Florida Keys holiday homes and accommodation - HomeToGo base64Hash Florida Keys holiday homes and accommodation - HomeToGo

Florida Keys holiday homes and accommodation

Find 14,799 available offers from 41 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 £116 per night!

House Islamorada
House ∙ 6 guests ∙ 3 bedrooms

Charming holiday home with private pool | Pets are welcome

Islamorada, Monroe County, Florida, United States
from £187
per night
Outstanding(2 ratings)
from £187
per night
View deal
House Key West
House ∙ 8 guests ∙ 4 bedrooms

Fully equipped beautiful holiday home with private pool, barbeque & terrace | Next to the beach | Pets allowed

Key West, Monroe County, Florida, United States
from £409
per night
Outstanding(147 ratings)
from £409
per night
View deal
House Marathon
House ∙ 8 guests ∙ 3 bedrooms

House with terrace, private pool & barbecue | Nature view

Marathon, Monroe County, Florida, United States
from £287
per night
Excellent(66 ratings)
from £287
per night
View deal
House Marathon
House ∙ 10 guests ∙ 4 bedrooms

House with terrace, barbecue & pool | Nature view

Marathon, Monroe County, Florida, United States
from £308
per night
Outstanding(57 ratings)
from £308
per night
View deal
House Marathon
House ∙ 8 guests ∙ 4 bedrooms

Children-friendly holiday home with terrace, BBQ & hot tub

Marathon, Monroe County, Florida, United States
from £334
per night
Outstanding(52 ratings)
from £334
per night
View deal
House Summerland Key
House ∙ 8 guests ∙ 4 bedrooms

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

Summerland Key, Monroe County, Florida, United States
from £352
per night
Outstanding(27 ratings)
from £352
per night
View deal
House Marathon
House ∙ 12 guests ∙ 5 bedrooms

House with private pool & BBQ

Marathon, Monroe County, Florida, United States
from £288
per night
Excellent(47 ratings)
from £288
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 £221
per night
Excellent(58 ratings)
from £221
per night
View deal
House Islamorada
House ∙ 10 guests ∙ 4 bedrooms

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

Islamorada, Monroe County, Florida, United States
from £277
per night
Very good(3 ratings)
from £277
per night
View deal
House Marathon
House ∙ 10 guests ∙ 4 bedrooms

Holiday home with garden, barbeque & private pool | Nature view

Marathon, Monroe County, Florida, United States
from £375
per night
Outstanding(19 ratings)
from £375
per night
View deal
House Marathon
House ∙ 8 guests ∙ 3 bedrooms

Holiday home with BBQ, private pool & terrace

Marathon, Monroe County, Florida, United States
from £207
per night
Excellent(164 ratings)
from £207
per night
View deal
House Marathon
House ∙ 14 guests ∙ 6 bedrooms

Holiday home with barbeque, terrace & private pool

Marathon, Monroe County, Florida, United States
from £586
per night
Outstanding(222 ratings)
from £586
per night
View deal
House Key Colony Beach
House ∙ 8 guests ∙ 4 bedrooms

Fully equipped beautiful holiday home with barbecue & private pool

Key Colony Beach, Monroe County, Florida, United States
from £287
per night
Excellent(9 ratings)
from £287
per night
View deal
House Marathon
House ∙ 10 guests ∙ 4 bedrooms

Children-friendly holiday home with garden, terrace & barbecue | Suitable for remote work

Marathon, Monroe County, Florida, United States
from £535
per night
Outstanding(52 ratings)
from £535
per night
View deal
House Islamorada
House ∙ 10 guests ∙ 3 bedrooms

Children-friendly lovely house with private pool, terrace & garden

Islamorada, Monroe County, Florida, United States
from £153
per night
Outstanding(33 ratings)
from £153
per night
View deal

Holiday homes and cottages with a garden

House  Marathon
from £341 per night
House ∙ 10 guests ∙ 4 bedrooms

Holiday home with garden, terrace & barbeque | Suitable for remote work

5.0
Outstanding(16 ratings)
Marathon, Monroe County, Florida, United States
Garden
View deal
House  Marathon
from £700 per night
House ∙ 14 guests ∙ 6 bedrooms

Holiday home with garden, barbeque & hot tub | Perfect for remote work

4.8
Outstanding(47 ratings)
Marathon, Monroe County, Florida, United States
Garden
View deal
House  Summerland Key
from £598 per night
House ∙ 12 guests ∙ 4 bedrooms

Family-friendly beautiful house with garden, barbeque & private pool | Nature view | Dogs allowed

4.4
Very good(77 ratings)
Summerland Key, Monroe County, Florida, United States
Garden
View deal
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Holiday lettings and apartments with air conditioning

House  Key Colony Beach
from £351 per night
House ∙ 10 guests ∙ 5 bedrooms

Fully equipped beautiful house with private pool, garden & terrace | Pet-friendly

4.4
Very good(31 ratings)
Key Colony Beach, Monroe County, Florida, United States
Air conditioning
View deal
House  Key Largo
from £411 per night
House ∙ 8 guests ∙ 4 bedrooms

Children-friendly house with garden, barbeque & terrace

4.9
Outstanding(61 ratings)
Key Largo, Monroe County, Florida, United States
Air conditioning
View deal
House  Tavernier
from £343 per night
House ∙ 10 guests ∙ 4 bedrooms

Fully equipped holiday home with barbecue, hot tub & terrace | Nature view | Good for workation

5.0
Outstanding(5 ratings)
Tavernier, Monroe County, Florida, United States
Air conditioning
View deal
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Best holiday homes with a patio or terrace

House  Summerland Key
from £169 per night
House ∙ 8 guests ∙ 3 bedrooms

House with barbeque, garden & terrace | Nature view

4.8
Outstanding(62 ratings)
Summerland Key, Monroe County, Florida, United States
Balcony/Patio
View deal
House  Marathon
from £228 per night
House ∙ 8 guests ∙ 3 bedrooms

Family-oriented holiday home with barbeque, garden & terrace | Suitable for remote work

5.0
Outstanding(38 ratings)
Marathon, Monroe County, Florida, United States
Balcony/Patio
View deal
House  Sugarloaf Shores
from £373 per night
House ∙ 10 guests ∙ 3 bedrooms

Holiday home with barbeque, private pool & terrace | Nature view

4.9
Outstanding(62 ratings)
Sugarloaf Shores, Monroe County, Florida, United States
Balcony/Patio
View deal
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Budget-friendly Holiday Homes in Florida Keys

Find Fantastic yet Cheap Lettings

House Marathon
from £350 per night
House ∙ 10 guests ∙ 4 bedrooms

Family-oriented charming house with terrace, barbeque & private pool

Marathon, Monroe County, Florida, United States
View deal
House Islamorada
from £513 per night
House ∙ 12 guests ∙ 5 bedrooms

Fully equipped ample holiday home with private pool, barbeque & hot tub

4.9
Outstanding(16 ratings)
Islamorada, Monroe County, Florida, United States
View deal
House Marathon
from £185 per night
House ∙ 8 guests ∙ 3 bedrooms

Children-friendly holiday home with heated pool, barbeque & terrace | Pets allowed

4.7
Excellent(122 ratings)
Marathon, Monroe County, Florida, United States
View deal

Top-Rated Lettings and Properties in Florida Keys

Book Holiday Letting Offers with the Highest User Rating

House Marathon
from £342 per night
House ∙ 8 guests ∙ 4 bedrooms

Holiday home with pool, BBQ & terrace

5.0
Outstanding(15 ratings)
Marathon, Monroe County, Florida, United States
View deal
House Islamorada
from £216 per night
House ∙ 8 guests ∙ 4 bedrooms

House with private pool

5.0
Outstanding(2 ratings)
Islamorada, Monroe County, Florida, United States
View deal
House Marathon
from £250 per night
House ∙ 6 guests ∙ 3 bedrooms

Child-friendly house with barbeque, garden & terrace | Pets are welcome

4.8
Outstanding(103 ratings)
Marathon, Monroe County, Florida, United States
View deal

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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 (11,469)
  • WiFi (13,779)
  • Air conditioning (14,289)
  • Parking (612)
  • Grill (7,748)
  • Kitchen (11,705)
  • Washing machine (9,508)
  • Balcony/patio (7,697)
  • TV (13,599)
  • Fishing (7,703)
  • Dishwasher (7,444)
  • No smoking (13,649)

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 £465 a night. Most of the listed rentals with pools are hotel room. More than 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 December (27/12 – 03/01). Florida Keys is cheaper during one week in September (20/09 – 27/09), when prices are on average £348 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 May (16/05 – 23/05), only 23 are available. In contrast, only 27% of the holiday homes are booked during a week in September (06/09 – 13/09).

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 14,799 rentals
🌙 Nightly prices from £116
⭐ Popular amenities Pool, Internet and Air conditioning
🐾 Pet friendly rentals 4,869 properties
🏊 Holiday rentals with pools 11,469 properties
24 reviews
Florida Keys holiday rentals have an average rating of 4/5 across 24 reviews left by travellers.

Frequently Asked Questions

What is the average price per night for a holiday home in Florida Keys?

Nightly rates for holiday rentals in Florida Keys start from around £116. Rates will depend on location, property size, and extras like a pool or pet-friendly access. HomeToGo helps you filter by price to match your budget.

How many holiday lettings are available to book in Florida Keys? And what are the most popular types of holiday lets?

There are 14,799 holiday homes in Florida Keys to browse and book for your next trip. More than half of holiday rentals in Florida Keys are house rentals, making them a top pick among travellers. These properties are perfect for families, couples, or groups looking for a cosy base. Find your perfect match on HomeToGo today.

What is the most popular holiday home amenity in Florida Keys?

When looking for a holiday apartment in Florida Keys, consider looking for a place with Pool, Internet, or Air conditioning, which are the three most popular amenities for this destination.

Do you offer holiday homes with a swimming pool in Florida Keys?

There are plenty of holiday rentals with a pool in Florida Keys – in fact, 77% of properties have one. With 11,469 properties available, it’s a popular choice for those looking to unwind or entertain. Find your perfect poolside getaway on HomeToGo.

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

July and August are the warmest months in Florida Keys, while April and February have less rain.

Can you get deals on holiday rentals in Florida Keys?

You can find fabulous discounts on holiday lets in Florida Keys with the nightly price of accommodation starting at just £116 - and HomeToGo has introduced a range of filters that make it a piece of cake to uncover some awesome deals. If you're still selecting dates for your holiday, search with HomeToGo's flexible dates technology to scan for lower cost date options and get discounts of as much as 10%. In addition, HomeToGo's 'distance from' filter makes it easy to find hidden treasure holiday rentals in great value, under-the-radar spots which are still near to your desired destination, whether that's a beach, lake, ski region or city centre. Start searching with time to spare to make the most of good availability and low prices - and do so free from stress by clicking on HomeToGo's 'free cancellation' filter when searching for holiday accommodation.

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

From increased privacy away from the crowds to plenty of room for relaxing with your travel companions, holiday rentals in Florida Keys offer many bonuses. HomeToGo shows you real reviews written by previous guests, and searching is safe, easy, and stress-free - so with 14,799 lettings from 41 providers in the area, you're bound to locate the right holiday home with all of the amenities you need in Florida Keys.

Do you offer holiday accommodation for couples in Florida Keys?

Absolutely – you’ll find plenty of cosy, well-rated holiday lettings in Florida Keys perfect for two. Whether you're after a quiet countryside cottage or a city-centre flat, there’s something to suit your style. Find your perfect base with HomeToGo.

Can I book a waterfront holiday rental in Florida Keys?

Absolutely! You’ll find 14734 holiday rentals close to lakes, rivers or the sea in Florida Keys. They're great for beach lovers or anyone seeking a peaceful retreat by the water. Start your search now on HomeToGo.

Why should I book my holiday rental with HomeToGo?

HomeToGo offers over 15 million holiday rentals worldwide, so there’s something for everyone. You’ll enjoy a simple booking process, local expertise, and top prices from trusted providers. Your next great stay is just a few clicks away.

Can I find family-friendly holiday lettings in Florida Keys?

Yes, there are lots of family-friendly holiday homes in Florida Keys. You’ll find options for every budget and family size. HomeToGo makes it simple to book a family-friendly stay.

Can I cancel my holiday rental booking for free?

Worried about changes? Plenty of holiday rentals listed on HomeToGo come with free cancellation options. Always read the terms to avoid surprises.

Is it possible to rent a holiday home for a weekend getaway in Florida Keys?

Yes, many holiday lets in Florida Keys offer flexible booking options, including weekend stays. It’s perfect for a quick break without using too many holiday days. Find yours easily on HomeToGo.

Are there any last-minute holiday rental deals in Florida Keys?

There are plenty of last-minute holiday homes in Florida Keys available at reduced prices. With HomeToGo, you can find great value — and save up to 10%, even at short notice. Check today’s offers and grab a holiday cottage at a great price.

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