Holiday homes and lettings in Key West - HomeToGo base64Hash

Holiday homes and lettings in Key West - HomeToGo

Holiday homes and lettings in Key West

Find 7,011 available offers from 18 partners

Price per night
- Up to £100
- £100 - £199
- From £200
Accommodation types
- House
- Apartment
- Bed and breakfast
Distance to center
- 1 km
- 2 km
- 5 km
Rating
- 4.5+
- 4+
Booking Options
- Instant Booking
Services
- Pool
- Air conditioning
- WiFi
- Parking
- Balcony/patio
- Kitchen
- TV
- Washing machine
- Garden
- Dishwasher
- Microwave
- Cot
- Hot tub
- Sauna
- Fireplace
Show more
Accommodation type
- No pets
- Pet-friendly
- No smoking
- Wheelchair access
Activities
- Grill
- Fishing

Top 15 Recommended holiday lettings in Key West

Find your perfect holiday home, apartment or cottage in Key West from just £81 per night!

Holiday homes and cottages with a garden

Holiday lettings and apartments with air conditioning

Best holiday homes with a patio or terrace

Best holiday rental deals in Key West

Save up to 78%

You can compare 7,011 unique holiday lettings from 18 partner websites in Key West, with nightly prices starting at £81. HomeToGo directly features top offers by comparing the available accommodation options.

Budget-friendly Holiday Homes in Key West

Find Fantastic yet Cheap Lettings

Top-Rated Lettings and Properties in Key West

Book Holiday Letting Offers with the Highest User Rating

Customer ratings and reviews

How are reviews collected?

Molly B.

Guest verified by HomeToGo

Check-in was a bit touchy, as the office was locked & unoccupied, despite the fact that the hours stated on the door said it should be open. Got that resolved. Condo unit was PERFECT! Beds were very comfortable! We loved the back deck & spent much time there! Staff was very friendly & accomodating!

Cynthia F.

Guest verified by HomeToGo

Our 8 night stay at coconut Mallory was a 10/10. The room was just what we expected. Clean, very attractive landscaping, it was so nice to eat our self-prepared meals on our own little porch area. The kitchen was stocked with all of the cooking essentials we needed. A/c was cold The pools were perfect. Staff was awesome. We will definitely be coming back to this location.

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Popular holiday rental amenities in Key West

Pool (5,067)
Air conditioning (6,548)
WiFi (6,482)
Parking (434)
Balcony/patio (2,865)
Kitchen (4,954)
TV (6,064)
Washing machine (3,387)
Grill (1,897)
No pets (4,858)
Garden (2,794)
Dishwasher (2,424)

Two-thirds of the holiday rentals provide a pool, which makes Key West a great destination for travellers looking to spend their holidays poolside. More hotel room offer a pool than condo. On average, hotel room with pools in Key West can welcome 7 holidaymakers and have an average cost of £590 a night. Among these offers, more than half are within 2 kilometres of water.

Waterside Holiday Rentals in Key West

Looking for the perfect holiday home by the sea in Key West?

Select the 'distance to water' location filter as you search with HomeToGo, and see just how near by the beach you can stay! There is a variety of holiday rentals in Key West which are just a short way from the coast. From chic apartments with private swimming pools to pet-friendly places to stay, with 7,011 coastal lets available, you're guaranteed to find the perfect holiday home by the sea for you in Key West.

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 holiday cottage, home and apartment prices to create a graph showing the average nightly price in Key West. Prices during one week in December (20/12 – 27/12) go up to £843 per night, which is the highest average price in the next 12 months. On average, the most interesting prices are in one week in September (13/09 – 20/09), when the average price is only £420 per night.

Rental availability information in Key West

This graph shows the holiday letting availability rate for the upcoming year. The most challenging week to find a letting in the next twelve months is in February (21/02 – 28/02). On the other hand, the week with the most available offers is in May (31/05 – 07/06).

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.

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 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 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 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	7,011 rentals
💳 Discounts available	up to 79%
🌙 Nightly prices from	£81
⭐ Popular amenities	Pool, Air conditioning and Internet
🐾 Pet friendly rentals	2,095 properties
🏊 Holiday rentals with pools	5,054 properties

1,504,368 reviews

Key West holiday rentals have an average rating of 4.5/5 across 1,504,368 reviews left by travellers.

Frequently Asked Questions

What is the nightly price for a holiday home in Key West?

The average price per night in Key West is around £81. The average cost of condo is £481 per night. House rentals will cost £718 per night on average.

How many holiday lettings are available to book in Key West?

There are 7,011 holiday lettings in Key West to choose from and book for your next trip.

What is the most searched holiday home amenity in Key West?

When booking a holiday home 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 with a pool there are on offer in Key West?

Holiday rentals with pools are 72 of all in Key West.

What's the perfect time to travel to Key West?

April and March are the months with the least amount of rain in Key West.

Where can I see discounts on holiday homes in Key West?

You can get great value holiday homes in Key West with prices for a let starting at just £81 - and HomeToGo has created plenty of filters that make it easy to locate some outstanding offers. If you're still selecting dates for your break, try a search using HomeToGo's flexible dates technology to quickly locate great value time periods and see savings of as much as 79%. In addition, HomeToGo's 'distance from' filter lets you discover hidden treasure holiday rentals in lower-price, lesser-known spots with good proximity to the area of your choice, whether that's sand and sea, a mountain for snowboarding, or a city's urban hub. Start your search as soon as possible to take advantage of good availability and low prices - and do so without worries by using HomeToGo's 'free cancellation' filter when searching for holiday accommodation.

What are the pros of choosing a holiday home in Key West with HomeToGo?

From serenity away from the crowds to more space in which to have fun with your family, friends or partner, holiday rentals in Key West bring a variety of advantages. HomeToGo shows you genuine ratings written by previous guests, and searching is secure, easy, and hassle-free - so with 7,011 rentals from 18 providers in the area, you're bound to find the ideal holiday home with all of the amenities that are important to you in Key West.

We list offers from thousands of providers, including

Holiday homes and lettings in Key West

Price per night

Accommodation types

Distance to center

Rating

Booking Options

Services

Accommodation type

Activities

Top 15 Recommended holiday lettings in Key West

Cottage with terrace, garden & hot tub | Near Southernmost Point | City view

Fully equipped pleasant house with heated pool, terrace & BBQ | Nature view

Holiday home with heated pool, garden & barbecue | Next to West Martello Tower | City view | Perfect for remote work

Family-oriented wonderful holiday home with garden, pool & terrace | Near Mallory Square

Big house with pool | Close to Mallory Square

Flat with terrace | Near Mallory Square | City view

Family-oriented big flat with barbecue, sauna & terrace | Near West Martello Tower | Nature view | Beach nearby

Holiday home with private pool, garden & jacuzzi | City view

Children-friendly big house with terrace, heated pool & barbecue | Suitable for remote work

Fully equipped wonderful condo with terrace, heated pool & hot tub | Pets allowed

Fully equipped house with heated pool, terrace & garden | Close to Southernmost Point | City view | Beach nearby

Flat with terrace & heated pool | Close to Mallory Square | City view

Family-friendly big condo with sauna, hot tub & heated pool | Near West Martello Tower | Nature view | Close to the beach

Fully equipped holiday home with private pool, BBQ & terrace | Next to West Martello Tower | Good for workation

Fully equipped spacious house with garden, private pool & BBQ | Nature view | Good for workation | Pets are welcome

Holiday homes and cottages with a garden

Fully equipped house with terrace, garden & pool | Next to Southernmost Point

Family-friendly holiday home with terrace, garden & BBQ | Next to Mallory Square

Family-oriented house with barbeque, private pool & terrace | City view | Pets allowed