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The best holiday rentals in Key West

Check out our pick of great holiday rentals in Key West

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Old Town Manor, hotel in Key West

This adult-only, pet friendly, smoke-free property is located in the heart of Key West less than 1.6 km from the Southernmost Point.

The property was very clean and comfortable. The location was excellent as close to town and local attractions. Staff were very helpful and friendly . We choose include parking at 15 dollars with the property . We were glad we chose it as parking elsewhere was limited and expensive.
Scored 9.0
9.0
Rated superb
Superb
1,029 reviews
Price from
£282.55
1 night, 2 adults
Marreros Guest Mansion - Adult Only, hotel in Key West

Offering a year-round outdoor pool and terrace, this adult-only (21 years +) Marreros Guest Mansion is set in the Duval district in Key West. Duval Street is a 1 minute walk from the property.

Balcony, decor, comfortable bed, complementary good coffee and sodas/water. Easy walking everywhere, quiet inside and outside.
Scored 9.4
9.4
Rated superb
Superb
129 reviews
Price from
£216.48
1 night, 2 adults
The Speakeasy Inn and Rum Bar, hotel in Key West

The Speakeasy Inn and Rum Bar features accommodation within 400 metres of the centre of Key West, with free WiFi, and a kitchenette with a microwave, a fridge and kitchenware.

Wonderful location on Duval St
Scored 9.1
9.1
Rated superb
Superb
226 reviews
Price from
£309.70
1 night, 2 adults
Sky Loft in Key West, hotel in Key West

In the centre of Key West, located within a short distance of Simonton Street Beach and South Beach, Sky Loft in Key West offers free WiFi, air conditioning and household amenities such as a...

Location was great
Scored 9.3
9.3
Rated superb
Superb
10 reviews
Price from
£367.76
1 night, 2 adults
The Conch House Heritage Inn, hotel in Key West

This adult-only Conch House Heritage Inn offers accommodation in Key West with breakfast included and complimentary mimosas.

Location was excellent for old town, staff were really friendly and the pool area was lovely surrounded by trees and shrubs.
Scored 9.1
9.1
Rated superb
Superb
33 reviews
Price from
£269.17
1 night, 2 adults
Keys Please!, hotel in Key West

Set in the centre of Key West, 300 metres from South Beach and 700 metres from Fort Zachary Taylor State Park Beach, Keys Please! offers free WiFi, a garden and air conditioning.

Scored 9.2
9.2
Rated superb
Superb
5 reviews
Price from
£801.58
1 night, 2 adults
L'Habitation Guesthouse- Adult Exclusive, hotel in Key West

Located in Key West, 600 metres from Key West Aquarium and 600 metres from Mallory Dock, L'Habitation Guesthouse- Adult Exclusive provides accommodation with free WiFi, air conditioning, a garden and...

Everything
Scored 8.8
8.8
Rated fabulous
Fabulous
1,422 reviews
Price from
£155.62
1 night, 2 adults
Courtney's Place Historic Cottages & Inns, hotel in Key West

Offering an outdoor pool, this historic Key West property is just 1 minutes’ walk from Duval Street. Free WiFi and a light continental breakfast are provided daily to all guests.

A very clean and cosy heritage house in the key west, enjoyed my stay. I didn’t have to use the bicycle to travel around as it is walkable
Scored 8.9
8.9
Rated fabulous
Fabulous
1,336 reviews
Price from
£216.48
1 night, 2 adults
Authors Key West Guesthouse, hotel in Key West

Featuring free WiFi, a sun terrace with a swimming pool and a garden, Authors Key West Guesthouse is situated in Key West. It is set 1.6 km from Higgs Beach and features a concierge service.

Didn’t expect breakfast and very happy with what was on offer
Scored 8.3
8.3
Rated very good
Very good
1,329 reviews
Price from
£234.74
1 night, 2 adults
Rose Lane Villas, hotel in Key West

Located in Key West, Florida, these villas feature a heated outdoor swimming pool. They are adjacent to dining and shopping on Duval Street. and 1.8 km from the Southernmost Point.

Perfect location, lovely villa right next to swimming pool. Very clean throughout!
Scored 8.7
8.7
Rated fabulous
Fabulous
283 reviews
Price from
£366.89
1 night, 2 adults
All holiday rentals in Key West

Most booked holiday rentals in Key West this month

Enjoy breakfast in Key West!

  • Old Town Manor
    Scored 9.0
    9.0
    Rated superb
    Superb
     · 1,029 reviews

    This adult-only, pet friendly, smoke-free property is located in the heart of Key West less than 1.6 km from the Southernmost Point.

    Climate place :) Great breakfast in the garden :)

  • Marreros Guest Mansion - Adult Only
    Scored 9.4
    9.4
    Rated superb
    Superb
     · 129 reviews

    Offering a year-round outdoor pool and terrace, this adult-only (21 years +) Marreros Guest Mansion is set in the Duval district in Key West. Duval Street is a 1 minute walk from the property.

    Property is close to everything you can walk anywhere.

  • Key West Villas
    Scored 9.7
    9.7
    Rated exceptional
    Exceptional
     · 385 reviews

    Located in the heart of historic Key West, guests will be 1 minutes’ walk from Duval Street. A heated pool, daily continental breakfast, and free WiFi are provided.

    Service room Happy hours Thank you for this nice days

  • The Grand Guesthouse
    Scored 9.1
    9.1
    Rated superb
    Superb
     · 703 reviews

    This all-adult bed and breakfast is within a 10-minute walk of Duval Street and the Atlantic Ocean.

    Great staff, super clean rooms, excellent location

  • Alexander's Gay Lesbian Guesthouse (Adult Only 21+)
    Scored 9.7
    9.7
    Rated exceptional
    Exceptional
     · 36 reviews

    Set in a 3-story, conch-style home in Key West, Alexander's Gay Lesbian Guesthouse (Adult Only) offers air-conditioned guestrooms with free WiFi.

    Fantastic location with excellent tropical breakfast

  • The Conch House Heritage Inn
    Scored 9.1
    9.1
    Rated superb
    Superb
     · 33 reviews

    This adult-only Conch House Heritage Inn offers accommodation in Key West with breakfast included and complimentary mimosas.

    Breakfast was wonderful - presentation was lovely.

  • Authors Key West Guesthouse
    Scored 8.3
    8.3
    Rated very good
    Very good
     · 1,329 reviews

    Featuring free WiFi, a sun terrace with a swimming pool and a garden, Authors Key West Guesthouse is situated in Key West. It is set 1.6 km from Higgs Beach and features a concierge service.

    Luxury room Hemingway…and you can walk anywhere on key west

  • Courtney's Place Historic Cottages & Inns
    Scored 8.9
    8.9
    Rated fabulous
    Fabulous
     · 1,336 reviews

    Offering an outdoor pool, this historic Key West property is just 1 minutes’ walk from Duval Street. Free WiFi and a light continental breakfast are provided daily to all guests.

    Everything. We've stayed at Courtney's several times.

These holiday rentals in Key West have options with FREE cancellation

  • Key West Harbor Inn - Adults Only
    Scored 9.2
    9.2
    Rated superb
    Superb
     · 403 reviews

    Situated in the centre of Key West, 600 metres from Simonton Street Beach, the historic Key West Harbor Inn - Adults Only features accommodation with free WiFi and an indoor pool.

    very nice and beautiful place with a perfect location

  • Sky Loft in Key West
    Free cancellation options available
    Scored 9.3
    9.3
    Rated superb
    Superb
     · 10 reviews

    In the centre of Key West, located within a short distance of Simonton Street Beach and South Beach, Sky Loft in Key West offers free WiFi, air conditioning and household amenities such as a...

    Great location. Very quiet and private but still close to Duval St. Blackout shades in bedroom made for excellent sleeping.

  • Alexander Palms Court - No Hidden Resort Fees!
    Scored 8.6
    8.6
    Rated fabulous
    Fabulous
     · 938 reviews

    Well located in Key West, Alexander Palms Court - No Hidden Resort Fees! provides express check-in and check-out and parking on-site.

    Great location, very nice, close to everything by foot

  • Grand Marina Suite -Waterfront Condo
    Free cancellation options available
    Scored 8.8
    8.8
    Rated fabulous
    Fabulous
     · 100 reviews

    Located in Key West, 9.1 km from Ernest Hemingway Home and Museum and 9.2 km from Duval Street, Grand Marina Suite -Waterfront Condo offers a garden and air conditioning.

    Me encantó la tranquilidad y lo lindo que estaba todo

  • Weatherstation Inn Circa 1911
    Scored 8.6
    8.6
    Rated fabulous
    Fabulous
     · 248 reviews

    Set within 500 metres of Key West Aquarium, Weatherstation Inn Circa 1911 is an adult-only bed and breakfast in Key West and features a number of amenities including an outdoor swimming pool and a...

    The location is perfect. It's close to everything!!!

  • Rose Lane Villas
    Free cancellation options available
    Scored 8.7
    8.7
    Rated fabulous
    Fabulous
     · 283 reviews

    Located in Key West, Florida, these villas feature a heated outdoor swimming pool. They are adjacent to dining and shopping on Duval Street. and 1.8 km from the Southernmost Point.

    clean. well equipped and the location was amazing.

  • The Casablanca Hotel
    Free cancellation options available
    Scored 8.8
    8.8
    Rated fabulous
    Fabulous
     · 544 reviews

    Less than 2 minutes’ walk from the Ernest Hemingway Home and Museum, this historic Key West property features guest rooms with private balconies and free Wi-Fi.

    The location is perfect! Staff is very friendly too

  • La Pensione Inn - Adult Exclusive
    Scored 8.7
    8.7
    Rated fabulous
    Fabulous
     · 643 reviews

    Located in Key West, this ages 21 and older adult-only Florida bed and breakfast features an outdoor swimming pool and a daily continental breakfast.

    It is really nice and cozy and good neighbourhood.

Highly rated holiday rentals in Key West

  • The Speakeasy Inn and Rum Bar
    Scored 9.1
    9.1
    Rated superb
    Superb
     · 226 reviews

    The Speakeasy Inn and Rum Bar features accommodation within 400 metres of the centre of Key West, with free WiFi, and a kitchenette with a microwave, a fridge and kitchenware.

    More tropical than I expected and I liked that a lot.

  • Seaport Inn
    Scored 8.3
    8.3
    Rated very good
    Very good
     · 280 reviews

    Located in the heart of the historic Seaport District in Old Town, Seaport Inn features an outdoor pool and barbecue and is 600 metres' walk from Mallory Dock.

    Nice location and good impression of Key West Living

  • The Garden House
    Scored 8.8
    8.8
    Rated fabulous
    Fabulous
     · 381 reviews

    Located in the heart of Old Town Key West, Garden House features an outdoor pool and 2nd-level sun deck. Guests can also enjoy free WiFi and a continental breakfast.

    Breakfast was excellent. The location was great near everything.

  • New Orleans House - Gay Male Adult Guesthouse
    Scored 8.3
    8.3
    Rated very good
    Very good
     · 255 reviews

    Located above a nightclub on historic Duval Street in Key West, Florida, this gay male guest house features an outdoor swimming pool, a clothing-optional sundeck, and an on-site restaurant.

    Beautiful rooms. Fantastic staff. Excellent Continental Breakfast

  • Duval House
    Scored 8.7
    8.7
    Rated fabulous
    Fabulous
     · 884 reviews

    Located centrally on lively Duval Street, Duval House offers a continental breakfast that includes Belgian waffles. The 7 Caribbean-style buildings offer free WiFi.

    location breakfast courtesy of staff resident cats

  • Ambrosia Key West
    Scored 8.9
    8.9
    Rated fabulous
    Fabulous
     · 793 reviews

    This Key West bed and breakfast is 3 minutes’ walk from the art galleries and cafés of historic Duval Street. Guests can start their day with a full hot breakfast and enjoy two outdoor pools.

    The property looks really nice and location perfect

  • New Casa Caribe by Brightwild- Two-Story Condo Rooftop Pool
    Scored 8.6
    8.6
    Rated fabulous
    Fabulous
     · 8 reviews

    Located in the centre of Key West, 600 metres from South Beach and 700 metres from Fort Zachary Taylor State Park Beach, New Casa Caribe by Brightwild- Two-Story Condo Rooftop Pool offers free WiFi...

  • Creme Brulee Suite
    Scored 8.1
    8.1
    Rated very good
    Very good
     · 11 reviews

    Ideally situated in the centre of Key West, Creme Brulee Suite offers a patio, air conditioning, free WiFi and TV. With city views, this accommodation features a swimming pool.

    The location is PERFECT! Close to Duval and harbor area that we love. Second time we have stayed here, love it!

FAQ about holiday rentals in Key West

Holiday rentals that guests love in Key West

  • Scored 9.3
    9.3
    Rated superb
    Superb
     · 676 reviews
    Had a 4 night stay here in Key West with the family, we booked a bi level 2 bedroom villa, it was really comfortable, it has everything you need. It is in an excellent location, if you're planning a trip to Key West, take a look here, Key West is a great place to visit.
    Ian
    Family with young children
  • Avg. price/night: £451.22
    Scored 8.7
    8.7
    Rated fabulous
    Fabulous
     · 283 reviews
    best location!! plenty of space for the family!! i will surely come back and stay the villas!!
    Ailen
    Family with young children
  • Scored 9.7
    9.7
    Rated exceptional
    Exceptional
     · 385 reviews
    Everything was wonderful. The villas had everything you needed to make your trip enjoyable. Looking forward to going back again soon.
    erica
    Group
  • Scored 9.7
    9.7
    Rated exceptional
    Exceptional
     · 385 reviews
    Perfect location, but even more importantly, Heather and Kevin were dream hosts. The snacks, cocktails and customer service were outstanding. I would recommend Key West villas to everyone!
    Thomas
    Group
  • Scored 7.3
    7.3
    Rated good
    Good
     · 1,248 reviews
    This Marriott Fairfield Inn & Suites was pleasant. They provided a complimentary shuttle service to and from downtown Key West daily every hour. They also provided a complimentary shuttle to Smathers beach on the South. The pool at the center of the hotel 'village' was nice. It had fountains. The pool also had cabanas for families to hang out.
    James
    Family with young children
  • Avg. price/night: £451.22
    Scored 8.7
    8.7
    Rated fabulous
    Fabulous
     · 283 reviews
    Absolutely beautiful great sized villa. Comfortable, convenient location, staff was excellent and villa was spotless. Parking and pet friendly with a nice pool - all excellent bonuses! So nice that when I walked in I immediately called the office and extended my stay by two nights!
    lisa
    Solo traveller
  • Avg. price/night: £290.38
    Scored 9.0
    9.0
    Rated superb
    Superb
     · 2,769 reviews
    the villa was beautiful, we loved the privacy it provided.
    J
    John
    Family with young children
  • Avg. price/night: £272.06
    Scored 8.3
    8.3
    Rated very good
    Very good
     · 1,017 reviews
    Excellent holiday home. I recommend it to everyone.
    Aleksei_LA
    Solo traveller
  • Scored 10
    10
    Rated exceptional
    Exceptional
     · 8 reviews
    This was an incredible holiday studio! It was very well equipped, very clean, spacious, beautifully decorated and in a fantastic part of town. The hosts were unbelievably helpful and responsive on messaging at all times. The bicycles they provided with the studio were so much appreciated for getting around Key West. The bed was super comfy and the studio is very quiet. Full kitchen provided if you wanted to cook. Top notch air con. Honestly never had a better holiday rental and cannot recommend it more highly! Would return in a heartbeat.
    Lucy
    Young couple
  • Avg. price/night: £301.68
    Scored 8.4
    8.4
    Rated very good
    Very good
     · 2,924 reviews
    The pools were very nice. I absolutely loved the views from our Villa. The staff was very accommodating to all of our needs (we had 8 ladies, so we needed a lot of towels), ha ha.
    Aubrey
    Group

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