Holiday Homes in Key West, FL

Search among 249 available holiday homes in Key West from 50+ providers.

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9.0
Perfect23 reviews
6 adults
2 bedrooms
3 beds
Map
1.8 km from City Centre100 m from Fury Water Adventures Key West
Set just 1.5 km from Fort Zachary Taylor, the Villas features an outdoor swimming pool and a continental breakfast.
FromC$ 925 /nightSelect
TrumanVilla
4 adults
2 bedrooms
2 beds
Map
1.8 km from City Centre100 m from Ernest Hemingway House
Situated in the Duval district, the Truman offers quick access to Key West International airport within 10 minutes' drive.
FromC$ 309 /nightSelect
Southernmost SanctuaryVilla
4 adults
1 bedroom
2 beds
Map
1.5 km from City Centre200 m from Key West Butterfly and Nature Conservatory
The Southernmost Sanctuary Villa is located approximately 15 minutes' walk from Higgs Beach and comprises 6 rooms with modern comforts.
FromC$ 161 /nightSelect
Palm GardensVilla
4 adults
1 bedroom
2 beds
Map
1000 m from City Centre600 m from Key West Cemetery
Located less than at a 2.2 km distance from Ripley's Believe It or Not, the Palm Gardens Villa Key West offers a swimming pool.
FromC$ 168 /nightSelect
Rose Lane VillasVilla
8.8
Great13 reviews
6 adults
3 bedrooms
3 beds
Map
2.1 km from City Centre400 m from San Carlos Institute Casa Cuba
Located in the Duval district and only 10 minutes on foot from US 1 Mile Marker 0, the Rose Lane Villas Key West features 6 rooms plus a swimming pool.
FromC$ 952 /nightSelect
Key Lime CalypsoVilla
6 adults
2 bedrooms
3 beds
Map
1.9 km from City Centre200 m from Fury Water Adventures Key West
Southernmost Point of the Continental US is 0.8 km from the Key Lime Calypso Villa Key West and Florida Keys Eco-Discovery Center is nearly a 10-minute stroll away.
FromC$ 453 /nightSelect
Tropical VillageVilla
9.0
Perfect18 reviews
30 adults
12 bedrooms
13 beds
Map
1.3 km from City Centre300 m from Dog Beach
The Tropical Village is situated in the museum Downtown Key West district, 10 minutes' drive from Key West International airport.
FromC$ 222 /nightSelect
Coconut PalmsVilla
6 adults
2 bedrooms
4 beds
Map
800 m from City Centre1000 m from Smathers Beach
Key West Cemetery and Key West Lighthouse and Keeper's Quarters Museum are located 2.7 km and 2.1 km from the Coconut Palms Villa respectively.
FromC$ 556 /nightSelect
Last MinuteVilla
9.0
Perfect2 reviews
6 adults
3 bedrooms
3 beds
Map
2.3 km from City Centre400 m from Mallory Square
This villa in the Duval district is composed of 3 bedrooms, a fully equipped kitchen and 2 bathrooms.
FromC$ 1 913 /nightSelect
Pescado Penthouse On DuvalVilla
9 adults
3 bedrooms
4 beds
Map
1.7 km from City Centre200 m from Duval Street
Key West Lighthouse and Keeper's Quarters Museum is also set within a 6-minute walk of the Pescado Penthouse On Duval Villa.
FromC$ 319 /nightSelect
Four Flowers GuesthouseVilla
4 adults
1 bedroom
2 beds
Map
1.9 km from City Centre200 m from San Carlos Institute Casa Cuba
Set just 10 minutes' walk from The Ernest Hemingway Home and Museum, this villa features a terrace along with a kitchen.
FromC$ 87 /nightSelect
Amelia HouseVilla
8.8
Great14 reviews
8 adults
3 bedrooms
3 beds
Map
1.7 km from City Centre200 m from Duval Street
Mel Fisher Maritime Heritage Museum and Memorial Sculpture Garden are located 1.1 km and 1.2 km from the Amelia House Villa respectively.
FromC$ 368 /nightSelect
Passover CottageVilla
4 adults
2 bedrooms
2 beds
Map
1.4 km from City Centre100 m from Key West Cemetery
Nestled in the Downtown Key West district, the villa is equipped with a kitchen and an outdoor pool.
FromC$ 862 /nightSelect
Conch CasaVilla
6 adults
2 bedrooms
3 beds
Map
1.7 km from City Centre200 m from Ernest Hemingway House
Mel Fisher Maritime Heritage Museum is only 1.1 km from the Conch Casa Villa Key West and features shopping and dining.
FromC$ 978 /nightSelect
Bananas Foster Guesthouse By BrightwildVilla
Map
2.1 km from City Centre500 m from San Carlos Institute Casa Cuba
The positioning of the Bananas Foster Guesthouse in the very heart of Key West ensures fast access to 7 Artists & Friends Gallery, which is 400 metres away.
FromC$ 4 783 /nightSelect
Sunrise Suites - Sea Breeze Suite 101Villa
8.8
Great25 reviews
6 adults
2 bedrooms
3 beds
Map
3.0 km from City Centre1.1 km from Kayak Kings Key West
Fort Zachary Taylor Historic State Park is at a 3 km distance from the Sunrise Suites - Sea Breeze Suite 101 and Smathers Beach is about a 10-minute drive away.
FromC$ 464 /nightSelect
Sunrise Suites Panama Suite #310Villa
8.8
Great22 reviews
6 adults
2 bedrooms
3 beds
Map
3.0 km from City Centre1.1 km from Kayak Kings Key West
Fort Zachary Taylor Historic State Park is a 10-minute drive from the Sunrise Suites Panama Suite #310.
FromC$ 399 /nightSelect
Sunrise Suites Cozumel Suite #112Villa
8.8
Great14 reviews
6 adults
2 bedrooms
3 beds
Map
3.0 km from City Centre1.1 km from Kayak Kings Key West
Southernmost Point is a 15-minute ride from the Sunrise Suites Cozumel Suite #112 and Key West Cemetery is a 10-minute drive away.
FromC$ 366 /nightSelect
Windward IsleVilla
8.4
Great10 reviews
6 adults
2 bedrooms
2 beds
Map
1.7 km from City Centre300 m from Ernest Hemingway House
The Windward Isle Villa Key West is set only 0.8 km from Florida Keys Eco-Discovery Center and within a 10-minute walk of US 1 Mile Marker 0.
FromC$ 425 /nightSelect
Key West Charming By Avantstay Communal Pool Gated Community Near Fort Zachary Taylor Park Week Long StaysVilla
Map
2.3 km from City Centre300 m from Jackson Square
The Charming By Avantstay Communal Pool Gated Community Near Fort Zachary Taylor Park Week Long Stays Key West is nestled in the Downtown Key West district, Red Barn Theatre is merely 0.9 km away.
FromC$ 539 /nightSelect
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FAQs about holiday houses in Key West

Discover these 8 answers and find our best lakefront holiday rentals in Key West.

What are the top pet-friendly holiday houses in Key West?

If you want to stay with pets, you'll find 93 deals on iBooked.ca. You can check Rose Lane Villas, the best villa located 5-minute walk from Mile Marker 0. It costs 1124C$ per night and offers an outdoor swimming pool, concierge service and bicycles on site. Another top villa is Southernmost Sanctuary (rating: 7.0/10) with a Jacuzzi, ironing and fitness classes. It costs 343C$ per night. Other suitable properties are Aqua Pearl Crest, Sunrise Suites Barbados Suite #204 and Conch Cottage.

What are the top holiday houses in Key West offering hot tubs?

If you want to relax and unwind after a long day, there are 84 deals with hot tubs on iBooked.ca. You may like Sunrise Suites Cozumel Suite #112 offering an outdoor swimming pool, diving and cycling at the price of 496C$ per one night. Also you may like Key West Villas, a perfect villa with a tennis court, an outdoor swimming pool and a golf course.

What are the best lakeside holiday houses in Key West?

One of the top accommodations is Sunrise Suites Trinidad Suite #105 at the cost of 299C$ with an outdoor swimming pool, diving and cycling.

What are the best holiday houses in Key West which are good for couples?

According to iBooked.ca travel data, there are 3 deals for couples. To make your stay pleasant, book Aqua Pearl Crest (rating: 6.8/10) with an outdoor swimming pool, windsurfing and a heated pool. This top holiday house is set 500 metres from The Unitarian Universalist Fellowship of Key West and costs 312C$ per night. Another great villa is Key West Villas rated 8.8/10 at the cost of 469C$ per night. Check other suitable options for couples: Rose Lane Villas, Sea Breeze and A Key Escape.

What are the best holiday houses in Key West with kitchens?

To stay at the top holiday house with a kitchen, iBooked.ca offers 5 properties to select from. Visitors who enjoy cooking may like Galleria Condominiums (rating: 8.2/10), located 350 metres from Key West Lighthouse and Keeper's Quarters Museum. Another recommended holiday house is Southernmost Sanctuary at the cost of 343C$ per night.

Which holiday houses in Key West provide free parking?

According to iBooked.ca travel data, there are 3 apartments to select from. Among them, we recommend President'S Walk (rating: 8.2/10) providing a golf course, a free car park and ironing. This villa is located 0.8 km from Key West Historic Seaport and offers accommodations at the cost of 531C$ per night. Also you may check Sunrise Suites Barbados Suite #204, a top villa with a tennis court, an outdoor swimming pool and a Jacuzzi on site.

What are the most popular holiday houses in Key West near The Ernest Hemingway Home and Museum?

If you wish to stay near this tourist destination, on iBooked.ca you can easily book one of 3 accommodations. For instance, book Hemingway'S View, a top villa, which is set a 5-minute walk from The Ernest Hemingway Home and Museum. Also you may like Key West Villas (rating: 8.8/10) with a tennis court, an outdoor swimming pool and a golf course. It costs 469C$ per night and is set 10 minutes' walk away.

What are the most favoured luxury holiday houses in Key West?

According to iBooked.ca travel data, one of the top accommodations is Colors On White 500 metres from C. B. Harvey Rest Beach Park. It costs 428C$ per night.

Holiday Homes in Key West essential information

🏨 Holiday Homes in Key West 249
👛 Lowest price 87 CAD
✍️ Holiday Homes Reviews 141