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Winslow's Bungalows - Key West Historic Inns

· Key West
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Stay typeHotel

Blue, Parlor

Blue, Parlor

Blue Parrot

This quadruple room features a private bathroom with a hairdryer, free toiletries, and bathrobes. It also includes air conditioning and a TV.

Blue Parrot, 2 Queen Beds

Blue Parrot, 2 Queen Beds

Bungalow

Bungalow

This air-conditioned double room includes a private bathroom with a hairdryer, TV, and complimentary toiletries and bathrobes. One bed is provided.

Bungalow, King Bed

Bungalow, King Bed

King Bed 240-270 Sq FtrnPrivate PatiornMini FridgernYoga MatsrnBath AmenitiesrnTurkish Robes

Classic, King Bed

Classic, King Bed

This 240 sq ft non-smoking room features 1 King Bed with premium bedding and bed sheets. Guests can enjoy free WiFi and a 55-inch LED TV with cable channels. A mini-fridge is provided for convenience. The private bathroom includes a shower, bathrobes, designer toiletries, and a hairdryer. Comfort is ensured with climate-controlled air conditioning, heating, and daily housekeeping. Practical amenities include a safe, phone, and an iron/ironing board (available on request), with free cribs also available on request. The room boasts hardwood flooring and is accessed via exterior corridors. Eco-friendly features include eco-friendly toiletries, cleaning supplies, a recycling bin, and LED light bulbs.

Elizabeth, King Bed, Annex

Elizabeth, King Bed, Annex

Elizabeth, King Bed, Annex, Accessible

Elizabeth, King Bed, Annex, Accessible

Located on Elizabeth St. our Annex is complete with pool and lush landscaping. Enjoy the Victorian architecture while you lounge on outdoor seating after a long day on Duval.

Essential

Essential

Key Lime, Queen Bed

Key Lime, Queen Bed

King Bed

King Bed

King Bed, Patio

King Bed, Patio

Maloney

Maloney

Maloney, King Bed

Maloney, King Bed

This spacious, air-conditioned double room features 1 bed and a private bathroom equipped with a bath and a hairdryer.

Premier, King Bed

Premier, King Bed

Premier, King Bed, Balcony or Patio

Premier, King Bed, Balcony or Patio

This 180-sq-foot, individually decorated non-smoking room features a King bed with premium bedding and bed sheets, and a private patio. Access is via exterior corridors. Enjoy free WiFi and a 55-inch LED TV with cable channels. A mini-fridge is provided for convenience. The private bathroom includes a shower, bathrobes, and designer, eco-friendly toiletries. Practical amenities include a safe, phone, and an iron/ironing board (available on request). Free cribs are also available on request. For comfort, the room offers climate-controlled air conditioning and heating, along with daily housekeeping. The room features hardwood flooring. Eco-friendly features include eco-friendly cleaning supplies, a recycling bin, and LED light bulbs.

Premium

Premium

Premium, King Bed

Premium, King Bed

Premium, King Bed, Bathtub

Premium, King Bed, Bathtub

Premium, King Bed, Patio

Premium, King Bed, Patio

Queen Bed

Queen Bed

room, 2 queen beds

room, 2 queen beds

This 240 sq ft non-smoking room offers two Queen beds with premium bedding. Guests can enjoy complimentary WiFi and a 55-inch LED TV with cable channels. A mini-fridge is provided for convenience. The private bathroom is equipped with a shower, bathrobes, designer toiletries, and a hairdryer. Comfort is ensured with climate-controlled air conditioning and heating, along with daily housekeeping. Practical amenities include a safe and phone, with an iron/ironing board and free cribs available upon request. The room features hardwood flooring and is accessed via exterior corridors. Committed to sustainability, it includes eco-friendly toiletries, cleaning supplies, a recycling bin, and LED light bulbs.

Room, Accessible

Room, Accessible

Room, Annex

Room, Annex

This air-conditioned double room includes a TV, a private bathroom with a hairdryer, bathrobes, and free toiletries. One bed is provided.

Room, Annex, Accessible

Air-conditioned double room with a private bathroom including a hairdryer. One bed.

Room Assigned on Arrival

Room Assigned on Arrival

Room, Double Bed

Room, Double Bed

This air-conditioned double room includes a TV, a private bathroom with a hairdryer, bathrobes, and free toiletries. One bed is provided.

Room, Double Bed, Accessible

Room, Double Bed, Accessible

Room, King Bed

Room, King Bed

This air-conditioned double room includes a private bathroom with a hairdryer, TV, and complimentary toiletries and bathrobes. One bed is provided.

Room, King Bed, Accessible

Room, King Bed, Accessible

This 312-sq-foot, individually decorated non-smoking room features 1 King Bed with premium bedding and bed sheets, and a private patio. Accessed via exterior corridors, the room offers climate-controlled air conditioning, heating, and daily housekeeping. Guests can enjoy free WiFi, a 55-inch LED TV with cable channels, and a mini-fridge. The private bathroom is equipped with a shower, bathrobes, designer and eco-friendly toiletries, and a hairdryer. Practical amenities include a safe, phone, and a recycling bin, with an iron/ironing board and free cribs available on request. The room is wheelchair accessible and features hardwood flooring, along with eco-friendly cleaning supplies and LED light bulbs.

Room, King Bed, Annex

Room, King Bed, Annex

This 240-sq-foot, individually decorated non-smoking room features 1 King Bed and hardwood flooring. It offers a furnished balcony or patio and is accessed via exterior corridors. Amenities include free WiFi, a 55-inch LED TV with cable channels, and a mini-fridge. The private bathroom is equipped with a shower, bathrobes, and designer toiletries. Guests will find a safe and phone, with an iron/ironing board and free cribs available upon request. Comfort is provided by climate-controlled air conditioning, heating, premium bedding, and daily housekeeping. The room also incorporates eco-friendly features such as eco-friendly toiletries, cleaning supplies, a recycling bin, and LED light bulbs.

Room, King Bed, Annex, Accessible

Room, King Bed, Annex, Accessible

This non-smoking room, measuring 312 sq feet, features 1 King Bed and hardwood flooring. Guests can enjoy free WiFi and a 55-inch LED TV with cable channels. A mini-fridge is provided. The room offers premium bedding, climate-controlled air conditioning, and heating, with daily housekeeping. The private bathroom includes a shower, bathrobes, and designer toiletries. Practical amenities include a safe and phone, with an iron/ironing board and free cribs available on request. The room is accessed via exterior corridors and features eco-friendly amenities such as toiletries, cleaning supplies, a recycling bin, and LED light bulbs.

Room, King Bed, Patio

Room, King Bed, Patio

Room, Queen Bed

Room, Queen Bed

Room, Single, Queen Bed

Room, Single, Queen Bed

This 240 sq ft non-smoking room features 1 Queen bed with premium bedding. Guests can enjoy free WiFi and a 55-inch LED TV with cable channels. A mini-fridge is provided for convenience. The private bathroom includes a shower, bathrobes, designer and eco-friendly toiletries, and a hairdryer. Comfort is ensured with climate-controlled air conditioning, heating, and daily housekeeping. Practical amenities include a safe, phone, and iron/ironing board (available on request), with free cribs also available on request. The room boasts hardwood flooring and is accessed via exterior corridors. Further eco-friendly features include eco-friendly cleaning supplies, a recycling bin, and LED light bulbs.

Standard

Standard

Standard, King Bed

Standard, King Bed

suite

suite

Suite, King Bed

Suite, King Bed

Suite, King Bed, Bathtub

Suite, King Bed, Bathtub

This non-smoking room offers 400 sq feet of space and features 1 King Bed with premium bedding and bed sheets. It includes a private bathroom with a separate bathtub and shower, bathrobes, and designer toiletries. Guests can enjoy a 55-inch LED TV with cable channels, free WiFi, and a mini-fridge. Practical amenities include a safe, phone, and iron/ironing board (on request), with free cribs available on request. The room provides climate-controlled air conditioning and heating, daily housekeeping, and hardwood flooring. It is accessed via exterior corridors and is equipped with eco-friendly toiletries, cleaning supplies, a recycling bin, and LED light bulbs.

Suite, King Bed, City View

Suite, King Bed, City View

Suite, King Bed, Sofa

Suite, King Bed, Sofa

This 500-sq-foot, individually decorated suite offers a bedroom layout with 1 King Bed and 1 Twin Sofa Bed, plus a private patio. Amenities include free WiFi, a 55-inch LED TV with cable channels, and a mini-fridge. Enjoy premium bedding and bed sheets, along with a private bathroom featuring a shower, bathrobes, hairdryer, and designer, eco-friendly toiletries. Practical features include a safe, phone, and iron/ironing board (on request); free cribs are also available on request. Comfort is provided by climate-controlled air conditioning, heating, and daily housekeeping. The suite has hardwood flooring and promotes eco-friendliness with eco-friendly cleaning supplies, a recycling bin, and LED light bulbs. This Non-Smoking suite is accessed via exterior corridors.

Tree House, Suite

Tree House, Suite

This suite includes a living room, separate bedroom, bathroom with bath and free toiletries, air conditioning, and a TV. It has two beds.

Tree House, Suite, King Bed

Tree House, Suite, King Bed

This 425-sq-foot, individually decorated room features a separate bedroom and sitting area, along with a furnished patio. Guests can enjoy free WiFi and a 55-inch LED TV with cable channels. A mini-fridge is provided. The room offers premium bedding and bed sheets, a private bathroom with bathrobes and eco-friendly toiletries. Practical amenities include a safe, phone, and iron/ironing board (available on request), with free cribs also available on request. Comfort is ensured with climate-controlled air conditioning, heating, and daily housekeeping. The room has hardwood flooring and is non-smoking. Eco-friendly features include eco-friendly cleaning supplies, a recycling bin, and LED light bulbs. Access to the room is via exterior corridors.

Truman, King Bed, Patio

Indulge in elevated luxury with Atelier Bloem amenities in a deep soaking tub. Experience the carefree vibes of Key West in this spacious and premium room, featuring a plush king bed for ultimate relaxation.

Winslet

This double room features a private bathroom with free toiletries, bathrobes, and a hairdryer. It is equipped with air conditioning, a TV, and includes 1 bed.

Winslet, King Bed

Winslet, King Bed

Winslow, Accessible

This double room features a private bathroom with a hairdryer, free toiletries, and bathrobes. It is equipped with air conditioning, a TV, and includes 1 bed.

Winslow, King Bed

Winslow, King Bed

Winslow, King Bed, Accessible

Winslow, King Bed, Accessible
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Accessible Facilities
Accessible Toilet
Airport
Beach
Bus/Train Station
Car Parking On-Site
City Centre
Facilities For Disabled Guests
Fire Extinguisher
Garden
Grab Bars
Green/Sustainable Hotel
Hand Sanitizer
Lgbtq Friendly
Lower Bathroom Sink
Nearest Bus / Metro Stop
Non-Smoking Rooms
Outdoor Pool
Parasailing Nearby
Parking
Pet-Friendly
Skydiving Nearby
Staff Trained In Safety Protocol
Ticket Services
24 Hour Check In
Air Conditioning
Bar
Bathrobe
Bikes Available
Cashless Payment Available
Cctv/Security
Complimentary Wifi Access
Concierge
Continental Breakfast
Entertainment Area
Free Wifi
Housekeeping-Daily
Payable Wifi
Pets Allowed
Restaurant
Swimming Pool- Outdoor

Winslow's Bungalows, located in the heart of Key West's Old Town, spans a lush, landscaped campus. Named for painter Winslow Homer, this expansive property blends historic Key West architectural styles with artful, bohemian interiors, featuring elegant touches like summer cane beds and European armoires. It offers an idyllic setting for couples, families, groups, and wedding parties. The hotel features 85 guestrooms, including two deluxe suites. Each room is thoughtfully designed to provide a comfortable, home-like atmosphere, equipped with a flat-screen cable TV, complimentary WiFi, a safe, ceiling fan, and a phone with free local calls. Select rooms also include a refrigerator and linen service. Private bathrooms come with a hairdryer and complimentary toiletries, with bathrobes available in some chambers. Daily housekeeping is provided. Guests can start their day with a complimentary continental breakfast, served daily from 8:00 AM to 11:00 AM. The Bungalow Bar, a poolside bar and lounge, offers American cuisine and garden views. Recreational facilities include three outdoor swimming pools, a sun terrace with lounge chairs, hammocks, and swings, all set amidst vibrant, landscaped gardens. Amenities and services include concierge assistance, luggage storage, and coffee/tea and a microwave in a common area. The reception operates with check-in from 4:00 PM and check-out until 11:00 AM, and offers ticket and tour assistance. On-site parking is available for a surcharge. The hotel maintains a completely smoke-free environment and accepts American Express, Euro/MasterCard, and Visa. English is spoken by staff. Winslow's Bungalows is centrally located, just a 5-minute walk (0.4 km) from Duval Street and approximately 800 meters from Florida Keys Beaches. The Ernest Hemingway Home and Museum is an 8-minute walk (0.6 km) away, while the Southernmost Point is about 1 km away. Key West International Airport (EYW) is 5.4 km from the property.

Key West

Key West

Check‑out

11:00

Check‑in

16:00

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