa ∙ 9 guests ∙ 4 bedrooms

Child-Friendly Beautiful Villa with Terrace, BBQ & Pool | Nature View | Perfect for Remote Work

Key Colony Beach, Monroe County, Florida, United States
from £418
per night
Outstanding(8 ratings)
Vrbo
from £418
per night
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Vrbo
House Islamorada
House ∙ 8 guests ∙ 4 bedrooms

Holiday Home with Terrace, Heated Pool & Barbeque | Good for Workation

Islamorada, Monroe County, Florida, United States
from £651
per night
Outstanding(52 ratings)
Vrbo
from £651
per night
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Vrbo
House Key Largo
House ∙ 4 guests ∙ 2 bedrooms

Holiday Home with Barbecue

Key Largo, Monroe County, Florida, United States
from £124
per night
Vrbo
from £124
per night
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Vrbo
Condo Islamorada
Condo ∙ 4 guests ∙ 2 bedrooms

Condo with Heated Pool, Sauna & Barbeque

Islamorada, Monroe County, Florida, United States
from £142
per night
Outstanding(2 ratings)
Vrbo
from £142
per night
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Vrbo
House Marathon
House ∙ 14 guests ∙ 4 bedrooms

Holiday Home with Barbecue, Terrace & Garden | Nature View | Perfect for Remote Work

Marathon, Monroe County, Florida, United States
from £784
per night
Outstanding(15 ratings)
Vrbo
from £784
per night
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Vrbo
House Islamorada
1 Nov - 8 Nov
House ∙ 12 guests ∙ 5 bedrooms

Holiday Home with Garden, Terrace & Private Pool | Nature View

Islamorada, Monroe County, Florida, United States
£1,203
per night
Outstanding(75 ratings)
Vrbo
£1,203
per night
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Vrbo
Villa Marathon
25 Jan - 1 Feb
Villa ∙ 12 guests ∙ 5 bedrooms

Children-Friendly Villa with BBQ, Private Pool & Terrace | Nature View | Pet-Friendly

Marathon, Monroe County, Florida, United States
£724
per night
Outstanding(44 ratings)
Vrbo
£724
per night
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Vrbo
House Islamorada
1 Nov - 8 Nov
House ∙ 14 guests ∙ 6 bedrooms

House with BBQ, Garden & Sauna

Islamorada, Monroe County, Florida, United States
£1,126
per night
Outstanding(73 ratings)
Vrbo
£1,126
per night
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Vrbo
House Marathon
1 Feb - 8 Feb
House ∙ 12 guests ∙ 5 bedrooms

Holiday Home with Garden, Terrace & Barbeque | Nature View

Marathon, Monroe County, Florida, United States
£1,040
per night
Outstanding(71 ratings)
Vrbo
£1,040
per night
View deal
Vrbo
Condo Islamorada
1 Mar - 8 Mar
Free cancellation
Condo ∙ 12 guests ∙ 5 bedrooms

Condo with Barbecue | Water View | Perfect for Remote Work

Islamorada, Monroe County, Florida, United States
£737
per night
Outstanding(3 ratings)
HomeToGo
£737
per night
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HomeToGo
Villa Marathon
-24%
1 Feb - 8 Feb
Villa ∙ 20 guests ∙ 8 bedrooms

Child-Friendly Villa with Garden, BBQ & Terrace | Perfect for Remote Work

Marathon, Monroe County, Florida, United States
£1,621£1,227
per night
Outstanding(89 ratings)
Vrbo
£1,621£1,227
per night
View deal
Vrbo
House Marathon
1 Feb - 8 Feb
House ∙ 8 guests ∙ 4 bedrooms

House with Barbecue & Heated Pool

Marathon, Monroe County, Florida, United States
£522
per night
Outstanding(39 ratings)
Vrbo
£522
per night
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Vrbo
House Marathon
1 Nov - 8 Nov
House ∙ 8 guests ∙ 5 bedrooms

Fully Equipped Lovely Holiday Home with Terrace, Private Pool & BBQ

Marathon, Monroe County, Florida, United States
£369
per night
Outstanding(66 ratings)
Vrbo
£369
per night
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Vrbo

Best holiday homes with a patio or terrace

House  Marathon
25 Jan - 1 Feb
-63%
£565
£212 per night
House ∙ 8 guests ∙ 3 bedrooms

Children-Friendly House with Barbeque, Terrace & Private Pool

4.2
Very good(45 ratings)
Marathon, Monroe County, Florida, United States
Balcony/Patio
Vacasa
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Studio flat  Marathon
1 Mar - 8 Mar
-53%
£376
£177 per night
Studio flat ∙ 2 guests ∙ 1 bedroom

Children-Friendly Wonderful Studio with Barbeque & Pool

4.5
Excellent
Marathon, Monroe County, Florida, United States
Balcony/Patio
Vacasa
View deal
Maisonette  Conch Key
1 Mar - 8 Mar
-32%
£230
£156 per night
Maisonette ∙ 4 guests ∙ 1 bedroom

Child-Friendly Duplex with Terrace & BBQ

4.3
Very good(18 ratings)
Conch Key, Duck Key, Florida, United States
Balcony/Patio
Vacasa
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Holiday cottages, homes & apartments with sauna

House  Marathon
13 Sept - 20 Sept
-67%
£930
£304 per night
House ∙ 8 guests ∙ 3 bedrooms

Family-Friendly Big House with Fast Internet, Barbecue & Heated Pool | Water View

4.9
Outstanding(25 ratings)
Marathon, Monroe County, Florida, United States
Free cancellation
Sauna
HomeToGo
View deal
House  Marathon
13 Sept - 20 Sept
-63%
£963
£358 per night
House ∙ 8 guests ∙ 3 bedrooms

Holiday Home with Barbecue, Heated Pool & Sauna | Water View

4.8
Outstanding(25 ratings)
Marathon, Monroe County, Florida, United States
Free cancellation
Sauna
HomeToGo
View deal
House  Marathon
13 Sept - 20 Sept
-68%
£1,369
£436 per night
House ∙ 8 guests ∙ 3 bedrooms

House with Fast Internet, BBQ & Hot Tub | Water View

4.9
Outstanding(36 ratings)
Marathon, Monroe County, Florida, United States
Free cancellation
Sauna
HomeToGo
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Best holiday rentals with a balcony

House  Key West
30 Aug - 6 Sept
-36%
£683
£441 per night
House ∙ 4 guests ∙ 2 bedrooms

Child-Friendly House with Terrace & Heated Pool | Close to Southernmost Point

4.8
Outstanding(33 ratings)
Key West, Monroe County, Florida, United States
Balcony
Vacasa
View deal
House  Marathon
25 Jan - 1 Feb
-41%
£1,342
£787 per night
House ∙ 10 guests ∙ 4 bedrooms

Holiday Home with BBQ, Terrace & Private Pool

4.9
Outstanding(71 ratings)
Marathon, Monroe County, Florida, United States
Balcony
Vacasa
View deal
House  Key West
6 Sept - 13 Sept
-51%
£636
£312 per night
House ∙ 6 guests ∙ 2 bedrooms

House with Pool, Garden & Terrace | Close to Mallory Square

5.0
Outstanding(16 ratings)
Key West, Monroe County, Florida, United States
Balcony
HomeToGo
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Best holiday rental deals in Florida Keys

Save up to 26%

Resort Summerland Key
20 Apr - 27 Apr
-26%
£334
£248 per night
Resort ∙ 10 guests ∙ 2 bedrooms

Resort with BBQ & Pool

4.1
Very good
Summerland Key, Monroe County, Florida, United States
Agoda
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Discover a letting fitting your needs among the 18,868 unique options from more than 35 partner websites in Florida Keys. HomeToGo instantly compares all of these holidays rentals, so you can save up to 24%!

Budget-friendly Holiday Homes in Florida Keys

Find Fantastic yet Cheap Lettings

House Key Colony Beach
from £237 per night
House ∙ 8 guests ∙ 4 bedrooms

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

4.9
Outstanding(12 ratings)
Key Colony Beach, Monroe County, Florida, United States
Vrbo
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House Cudjoe Key
from £183 per night
House ∙ 8 guests ∙ 4 bedrooms

House with Garden, Barbeque & Terrace

4.9
Outstanding(37 ratings)
Cudjoe Key, Monroe County, Florida, United States
Vrbo
View deal
House Key West
from £166 per night
House ∙ 8 guests ∙ 4 bedrooms

Holiday Home with Private Pool, Barbeque & Terrace | Nature View | Perfect for Remote Work

4.7
Excellent(25 ratings)
Key West, Monroe County, Florida, United States
Vrbo
View deal

Top-Rated Lettings and Properties in Florida Keys

Book Holiday Letting Offers with the Highest User Rating

Condo Marathon
from £136 per night
Condo ∙ 2 guests ∙ 1 bedroom

Wonderful Condo with Heated Pool & Garden | Beach Nearby

4.8
Outstanding(26 ratings)
Marathon, Monroe County, Florida, United States
Vrbo
View deal
House Key Colony Beach
from £305 per night
House ∙ 6 guests ∙ 3 bedrooms

Holiday Home with Private Pool, Barbecue & Terrace

5.0
Outstanding(18 ratings)
Key Colony Beach, Monroe County, Florida, United States
Vrbo
View deal
House Marathon
from £510 per night
House ∙ 10 guests ∙ 4 bedrooms

House with Private Pool, Garden & BBQ

5.0
Outstanding(11 ratings)
Marathon, Monroe County, Florida, United States
Vrbo
View deal

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Securely pay and stay your way

Securely pay and stay your way

Choose local, trusted payment methods, plus trip insurance and add-on services.

Award-winning customer service

Award-winning customer service

Experience seamless, hands-on support for any booking questions or concerns.

Verified reviews

Verified reviews

Trust in the quality and comfort of your stay with verified guest reviews.

Price clarity, no surprises

Price clarity, no surprises

Spend your budget exactly as planned by comparing thousands of providers.

Smart search made simple

Smart search made simple

Transform holiday planning into a joy with advanced, AI-powered search tools.

Find your dream stay

Find your dream stay

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

Popular holiday rental amenities in Florida Keys

  • Pool (12,976)
  • WiFi (17,695)
  • Air conditioning (17,965)
  • Parking (750)
  • Grill (7,860)
  • Kitchen (15,027)
  • Washing machine (9,827)
  • Balcony/patio (7,816)
  • TV (16,721)
  • Fishing (9,238)
  • Dishwasher (7,741)
  • No smoking (17,263)

You will have a lot of rentals to compare and from which to choose if you are looking for a holiday letting including a pool in Florida Keys. Holiday rentals with pools in Florida Keys have an average price of £562 a night. Most of the listed rentals with pools are hotel room. Nearly half of Florida Keys's rentals including a pool are located within 2 kilometres of water, so you can choose between some pool time or waterfront moments.

Price and Availability Index for Florida Keys

Click on any bar to see price and availability information

Holiday Letting Price Information in Florida Keys

The price graph will give you the nightly price average for the upcoming months. The most expensive week to book a holiday letting in Florida Keys is in February (15/02 – 22/02). Florida Keys is cheaper during one week in September (27/09 – 04/10), when prices are on average £397 a night.

Rental availability information in Florida Keys

Have a look at the graph above to see the availability of holiday homes in Florida Keys. In November (08/11 – 15/11), only 25 are available. In contrast, only 35% of the holiday homes are booked during a week in June (28/06 – 05/07).

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 travellers 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 Florida Keys?

Family holidays on the Florida Keys

Visitors staying in a Florida Keys 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 Centre 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 holiday home creates a comfortable, more private experience for the entire family.

Where are the unique attractions in 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 you the chance to discover uncharted nature, explore your adventurous side and relax on one of the many gorgeous beaches or spa resorts.

The Keys Islands also present visitors with a vast array of activities. You 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 programme 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 Florida Keys?

Nature and Culture, Together in the Florida Keys

Harry S Truman Little White House

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

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.

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.

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.

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 holiday rentals in Florida Keys

🏡 Holiday homes available 19,002 rentals
💳 Discounts available up to 46%
🌙 Nightly prices from £16
⭐ Popular amenities Pool, Internet and Air conditioning
🐾 Pet friendly rentals 5,981 properties
🏊 Holiday rentals with pools 13,029 properties
3,031,003 reviews
Florida Keys holiday rentals have an average rating of 4.5/5 across 3,031,003 reviews left by travellers.

Frequently Asked Questions

What is a common nightly rate for a holiday home in Florida Keys?

The average price per night in Florida Keys is around £16. The average rate for renting a condo is £435 per night. House rentals costs around £584 per night.

How many holiday lets are available to book in Florida Keys?

There are 19,002 holiday homes from 35 providers on offer in Florida Keys.

What is the most searched holiday rental amenity in Florida Keys?

Travellers planning trips to Florida Keys most often look for Pool, Internet, and Air conditioning as holiday home amenities.

How many holiday rentals with a pool there are on offer in Florida Keys?

Holiday rentals with pools are 69 of all offers in Florida Keys. In addition, there are 49 of rentals with pools near water.

What is the perfect time to travel to Florida Keys?

Book your Florida Keys holiday in February or April to avoid a washout; these are the months with the least amount of rain.

Can you get deals on holiday rentals in Florida Keys?

You can get great value holiday lettings in Florida Keys with the cost per night for a let starting at just £16 - and HomeToGo has launched plenty of filters that make it quick and simple to see some outstanding offers. When thinking about the timing for a trip, try a search using HomeToGo's flexible dates technology to scan for low-price timings and find savings of up to 46%. Additionally, HomeToGo's 'distance from' filter enables you to see hidden gem holiday homes in lower-price, under-the-radar spots with good proximity to the area of your choice, whether that's the coastline, a swimming lake, winter sports area or town centre. Start your search as soon as possible to take advantage of the greatest variety of options and the best deals - and do so without worries by utilising HomeToGo's 'free cancellation' filter when searching for holiday accommodation.

What are the pros of finding a holiday letting in Florida Keys with HomeToGo?

From increased privacy away from the crowds to more space for relaxing with your family, friends or partner, holiday lettings in Florida Keys have plenty of advantages. HomeToGo shows you genuine ratings written by previous guests, and searching is safe, easy, and hassle-free - so with 19,002 rentals from 35 providers in the area, you're sure to locate the ideal holiday home with all of the amenities you need in Florida Keys.

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