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From283US$ /night
Check-in
15May2025Select date
Check-out
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Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

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

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.

Winslow'S Bungalows - Key West Historic Inns: 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

Winslow'S Bungalows - Key West Historic Inns: Cons

- Key West International Airport is 6 miles away - Limited on-site parking available at $30 per night

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Cozy rooms, spacious suites, and family-friendly homes, all with flexible cancellation policies & special deals
Annex King Room
Max:
2 persons
295 sq. feet 
Bed options:
1 King Size Bed
Air conditioning
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King Room
Max:
2 persons
410 sq. feet 
Bed options:
1 King Size Bed
Bathtub
Air conditioning
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Guest Room
Max:
4 persons
360 sq. feet 
Bed options:
1 King Size Bed
Air conditioning
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Getting around

Easily find local transportation options to help you explore

City Center
Key West5000 ft
Airports
Key West International (EYW) 3.1 mi

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
  • Baggage storage
  • Smoke detectors
  • Fire extinguishers
  • Key access

Services

  • Pet amenities available
  • Housekeeping
  • Tours/Ticket assistance

Dining

  • Bar/ Lounge area
  • Picnic area/ Tables

Children

  • Cribs

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
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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
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
1800 ft
1100 Simonton St
Historic E. H. Gato Building
1000 ft
Museums
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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Check-in
15May2025Select date
Check-out
16May2025Select date
Rooms and Guests2 Guests, 1 Room