Ambrosia at Azul Mansion, a Key West apartment, is centrally located less than 0.6km from the city centre, a 12-minute walk from South Beach, and within 1.9km of Duval Street, the Ernest Hemingway Home and Museum, and Mallory Dock. This self-catering flat offers one bedroom, one bathroom, sleeps two guests, and includes free Wi-Fi, on-site parking, a swimming pool, and a terrace; nearby attractions include the beaches and various Key West sights.
8.6 420 reviews
Key West, FL
12/11 – 15/11
£332/nighttotal: £996 (3 )
Sunrise Suites Panama Suite #310
2 5
apartment , Key West
The Sunrise Suites Panama Suite #310 is located just 0.96 kilometres from Key West International Airport and 6.4 kilometres from the Southernmost Point, making it a convenient base for exploring the island. The property has received very good user and location ratings, and an excellent cleanliness rating. The two-bedroom suite has a living room and two bathrooms, providing ample space for families or groups of friends. The property offers a range of amenities, including a fully equipped kitchen, a relaxing balcony, free Wi-Fi, air conditioning, cable TV, a swimming pool, a Jacuzzi, a terrace, a garden, a spa, a fitness centre, a tennis court, and parking.
Key West, FL
01/10 – 01/11
£209/nighttotal: £6479 (31 )
Prime Old Town Location W Pool Walk To Duval Steet Blue Heron By Avantstay
2 2
house , Key West
Blue Heron by AvantStay, a Key West holiday home, is centrally located less than 1.6km from the Key West Aquarium and Mallory Dock, and a short walk from South Beach. This two-bedroom, two-bathroom property boasts 60 square metres of floor space, a private pool, free Wi-Fi, and accommodates up to seven guests, offering a fully equipped kitchen and in-unit laundry facilities.
Key West, FL
29/12 – 31/12
£7333/nighttotal: £14666 (2 )
New The Rigby House - Pvt Pool Amazing Location
1 2
house , Key West
This Key West holiday home is situated in the Historic District, less than 0.8km from Duval Street, Papa's Pilar Rum Distillery, and the Hemingway Rum Company, and within 2.4km of Mallory Square and the Ernest Hemingway Home and Museum. The property offers free Wi-Fi in communal areas, free self-parking, and is conveniently located for exploring Key West's attractions, including nearby beaches.
Key West, FL
17/07 – 21/07
£335/nighttotal: £1340 (4 )
The Ospreys Nest By Last Key Realty
1 4
house , Key West
The Osprey's Nest is situated in Key West, Florida, less than 1.6km from Key West International Airport and within 8km of attractions including Mallory Square, Duval Street, and the Ernest Hemingway Home and Museum. This 74 square metre property offers two bedrooms, two bathrooms, and sleeps up to 11 guests, boasting a private pool, Jacuzzi, spa, fitness centre, tennis court, free parking, and free Wi-Fi; self-catering is possible thanks to a fully equipped kitchen.
10 2 reviews
Key West, FL
04/09 – 07/09
£219/nighttotal: £657 (3 )
Havana Vieja At Azul Mansion Key West
1 2
house , Key West
HAVANA VIEJA at Azul Mansion, centrally located in Key West, is a short walk (less than 1km) from South Beach and Duval Street, and within 1.6km of Key West International Airport. This one-bedroom, one-bathroom apartment, sleeping two guests, at Azul Mansion boasts a private terrace, swimming pool, free parking, and Wi-Fi, plus nearby access to the Ernest Hemingway Home and Museum and Mallory Dock.
8.8 93 reviews
Key West, FL
28/06 – 02/07
£322/nighttotal: £1288 (4 )
Dog-friendly Cottage With Private Hot Tub & Garden - Great Downtown Location
2 4
cabin , Key West
This cottage is located in Old Town Key West, just 50 metres from Duval Street, and within walking or cycling distance of the Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park. This 75 square metre property accommodates up to six guests with two bedrooms and one bathroom, featuring a private garden with a hot tub, a kitchen, air conditioning, complimentary WiFi, and private parking.
Key West, FL
01/08 – 08/08
£950/nighttotal: £6650 (7 )
Kw31 Three Flowers Guesthouse
4 11
house , Key West
This Key West holiday home is located a short walk from the aquarium and Mallory Dock, with Duval Street and the Ernest Hemingway Home and Museum nearby, placing you within 1.1 kilometres of Mallory Square and 1.4 kilometres of the Southernmost Point. This 190 square metre villa offers air conditioning, a balcony, and accommodates up to 27 guests across its four bedrooms and four bathrooms, with internet access provided.
8.9 12 reviews
Key West, FL
08/07 – 09/07
£1409/nightfor 1 night
St Thomas - Waterfront Penthouse Sleeps 16 W Pool & Boat Dock
4 2
house , Key West
This Key West waterfront penthouse, a short distance (1.8km) from the Ernest Hemingway Home and Museum and Duval Street, offers stunning sea views and private boat dock access. The 186 square metre property boasts four bedrooms, four bathrooms, sleeps up to sixteen guests, and includes a fully equipped kitchen, swimming pool, and elevator access.
8.6 8 reviews
Key West, FL
29/12 – 31/12
£951/nighttotal: £1902 (2 )
New The Cottage At James House
1 2
house , Key West
New The Cottage at James House, a centrally located Key West holiday home, is a short walk (approx. 0.8km) from the Key West Aquarium, Mallory Dock, and Simonton Street Beach. This 56 square metre self-catering property boasts one bedroom, one bathroom, sleeps four guests, and features a private patio, swimming pool access, free Wi-Fi, and a fully equipped kitchen including a fridge and microwave.
9.5 26 reviews
Key West, FL
23/11 – 29/11
£792/nighttotal: £4752 (6 )
121 M² House ∙ 2 Bedrooms ∙ 6 Guests
2 6
house , Key West
This Old Town Key West property is a short walk from Duval Street and 0.64km from the Atlantic Ocean. This two-bedroom, two-bathroom house offers 130 square metres of living space, including a private pool, fully equipped kitchen, and accommodates up to six guests; AvantStay services are available.
9.0 124 reviews
Key West, FL
01/10 – 01/11
£420/nighttotal: £13020 (31 )
Hemingways Atlantic Retreat
2 2
house , Key West
This apartment is located in Key West, a short walk from Smathers Beach and close to Rest Beach, offering easy access to the island's beautiful beaches and vibrant atmosphere. The apartment has consistently received excellent ratings for location, cleanliness, and overall user experience. The apartment is spacious, with two bedrooms and two bathrooms, ideal for families or groups of up to six guests. It also boasts a range of amenities, including a swimming pool, a Jacuzzi, a fitness center, and a tennis court, ensuring a comfortable and enjoyable stay.
Best Key West, FL villas and holiday homes with air conditioning
9.0 349 reviews
Key West, FL
26/10 – 28/10
£503/nighttotal: £1006 (2 )
Amelia House
3 4
house , Key West
Amelia House, in a prime Key West location, is within walking distance of Duval Street, South Beach, and the Ernest Hemingway Home and Museum. This three-bedroom Key West property, boasting 78 square metres of floor space, offers a private patio, swimming pool, jacuzzi, and spa, alongside free Wi-Fi and a fully equipped kitchenette; sleeping up to six guests.
8.6 9 reviews
Key West, FL
27/06 – 04/07
£650/nighttotal: £4550 (7 )
Crawl To Duval W/ Hot Tub
2 3
house , Key West
This Key West holiday home is centrally located, a 0.4km walk from South Beach and Fort Zachary Taylor State Park Beach, and less than 0.3km from the city centre. This two-bedroom property offers 84 square metres of space, sleeping up to 11 guests and boasting a private hot tub, fully equipped kitchen, and free parking; nearby attractions include Higgs Beach, the Ernest Hemingway Home and Museum, and Duval Street.
Key West, FL
21/12 – 18/01
£575/nighttotal: £16100 (28 )
Kw322flr Color Of The Keys
2 1
house , Key West
This holiday home is situated 3.06 kilometres from Southernmost Point, offering easy access to Smathers Beach, a 9-minute walk away, and Key West International Airport, located 1.93 kilometres from the property. This 110 square metre villa accommodates up to 11 guests in 2 bedrooms and features air conditioning, a kitchen with a fridge, microwave oven and dishwasher, a Jacuzzi, sauna, terrace, and concierge services, with a children's playground also available.
9.2 9 reviews
Key West, FL
01/08 – 08/08
£1631/nighttotal: £11417 (7 )
St Croix - Downtown 4x4 Waterfront Penthouse Pool Dock Pet
4 11
house , Key West
This Key West penthouse, located 1.8km from the Ernest Hemingway Home and Museum and Duval Street, and 1.9km from Key West International Airport, offers stunning sea views and easy access to popular beaches like Rest Beach, South Beach, and Higgs Beach. This 186 square metre property boasts four bedrooms, four bathrooms, a private dock, swimming pool, and parking, comfortably accommodating up to 19 guests and featuring a fully equipped kitchen.
Our Favourite Holiday Homes with a Hot Tub in Key West, FL
Every holiday home with a jacuzzi in Key West, FL provides a secluded sanctuary for a private hot tub soak each evening.
Key West, FL
17/07 – 21/07
£2411/nighttotal: £9644 (4 )
The Duke And The Duchess By Last Key Realty
1 4
house , Key West
This Key West holiday home is centrally located, a 1.1 km walk from Fort Zachary Taylor State Park Beach and 0.6 km from South Beach, offering easy access to the city centre and other attractions. This eight-bedroom, eight-bathroom property boasts 343 square metres of living space, accommodating up to 43 guests and featuring a private pool, jacuzzi, spa, and tennis court, alongside a fully equipped kitchen and free Wi-Fi and parking.
8.0 1 review
Key West, FL
21/12 – 18/01
£1156/nighttotal: £32368 (28 )
Smooth Sailing By Last Key Realty
1 1
house , Key West
Smooth Sailing, a Key West house, is conveniently located 1.9km from Key West International Airport and within a short drive of attractions such as the Southernmost Point, Ernest Hemingway Home and Museum, Duval Street, and Mallory Square. This 135 square metre property boasts two bedrooms, two bathrooms, sleeps eleven guests, and offers a swimming pool, Jacuzzi, spa, fitness centre, tennis court, parking, and sea views; a fully equipped kitchen and free Wi-Fi are also included.
Key West, FL
17/07 – 21/07
£1186/nighttotal: £4744 (4 )
Seaside Retreat
4 4
house , Key West
This Key West holiday home is located 2.0 kilometres from the Ernest Hemingway Home and Museum and Duval Street, 2.1 kilometres from the Southernmost Point, and 1.9 kilometres from Key West International Airport. This property offers accommodation for 15 guests with 3 bathrooms, a private swimming pool, a hot tub, a well-equipped kitchen, free WiFi, free private parking, and sea views from the balcony, with concierge services available.
8.0 4 reviews
Key West, FL
30/10 – 04/11
£434/nighttotal: £2170 (5 )
Botanical Island Delight
2 2
house , Key West
Botanical Island Delight, a Key West property, is conveniently located a 4-minute walk from Smathers Beach, 2.6 km from the Southernmost Point, and 3.2 km from the Ernest Hemingway Home and Museum. This two-bedroom, two-bathroom villa sleeps seven guests and boasts a private pool, Jacuzzi, sauna, fitness centre, tennis court, and complimentary Wi-Fi, plus on-site parking and tour organisation services.
Frequently asked questions about villa rentals in Key West, FL
What are the must-see attractions in Key West, FL?
You can't miss the Southernmost Point of the Continental US, a popular photo op. The Ernest Hemingway Home and Museum is a must-see for literature lovers, and the Key West Aquarium is a great place for families. If you're looking for a bit of history, check out Fort Zachary Taylor Historic State Park.
What indoor activities for families are available in Key West, FL on rainy days?
The Key West Butterfly and Nature Conservatory is a great place to escape the rain and learn about butterflies. The Mel Fisher Maritime Museum is also a good option, with lots of exhibits on shipwrecks and treasure. Of course, there's always the Key West Aquarium, which is a great choice for a rainy day.
What are the best holiday homes with a pool in Key West, FL?
Key West is all about enjoying the outdoors! Take a sunset sail on the Gulf of Mexico, rent a kayak or paddleboard and explore the mangroves, or just relax on the beach. For a bit of history, wander through the Old Town and check out the many historic buildings. And don't forget to try some fresh conch fritters!
What are the best holiday homes with a jacuzzi in Key West, FL?
What are the advantages of renting a house or a villa in Key West, FL
Renting a villa gives you more space and privacy than a hotel, often with a private pool and outdoor living areas. You can also save money on dining by cooking some meals in the kitchen. Many villas are located in quiet neighbourhoods, offering a more peaceful experience than a hotel in the heart of the action.
What are the best holiday homes for families and kids in Key West, FL?
What food festivals or culinary events take place in and around Key West, FL?
The biggest culinary event in Key West is the annual Key West Food & Wine Festival, held in January. The festival features tastings from local restaurants, cooking demonstrations, and wine seminars. There are also several other smaller food events throughout the year, such as the Key West Lobsterfest and the Key West Seafood Festival.
What are the best pet friendly holiday homes in Key West, FL?
What exclusive experiences are available when visiting Key West, FL?
You can take a private fishing charter, go on a sunset cruise with a small group, or even book a private tour of the Hemingway Home and Museum. For a truly unique experience, consider renting a vintage car and exploring the island at your own pace.
What are the best holiday homes with parking in Key West, FL?
Which part of Key West, FL would be ideal for a villa rental?
The Old Town area is great for being close to the action, but if you prefer a quieter stay, consider renting a villa in the New Town area or out on the ocean side of the island. The historic Bahama Village neighbourhood is also a popular choice for villa rentals.
Destinations nearby
Best Key West, FL villas and holiday homes with a kitchen
9.4 11 reviews
Key West, FL
11/07 – 18/07
£505/nighttotal: £3535 (7 )
Curacao - Large 2x2 Waterfront Condo Great View Pool & Dock
2 4
house , Key West
This Key West waterfront condo is situated approximately 1.8km from both the Ernest Hemingway Home and Museum and Duval Street, and 1.9km from Key West International Airport. The 121 square metre property boasts two bedrooms, two bathrooms, sleeps eleven guests, and includes a private dock, swimming pool, garden, and free Wi-Fi; self-catering is facilitated by a fully equipped kitchen.
Key West, FL
14/10 – 16/10
£212/nighttotal: £424 (2 )
The Hemingway Suite At Inn On Fleming Key West!
1 2
house , Key West
The Hemingway Suite is a Key West studio apartment conveniently located 1.6km from Mallory Square and a short walk from Simonton Street Beach, offering easy access to Duval Street and the Ernest Hemingway Home and Museum. This 24 square metre self-catering apartment sleeps two, featuring a bedroom, bathroom, air conditioning, free Wi-Fi, on-site parking, and access to a swimming pool, tennis court and fitness centre; in-suite massage services are also available.
Key West, FL
21/12 – 18/01
£550/nighttotal: £15400 (28 )
Kw375flr Key To Paradise
2 1
house , Key West
This Key West holiday home is centrally located, just 600 metres from the city centre and within an 8-minute walk of the Ernest Hemingway Home and Museum, with South Beach a 12-minute walk away. This 186 square metre property offers accommodation for up to 11 guests with 2 bedrooms and 3 bathrooms, featuring a fully equipped kitchen, air conditioning, a swimming pool, and an on-site children's playground.
9.8 75 reviews
Key West, FL
06/01 – 08/01
£947/nighttotal: £1894 (2 )
Alligator Reef Light Suite
2 5
house , Key West
This luxury Key West suite, situated in Old Town, is a half-block from Duval Street and within walking distance (0.8km) of the Ernest Hemingway Home and Museum and 1.9km from Fort Zachary Taylor Historic State Park. The two-bedroom apartment sleeps six, offering a king and queen bed plus a queen sofa bed, a fully equipped kitchen with granite worktops, and access to shared heated plunge pools, a fire pit, outdoor kitchen, and BBQ facilities.
Best Holiday Houses with a Swimming Pool in Key West, FL
On-site pool access at your holiday home in Key West, FL makes a refreshing dip the perfect way to complement a day by the water.
9.7 145 reviews
Key West, FL
08/01 – 17/01
£476/nighttotal: £4284 (9 )
**Dockside Daydreams @ Coconut Mallory** Marina Villa + Last Key Services
3 2
apartment , Key West
This two-bedroom house is situated in Key West, Florida, within 3.2 kilometres of the Key West Tropical Forest and Botanical Garden. The 65 square metre property features a fully equipped kitchen, a private balcony, a swimming pool, a jacuzzi, a tennis court, and a garden, comfortably accommodating up to six guests.
Key West, FL
29/12 – 27/01
£459/nighttotal: £13311 (29 )
Tropical Breezes
2 2
house , Key West
This detached property is situated in central Key West, 700 metres from Duval Street and a 12-minute walk to Fort Zachary Taylor State Park Beach, with Mallory Square and the Southernmost Point nearby. This air-conditioned holiday home offers 63 square metres of living space for up to seven guests, featuring two bedrooms, one bathroom, a fully equipped kitchen with a dishwasher, complimentary WiFi, private parking, and an on-site outdoor swimming pool.
Key West, FL
17/07 – 21/07
£284/nighttotal: £1136 (4 )
Hidden Oasis Colony
1 4
house , Key West
This Key West holiday home enjoys a central location, close to South Beach, Ernest Hemingway's House, and Duval Street, with Key West International Airport just 3km away. This 47-square-metre property sleeps seven guests, boasting a private balcony, swimming pool, spa, tennis court, and fully equipped kitchen including a dishwasher, plus free Wi-Fi.
9.8 6 reviews
Key West, FL
29/12 – 27/01
£769/nighttotal: £22301 (29 )
Tranquility - Tucked Away In The Meadows - Private Pool - 3bd/3bath
3 2
cottage , Key West
Tranquility Cottage is located in Key West's Historic District, seven blocks (approximately 0.6 km) from Duval Street, offering easy access to the Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park. This three-bedroom, three-bathroom holiday home boasts 122 square metres of living space, comfortably accommodating six guests and featuring a private pool, fully equipped kitchen, free Wi-Fi, and on-street parking; monthly rentals are available.
Discover Holiday Homes by the Sea in Key West, FL
Base your next maritime trip at comfortable coastal holiday homes located a short distance from beaches in Key West, FL.
10 3 reviews
Key West, FL
20/07 – 22/07
£199/nighttotal: £398 (2 )
Aria At Azul Mansion Key West
1 1
house , Key West
Choose the Right 5-Star Holiday Houses in Key West, FL
Sophistication and a prime location define these luxury holiday homes in Key West, FL, offering premium amenities for a superior stay.
9.7 342 reviews
Key West, FL
29/12 – 31/12
£867/nighttotal: £1734 (2 )
Poolside Cottage #411
1 2
apartment , Key West
Top Family-Friendly Holiday Homes in Key West, FL
Family-friendly holiday homes in Key West, FL provide ample space and easy access to local attractions, ensuring everyone stays comfortable and entertained.
Key West, FL
27/06 – 04/07
£501/nighttotal: £3507 (7 )
162 M² House ∙ 4 Bedrooms ∙ 8 Guests
4 2
house , Key West
9.1 21 reviews
Key West, FL
27/06 – 04/07
£406/nighttotal: £2842 (7 )
113 M² House ∙ 2 Bedrooms ∙ 6 Guests
2 3
house , Key West
9.7 1494 reviews
Key West, FL
08/01 – 17/01
£813/nighttotal: £7317 (9 )
The Gardens Hotel
1 2
hotel , Key West
Key West, FL
01/10 – 01/11
£174/nighttotal: £5394 (31 )
99 M² House ∙ 2 Bedrooms ∙ 8 Guests
2 2
house , Key West
Top-Rated Dog-Friendly Holiday Houses in Key West, FL
Your dog-friendly holiday home in Key West, FL ensures easy beach access and handy outdoor taps for cleaning.
9.6 84 reviews
Key West, FL
11/07 – 18/07
£364/nighttotal: £2548 (7 )
Get Your Island Stlye On!
1 4
cottage , Key West
9.8 15 reviews
Key West, FL
11/07 – 18/07
£505/nighttotal: £3535 (7 )
Aruba - Downtown Waterfront 2x2 Dock & Pool Pet-friendly
2 4
house , Key West
8.0 1 review
Key West, FL
29/12 – 27/01
£374/nighttotal: £10846 (29 )
Carey's Corner
1 2
house , Key West
10 1 review
Key West, FL
06/01 – 08/01
£2479/nighttotal: £4958 (2 )
New Private Pool & Docking - Floralee House
6 5
house , Key West
Check Out Holiday Homes with Parking in Key West, FL
Having a car park at your holiday home in Key West, FL ensures the coast is easy to reach every day with no extra faff.
