WINSLOW'S BUNGALOWS - KEY WEST HISTORIC INNS | Key West ★ Seaside Luxury & Beachfront Bliss

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About the Hotel

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

“The location was a peaceful retreat just steps from vibrant Duval Street.”view full review

Winslow'S Bungalows - Key West Historic Inns - A 4-star boutique hotel with three outdoor pools and historic charm

Winslow'S Bungalows - Key West Historic Inns offers 37 rooms in the historic Maloney House, built in 1854 and listed on the National Historic Register. The 4-star property features three outdoor pools, complimentary continental breakfast served by the pool, and high-speed Wi-Fi. Guests can explore Key West's attractions, including The Ernest Hemingway Home and Museum (8 minutes' walk) and Key West Butterfly and Nature Conservatory (10 minutes' walk). Rooms include flat-screen TVs, private baths, air conditioning, and safes, with superior and deluxe options offering mini-fridges and additional space. The Bungalow Bar serves poolside cocktails and light bites, while Duval Street's restaurants and shops are within five blocks. Limited on-site parking is available for $30 per night.

Pros

Three outdoor pools with lounge chairs and hammocks provide ample relaxation space.

Complimentary continental breakfast includes organic hard-boiled eggs and house-made pastries.

Central location near Duval Street, Hemingway Home, and Key West Butterfly Conservatory.

Pet-friendly accommodations available for an additional fee.

Historic charm with rooms in a 19th-century building on the National Register.

Cons

Limited on-site parking may require alternative arrangements.

No full-service restaurant, only a poolside bar with light fare.

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Annex Mobility

Max:

2 persons

295 sq. feet

Bed options:

1 King-size bed

Air conditioning

room details

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Maloney King

Max:

2 persons

410 sq. feet

Bed options:

1 King-size bed

Bathtub

Air conditioning

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Truman King Patio

Max:

4 persons

360 sq. feet

Bed options:

1 King-size bed

Air conditioning

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Prices and availability

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How to get around?

Explore our comprehensive transport guide

City Centre

Key West5000 ft

Airports

Key West International (EYW) 3.1 mi

Facilities

Enjoy modern comforts, from ocean-view suites to family-friendly options with breakfast included

Cozy Bungalow Vibe

“I absolutely loved our bungalow at Kimpton Winslow Bungalows! The Caribbean 50's vibe with a chic undertone made for a wonderfully unique atmosphere. The privacy of the bungalow was perfect, and the cozy bedding ensured an excellent night's sleep. My two dogs were treated with such kindness, made our stay even better.” view full review

Comfortable and Clean

“Our room was comfortable and quite clean, which added to our overall enjoyment. The king-size bed was perfect, great to relax after a long day of exploring. I did notice the bathroom could use some minor updates but overall it was well maintained, important during a vacation.” view full review

Relaxing Pool Experience

“The pool area at Winslow Bungalows was a highlight of our stay. It was inviting and not overcrowded, an excellent escape for some relaxation. We didn't get to use the pool as much due to the weather, but it looked great and I appreciated having access to hammocks around the pool for some quiet downtime.” view full review

Delicious Continental Breakfast

“I was kinda surprised by the morning continental breakfast. They offered a range of options, including some healthy choices alongside tasty pastries and fruits. The little wellness shots were a nice touch, too! It was a great way to kickstart our day before heading out for adventures.” 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
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

1.1 mi

Museum

The Ernest Hemingway Home and Museum

2100 ft

Landmark

Duval Street

3000 ft

Museum

Truman Little White House

1.0 mi

Landmark

Southernmost Point

3100 ft

Nature reserve

Key West Butterfly and Nature Conservatory

2900 ft

Landmark

USCGC Ingham Maritime Museum

1.0 mi

Monument

Southernmost Point of the Continental US

3500 ft

Aquarium

Key West Aquarium

1.1 mi

Garden

Nancy Forrester's Secret Garden

2200 ft

Museum

Key West Shipwreck Treasure Museum

1.1 mi

Event hall

San Carlos Institute Casa Cuba

3300 ft

Landmark

Curry Mansion

4200 ft

Gallery

The Studios of Key West

2700 ft

Museum

Ripley's Believe It or Not

5200 ft

Museum

Mel Fisher Maritime Heritage Museum

5300 ft

Garden

Audubon House and Tropical Gardens

5100 ft

Museum

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

Museum

Key West Firehouse Museum

1200 ft

South Street Corner of South and Whithead Streets

Statue Of Bishop Albert Kee

1800 ft

1100 Simonton St

Historic E. H. Gato Building

1000 ft

Museum

Tennessee Williams Key West Exhibit

1100 ft

Gallery

Wild Side Gallery

1400 ft

Gallery

Alan S Maltz Gallery

1700 ft

Gallery

Frangipani Gallery

1500 ft

Gallery

Key West Pottery

1600 ft

Gallery

Island Arts Co-op

1600 ft

Restaurants

Better Than Sex

800 ft

926 Simonton Street

Duffy's Steak & Lobster House

800 ft

1007 Simonton St

Seven Fish

1000 ft

921 Truman Ave

Meet Burger USA

1000 ft

517 Truman Ave

Camille's Restaurant

1700 ft

1202 Simonton St

Ocean Grill & Bar

1900 ft

1075 Duval St Duval Square

Origami Sushi Bar

1900 ft

1075 Duval St. Ste C3

Sushi Song

1300 ft

925 Duval St

Point 5 Tapas & Wine Bar

1500 ft

915 Duval St

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WINSLOW'S BUNGALOWS - KEY WEST HISTORIC INNS, Key West

About the Hotel

Winslow'S Bungalows - Key West Historic Inns - A 4-star boutique hotel with three outdoor pools and historic charm

Pros

Cons

Select your room type

Prices and availability

How to get around?

Facilities

General

Services

Dining

Children

Facilities for people with disabilities

Spa & Leisure

Room features

Bathroom

Location

Next best alternative