Winslow'S Bungalows - Key West Historic Inns, Key West - Reviews, Rooms Options & Prices 2025

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About the Resort

725 Truman Avenue, Key West, Florida, United States of America, 33040

Winslow's Bungalows is a historically rich resort located in the vibrant heart of Old Town Key West, built on grounds that once housed the island's first motel and features some of its oldest homes. The charming architecture reflects a mix of Victorian and colonial elements, creating a unique ambiance. Surrounded by lush landscaped gardens and featuring three swimming pools, this resort offers a serene escape with a distinctive Key West character. Guests can enjoy a range of award-winning services, including an inviting continental breakfast and engaging entertainment options.

Location

Located within walking distance of key attractions such as the Ernest Hemingway Home and Museum and the Key West Butterfly and Nature Conservatory, the resort enjoys a prime location. Guests can easily explore the vibrant Duval Street, packed with shops and restaurants, or visit the scenic Smathers Beach, just a short drive away. The resort offers easy access to transportation options like taxis or bicycle rentals, making it convenient for guests to explore the area.

Rooms

The resort features a range of accommodations, from cozy king rooms to spacious suites, all designed to provide comfort and luxury. Each room boasts unique decor and amenities such as private bathrooms, flat-screen TVs, and air conditioning. Many rooms come with outdoor spaces like patios or balconies, allowing guests to enjoy views of the gardens or pool. Notable options include the Treehouse Suite, which offers a separate living area and ample space for relaxation.

Eat & Drink

Guests can start their day with Chef Mike's continental breakfast served poolside, featuring house-made pastries, organic hard-boiled eggs, and wellness juice shots. The Bungalows Bar offers refreshing cocktails including the signature Pirate Rum Punch, and hosts live music events to enhance the dining experience. This dining venue embodies a relaxed atmosphere complemented by poolside service throughout the day.

Leisure & Business

The resort boasts three outdoor swimming pools surrounded by lush tropical landscaping, providing a perfect spot for relaxation and recreation. Guests are invited to unwind on hammocks, swings, and lounge chairs throughout the property. Additionally, the resort's proximity to water sports such as jet skiing, kayaking, and scuba diving offers adventure seekers ample opportunities for outdoor fun.

“This hotel is perfectly situated, allowing easy walks to all the must-see spots in Key West!”view full review

View resort on map

“A beautifully serene hotel with exceptional amenities and service” view full review

Top location:Highly rated by recent guests(9.4)

Check-in/Check-out

from 16:00-23:59

until 11 am

Amenities

Private parking is possible on site at USD 30 per day.

Wireless internet is available in the entire hotel for free.

Other information

The hotel Winslow'S Bungalows - Key West Historic Inns serves a full breakfast for free.

There are no extra beds provided in a room.

Pets allowed on request at the price of USD 50 per night.

Number of rooms:85

Former name

kimpton winslow's bungalows, an ihg hotel

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Select your room type

The resort provides a range of accommodations, including double rooms, family rooms, and suites, all with breakfast, free cancellations, and exclusive deals.

King Room

Max:

2 persons

22 m²

Bed options:

1 King Size Bed

Shower

Air conditioning

room details

Check Prices

King Room

Max:

2 persons

22 m²

Bed options:

1 King Size Bed

Shower

Air conditioning

room details

Check Prices

King Room Mobility accessible

Max:

2 persons

20 m²

Bed options:

1 King Size Bed

Shower

Air conditioning

room details

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Getting around

A list of all available modes of transport

City Center

Key West5000 ft

Airports

Key West International (EYW) 3.1 mi

Facilities

Enjoy a range of amenities at the resort designed for your comfortable stay and remarkable experiences.

Relaxing Pools!

“The two pools provided a perfect atmosphere for relaxation, especially with the smaller pool having a cozy bar nearby and local bands playing soothing music.” view full review

Delicious Breakfast!

“The complimentary breakfast exceeded my expectations with a diverse spread, including hot options like quesadillas and pancakes that were a delightful start to each day.” view full review

Spacious Comfort!

“Our king suite was impressively spacious at over 600 sq. feet, complete with a lovely private patio perfect for morning coffee while enjoying the peaceful surroundings.” view full review

Charming Cottages!

“The small cottages provide a quiet and private retreat, making it a wonderful choice for a cozy stay away from the hustle and bustle.” view full review

General

Non-smoking rooms
Wi-Fi
Parking
Safe deposit box
Concierge desk
Pets allowed for a fee
Rooms/ Facilities for disabled
Wheelchair access
24-hour security
Baggage storage
Smoke detectors
Fire extinguishers
Key access

Services

Pet amenities available
Housekeeping
Tours/Ticket assistance

Dining

Bar/ Lounge area
Picnic area/ Tables

Facilities for people with disabilities

Toilet for disabled
Bathroom for disabled

Spa & Leisure

Outdoor heated swimming pool
Garden area

Room features

Air conditioning
Patio
Terrace
Garden furniture

Media

Flat-screen TV

Location

725 Truman Avenue, Key West, Florida, United States of America, 33040

Map view

725 Truman Avenue, Key West, Florida, United States of America, 33040

City landmarks

Square

Mallory Square

1.1 mi

Museums

The Ernest Hemingway Home and Museum

2100 ft

Duval Street

3000 ft

Museums

Truman Little White House

1.0 mi

cnr South & Whitehead Sts

Southernmost Point

3100 ft

Nature reserve

Key West Butterfly and Nature Conservatory

2900 ft

Truman Waterfront On The Western Edge of Key West

USCGC Ingham Maritime Museum

1.0 mi

Monuments and Landmarks

Southernmost Point of the Continental US

3500 ft

Aquarium

Key West Aquarium

1.1 mi

Garden

Nancy Forrester's Secret Garden

2200 ft

Museums

Key West Shipwreck Treasure Museum

1.1 mi

Events

San Carlos Institute

3300 ft

511 Caroline St

Curry Mansion

4200 ft

Gallery

The Studios of Key West

2700 ft

Museums

Ripley's Believe It or Not

5200 ft

Museums

Mel Fisher Maritime Heritage Museum

5300 ft

Garden

Audubon House and Tropical Gardens

5100 ft

Museums

Florida Keys Eco-Discovery Center

5000 ft

Nearby

Cemetery

Key West Cemetery

1700 ft

Church

Saint Mary Star of the Sea

300 ft

938 Whitehead St

Key West Lighthouse and Keeper's Quarters Museum

1900 ft

Museums

Key West Firehouse Museum

1200 ft

South Street Corner of South and Whithead Streets

Statue Of Bishop Albert Kee

1900 ft

1100 Simonton St

Historic E. H. Gato Building

1000 ft

Museums

Tennessee Williams Key West Exhibit

1200 ft

Gallery

Wild Side Gallery

1400 ft

Gallery

Frangipani Gallery

1600 ft

Gallery

Alan S Maltz Gallery

1800 ft

Gallery

Island Arts Co-op

1600 ft

Gallery

Art On Duval Key West

1700 ft

Restaurants

Duffy's Steak & Lobster House

800 ft

1007 Simonton St

Sugar Apple Health Food Store

900 ft

917 Simonton St

New York Pasta Garden

1900 ft

1075 Duval St In Duval Square'

Meet Burger USA

1000 ft

517 Truman Ave

Ocean Grill & Bar

1900 ft

1075 Duval St Duval Square

Origami Sushi Bar

1900 ft

1075 Duval St. Ste C3

Blackfin Bistro

1400 ft

918 Duval St

Sushi Song

1300 ft

925 Duval St

Point 5 Tapas & Wine Bar

1500 ft

915 Duval St

Reviews and Ratings

Feedback from previous guests about their experience.

82%

liked the resort and would come back

8.2/10

Great

Rooms

6.8

Location

9.4

Service

9.0

Dining

5.0

4.5/5 based on 256 reviews

#31 of 53 hotels in Key West based on Tripadvisor

Sandra

United States of America, January 2025

7.8/10

I had a great stay overall at this hotel. The rooms were clean, stylish, and comfortable, but I did notice some dust in the corners. The staff was incredibly friendly and helpful, making my experience even better. The location was perfect, just minutes from major attractions, but the dining options left a bit to be desired. It would have been nice to have a more extensive breakfast selection.

Rooms

8.0

The rooms were clean, stylish, and comfortable with a nice big shower, though I did spot some dust in the doorways.

Service

9.0

The staff was very friendly and incredibly helpful throughout my stay, making everything feel seamless.

Location

10.0

The hotel is in a perfect location, just a minute’s walk from every major spot, making it so convenient for my plans.

Dining

5.0

The dining options were a bit limited, and I felt like it could have been better, especially for breakfast.

Facilities

7.0

The facilities were decent, though nothing particularly stood out.

John

United States of America, October 2024

8.0/10

This hotel has an amazing location, quietly tucked away yet close enough to walk to everything we wanted to see. The service was outstanding, with friendly and accommodating staff. However, the rooms were a bit musty and the dining options left a bit to be desired for the price we paid. Overall, it’s a decent choice but not without its drawbacks.

Rooms

6.0

The rooms were a little muggy and had a musty smell, which was disappointing.

Service

9.0

The service was great; everyone was very friendly and helpful from check-in to check-out.

Location

9.0

The location was fantastic, away from the noise of Duvall Street but still close enough to enjoy the area.

Dining

5.0

The breakfast was decent but could have used a better selection, especially considering the room price.

Facilities

8.0

The pool area was lovely and well-maintained.

Benjamin

United States of America, September 2024

7.4/10

The hotel is a charming spot with a cozy feel, perfect for those looking for a little privacy while still being close to the action. The rooms were neat and nicely decorated, giving me a sense of having my own little space. The staff was incredibly friendly and professional, making my stay quite pleasant. However, the dining experience left much to be desired, especially considering the price, and I felt a bit uncomfortable with the breakfast setup. Overall, it offers good value for money but could improve on the dining front.

Rooms

8.0

The rooms were very small, but they were good enough for what we needed and super clean. I loved how cute and nicely decorated they were, and being separate from the main house made me feel like I had my own little apartment without the hassle of checking in every time.

Service

9.0

The staff were all very nice, kind, and incredibly professional, which really added to the positive experience. Even the cleaning crew was friendly, and I appreciated that they used real cutlery rather than plastic.

Location

9.0

The location was great, being very close to Duval Street but on a quiet street, making it feel somewhat private. The lush foliage around created a beautiful, tropical oasis in the heart of the town, which I absolutely loved.

Dining

5.0

The dining experience was quite disappointing, especially the breakfast, which offered very limited options for the price. It felt awkward with the buffet setup being supervised closely, which made me uncomfortable.

Facilities

7.0

The facilities were decent, but I didn't get a chance to explore them much aside from the dining area. They seemed well-maintained, but nothing particularly stood out.

Amy

United States of America, September 2024

6.8/10

I had a mixed experience at this hotel. The location was definitely a highlight, being close to everything in town, but the rooms were quite small and a bit uncomfortable with the heat from the vents. The service was fantastic, really friendly and helpful throughout my stay. Dining could use some improvement as well, especially with the breakfast situation being a bit disorganized. Overall, great location but not ideal for room space.

Rooms

5.0

The rooms were very small, and I found it hard to open my suitcase without feeling cramped. They were cute and nicely decorated, but the heat from the vents made things a bit unpleasant.

Service

9.0

The service was terrific! The staff was extremely friendly and always ready to help, which made me feel very welcome.

Location

10.0

The location was fantastic and a highlight of my stay. It was about a 15-minute walk to all the restaurants and attractions, making it very convenient after a long day out in the sun.

Dining

5.0

The dining experience was not great. There often seemed to be very little food left, and the queues for coffee were pretty long. They could improve on that for sure.

Facilities

6.0

The facilities were decent, but nothing extraordinary. The outdoor area was quaint and pleasant, but I expected a bit more.

Eugene

United States of America, August 2024

7.6/10

I enjoyed my stay at this hotel, as the location was great and offered a peaceful retreat just outside the busy areas. The rooms were clean and stylish, but I did have issues with noise, particularly from the air conditioning unit and some outside disturbances. The service was fantastic, with friendly and accommodating staff. Unfortunately, the dining options were a bit limited, but the pool area was definitely a highlight.

Rooms

7.0

The rooms were comfortable and clean, with a nice view of the pool, but they were fairly noisy due to the air conditioning and other outside sounds.

Service

9.0

The staff were incredibly helpful and friendly, making my stay much more enjoyable.

Location

9.0

The hotel was in a great location, just a short walk or bike ride away from the main attractions, yet far enough to avoid the noise.

Dining

5.0

The breakfast options were quite limited, which was a bit disappointing as I expected more variety.