Winslow'S Bungalows - Key West Historic Inns – Family Hotel in Key West | From 423$/Night

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About the Hotel

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

“"The location is a perfect blend of tranquility and accessibility!"”view full review

Historic Accommodations

Winslow's Bungalows offers 37 rooms across historic structures including the 1854 Maloney House. Rooms feature high-speed Wi-Fi, flat-screen TVs, air conditioning, security safes, and private bathrooms with hairdryers. Superior and deluxe rooms include mini-fridges and additional space. The Treehouse Suite provides a separate living area and balcony, while the Maloney room includes a soaking tub.

Dining and Refreshments

Chef Mike's continental breakfast is served daily from 8 AM to 10 AM at Bungalows Bar, featuring organic hard-boiled eggs, house-made pastries, and wellness juice shots. The Bungalow Bar operates weekdays 11 AM-7 PM and weekends 8 AM-7 PM, serving poolside bites, specialty cocktails, and bottomless mimosas from 8 AM-10 AM on weekends. Afternoon poolside refreshers include frozen grapes and fresh mango.

Recreation and Entertainment

The property features 3 outdoor swimming pools, hammocks, swings, and a sun terrace with lounge chairs. Live music includes open mic nights, acoustic performers, and violinists at the Bungalow Bar. Water adventures such as jet skiing, kayaking, and scuba diving are available nearby. The Elizabeth Annex offers a private pool and sun deck for group getaways.

Key West Location

Located in Key West Historic District, the hotel is an 8-minute walk from The Ernest Hemingway Home and Museum and 10 minutes from Key West Butterfly and Nature Conservatory. Duval Street restaurants and shopping are within five blocks. Smathers Beach and Fort Zachary Taylor State Park are an 8-minute drive away. Key West International Airport is 5 km from the property.

Hotel Services

Services include concierge assistance, complimentary continental breakfast, two welcome drinks at Bungalows Bar, and yoga mats. Limited on-site parking is available for $30 per night. Pets are welcome for $50 per night. The property offers free WiFi access, a 24-hour front desk, luggage storage, and complimentary wireless Internet throughout.

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Choose from a variety of room types

Choose from a wide variety of rooms designed for families, including double rooms, family suites, and rooms with breakfast included

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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Availability and pricing for your selected dates

Book your family’s getaway in a snap with up-to-date availability and pricing!

Tips on navigating the city

Access a full list of transport options to make getting around with your family easy

City Centre

Key West 1.5 km

Airports

Key West International (EYW) 5.0 km

Facilities

Each family-friendly hotel provides top-notch amenities for an unforgettable stay with your loved ones

Delicious Breakfast Options

“I absolutely enjoyed the breakfast offerings during my stay! The fresh juice, yogurt bar, and wellness shots were particularly good. It was light yet fulfilling, and I appreciated the rotating selections that kept each morning exciting.” view full review

Spacious Bathroom Bliss

“The bathroom in our room was impressively spacious and well-equipped. The walk-in shower was perfect for relaxing after a long day, and the airy design enhanced the overall sense of comfort in our accommodation.” view full review

Cozy and Comfortable

“Our bedroom was incredibly cozy, with a super comfortable king-size bed, made our nights restful. Despite being in a quaint bungalow, there was ample drawer space to keep everything organized, great to feel at home.” view full review

Refreshing Pool Experience

“The pools were a fantastic feature of this hotel! I loved spending time at the heated pool with a peaceful escape perfect for unwinding after exploring. It was a serene space with clean surrounds that really enhanced our leisure time.” view full review

General

Non-smoking rooms
Free Wi-Fi
On-site car park
Handicap 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

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Winslow'S Bungalows - Key West Historic Inns – A Favorite for Families in Key West

About the Hotel

Historic Accommodations

Dining and Refreshments

Recreation and Entertainment

Key West Location

Hotel Services

Choose from a variety of room types

Availability and pricing for your selected dates

Tips on navigating the city

Facilities

General

Services

Dining

Children

Facilities for people with disabilities

Spa & Leisure

Room features

Bathroom

Location

Next best alternative