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Holiday homes in Key West

Enjoy your stay and find the best Holiday homes in Key West at affordable prices

Searching for a holiday home in Key West (Florida)? Explore a great selection of vacation homes in Key West to find the one that best fits to your needs, starting from $177 per night. Holiday homes offer a relaxing escape, providing a cozy retreat for vacationers seeking a home away from home.

Holiday-homes in Key West and region (20 miles)
Truman in Key West, USA

Truman

Holiday home in Key West, Florida
Truman @ Duval is an accommodation set in Key West, 90 metres from Ernest Hemingway Home and Museum and 400 metres from Duval Street.
  • Parking
  • Tea/Coffee maker
  • TV
  • Air conditioning
  • Refrigerator

Pleasant 49 Reviews 7.0

from $230.15 Show details »

Duval Breeze by AvantStay Great Location Close to Beach Nightlife Shared Pool Week Long Stays in Key West, USA

Duval Breeze by AvantStay Great Location...

Holiday home in Key West, Florida , 1075 Duval St #30
Ideally set in the centre of Key West, Duval Breeze by AvantStay Great Location Close to Beach Nightlife Shared Pool Week Long Stays offers a balcony.

Pleasant 3 Reviews 6.3

from $431.07 Show details »

Court Cottages in Key West, USA

Court Cottages

Holiday home in Key West, Florida
Located in Key West, 700 metres from South Beach and 200 metres from the centre, Court Cottages provides air-conditioned accommodation with free WiFi,...
  • Tea/Coffee maker
  • Safety deposit box
  • TV
  • Air conditioning
  • Hairdryer

Good 6 Reviews 7.8

from $341.00 Show details »

Duval Street Suite overlooking Duval with parking and pool in Key West, USA

Duval Street Suite overlooking Duval wit...

Holiday home in Key West, Florida , 824 Duval Street
Situated about 700 metres from South Beach, Duval Street Suite overlooking Duval with parking and pool offers accommodation with an outdoor pool and f...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $318.33 Show details »

Leeward Isle in Key West, USA

Leeward Isle

Holiday home in Key West, Florida
Set 200 metres from Ernest Hemingway Home and Museum, Leeward Isle offers accommodation in the heart of Key West.
  • Parking
  • Pets allowed
  • Tea/Coffee maker
  • TV
  • Air conditioning

Good 17 Reviews 7.7

from $276.58 Show details »

Windward Isle in Key West, USA

Windward Isle

Holiday home in Key West, Florida
Situated 200 metres from Ernest Hemingway Home and Museum, Windward Isle is a holiday home with a kitchen in Key West.
  • Parking
  • Pets allowed
  • Tea/Coffee maker
  • TV
  • Air conditioning

Good 6 Reviews 7.8

from $285.39 Show details »

Amelia House in Key West, USA

Amelia House

Holiday home in Key West, Florida
Situated 200 metres from Duval Street and 300 metres from Ernest Hemingway Home and Museum, Amelia House is located in Duval of Key West.
  • Pets allowed
  • Tea/Coffee maker
  • TV
  • Air conditioning
  • Hairdryer

Good 22 Reviews 7.7

from $462.96 Show details »

Baya House in Key West, USA

Baya House

Holiday home in Key West, Florida
In a central area of Key West, Baya House features pool views from the balcony.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Exceptional 7 Reviews 9.6

from $523.95 Show details »

Pescado Penthouse On Duval in Key West, USA

Pescado Penthouse On Duval

Holiday home in Key West, Florida
Located within 300 metres of South Beach and 600 metres of Fort Zachary Taylor State Park Beach in the centre of Key West, Pescado Penthouse On Duval ...

Good 40 Reviews 7.6

from $183.33 Show details »

Olivia Street Retreat in Key West, USA

Olivia Street Retreat

Holiday home in Key West, Florida
Situated in the centre of Key West, less than 1 km from South Beach and a 13-minute walk from Fort Zachary Taylor State Park Beach, Olivia Street Retr...
  • Pets allowed
  • TV
  • Air conditioning
  • Hairdryer
  • Iron

no reviews

from $177.00 Show details »

Oceana Suite in Key West, USA

Oceana Suite

Holiday home in Key West, Florida
Oceana Suite is an accommodation located in Key West, 400 metres from Ernest Hemingway Home and Museum and 600 metres from Duval Street.
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $443.43 Show details »

Tranquility by AvantStay Close to Duval St w BBQ Shared Pool in Key West, USA

Tranquility by AvantStay Close to Duval...

Holiday home in Key West, Florida , 714-5 Olivia St
Well located in the centre of Key West, Tranquility by AvantStay Close to Duval St w BBQ Shared Pool offers a patio, air conditioning, free WiFi and T...
  • Parking

no reviews

from $404.00 Show details »

Key West Villas in Key West, USA

Key West Villas

Villa in Key West, Florida , 512 Angela Street
Located in the heart of historic Key West, guests will be 1 minutes’ walk from Duval Street.
  • Parking
  • Bar
  • Family rooms
  • Outdoor pool
  • Swimming pool

Exceptional 360 Reviews 9.7

from $499.00 Show details »

Southernmost Sanctuary in Key West, USA

Southernmost Sanctuary

Holiday home in Key West, Florida
Situated in Key West, 100 metres from South Beach and 800 metres from the centre, Southernmost Sanctuary features air-conditioned accommodation with f...
  • Fitness centre
  • Family rooms
  • Tea/Coffee maker
  • Shower
  • Bath

Good 55 Reviews 7.3

from $326.22 Show details »

Bohemian Breeze in Key West, USA

Bohemian Breeze

Holiday home in Key West, Florida , 620 Thomas St. Unit 198
Attractively situated in the centre of Key West, Bohemian Breeze offers a balcony.
  • Parking
  • Fitness centre
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $371.25 Show details »

Poolside Palms in Key West, USA

Poolside Palms

Holiday home in Key West, Florida , 620 Thomas St. Unit 257
Attractively set in the centre of Key West, Poolside Palms offers a balcony.
  • Parking
  • Fitness centre
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $387.50 Show details »

Shipyard Seaclusion in Key West, USA

Shipyard Seaclusion

Holiday home in Key West, Florida
Right in the heart of Key West, situated within a short distance of Fort Zachary Taylor State Park Beach and South Beach, Shipyard Seaclusion offers f...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool
  • Tea/Coffee maker

Superb 3 Reviews 9.3

from $335.43 Show details »

Parrot Perch by AvantStay Old Town Key West w Shared Pool Week Long Stays Only in Key West, USA

Parrot Perch by AvantStay Old Town Key W...

Holiday home in Key West, Florida , 620 Thomas St #249
Attractively set in the centre of Key West, Parrot Perch by AvantStay Old Town Key West w Shared Pool Week Long Stays Only offers a patio.
  • Parking

no reviews

from $369.00 Show details »

A Siesta Bay by AvantStay Key West Walkable Gated Community Shared Pool Week Long Stays Only in Key West, USA

A Siesta Bay by AvantStay Key West Walka...

Holiday home in Key West, Florida , 620 Thomas St #263
Conveniently situated in the centre of Key West, A Siesta Bay by AvantStay Key West Walkable Gated Community Shared Pool Week Long Stays Only offers a...
  • Parking

Very good 1 Reviews 8.0

from $376.00 Show details »

Key West Charming by AvantStay Communal Pool Gated Community Near Fort Zachary Taylor Park Week Long Stays in Key West, USA

Key West Charming by AvantStay Communal...

Holiday home in Key West, Florida , 210-7 Southard St
Set in a central area of Key West, 1.1 km from Fort Zachary Taylor State Park Beach and 1.4 km from South Beach, Key West Charming by AvantStay Commun...

no reviews

from $302.57 Show details »

Always Your Paradise by AvantStay Shared Pool Near Zachary Beach Week Long Stays Only in Key West, USA

Always Your Paradise by AvantStay Shared...

Holiday home in Key West, Florida , 620 Thomas Street #164
Conveniently located in the centre of Key West, Always Your Paradise by AvantStay Shared Pool Near Zachary Beach Week Long Stays Only offers a patio.
  • Parking

no reviews

from $322.71 Show details »

Four Flowers Guesthouse in Key West, USA

Four Flowers Guesthouse

Holiday home in Key West, Florida
Situated in Key West, 800 metres from Simonton Street Beach and 400 metres from the centre, Four Flowers Guesthouse features air-conditioned accommoda...
  • Parking
  • Tea/Coffee maker
  • Safety deposit box
  • TV
  • Air conditioning

Very good 37 Reviews 8.1

from $225.21 Show details »

Linger Longer by AvantStay Key West Walkable Gated Community Shared Pool Week Long Stays Only in Key West, USA

Linger Longer by AvantStay Key West Walk...

Holiday home in Key West, Florida , 277 Southard Street
Ideally situated in the centre of Key West, Linger Longer by AvantStay Key West Walkable Gated Community Shared Pool Week Long Stays Only offers a pat...
  • Parking

no reviews

from $296.86 Show details »

Southard Getaway by AvantStay w Covered Patio Great Location Shared Pool Week Long Stays in Key West, USA

Southard Getaway by AvantStay w Covered...

Holiday home in Key West, Florida , 203 Southard #3
Attractively located in the centre of Key West, Southard Getaway by AvantStay w Covered Patio Great Location Shared Pool Week Long Stays offers a pati...

Superb 4 Reviews 9.5

from $394.00 Show details »

Tropical Village in Key West, USA

Tropical Village

Holiday home in Key West, Florida
Situated within 400 metres of South Beach and 600 metres of Higgs Beach in the centre of Key West, Tropical Village features accommodation with free W...
  • Parking

Very good 44 Reviews 8.3

from $316.00 Show details »

Number of Holiday homes in Key West 63
Number of guest ratings 89829
Average price per night $421.35
Lowest price per night $177.00
Highest price per night $4.073.03

Most popular Holiday-homes in Key West

The most popular Holiday-homes in Key West based on average guest rating (Top 10).

Cheapest Holiday-homes in Key West

The cheapest Holiday-homes in Key West based on room rate per night (Top 10).

Most booked Holiday-homes in Key West

The most booked Holiday-homes in Key West based on popularity with guests (Top 10).

Holiday homes in Key West (Florida), comfortable and familiar

Staying in a holiday or vacation home in Key West can be a great alternative to a hotel or resort. They can range from small cottages to luxurious villas, and are often located in popular tourist destinations such as beaches or mountains. One of the main benefits is the privacy and flexibility that comes with having your own space. Unlike a hotel room, a holiday home provides you with a living area, kitchen, and sometimes even outdoor space, allowing you to cook your own meals, relax in comfort, and enjoy the company of your friends or family without the interruptions of other guests.

Holiday homes often offer more space than a hotel room. This can be particularly useful for families or groups of friends traveling together, who may need more than one room or want to avoid the cramped feeling of a single hotel room. They can also provide a more authentic travel experience, allowing guests to immerse themselves in the local culture and lifestyle. This can be particularly appealing for those who prefer to stay in quieter, residential areas away from the hustle and bustle of tourist hotspots.

Find the best Holiday home in Key West for your needs

Holiday homes should offer a comfortable and enjoyable stay, providing all the necessary amenities and conveniences to make your vacation experience memorable. At a minimum, your holiday home in Key West should offer a clean and well-maintained living space with comfortable furnishings, adequate lighting, and climate control.

In addition to basic amenities such as a fully equipped kitchen, comfortable bedding, and clean linens and towels, holiday homes should also offer modern conveniences such as Wi-Fi, cable or streaming TV, and laundry facilities. A private outdoor space, such as a balcony or terrace, can also add to the overall enjoyment. They can also offer additional features such as a swimming pool, hot tub, or outdoor grill. Location is also important, for example, close to popular tourist attractions, restaurants and shopping areas.

Accommodation data and pictures provided by Booking.com