Owners access| Hotel information and booking website unofficial
Popular languages
English
Select currency
ARS
Argentina, Peso
AUD
Australian dollar
BRL
Brazilian real
CAD
Canadian dollar
CNY
Chinese yuan
CZK
Czech koruna
DKK
Danish krone
EUR
Euro
HKD
Hong Kong dollar
ILS
Israeli new sheqel
JPY
Japanese yen
MYR
Malaysian ringgit
NZD
New Zealand dollar
NOK
Norwegian krone
PLN
Polish zloty
GBP
Pound sterling
RON
Romanian leu
RUB
Russian ruble
SAR
Saudi riyal
SGD
Singapore dollar
ZAR
South African rand
KRW
South Korean won
SEK
Swedish krona
CHF
Swiss franc
THB
Thai baht
TRY
Turkish lira
USD
U.S. dollar
UAH
Ukrainian hryvnia
My bookings
Contact us
Read our FAQs
62 photos
Winslow'S Bungalows - Key West Historic Inns, Key West
Save
up to 10%
when booking directly with us!
Key details
About the Hotel
725 Truman Avenue, Key West, 33040,
-
Close to South Beach
Great
8.4
9.1
/10
5.0
4.0
/5
Loved by Winslow'S Bungalows - Key West Historic Inns guests
Refurbished bungalows
Nice bathroom
Lovely grounds
Excellent location
Kind staff
Comfortable bed
"The bungalows were set amidst well designed gardens and the pools were beautiful."
Jacqueline from Australia
read full review
"Each seems to have its own private outdoor space which is nice."
Elyse from Canada
read full review
"The lush greenery/landscape is beautiful and well maintained."
Tracey from United States
read full review
Winslow'S Bungalows - Key West Historic Inns - A historic 4-star retreat with three pools, continental breakfast, and gardens in Old Town
Set in the heart of Key West Historic District, Winslow'S Bungalows - Key West Historic Inns occupies historic grounds featuring the 1854 Maloney House, listed on the National Historic Register. This Key West hotel maintains three outdoor swimming pools surrounded by landscaped gardens, hammocks, and swings. The property serves a daily continental breakfast by the pool from 8 AM to 10 AM. Guest rooms come equipped with air conditioning, flat-screen TVs, private bathrooms with designer toiletries, and high-speed WiFi. Superior and deluxe rooms feature mini-fridges and additional space. The Bungalow Bar operates daily from 11 AM until dusk, offering poolside drinks and lunch service. The Ernest Hemingway Home and Museum stands 8 minutes away on foot, while the Key West Butterfly and Nature Conservatory is a 10-minute walk. Smathers Beach and Fort Zachary Taylor State Park are accessible within an 8-minute drive.
Pros
Historic Maloney House features a white exterior and wrap-around porch
The Elizabeth Annex offers 11 rooms with a private pool for group bookings
Daily poolside refreshments include items like frozen grapes and fresh mango
Live music events include acoustic performers, violinists, and open mic nights
Cons
Key West International Airport is 6 miles away
Limited on-site parking available at $30 per night
“This Key West property cultivates a lush, tropical atmosphere that feels both intimate and accessible. The bungalow-style accommodations offer a charming, historic counterpoint to the lively Duval Street scene, which is easily walkable. I especially appreciate the multiple pools and bar areas, which create a relaxing, social vibe.”
Isabella MooreSenior Editorial Director at Petfriendlyhotels
Select your room type
Cozy rooms, spacious suites, and family-friendly homes, all with flexible cancellation policies & special deals
Annex Mobility
2 persons
27 sq. feet
1 King-size bed
Air conditioning
room details
Maloney King
2 persons
38 sq. feet
1 King-size bed
Air conditioning
Bathtub
room details
Truman King Patio
2 persons
33 sq. feet
1 King-size bed
Air conditioning
room details
Show all rooms
Price and room availability calendar
Check availability and rates for your selected dates!
July 2026 - July 2027
Sun
Mon
Tue
Wed
Thu
Fri
Sat
July 2026
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
2
August 2026
27
28
29
30
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
2
3
4
5
6
September 2026
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
1
2
3
4
October 2026
28
29
30
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
November 2026
26
27
28
29
30
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
1
2
3
4
5
6
December 2026
30
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
2
3
January 2027
28
29
30
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
February 2027
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
March 2027
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
2
3
4
April 2027
29
30
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
1
2
May 2027
26
27
28
29
30
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
2
3
4
5
6
June 2027
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
1
2
3
4
Choose dates to see prices
Check-in/ Check-out
Facilities
Enjoy premium amenities for a relaxing stay with your pet
Facilities: Great
8.4/10Review score
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
Luggage storage
Smoke detectors
Fire extinguishers
Key access
Services
Pet amenities available
Housekeeping
Tours/Ticket assistance
Dining
Bar/ Lounge area
Picnic area/ Tables
Children
Cots
Facilities for people with disabilities
Toilet for disabled
Bathroom for disabled
Spa & Leisure
Outdoor heated swimming pool
Garden area
Room features
Air conditioning
Terrace
Garden furniture
Ironing facilities
Bathroom
Free toiletries
Show more
Winslow'S Bungalows - Key West Historic Inns Location
725 Truman Avenue, Key West, 33040,
Explore Key West
Explore Key West
Top Attractions
Activities
Dining
Entertainment
The Ernest Hemingway Home and Museum
8 minutes' walk
A historic house museum showcasing Hemingway's life and work, with guided tours and beautiful gardens.
Duval Street
11 minutes' walk
Key West's vibrant main street, filled with shops, bars, and restaurants, perfect for local culture and nightlife.
Southernmost Point
12 minutes' walk
An iconic buoy marking the southernmost point in the continental U.S., popular for photo opportunities.
Key West Lighthouse and Keeper's Quarters Museum
7 minutes' walk
A historic lighthouse with panoramic views of Key West, showcasing maritime history and the lives of past keepers.
Snorkeling Tours
5-minute drive
Adventure awaits with local snorkeling charters showcasing vibrant reefs and marine life. Reservations recommended.
Yoga on the Beach
11 minutes' walk
Relaxing oceanfront yoga sessions offered at local beaches-great way to unwind. Check seasonal schedules for classes.
Better Than Sex
3 minutes' walk
A creative dessert bar with a sultry ambiance, featuring decadent desserts and themed cocktails. Reservations recommended.
Seven Fish
4 minutes' walk
A casual eatery serving fresh local seafood with a twist. Signature dishes include fish tacos and homemade sauces.
Duffy's Steak & Lobster House
3 minutes' walk
A relaxed steakhouse offering premium cuts and fresh seafood. Known for its vibrant bar scene and upscale yet casual vibe.
Sloppy Joe's
10 minutes' walk
A lively bar renowned for live music, tropical cocktails, and a storied history dating back to the 1930s.
Key West Theater
5-minute drive
A venue hosting live performances, concerts, and events across diverse genres, suitable for all ages.
Getting around
<br />
City Centre
Key West 18 min · 5000 ft
Airports
Key West International (EYW) 8 min · 3.1 mi
Looking for exclusive early booking discounts?
Unlock special rates for your next adventure with your pet today!
Check Rates
Property information and rules
Check-in
from 16:00-23:59
Check-out
until 11 am
Guest Parking
Private parking is possible on site at true.
Internet
Wireless internet is available in the entire hotel for free.
Breakfast
The hotel Winslow'S Bungalows - Key West Historic Inns serves a full breakfast for free.
Children & extra beds
There are no extra beds provided in a room.
Pets
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
Reviews and Ratings
Feedback about Winslow'S Bungalows - Key West Historic Inns from previous guests about their experience.
Review score
Based on 1371 verified reviews
8.9 /10
Great
89 %
Recommend
Cleanliness
8.6/10
Comfort
8.6/10
Facilities
8.4/10
Free WiFi
7.8/10
Location
9.3/10
Staff
9.0/10
Value for money
7.5/10
Pros
Heart of city
Authentic style
Well-kept grounds
Cons
Poor breakfast
Guest reviews
based on 256 reviews
4.5/5
based on 1233 reviews
8.4/10
No reviews yet on our siteUnfortunately, our guests have not yet left any reviews for this hotel, but you can read reviews from Booking.com.
Open reviews
Show more reviews
FAQs
About Winslow'S Bungalows - Key West Historic Inns
What are the check-in and check-out times at Winslow'S Bungalows - Key West Historic Inns?
Check-in is at 16:00 and check-out is by 11:00.
How far is Winslow'S Bungalows - Key West Historic Inns from Key West International Airport?
The hotel is located 5 km from Key West International Airport.
What popular attractions are near Winslow'S Bungalows - Key West Historic Inns?
Nearby attractions include the Southernmost Point (1 km), The Ernest Hemingway Home and Museum (1 km), and Key West Butterfly and Nature Conservatory (1 km).
Does Winslow'S Bungalows - Key West Historic Inns offer any swimming pools?
The hotel features three outdoor swimming pools that are open all year round.
What amenities are provided in the rooms at Winslow'S Bungalows - Key West Historic Inns?
Rooms include air conditioning, a flat-screen TV, a small refrigerator, and a private bathroom with hairdryers and free toiletries.
Is breakfast included at Winslow'S Bungalows - Key West Historic Inns?
A complimentary continental breakfast is served each morning by the pool.
Are there any dining options at Winslow'S Bungalows - Key West Historic Inns?
The hotel features a poolside bar and is within walking distance to dining options such as Better Than Sex (0.5 km), Bobby's Monkey Bar (0.5 km), and Camille's Restaurant (0.5 km).
Is parking available at Winslow'S Bungalows - Key West Historic Inns?
On-site parking is available for a surcharge of 30 USD per day.
What types of services does Winslow'S Bungalows - Key West Historic Inns offer?
The hotel provides concierge services, luggage storage, and complimentary Wi-Fi access.
Is Winslow'S Bungalows - Key West Historic Inns suitable for families?
The hotel is family-friendly, featuring spacious accommodations and amenities like cots.
What recreational activities are available near Winslow'S Bungalows - Key West Historic Inns?
Guests can enjoy water activities such as jet skiing, kayaking, and scuba diving nearby.
How far is Winslow'S Bungalows - Key West Historic Inns from Duval Street?
The hotel is located 800 meters from Duval Street.