Winslow'S Bungalows - Key West Historic Inns | Pet Friendly Stay in Key West

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Key details

About the Hotel

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

Close to South Beach

Great

8.6

9.1

/10

5.0

4.1

Loved by 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

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"Each seems to have its own private outdoor space which is nice."

Elyse from Canada

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"The lush greenery/landscape is beautiful and well maintained."

Tracey from United States

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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

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Highlights from guests

Guest ParkingParking Paradise

Off-street parking was a gem. It felt safe and convenient, especially being so close to the main attractions.

George from Canada

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DiningBreakfast Bonus

Breakfast was more than continental. The Colombe coffee was great. A perfect start before exploring!

Shona M from United Kingdom

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BathroomLuxe Bath

The bathroom was spacious and clean. I enjoyed the luxe brand bath products. The shower was powerful.

Alice B from Australia

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Spa & LeisurePool Perfection

There are three pool options. One pool was comfortably heated and the pool areas were very nice and clean.

Kevin R from United States

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Select your room type

Cozy rooms, spacious suites, and family-friendly homes, all with flexible cancellation policies & special deals

Annex Mobility

2 persons

27 m²

1 King-size bed

Air conditioning

room details

Maloney King

2 persons

38 m²

1 King-size bed

Bathtub

Air conditioning

room details

Truman King Patio

2 persons

33 m²

1 King-size bed

Air conditioning

room details

Winslow

2 persons

14 m²

1 King-size bed

Air conditioning

room details

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Facilities

Enjoy premium amenities for a relaxing stay with your pet

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

Location

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

Map view

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

City landmarks

Square

Mallory Square

1.8 km

Museum

The Ernest Hemingway Home and Museum

620 m

Landmark

Duval Street

900 m

Museum

Truman Little White House

1.7 km

Landmark

Southernmost Point

920 m

Nature reserve

Key West Butterfly and Nature Conservatory

860 m

Landmark

USCGC Ingham Maritime Museum

1.6 km

Monument

Southernmost Point of the Continental US

1.1 km

Aquarium

Key West Aquarium

1.7 km

Garden

Nancy Forrester's Secret Garden

660 m

Museum

Key West Shipwreck Treasure Museum

1.7 km

Event hall

San Carlos Institute Casa Cuba

1.0 km

Landmark

Curry Mansion

1.3 km

Gallery

The Studios of Key West

820 m

Museum

Ripley's Believe It or Not

1.6 km

Museum

Mel Fisher Maritime Heritage Museum

1.6 km

Garden

Audubon House and Tropical Gardens

1.6 km

Museum

Florida Keys Eco-Discovery Center

1.5 km

Nearby

Cemetery

Key West Cemetery

490 m

Church

Saint Mary Star of the Sea

80 m

938 Whitehead St

Key West Lighthouse and Keeper's Quarters Museum

550 m

Museum

Key West Firehouse Museum

340 m

South Street Corner of South and Whithead Streets

Statue Of Bishop Albert Kee

530 m

1100 Simonton St

Historic E. H. Gato Building

280 m

Museum

Tennessee Williams Key West Exhibit

330 m

Gallery

Wild Side Gallery

410 m

Gallery

Alan S Maltz Gallery

510 m

Gallery

Frangipani Gallery

450 m

Gallery

Island Arts Co-op

470 m

Gallery

Key West Pottery

490 m

Restaurants

Better Than Sex

230 m

926 Simonton Street

Duffy's Steak & Lobster House

220 m

1007 Simonton St

Seven Fish

290 m

921 Truman Ave

Meet Burger USA

300 m

517 Truman Ave

Camille's Restaurant

490 m

1202 Simonton St

Ocean Grill & Bar

550 m

1075 Duval St Duval Square

Origami Sushi Bar

560 m

1075 Duval St. Ste C3

Blackfin Bistro

420 m

918 Duval St

Sushi Song

370 m

925 Duval St

Point 5 Tapas & Wine Bar

450 m

915 Duval St

Explore Key West

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

City Centre

Key West18 min · 1.5 km

Airports

Key West International Airport (EYW)8 min · 5.0 km

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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 USD 30 per day.

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:

Former name

kimpton winslow's bungalows, an ihg hotel

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.