Hotels in Key West, FL

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Key West, FL hotels
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609 Cheap hotels in Key West, FL

Best Key West, FL luxury hotels (4 and 5 stars)

Among the 609 accommodations in Key West, FL, here are the 4 best luxury hotels

Havana Cabana At Key West - Key West, FL
8.5 4689 reviews
Key West, FL
26/10 – 28/10
NZ$735/nighttotal: NZ$1470 (2 )

Havana Cabana At Key West

2 4
hotel , Key West
Havana Cabana at Key West is a 4-star hotel located just a short drive from Key West's main attractions, including Mallory Square and Duval Street, offering a peaceful retreat from the bustling city centre. It has consistently received very good ratings from guests for its location, cleanliness, and overall experience.
The hotel features a range of amenities including a swimming pool, a jacuzzi, a restaurant, a bar, and a fitness centre, providing plenty of opportunities for relaxation and entertainment. Guests can also enjoy the tranquil garden and terrace, or simply unwind in their comfortable rooms, which come equipped with modern amenities like a flat-screen TV and free Wi-Fi.
Southernmost House - Key West, FL
Key West, FL
23/06 – 24/06
NZ$606/nightfor 1 night

Southernmost House

1 2
hotel , Key West
Book this room in a 4 star hotel. You will be located in Key West.
Facilities and services: a wheelchair friendly access, a bar and a fridge. Take advantage of the air conditioning in this hotel!
Hôtel Winslow's Bungalows-key West Historic Inns - Key West, FL
Key West, FL
02/09 – 05/09
NZ$400/nighttotal: NZ$1200 (3 )

Hôtel Winslow's Bungalows-key West Historic Inns

1 2
hotel , Key West
Hôtel Winslow's Bungalows-key West Historic Inns offers accommodation in Key West, Florida, located 1 kilometre from the Southernmost Point and 750 metres from Duval Street.
This hotel provides a swimming pool, complimentary continental breakfast, and free WiFi, with 1 bedroom and 1 bathroom per unit, and pets are permitted.
Winslow's Bungalows - Key West Historic Inns - Key West, FL
8.8 5579 reviews
Key West, FL
30/12 – 10/01
NZ$2677/nighttotal: NZ$29447 (11 )

Winslow's Bungalows - Key West Historic Inns

2 5
hotel , Key West
Kimpton Ella's Cottages, an IHG hotel, is located in Old Town Key West, a short walk from Duval Street and close to the Ernest Hemingway Home and Museum. It's a 3-star hotel with excellent location and very good user ratings.
The hotel has a charming, cottage-style atmosphere and offers a range of amenities including a heated outdoor pool, a tropical garden, and a free continental breakfast. Guests can also enjoy a restaurant, bar, fitness centre, and room service.

Best Key West, FL hotels with a pool

Among the 609 accommodations in Key West, FL, here are the 4 best hotels with a pool

The Gardens Hotel - Key West, FL
9.7 1493 reviews
Key West, FL
20/06 – 27/06
NZ$1329/nighttotal: NZ$9303 (7 )

The Gardens Hotel

1 2
hotel , Key West
The Gardens Hotel is located in Key West, just a minute's walk from lively Duval Street and a short drive from the Key West Butterfly and Nature Conservatory. The hotel is rated 4 stars and has received excellent reviews from previous guests.
This adult-only hotel offers a peaceful escape with two outdoor pools and private balconies or patios. Guests can enjoy live jazz music in the gardens, on-site bicycle rentals, massage services, and a range of other amenities including a restaurant, bar, fitness centre and tennis court.
Hyatt Vacation Club At Windward Pointe - Key West, FL
9.2 3128 reviews
Key West, FL
20/06 – 27/06
NZ$896/nighttotal: NZ$6272 (7 )

Hyatt Vacation Club At Windward Pointe

1 2
hotel , Key West
The Hyatt Vacation Club At Windward Pointe is situated in Key West, just a short drive from the Southernmost Point and Duval Street, offering a convenient base for exploring the island's attractions. This 4-star hotel has received excellent user ratings, making it a popular choice for travellers.
The apartments at the Hyatt Vacation Club At Windward Pointe offer separate living rooms for added space and privacy. Guests can enjoy a range of amenities, including a swimming pool, hot tub, barbecue facilities, and a fitness centre, as well as activities like cycling, fishing, and scuba diving.
King Suite Balcony - At James House - Key West, FL
8.2 47 reviews
Key West, FL
30/12 – 10/01
NZ$3177/nighttotal: NZ$34947 (11 )

King Suite Balcony - At James House

2 5
hotel , Key West
The King Suite Balcony at James House enjoys a central Key West location, within a short walk of the Key West Aquarium, Mallory Dock, and Duval Street, offering easy access to many attractions.
This 26-square-metre suite features one bedroom, one bathroom, accommodates up to four guests, and includes a private patio with city views, air conditioning, free Wi-Fi, and pet-friendly options.
Wicker Guesthouse - Key West, FL
8.2 3916 reviews
Key West, FL
25/07 – 27/07
NZ$664/nighttotal: NZ$1328 (2 )

Wicker Guesthouse

1 3
hotel , Key West
The Wicker Guesthouse is located in Old Town Key West, just a block from the Ernest Hemingway House and Museum, placing you in the heart of the historic district. This 3-star guesthouse enjoys very good user ratings for its cleanliness and overall experience.
The guesthouse offers a range of amenities for a comfortable stay, including a swimming pool, a jacuzzi, and a garden. You can also enjoy a continental breakfast, free parking, and bicycle rentals to explore the island at your own pace.

Frequently asked questions about hotels in Key West, FL

  • What are the best landmarks to visit in Key West, FL and around?

    You've got to see the Southernmost Point Buoy, it's iconic! The Hemingway House is a must-visit, with its six-toed cats. And don't forget the Key West Lighthouse, offering stunning views.
  • What are the best hotels with a swimming pool in Key West, FL?

    Almond Tree Inn - Adults Only, The Gardens Hotel and Orchid Key Inn - Adults Only are among the best hotels with a swimming pool in Key West, FL.

  • What types of hotels can you find in Key West?

    Key West has a range of hotel accommodation, with four and five-star resorts and hotels, to more humble boutique hotels, inns, guesthouses, motels, and bed and breakfasts. Many hotels have a pool or a spa, and you have a choice from modern resorts to charming colonial-style townhouses if you prefer something with a historical touch.
  • Which area in Key West, FL is a good option for staying in a hotel?

    Old Town is a great choice, with its historic buildings, lively atmosphere, and proximity to many attractions. The Duval Street area is also popular, known for its shops and restaurants.
  • What are the most popular 2, 3 and 4-star hotels in Key West, FL?

    Among 2, 3 and 4-star hotels in Key West, FL, Almond Tree Inn - Adults Only, Orchid Key Inn - Adults Only and Island City House are the most popular ones.

  • Where is the best place to book a hotel in Key West?

    If you want to be where the life of Key West happens, then you'll want to pick the downtown area. You'll be within walking distance of all the shopping, drinking, and dining options on Duval Street. Mallory Square is a popular place for booking a hotel cause it puts you in the center of Key West. You can also watch incredible sunsets on Mallory Dock or watch street performers here.
  • What are the most affordable attractions in Key West, FL?

    The Key West Butterfly and Nature Conservatory is a beautiful and budget-friendly option. You can also enjoy a free sunset at Mallory Square, with street performers and a lively atmosphere.
  • What are the best luxury hotels in Key West, FL?

  • Where should you stay for Key West's Fantasy Fest?

    Fantasy Fest is a 10-day party for grown-ups that's been running since 1979 by locals. If you're planning to come to this extravaganza filled with costumes, parades, and more, then you're probably thinking about where to book a hotel in Key West. Most of the events take place in Key West's Historic District in the Downtown area, so try to book somewhere here in advance to make the most of the festival.
  • How can travelers relax during a week in Key West, FL?

    Spend a day at Smathers Beach, relax on a catamaran cruise, or enjoy a spa treatment at one of the many resorts. A day trip to the Dry Tortugas National Park is a great way to escape the crowds and soak up the sun.
  • What are the best family friendly hotels in Key West, FL?

    The best family friendly hotels in Key West, FL are Almond Tree Inn - Adults Only, Orchid Key Inn - Adults Only and Santa Maria Suites Resort.

  • What can you do in Key West?

    Watch the sunset and street performers in Mallory Square, and you'll enjoy the festive atmosphere here day in day out. For some cultures, make sure you don't miss Ernest Hemingway's House to see the former home of the famous writer and learn about some local history. Also, if you're a feline lover, keep an eye out for all the cats with their tiny thumbs! If you're the party type, head over to Duval Street for some barhopping, but you can also throw in a trip to a rum distillery or set sail on a floating tiki bar. Nature lovers, on the other hand, will want to visit the stunning Key West Butterfly and Nature Conservatory.
  • Where can you find the best traditional local cuisine in Key West, FL?

    For authentic Key West fare, try the Blue Heaven restaurant. It's known for its delicious conch fritters and laid-back atmosphere. The Hogfish Bar is another popular spot, serving up fresh seafood.
  • What are the best pet friendly hotels in Key West, FL?

    The best pet friendly hotels in Key West, FL are The Gardens Hotel, The Perry Hotel & Marina Key West and Douglas House.

  • How can you get around in Key West?

    Key West, especially the Old Town, is easy to get around. Walking and cycling is the best way to explore, but there are also taxis, city buses, trolleys, and your hotel may even have a hotel shuttle.
  • What hotel chains can you find in Key West, FL?

    Key West has a mix of independent hotels and well-known chains, including the Marriott, Hyatt, and Hilton brands. You'll also find some smaller chains like the Best Western and Holiday Inn.
  • What are the best hotels with jacuzzi in Key West, FL?

    Almond Tree Inn - Adults Only, The Gardens Hotel and Orchid Key Inn - Adults Only are the best hotels with a jacuzzi in Key West, FL.

  • What type of hotels can you find in Key West, FL?

    You'll find everything from budget-friendly motels to luxurious resorts in Key West. There are also boutique hotels, historic inns, and even a few bed and breakfasts.
  • When is the best time to book a hotel in Key West, FL?

    To get the best deals, book your hotel in advance, especially during peak season (December to April). You might find better rates if you travel during the shoulder season (May to June or September to November).
  • What amenities do hotel rooms typically offer in Key West, FL?

    Most hotels offer basic amenities like air conditioning, Wi-Fi, and cable TV. Many also have swimming pools, fitness centres, and on-site restaurants. Some even have private balconies or patios.

Destinations nearby

Best Key West, FL hotels with air conditioning

Bungalow In Heart Of Key West | 3 Pool, Free Breakfast, Shops & Bars Nearby - Key West, FL
Key West, FL
17/10 – 24/10
NZ$1508/nighttotal: NZ$10556 (7 )

Bungalow In Heart Of Key West | 3 Pool, Free Breakfast, Shops & Bars Nearby

1 2
hotel , Key West
This Old Town Key West cottage is ideally located within walking distance of the Ernest Hemingway Home and Museum and Duval Street.
The 29-square-metre (312 sq ft) Elizabeth Annex King Patio unit offers a king-size bed, private patio, and accommodates two guests, with amenities including daily housekeeping, complimentary breakfast, and poolside refreshments.
Relax And Reconnect In Key West  Refreshing Pool & Access To Beautiful Beaches! - Key West, FL
Key West, FL
22/08 – 29/08
NZ$558/nighttotal: NZ$3906 (7 )

Relax And Reconnect In Key West Refreshing Pool & Access To Beautiful Beaches!

1 2
hotel , Key West
This Key West apartment, situated in Old Town, is steps from Duval Street and close to other major attractions.
The 23-square-metre studio offers a king-size bed, a mini-refrigerator, sleeps two guests, and includes access to resort amenities such as three swimming pools, a private beach area, and a spa.
Partial Ocean Two Queen At Southernmost Beach Resort - Beach Access & Pool! - Key West, FL
Key West, FL
02/07 – 07/07
NZ$2045/nighttotal: NZ$10225 (5 )

Partial Ocean Two Queen At Southernmost Beach Resort - Beach Access & Pool!

2 2
hotel , Key West
This Key West hotel, offering the 'Partial Ocean Two Queen At Southernmost Beach Resort - Beach Access & Pool!' package, is situated in Old Town, steps from Duval Street and close to other Key West attractions.
The 37-square-metre apartment boasts two bedrooms, two bathrooms, sleeps four guests, and includes access to three swimming pools, a private beach area, and an on-site spa.
Key West Bliss  Stroll To South Beach For A Relaxing And Unforgettable Stay! - Key West, FL
10 1 review
Key West, FL
22/08 – 29/08
NZ$580/nighttotal: NZ$4060 (7 )

Key West Bliss Stroll To South Beach For A Relaxing And Unforgettable Stay!

1 2
hotel , Key West
This Avalon King room, a 23-square-metre (248-square-foot) self-catering apartment in Key West's Old Town, is steps from Duval Street and near other major attractions.
The adults-only studio offers a king-size bed, mini-refrigerator, and access to three pools, poolside bars, a private beach area, an on-site spa, and 24/7 security; self-parking costs USD 42 per day plus tax.

Best Key West, FL hotels with a balcony

Margaritaville Beach House Key West - Key West, FL
8.6 2623 reviews
Key West, FL
20/06 – 27/06
NZ$534/nighttotal: NZ$3738 (7 )

Margaritaville Beach House Key West

1 2
hotel , Key West
Margaritaville Beach House Key West is a 3-star hotel situated just a short walk from Higgs Beach and a mile and a half from Duval Street and the Southernmost Point, offering a convenient location close to Key West's main attractions. This hotel has consistently received very good user ratings, indicating a positive experience for guests.
The hotel provides a range of facilities, including a swimming pool, fitness centre, and restaurant, as well as a terrace, garden, and jacuzzi for relaxation. Guests can also enjoy a bar, room service, and a concierge service to help them plan their stay.
Simonton Court Historic Inn & Cottages - Key West, FL
9.4 2036 reviews
Key West, FL
24/07 – 28/07
NZ$3253/nighttotal: NZ$13012 (4 )

Simonton Court Historic Inn & Cottages

4 7
hotel , Key West
The Simonton Court Historic Inn & Cottages is situated in Key West, a short distance from Duval Street, the Ernest Hemingway Home and Museum, and Mallory Square. This 4-star hotel receives excellent user ratings for its location, cleanliness, and overall experience.
The property offers a range of accommodation options, including rooms and cottages. Guests can enjoy a variety of amenities and activities, such as swimming pools, a fitness centre, a bar, and bicycle hire.
Steps To Duval St + Free Breakfast, Pool & Bar - Key West, FL
Key West, FL
05/10 – 19/10
NZ$62769/nighttotal: NZ$878766 (14 )

Steps To Duval St + Free Breakfast, Pool & Bar

1 1
hotel , Key West
This adult-focused boutique guesthouse is located in Old Town Key West, offering a sophisticated sanctuary at the quiet end of Duval Street, a mere 300 metres from the Southernmost Point and South Beach, with private beach access.
The "Steps To Duval St + Free Breakfast, Pool & Bar" offer includes accommodation for two guests in a one-bedroom unit with one bathroom, featuring air conditioning, a terrace/balcony, concierge service, free internet, and access to three heated pools, lush tropical gardens, and daily resort activities.
Duval Street Stay + Free Breakfast. Private Beach - Key West, FL
Key West, FL
23/06 – 24/06
NZ$48671/nightfor 1 night

Duval Street Stay + Free Breakfast. Private Beach

1 2
hotel , Key West
This hotel offers the "Duval Street Stay + Free Breakfast. Private Beach" package, situated on the quieter end of Duval Street in Old Town Key West, a short 700-meter walk from the Southernmost Point and South Beach.
This adult-focused boutique establishment provides a private beach with loungers and a tanning pier, access to three heated pools including the Shores Pool and South Beach Pool, and daily resort activities such as poolside yoga and live music, with intimate Avalon Petite Queen rooms accommodating two guests and featuring air conditioning and Wi-Fi.
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