Holiday rentals and lettings in the Florida Keys

Start comparing over 4,085 rentals in Florida Keys and book at the best price!

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Popular Lettings in Florida Keys

Cottage for 5 people, with pool
5 pers., 2 bedrooms, 74m², 8.9km to the beach
4.8
5 reviews
Cudjoe Key, Lower Keys
from
£250per night
Villa for 6 people, with balcony and balcony/terrace as well as pool
6 pers., 2 bedrooms, 157m²
4.9
20 reviews
Islamorada, Florida Keys
from
£263per night
Holiday home for 11 people, with pool and garden
11 pers., 4 bedrooms, 139m²
5.0
20 reviews
Key Largo, Florida Keys
from
£468per night
Mobile home for 4 people, with pool
4 pers., 2 bedrooms, 37m²
4.7
20 reviews
Key Largo, Florida Keys
from
£158per night
Holiday home for 6 people
4.8
47 reviews
Marathon, Florida Keys
from
£367per night
Cottage for 4 people, with garden
4 pers., 2 bedrooms, 79m²
4.8
20 reviews
Little Torch Key, Lower Keys
from
£249per night
Mobile home for 6 people, with balcony/terrace and pool
6 pers., 2 bedrooms
5.0
20 reviews
Key Largo, Florida Keys
from
£134per night
Holiday home for 12 people, with balcony/terrace
12 pers., 3 bedrooms, 4.7km to the beach
5.0
19 reviews
Marathon, Florida Keys
from
£268per night
Apartment for 4 people, with pool and balcony/terrace as well as balcony
4 pers., 1 bedrooms, 61m², 500m to the beach
4.7
20 reviews
Marathon, Florida Keys
from
£233per night
Holiday home for 10 people, with hot tub and pool as well as balcony and balcony/terrace
4.9
22 reviews
Marathon, Florida Keys
from
£478per night
Holiday home for 10 people, with pool and balcony
4.9
75 reviews
Marathon, Florida Keys
from
£403per night
Villa for 6 people, with pool and garden as well as hot tub
6 pers., 2 bedrooms, 116m², 700m to the beach
4.6
20 reviews
Marathon, Florida Keys
from
£356per night
Cottage for 4 people
4 pers., 2 bedrooms, 46m²
4.8
10 reviews
Islamorada, Florida Keys
from
£172per night
Villa for 4 people, with garden
4 pers., 1 bedrooms, 92m²
4.8
20 reviews
Islamorada, Florida Keys
from
£200per night
Villa for 6 people, with pool and garden as well as hot tub
6 pers., 2 bedrooms, 116m², 750m to the beach
4.5
14 reviews
Marathon, Florida Keys
from
£398per night
Apartment for 4 people, with balcony
4 pers., 1 bedrooms, 69m²
4.5
14 reviews
Key Largo, Florida Keys
from
£85per night
Holiday home for 10 people, with balcony and balcony/terrace as well as pool
10 pers., 3 bedrooms, 139m²
Key Largo, Florida Keys
from
£252per night
Boat for 4 people, with balcony/terrace and pool
4 pers., 1 bedrooms
4.7
20 reviews
Stock Island, Florida Keys
from
£192per night
Show all

Highlights in Florida Keys

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

Most popular in Florida Keys

Pool 2,901
Internet 3,825
Balcony/Terrace 3,399
TV 3,861
Air condition 3,816
Parking 3,501
Washing machine 3,534
Hot Tub 1,010
Heating 2,282

Other property types in Florida Keys, that might be interesting:

Prices and availability

Prices

December
January
February
March
April
May
£512
30 Nov - 07 Dec
£351 per night
07 Dec - 14 Dec
£356 per night
14 Dec - 21 Dec
£354 per night
21 Dec - 28 Dec
£410 per night
28 Dec - 04 Jan
£498 per night
04 Jan - 11 Jan
£506 per night
11 Jan - 18 Jan
£452 per night
18 Jan - 25 Jan
£437 per night
25 Jan - 01 Feb
£453 per night
01 Feb - 08 Feb
£466 per night
08 Feb - 15 Feb
£483 per night
15 Feb - 22 Feb
£506 per night
22 Feb - 29 Feb
£512 per night
29 Feb - 07 Mar
£496 per night
07 Mar - 14 Mar
£476 per night
14 Mar - 21 Mar
£472 per night
21 Mar - 28 Mar
£477 per night
28 Mar - 04 Apr
£475 per night
04 Apr - 11 Apr
£464 per night
11 Apr - 18 Apr
£453 per night
18 Apr - 25 Apr
£439 per night
25 Apr - 02 May
£428 per night
02 May - 09 May
£394 per night
09 May - 16 May
£364 per night
Average price per week

Availabilities

December
January
February
March
April
May
42 %
30 Nov - 07 Dec
25 %
07 Dec - 14 Dec
28 %
14 Dec - 21 Dec
28 %
21 Dec - 28 Dec
12 %
28 Dec - 04 Jan
10 %
04 Jan - 11 Jan
22 %
11 Jan - 18 Jan
22 %
18 Jan - 25 Jan
21 %
25 Jan - 01 Feb
21 %
01 Feb - 08 Feb
16 %
08 Feb - 15 Feb
14 %
15 Feb - 22 Feb
12 %
22 Feb - 29 Feb
14 %
29 Feb - 07 Mar
18 %
07 Mar - 14 Mar
19 %
14 Mar - 21 Mar
20 %
21 Mar - 28 Mar
23 %
28 Mar - 04 Apr
28 %
04 Apr - 11 Apr
30 %
11 Apr - 18 Apr
34 %
18 Apr - 25 Apr
38 %
25 Apr - 02 May
40 %
02 May - 09 May
41 %
09 May - 16 May
42 %
Percentage of available lettings

Holiday Rentals 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!

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