Holiday lettings & accommodation in Key West - HomeToGo base64Hash Holiday lettings & accommodation in Key West - HomeToGo

Holiday lettings & accommodation in Key West

Find 5,123 available offers from 14 partners
Key West
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Key West
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Popular Filters to discover the perfect holiday home in Key West

House
2 Adults
Pets allowed
Hot tub
Pool
Cottage
Cabin

Choose a Key West Holiday Letting for an Unforgettable Beach Holiday

Key West is the place to go if you're looking for a beach holiday with all the benefits of a city break. It is ideal for any type of stay, from a weekend escape to a long-term holiday. Relish a quiet seaside break and stay in a Key West holiday letting . Key West has it all, from tranquil seaside nooks to lively entertainment.

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Holiday lettings and apartments with air conditioning

Good weather while on holiday is always great - and it's a plus to be able to control the temperature in your accommodation too. Find holiday homes and apartments in Key West with air conditioning and cooling systems to ensure maximum comfort during your stay.

House  Key West
17 Jul - 24 Jul
£226 per night
House ∙ 9 guests ∙ 3 bedrooms

House in Key West, Close to Southernmost Point

4.7
Excellent
Key West, Monroe County, Florida, United States
Air conditioning
Details
Agoda
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Resort  Key West
22 Jun - 29 Jun
-45%
£245
£135 per night
Resort ∙ 10 guests ∙ 3 bedrooms

Lovely Resort in Key West with Outdoor Pool

3.8
Good
Key West, Monroe County, Florida, United States
Air conditioning
Details
Agoda
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Condo  Key West
4 Aug - 11 Aug
£571 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Flat in Key West with Terrace, Pool & Garden, Near Southernmost Point + Close to Beach

4.9
Outstanding (64 ratings)
Key West, Monroe County, Florida, United States
Air conditioning
Details
Vacasa
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Apartments and holiday lettings with a kitchen

Looking for self-catering accommodation in Key West? Find the perfect letting for you with our selection of Key West holiday rentals with kitchens. Well-appointed and equipped with plenty of cooking appliances, these holiday homes are great for self-catered stays.

Condo  Key West
26 Jun - 3 Jul
-38%
£326
£202 per night
Condo ∙ 4 guests ∙ 1 bedroom

Beautiful Flat in Key West with Terrace, Hot Tub & Barbecue

4.5
Excellent (158 ratings)
Key West, Monroe County, Florida, United States
Kitchen
Details
Vacasa
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Condo  Key West
6 Jul - 13 Jul
-74%
£1,358
£353 per night
Condo ∙ 4 guests ∙ 2 bedrooms

Flat in Key West with Terrace & Pool, Near Southernmost Point

4.9
Outstanding (77 ratings)
Key West, Monroe County, Florida, United States
Kitchen
Details
Vacasa
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Condo  Key West
17 Aug - 24 Aug
-63%
£788
£288 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Wonderful Flat in Key West with Private Balcony

4.5
Excellent (126 ratings)
Key West, Monroe County, Florida, United States
Kitchen
Details
Vacasa
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Best holiday homes with a patio or terrace

Want to admire Key West's vistas from the comfort of a holiday apartment, or enjoy private outside space while staying in a Key West holiday home? Take a look at our top lettings with balconies and patios in Key West and find the perfect accommodation for your stay.

Cottage  Key West
11 Jan - 18 Jan
-19%
£936
£754 per night
Cottage ∙ 2 guests ∙ 1 bedroom

Cottage in Key West with Terrace & Barbecue, Next to Southernmost Point

4.7
Excellent (235 ratings)
Key West, Monroe County, Florida, United States
Balcony/Patio
Details
Vacasa
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Cabin  Key West
8 Apr - 15 Apr
-37%
£2,439
£1,539 per night
Cabin ∙ 12 guests ∙ 4 bedrooms

Lovely Cabin in Key West with Private Parking, Close to Southernmost Point

4.6
Excellent (105 ratings)
Key West, Monroe County, Florida, United States
Balcony/Patio
Details
Vacasa
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Resort  Key West
28 Dec - 4 Jan
£286 per night
Resort ∙ 6 guests ∙ 2 bedrooms

Resort in Key West with Terrace & Pool, Next to Key West Tropical Forest & Botanical Garden

4.2
Very good (4 ratings)
Key West, Monroe County, Florida, United States
Balcony/Patio
Details
HomeToGo
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Best holiday rental deals in Key West

Save up to 71%

Studio flat Key West
3 Aug - 10 Aug
-71%
£502
£147 per night
Studio flat ∙ 2 guests ∙ 1 bedroom

Studio in Key West with Private Patio, Near Southernmost Point

4.5
Excellent (227 ratings)
Key West, Monroe County, Florida, United States
Details
Vacasa
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Find a top quality rental from £73 per night by searching through the 5,123 properties featured in Key West. By directly analysing these different offers, HomeToGo features the most economical offers as well as the most popular rentals in Key West.

Recommended holiday lettings in Key West

Rent a holiday home, apartment or cottage in Key West from just £73 per night

Condo Key West
-12%
£255
£224 per night
Condo ∙ 4 guests ∙ 2 bedrooms

Nice Flat in Key West with Hot Tub, Terrace & Barbecue, Near Southernmost Point + Close to Beach

4.6
Excellent (113 ratings)
Key West, Monroe County, Florida, United States
Details
Vacasa
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House Key West
£700 per night
House ∙ 16 guests ∙ 6 bedrooms

Holiday Home in Key West with Pool, Barbecue & Garden, Close to Duval Street

Key West, Monroe County, Florida, United States
Details
Vrbo
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House Key West
£206 per night
House ∙ 4 guests ∙ 1 bedroom

Holiday Home in Key West with Barbecue

4.9
Outstanding (23 ratings)
Key West, Monroe County, Florida, United States
Details
Vrbo
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House Key West
£210 per night
House ∙ 5 guests ∙ 3 bedrooms

House in Key West with Barbecue, Pool & Garden, Near Southernmost Point

5.0
Outstanding (7 ratings)
Key West, Monroe County, Florida, United States
Details
Vrbo
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Condo Key West
£227 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Flat in Key West with Large Pool + Ocean View

4.7
Excellent (174 ratings)
Key West, Monroe County, Florida, United States
Details
Vrbo
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House Key West
£206 per night
House ∙ 4 guests ∙ 2 bedrooms

Charming Holiday Home in Key West with Private Pool, Next to Southernmost Point

5.0
Outstanding (16 ratings)
Key West, Monroe County, Florida, United States
Details
Vrbo
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House Key West
£887 per night
House ∙ 12 guests ∙ 5 bedrooms

Family Friendly House in Key West with Private Pool

4.9
Outstanding (139 ratings)
Key West, Monroe County, Florida, United States
Details
Vrbo
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House Key West
£126 per night
House ∙ 4 guests ∙ 2 bedrooms

House in Key West with Garden & Pool, Near Key West Tropical Forest & Botanical Garden

5.0
Outstanding
Key West, Monroe County, Florida, United States
Details
Vacasa
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House Key West
£266 per night
House ∙ 6 guests ∙ 3 bedrooms

Beautiful House in Stock Island with Botanical Garden, Close to Key West Tropical Forest & Botanical Garden

4.7
Excellent (186 ratings)
Key West, Monroe County, Florida, United States
Details
Vrbo
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Budget-friendly Holiday Homes in Key West

Find Fantastic yet Cheap Lettings

Condo Key West
£255 per night
Condo ∙ 4 guests ∙ 2 bedrooms

Flat in Key West with Private Parking, Near Southernmost Point

4.6
Excellent (113 ratings)
Key West, Monroe County, Florida, United States
Details
Vrbo
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House Key West
£205 per night
House ∙ 10 guests ∙ 3 bedrooms

House in Key West with Private Pool, Near West Martello Tower

4.1
Very good (11 ratings)
Key West, Monroe County, Florida, United States
Details
Vacasa
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House Key West
£73 per night
House ∙ 2 guests ∙ 1 bedroom

House in Key West with Terrace, Barbecue & Pool, Next to Southernmost Point

4.8
Outstanding (13 ratings)
Key West, Monroe County, Florida, United States
Details
Vacasa
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Top-Rated Lettings and Properties in Key West

Book Holiday Letting Offers with the Highest User Rating

Condo Key West
£257 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Flat in Key West with Private Balcony + Exceptional View

4.8
Outstanding (116 ratings)
Key West, Monroe County, Florida, United States
Details
Vrbo
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House Key West
£326 per night
House ∙ 4 guests ∙ 2 bedrooms

Holiday Home in Key West with Pool, Barbecue & Garden, Near Mallory Square

4.9
Outstanding (36 ratings)
Key West, Monroe County, Florida, United States
Details
Vrbo
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Studio flat Key West
21 Sept - 28 Sept
-65%
£515
£182 per night
Studio flat ∙ 2 guests ∙ 1 bedroom

Studio in Key West, Next to Southernmost Point

4.9
Outstanding (18 ratings)
Key West, Monroe County, Florida, United States
Details
Vacasa
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Popular holiday rental amenities in Key West

  • Pool (4,076)
  • Air conditioning (4,924)
  • WiFi (4,718)
  • Parking (226)
  • Balcony/patio (2,782)
  • Kitchen (3,276)
  • TV (4,685)
  • Washing machine (2,930)
  • Grill (1,520)
  • No pets (4,106)
  • Garden (2,180)
  • Dishwasher (2,025)

Key West is a great holiday spot if you would like to rent a holiday home with a pool. Most of the accommodation options here have this amenity. Hotel room with pools in Key West are a good choice for groups of 8 and cost, on average, £555 per night. You could also choose a property providing a pool near the water, which is the case for two-thirds of the lettings there.

Price and Availability Index for Key West

Click on any bar to see price and availability information

Holiday Letting Price Information in Key West

We analysed price data and summarised our findings in this graph, which shows holiday rental prices for the next twelve months in Key West. It is during one week in December (21/12 – 28/12) that you will find the highest prices in Key West. The week with the lowest average prices is in July (27/07 – 03/08).

Rental availability information in Key West

Check how busy Key West is with our availability graph. The week with the highest booking rate in the next 6 months is in May (03/05 – 10/05), when 74% of the holiday lettings are booked. It is easier to find a rental during one week of July (27/07 – 03/08), when only 31% of the holiday lettings on offer are booked.

The Weather in Key West

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21°
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23°
3 days 3
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30°
25°
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31°
26°
9 days 9
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32°
27°
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32°
27°
11 days 11
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31°
26°
12 days 12
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29°
24°
8 days 8
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21°
5 days 5
max.
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25°
19°
5 days 5
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

Here is our climate diagram for Key West. During August, maximum temperatures climb above 32°. On the other hand, you could have temperatures dropping under 18° in January. The rainiest month is September, while the driest month is April.

7-Day Weather Forecast in Key West

Sat, 22 Jun
28°
26°

45%

5 h

29 km/h

Sun, 23 Jun
30°
29°

90%

4 h

16 km/h

Mon, 24 Jun
30°
29°

75%

4 h

12 km/h

Tue, 25 Jun
30°
30°

0%

4 h

13 km/h

Wed, 26 Jun
31°
30°

10%

5 h

12 km/h

Thu, 27 Jun
31°
30°

0%

4 h

13 km/h

Fri, 28 Jun
30°
30°

70%

4 h

15 km/h

Accommodation options for your holiday in Key West

Nearly half of the lettings (42.3%) in Key West are house rentals. They are the most common holiday rentals on offer there. These types of accommodation have an average size of 142 m² and a median price of £681 per night. Furthermore, if you're travelling in a group of 7, house rentals are most likely a wonderful type of accommodation in Key West, since they are usually able to welcome 7 guests. A condo is the second most often seen accommodation type in Key West. A condo in Key West is usually around 101 m², for which the nightly price is £492 on average.
Where to find the best food in Key West?

Dining in Key West

Cuisine in Key West is a tantalizing mix of Bahamian, Cuban and New England influences, drawing on the best the sea has to offer. Key West is also known affectionately as the 'Conch Republic.' This mollusk is served in salads, chowders and as part of main courses.

If you would like to take a break from cooking at your Key West holiday letting , many restaurants serving everything from Italian to Thai, Chinese, Caribbean, Japanese and American cuisine can be found easily.

Do not leave any restaurant without sampling the famous Key lime pie, a sinful concoction of condensed milk and Key limes perched on a Graham cracker crust and topped with decadent whipped cream.

What is the weather like in Key West?

Sunshine All Year Round

Key West is a year-round travel destination, as it is blessed with a tropical climate similar to the Caribbean. The coolest month is January and the hottest is July. Average temperatures range from 65-85°F, while the island only has two main seasons: wet (May to October) and dry (November to April).

What are the top sights in Key West?

History and More

Apart from diving, swimming, snorkelling and water-based activities, there is plenty to see on land. Visit the Old Town and Fort Zachary Taylor. The latter is a historic state park that is now used as a venue for events such as Civil War reenactments.

Stop at Mallory Square, a plaza known for its ’Sunset Celebration’. People gather here not only to view arts and crafts, eat from food carts or enjoy street performances, but also to watch the awe-inspiring sunset. The New Town, which is on the east side of the island, features malls, shopping centers, schools and residential zones.

Another famous attraction in Key West is the replica of a buoy made from concrete located at South and Whitehead Streets, which marks the ’southernmost point’ of the Continental USA.

What are the best places to discover the arts and culture of Key West?

Key West Culture

When it comes to cultural offerings, Key West has its fair share. Explore the Audubon House and Tropical Gardens, a museum dedicated to the American painter, naturalist and ornithologist John James Audubon.

Another must-visit for art enthusiasts is the Studios of the Key West, a community for artists which comprises work spaces, an exhibition hall, sculpture garden and houses and cottages. An excellent programme of performances, talks and concerts is sure to cater to all tastes and interests.

In addition, be sure to check in advance if there are performances by the Key West Contemporary Dance Company, based at the Waterfront Playhouse. The Tennessee Williams Theatre is another cultural hotspot, with a programme packed with dance, theatre and musical performances.

What are the best activities for families in Key West?

Travelling with Children

Travelling with kids? Key West has something for everyone, young or old. Visit Key West Nature Preserve Park, where you can enjoy nature walks and hikes through lush mangrove forest.

The Key West Marine Park is great for swimming and snorkeling, and is protected by buoys, making it safe for younger adventurers. Astro City is a popular playground located across from Higgs Beach, while Florida Keys Eco-Discovery Centre features interactive displays about reefs and mangroves.

What are the benefits of self-catering in Key West?

Self-catering in your Key West holiday home

One of the best ways to experience the island is to stay in a Key West holiday letting . You will have lots of room if you are travelling with family or friends and there is complete privacy. What's more, you can enjoy that home-away-from-home feeling and unwind after a long day of exciting activities.

Most Key West holiday lettings also come with a fully fitted kitchen, allowing you the flexibility to cook at home when it suits you.

What are the must-see attractions in Key West?

Uncover Key West Island gems

Fort Zachary Taylor Historic State Park

Known simply as Fort Taylor or Fort Zach, this park is centred around a Civil War-era fort. Visitors can enjoy cycling, swimming, snorkeling and fishing here. Grab a bite at the open-air Cayo Hueso Café.

Harry S. Truman Little White House

The winter White House for former president Harry S. Truman is a great place to learn about Key West's history. Local guides add colour to the experience with their anecdotes.

The Ernest Hemingway Home and Museum

Learn about the literary icon's numerous romantic relationships, friendships and writings through a guided tour of his erstwhile residence.

Dry Tortugas National Park

Seventy miles from Key West, this secluded park is home to Fort Jefferson, wild birds, coral reefs and marine life. It's the ideal location for a camping excursion.

Key West Butterfly and Nature Conservatory

Kids in particular will love this conservatory where nearly 60 species of butterflies thrive in a climate-controlled, glass-enclosed habitat.

Information about holiday rentals in Key West

🏡 Holiday homes available 5,123 rentals
💳 Discounts available up to 68%
🌙 Nightly prices from £73
⭐ Popular amenities Pool, Air conditioning and Internet
🐾 Pet friendly rentals 1,012 properties
🏊 Holiday rentals with pools 4,076 properties
6 reviews
Key West holiday rentals have an average rating of 4.3/5 across 6 reviews left by travellers.

Frequently Asked Questions

How many accommodation are available to book in Key West?

Most of House rentals and Condo are usually available during July in Key West.

What is the most popular holiday rental amenity in Key West?

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

How many holiday lettings in Key West have a pool?

Holiday homes with pools are 80 of all offers in Key West for an average cost of £555 per night.

What's the best time of year to travel to Key West?

August and July are the best months for sun lovers in Key West.

How do I find deals on holiday homes in Key West?

You can find fabulous discounts on holiday lettings in Key West with the nightly price of a letting starting at just £73 - and HomeToGo has created plenty of filters that make it a piece of cake to discover some outstanding deals. When considering different dates for a trip, make use of HomeToGo's flexible dates technology to easily look for great value date options and get savings of up to 68%. In addition, HomeToGo's 'distance from' filter lets you discover hidden treasure holiday rentals in lower-price, under-the-radar spots that are just as close to the area of your choice, whether that's a beach, lake, ski region or city centre. Book early to take advantage of good availability and low prices - and do so free from stress by utilising HomeToGo's 'free cancellation' filter when using the website or app.

What are the benefits of booking a holiday letting in Key West with HomeToGo?

From increased privacy away from the crowds to more space for relaxing with your travel companions, holiday homes in Key West provide a variety of benefits. HomeToGo lets you read real reviews from verified visitors, and searching is safe, simple, and hassle-free - so with 5,123 rentals from 14 providers in the region, you're bound to locate the ideal type of accommodation with the amenities and features you need in Key West.

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