Holiday rentals and lettings in the Florida Keys

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Popular Lettings in Florida Keys

Cottage for 3 people, with pool and garden
3 pers., 1 bedroom, 46m², 8.5km to the beach
4.4
40 reviews
Cudjoe Key, Lower Keys
from
£200per night
Holiday home for 8 people, with balcony/terrace and balcony
8 pers., 4 bedrooms, 210m²
1.3
1 review
Florida Keys
from
£410per night
Cottage for 4 people, with balcony/terrace and pool
5.0
20 reviews
Key West, Lower Keys
from
£656per night
Holiday home for 4 people, with pool and balcony/terrace as well as balcony
4 pers., 2 bedrooms
4.4
10 reviews
Key West, Lower Keys
from
£229per night
Cottage for 2 people, with balcony/terrace and hot tub as well as pool
5.0
6 reviews
Key West, Lower Keys
from
£340per night
Apartment for 6 people, with hot tub and pool as well as sauna and garden
4.9
11 reviews
Key West, Lower Keys
from
£363per night
Apartment for 6 people, with hot tub and garden as well as pool
6 pers., 2 bedrooms, 125m²
4.7
20 reviews
Key West, Lower Keys
from
£525per night
Holiday home for 4 people, with pool and balcony/terrace
4 pers., 2 bedrooms, 78m²
5.0
20 reviews
Key West, Lower Keys
from
£637per night
Apartment for 4 people, with pool and balcony
2.8
23 reviews
Islamorada, Florida Keys
from
£247per night
Apartment for 6 people
6 pers., 2 bedrooms, 102m²
4.7
20 reviews
Key West, Lower Keys
from
£275per night
Holiday home for 5 people, with garden and hot tub as well as pool
5 pers., 3 bedrooms, 102m², 1.7km to the beach
5.0
11 reviews
Key Colony Beach, Florida Keys
from
£282per night
Holiday home for 6 people, with balcony and pool
6 pers., 3 bedrooms, 3.5km to the beach
5.0
20 reviews
Marathon, Florida Keys
from
£270per night
Holiday home for 4 people, with pool and balcony/terrace
4 pers., 2 bedrooms
5.0
20 reviews
Key West, Lower Keys
from
£465per night
Holiday home for 6 people, with pool and balcony/terrace
6 pers., 3 bedrooms
5.0
20 reviews
Key West, Lower Keys
from
£862per night
Villa for 8 people, with balcony/terrace and view as well as pool and balcony
8 pers., 3 bedrooms, 2.9km to the beach
4.4
27 reviews
Marathon, Florida Keys
from
£325per night
Holiday home for 3 people
3 pers., 1 bedroom
5.0
8 reviews
Islamorada, Florida Keys
from
£213per night
Holiday home for 10 people, with pool and hot tub as well as balcony/terrace
10 pers., 3 bedrooms
5.0
66 reviews
Key West, Lower Keys
from
£907per night
Cottage for 4 people, with pool and hot tub as well as balcony/terrace
4 pers., 1 bedroom
4.9
15 reviews
Key West, Lower Keys
from
£348per night
Show all

Highlights in Florida Keys

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

Most popular in Florida Keys

Pool 3,062
Internet 3,962
Balcony/Terrace 3,508
TV 3,994
Air condition 3,943
Parking 3,564
Washing machine 3,650
Hot Tub 1,088
Heating 2,435

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

Prices and availability

Prices

May
June
July
August
September
£459
04 Apr - 11 Apr
£459 per night
11 Apr - 18 Apr
£454 per night
18 Apr - 25 Apr
£448 per night
25 Apr - 02 May
£419 per night
02 May - 09 May
£392 per night
09 May - 16 May
£385 per night
16 May - 23 May
£391 per night
23 May - 30 May
£414 per night
30 May - 06 Jun
£424 per night
06 Jun - 13 Jun
£395 per night
13 Jun - 20 Jun
£383 per night
20 Jun - 27 Jun
£386 per night
27 Jun - 04 Jul
£386 per night
04 Jul - 11 Jul
£401 per night
11 Jul - 18 Jul
£415 per night
18 Jul - 25 Jul
£412 per night
25 Jul - 01 Aug
£407 per night
01 Aug - 08 Aug
£414 per night
08 Aug - 15 Aug
£404 per night
15 Aug - 22 Aug
£372 per night
22 Aug - 29 Aug
£352 per night
29 Aug - 05 Sep
£347 per night
05 Sep - 12 Sep
£341 per night
12 Sep - 19 Sep
£330 per night
Average price per week

Availabilities

May
June
July
August
September
47 %
04 Apr - 11 Apr
20 %
11 Apr - 18 Apr
23 %
18 Apr - 25 Apr
24 %
25 Apr - 02 May
25 %
02 May - 09 May
25 %
09 May - 16 May
25 %
16 May - 23 May
26 %
23 May - 30 May
26 %
30 May - 06 Jun
28 %
06 Jun - 13 Jun
25 %
13 Jun - 20 Jun
24 %
20 Jun - 27 Jun
26 %
27 Jun - 04 Jul
30 %
04 Jul - 11 Jul
30 %
11 Jul - 18 Jul
31 %
18 Jul - 25 Jul
32 %
25 Jul - 01 Aug
22 %
01 Aug - 08 Aug
30 %
08 Aug - 15 Aug
33 %
15 Aug - 22 Aug
40 %
22 Aug - 29 Aug
44 %
29 Aug - 05 Sep
45 %
05 Sep - 12 Sep
46 %
12 Sep - 19 Sep
47 %
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!

FAQ: Frequently asked questions about holiday rentals in Florida Keys

How much does it cost to rent a holiday letting in Florida Keys?

Florida Keys is the most exclusive destination in the USA to spend your holidays, costing on average £400.19 per night, according to 2019 data.

What time of year offers, on average, the best holiday rental prices in Florida Keys?

If you would like to save as much as posisble during your visit to Florida Keys, you should travel in September (£331.23 per night on average), October (£348.29), or November (£349.06) to find the lowest prices for the whole year.

When are holiday rentals more expensive in Florida Keys?

When it comes to looking for a holiday rental in Florida Keys, the most expesnive months are, in descending order, March, February and January with average prices per night of £498.69, £477.54, and £457.7, respectively.

Is it necessary to plan a trip to Florida Keys well in advance?

So you don't run out of accommodation options in Florida Keys we recommend you to be proactive, as 78% of rentals are usually booked, according to last year's data.

What time of the year can I find more available holiday rentals?

June, May, and September are, in order of highest to lowest, the months offering the largest number of accommodations available, with respective average availability figures of 39.8%, 38% and 30.5%.

Which months is it more difficult to find available rentals?

The months with the lowest propereties available in Florida Keys are, in order, February, January and December, with respective average availability figures of 4.25%, 9.5%, and 10.5%, based on data collected in 2019.

How many holiday rentals does Holidu have in Florida Keys?

We have 4300 properties for you in Florida Keys, provided by our 10 local and international partners.

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