Holiday rentals and lettings in the Florida Keys

Holiday rentals and lettings in the Florida Keys

Start comparing over 97880 rentals in Florida Keys and book at the best price!

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Free cancellation
Holiday home
Holiday apartment
Pool
Internet
Pets allowed
4.0
& higher

Popular Holiday Rentals & Lettings in Florida Keys

Holiday rental for 2 people, with pool and terrace in Florida Keys
from
£339
per night
Holiday rental for 2 people, with pool and terrace
2 pers.2 bedrooms
FREE cancellation
Holiday rental for 4 people, with garden and pool as well as view in Florida Keys
from
£113
per night
Holiday rental for 4 people, with garden and pool as well as view
4 pers.2 bedrooms85m²
4.5
(6547 reviews)
Holiday rental for 4 people, with balcony and pool as well as hot tub in Florida Keys
from
£299
per night
Holiday rental for 4 people, with balcony and pool as well as hot tub
4 pers.1 bedroom55m²
4.5
(651 reviews)
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Holiday Rentals with Free Cancellation

Holiday rental for 10 people, with hot tub and balcony as well as sauna and pool in Florida Keys
from
£255
per night
Holiday rental for 10 people, with hot tub and balcony as well as sauna and pool
10 pers.4 bedrooms
FREE cancellation
4.9
(6 reviews)
Holiday rental for 2 people, with pool and garden, with pets in Florida Keys
from
£111
per night
Holiday rental for 2 people, with pool and garden, with pets
2 pers.1 bedroom1.6km to the beach
FREE cancellation
4.0
(741 reviews)
Holiday rental for 2 people, with garden and view as well as pool, child-friendly in Florida Keys
from
£92
per night
Holiday rental for 2 people, with garden and view as well as pool, child-friendly
2 pers.1 bedroom175m²
FREE cancellation
3.7
(2134 reviews)
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Holiday Rentals & Lettings in Florida Keys

Holiday rental for 4 people, with view and pool as well as garden in Florida Keys
from
£160
per night
Holiday rental for 4 people, with view and pool as well as garden
4 pers.1 bedroom37m²
FREE cancellation
4.6
(276 reviews)
Holiday rental for 2 people, with pool and garden as well as view in Florida Keys
from
£87
per night
Holiday rental for 2 people, with pool and garden as well as view
2 pers.1 bedroom4.1km to the beach
FREE cancellation
4.0
(875 reviews)
Holiday rental for 2 people, with view and garden in Florida Keys
from
£72
per night
Holiday rental for 2 people, with view and garden
2 pers.1 bedroom20m²
4.4
(1969 reviews)
Holiday rental for 10 people, with terrace and hot tub, with pets in Florida Keys
from
£83
per night
Holiday rental for 10 people, with terrace and hot tub, with pets
10 pers.
3.8
(4547 reviews)
Holiday rental for 7 people, with lake view and pool as well as garden in Florida Keys
from
£722
per night
Holiday rental for 7 people, with lake view and pool as well as garden
7 pers.3 bedrooms
4.6
(8 reviews)
Holiday rental for 2 people, with garden and hot tub as well as pool, with pets in Florida Keys
from
£247
per night
Holiday rental for 2 people, with garden and hot tub as well as pool, with pets
2 pers.1 bedroom
4.2
(1340 reviews)
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Pet-friendly Holiday Rentals & Lettings

Holiday rental for 2 people, with garden in Florida Keys
from
£84
per night
Holiday rental for 2 people, with garden
2 pers.1 bedroom
FREE cancellation
2.9
(4 reviews)
Holiday rental for 2 people, with pool and view as well as garden in Florida Keys
from
£73
per night
Holiday rental for 2 people, with pool and view as well as garden
2 pers.1 bedroom3.7km to the beach
FREE cancellation
4.2
(5586 reviews)
Holiday rental for 2 people, with view and pool as well as garden, with pets in Florida Keys
from
£162
per night
Holiday rental for 2 people, with view and pool as well as garden, with pets
2 pers.1 bedroom
FREE cancellation
4.4
(2025 reviews)
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Holiday Rentals & Lettings with Pool

Holiday rental for 4 people, with pool and balcony in Florida Keys
from
£802
per night
Holiday rental for 4 people, with pool and balcony
4 pers.2 bedrooms
FREE cancellation
4.8
(19 reviews)
Holiday rental for 6 people, with sauna and pool as well as view and balcony in Florida Keys
from
£232
per night
Holiday rental for 6 people, with sauna and pool as well as view and balcony
6 pers.2 bedrooms
FREE cancellation
4.1
(28 reviews)
Holiday rental for 6 people, with pool and garden, child-friendly in Florida Keys
from
£86
per night
Holiday rental for 6 people, with pool and garden, child-friendly
6 pers.2 bedrooms2.3km to the beach
4.5
(3009 reviews)
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Holiday Rentals & Lettings with Internet

Holiday letting for 2 people, with garden in Florida Keys
from
£103
per night
Holiday letting for 2 people, with garden
2 pers.1 bedroom11m²
4.5
(672 reviews)
Holiday rental for 6 people, with balcony and pool as well as hot tub in Florida Keys
from
£127
per night
Holiday rental for 6 people, with balcony and pool as well as hot tub
6 pers.2 bedrooms
FREE cancellation
4.3
(47 reviews)
Holiday rental for 4 people, with view and balcony as well as pool in Florida Keys
from
£95
per night
Holiday rental for 4 people, with view and balcony as well as pool
4 pers.2 bedrooms
FREE cancellation
4.1
(16 reviews)
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Find Holiday Rentals & Lettings in Florida Keys

Map

Highlights in Florida Keys

  • Swimming with dolphins
  • Snorkelling and Diving
  • Pristine white beaches
  • Mallory Square

Most popular in Florida Keys

Pool 570
Internet 865
Pets allowed 273
Balcony/Terrace 519
TV 844
Air conditioning 868

Other property types in Florida Keys that might be interesting:

Popular Destinations in Florida Keys

Prices and availability

Prices

£393
February
March
April
May
June
July
Average price per week

Availabilities

28 %
February
March
April
May
June
July
Percentage of available lettings

Holiday rentals and lettings in the Florida Keys

Charming waterfront holiday rentals on the Florida Keys

Splitting the Atlantic from the Gulf, it’s hard to find lettings on the Florida Keys which don’t come with a magnificent sea view. These stunning islands are quiet and peaceful in the main, but keep going south to Key West city on the island of the same name, and that’s where the daytime fun and nightlife really gets going. Lettings often have swimming pools, or hot tubs for a relaxing evening after a hard day’s play

Luxury accomodations and sea views

Many properties in the Florida Keys are wooden structures, and Key West, the most southern inhabited island, is famous for its stunning wooden properties. Lettings in the Florida Keys have a Caribbean-esque feel and are well suited to families and smaller groups. Some holiday rentals feature additional bonuses such as access to kayaks for those wishing to explore the stunning sea waters.

Holidays in Florida Keys

The area and getting around

1,700 islands are waiting to welcome you!

The Florida Keys archipelago is a string of around 1,700 islands pushing out to sea from the southern tip of the Florida coast, each joined to the next by a single highway for drivers. Take a ferry from Miami to Key West, or fly into Key West International Airport. Overland, the unique Florida Keys mangroves and white coral beaches support an astonishing array of life found only in this area, but the ecological treasures are also waiting to be discovered under the waves.

Underwater utopia

The only living coral reefs in the US are to be found in the Florida Keys, making them a true paradise for snorkelling and diving. Key Largo’s John Pennekamp State Park is an underwater preservation area from where you can explore the depths from the surface downwards. Take your pick from glass bottom boats to snorkelling to diving, but either way with the crystal-clear waters you’ll have a view of a lifetime of the rare and distinctive species of the Florida Keys Coast.

Travellers and activities

Florida Keys for sea-life lovers

If you like to swim with colourful fish, dive a shipwreck, or snorkel over some of the world’s finest coral reefs in turquoise crystal-clear waters, look no further than Dry Tortugas National Park, about 70 miles south of Key West. Accessible only by boat or sea-plane, this archipelago of seven striking islands is a favourite for those who love the thrills of the ocean, and each island is embraced by pure, white sand beaches. Swimming with dolphins is the highlight for many who travel to the Florida Keys, and the Dolphin plus Marine Mammal Responder charity works tirelessly to support marine mammal life by arranging safe swimming with dolphins.

Fort Lauderdale for foodies

Although the centre of the nightlife is the island of Key West, you’ll find excitement and entertainment from Key Largo downwards. Whether a good night out is dancing ‘til you drop, or a quiet glass of wine and a meal while the sun sets, there’s something for everyone on the Florida Keys. For something really special, consider the Little Room Jazz Club on Key West for eclectic music and great value cocktails, or for authentic Cuban cuisine, don’t miss the renowned El Siboney restaurant on the same island. Further north in Islamorada, the place to be is Pierre’s Lounge and Restaurant at Morada Bay, where traditional French recipes have a Caribbean twist.

„Much of the sand in the Key West is not in fact natural but imported from the Caribbean. No wonder it’s beautiful!“

Top 5 travel tips in Florida Keys

1. Islamorada’s History of Diving Museum

Underwater sports in the Florida Keys are amongst the best in the world, and the History of Diving Museum takes you through ‘Man’s quest to explore under the sea’. With hands-on and interactive exhibits to attract the young and old this makes for a memorable family day out.

2. Visit ‘The Old Man of the Sea’ – Ernest Hemingway

The famous author made his home in Key West, and the attractive wooden home is now a museum dedicated to the great man. The Ernest Hemingway Home and Museum is preserved as it was in his lifetime. The gardens are a key part of your visit here, not only for the collection of many different species of plants and flowers, but for the many cats who inhabit it – all descendants of Hemingway’s own pets.

3. The key to conservation

The Florida Keys National Marine Sanctuary Eco-Discovery Centre on Key West not only raises awareness of the need to protect the delicate and unique eco-system of the Florida Keys but also features a ‘Living Reef’ tank which is part of the ongoing restoration efforts by the Centre.

4. See if you can catch one that’s this big…

They say that there’s a different species of fish to catch every day of the year in the Florida Keys! Whether you prefer angling from the pristine flats or coral shores, or you fancy taking a boat to the water to cast your lines, you will find your kind of fishing all along the archipelago.

5. Mallory Square’s sunset celebrations

As well as unique shopping experiences, Mallory Square hosts a nightly sunset celebration with entertainers ranging from tightrope walking to juggling. Watch as the sun sets behind the stunning Gulf of Mexico and sip down some delicious sangria!

FAQs: Holiday Rentals & Lettings in Florida Keys

What is the average price of holiday rentals in Florida Keys?

Florida Keys is one of the most expensive destinations in the USA! An overnight stay here costs on average £346.31 per night.

Which months allow you to save the most on holiday rentals?

According to our most recent historical data, the months with the cheapest prices in Florida Keys are October, September, and December, with average prices of £296.34, £303.87 and £313.85, respectively.

In which months is it more expensive to rent a holiday letting in Florida Keys?

It can be concluded, analysing the data for the year 2020, that the cost per night for accommodation is usually higher, on average, during the months of February (£419.95), March (£408.56), and April (£389.58).

Are there usually many holiday rentals available in Florida Keys?

If you decide to discover Florida Keys, we recommend organising your holiday in advance because it is usually very high in demand, with an annual average occupation of 85% in the year 2020.

When are more holiday lettings available?

The months when it's the easiest to find free accommodation in Florida Keys are September (the average amount of properties that are free reached 24.5% of the total in 2020), May (24%), and April (23%).

When are there fewer rental options available in Florida Keys?

The accommodations in Florida Keys reach their peak in demand in February, with an availability rate of 2.6%. The second most requested month is July, with 5.75%, and the third is March with 7%.

How many holiday lettings does Holidu have in Florida Keys?

Holidu has paired up with 7 different partners to give you an inventory to choose between 4100 properties we have in Florida Keys.

Holidu compares hundreds of websites to find your perfect holiday rental for the best price.

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