Winslow's Bungalows - Key West Historic Inns

4.0 star property
Hotel with 3 outdoor swimming pools, a short walk to Duval Street

Photo gallery for Winslow's Bungalows - Key West Historic Inns

3 outdoor pools, open 7:00 AM to 10:00 PM, pool loungers
Room (Winslet) | Exterior
Interior entrance
Front of property
Room (Truman)

Reviews

9.2 out of 10
Wonderful

Popular amenities

  • Bar
  • Pet-friendly
  • Breakfast included
  • Parking available
  • Housekeeping
  • Pool
The current price is NZ$397
includes taxes & fees
1 Oct - 2 Oct

Explore the area

View map
725 Truman Avenue, Key West, FL, 33040
  • Place, Duval Street
    ‪6 min walk‬
  • Place, South Beach
    ‪9 min walk‬
  • Place, Southernmost Point
    ‪11 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪8 min drive‬

Room options

Tree House (Suite)

10.0 out of 10
Exceptional
(1 review)

Highlights

Furnished patio
Separate sitting area
Individually furnished
Individually decorated
Air conditioning
Heating
Free cots/infant beds
Mini-fridge
  • 39 sq m
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed

Bungalow

9.6 out of 10
Exceptional
(4 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
Free cots/infant beds
Mini-fridge
LED TV
Premium bedding
  • 22 sq m
  • Sleeps 2
  • 1 King Bed

Room (Winslet)

9.0 out of 10
Wonderful
(41 reviews)

Highlights

Patio
Individually furnished
Individually decorated
Air conditioning
Heating
Free cots/infant beds
Mini-fridge
LED TV
  • 17 sq m
  • Sleeps 2
  • 1 King Bed

Room (Truman)

10.0 out of 10
Exceptional
(1 review)

Highlights

Patio
Individually furnished
Individually decorated
Air conditioning
Heating
Free cots/infant beds
Mini-fridge
LED TV
  • 46 sq m
  • Sleeps 3
  • 1 King Bed and 1 Twin Sofa Bed

Room (Maloney)

10.0 out of 10
Exceptional
(1 review)

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
Free cots/infant beds
Mini-fridge
LED TV
Premium bedding
  • 37 sq m
  • Sleeps 2
  • 1 King Bed

Room, Mobility Accessible (Winslow)

9.6 out of 10
Exceptional
(12 reviews)

Highlights

Patio
Individually furnished
Individually decorated
Air conditioning
Heating
Free cots/infant beds
Mini-fridge
LED TV
  • 29 sq m
  • Sleeps 2
  • 1 King Bed

Room, Mobility Accessible (Annex)

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
Free cots/infant beds
Mini-fridge
LED TV
Premium bedding
  • 29 sq m
  • Sleeps 2
  • 1 King Bed

Room (Blue Parrot)

8.8 out of 10
Excellent
(8 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
Free cots/infant beds
Mini-fridge
LED TV
Premium bedding
  • 22 sq m
  • Sleeps 4
  • 2 Queen Beds

Room (Winslow)

8.8 out of 10
Excellent
(31 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
Free cots/infant beds
Mini-fridge
LED TV
Premium bedding
  • 22 sq m
  • Sleeps 2
  • 1 King Bed

Room (Annex)

9.8 out of 10
Exceptional
(7 reviews)

Highlights

Furnished balcony or patio
Individually furnished
Individually decorated
Air conditioning
Heating
Free cots/infant beds
Mini-fridge
LED TV
  • 22 sq m
  • Sleeps 2
  • 1 King Bed

Room (Key Lime)

8.0 out of 10
Very good
(3 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
Free cots/infant beds
Mini-fridge
LED TV
Premium bedding
  • 22 sq m
  • Sleeps 2
  • 1 Queen Bed

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About the area

Key West

Winslow's Bungalows - Key West Historic Inns puts you in the heart of Key West, within just a 10-minute stroll of popular attractions like Duval Street and Ernest Hemingway Home and Museum. Highlights at this hotel include free continental breakfast, a poolside bar and a bar/lounge. .Bungalow Bar serves American cuisine. Enjoy access to 3 outdoor swimming pools along with pool loungers. Other amenities include free Wi-Fi in public areas, coffee/tea in a common area and a microwave in a common area. Each morning free breakfast is served. Bring your pet along and take advantage of this property's pet-friendly amenities, such as food and water bowls. There's also the convenience of self parking. .Attractions within a 15-minute walk of this 4-property class Old Town Key West hotel include South Beach and Southernmost Point.

What's nearby

  • Duval Street - 6 min walk - 0.6 km
  • Ernest Hemingway Home and Museum - 8 min walk - 0.7 km
  • South Beach - 9 min walk - 0.8 km
  • Southernmost Point - 11 min walk - 1.0 km
  • Mallory Square - 3 min drive - 1.7 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 9 min drive

Restaurants

  • ‪El Siboney Restaurant - ‬6 min walk
  • ‪Nine One Five - ‬6 min walk
  • ‪Better Than Sex - ‬4 min walk
  • ‪Viva Argentinian Steakhouse - ‬7 min walk
  • ‪Tropical Drinks - ‬6 min walk

About this property

Winslow's Bungalows - Key West Historic Inns

Hotel with 3 outdoor swimming pools, a short walk to Duval Street
Winslow's Bungalows - Key West Historic Inns offers its guests 3 outdoor swimming pools. You can enjoy a drink at one of the bars, which include a poolside bar and a bar/lounge. Free breakfast is available daily. WiFi is free in public spaces.

Winslow's Bungalows - Key West Historic Inns also features tour/ticket assistance, a garden, and coffee/tea in common area. Parking is available for a fee.

This 4-star Key West hotel is smoke free.

  • 85 guestrooms or units
  • 2 levels
  • 15 buildings
  • Built in 1857
  • Continental breakfast (free)
  • Poolside lounge chairs
  • Coffee in lobby
  • Front desk (limited hours)
  • Storage area for luggage
  • Tour and ticket information
  • Concierge
  • Garden
  • No smoking on site
  • Microwave in a common area
  • Water dispenser
  • Bar or lounge
  • Bar by the pool
Winslow's Bungalows - Key West Historic Inns offers 85 accommodations, which are accessible via exterior corridors and feature a safe and complimentary bathrobes. Each accommodation is individually furnished and decorated. Beds feature premium bedding. 55-inch LED televisions come with cable channels. Bathrooms include designer toiletries, complimentary toiletries and hairdryers.

This Key West hotel provides complimentary wireless Internet access. Business-friendly amenities include telephones along with free local calls (restrictions may apply). Housekeeping is offered on a daily basis and an iron/ironing board can be requested.

Similar properties

Property amenities

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: Free WiFi

Parking and transport

  • Parking on site (USD 30 per day; includes in/out privileges)

Food and drink

  • Free continental breakfast available daily 8:00 AM to 11:00 AM
  • A bar/lounge
  • A poolside bar
  • Coffee and tea in common areas

Restaurants on site

  • Bungalow Bar

Things to do

  • 3 outdoor pools

Family friendly

  • 3 outdoor pools
  • In-room cot
  • Mini-fridge

Conveniences

  • Limited-hour front desk
  • Luggage storage
  • Shared microwave
  • Water dispenser

Guest services

  • Concierge services
  • Housekeeping (daily)
  • Tour and ticket assistance

Outdoors

  • Garden
  • Outdoor furniture
  • Pool loungers

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Front entrance ramp
  • Hardwood flooring in room
  • Pool hoist on site
  • Upper floors accessible by stairs only
  • Well-lit path to entrance
  • Wheelchair accessible (may have limitations)
  • Wheelchair-accessible path of travel
  • Wheelchair-accessible pool
  • Wheelchair-accessible registration desk (76 centimetre high)

More

  • 15 buildings
  • 2 floors
  • At least 80% lighting from LEDs
  • Built in 1857
  • Comprehensive food waste policy
  • Eco-friendly cleaning products used
  • Locally-owned and organised tours and activities
  • Smoke-free property
  • Vegan dining options
  • Vegetarian dining options
  • Water dispenser usage encouraged

Room amenities

Bedroom

  • Free cot
  • Premium bedding

Bathroom

  • Designer toiletries
  • Dressing gowns
  • Hair dryer
  • Private bathroom
  • Shampoo
  • Soap
  • Toilet paper
  • Toothbrush and toothpaste (on request)
  • Towels provided

Entertainment

  • 55-inch LED TV with cable channels

Food and drink

  • Mini-fridge

More

  • Access via exterior corridors
  • Air conditioning (climate-controlled)
  • Ceiling fan
  • Cleaning products are eco-friendly
  • Eco-friendly toiletries
  • Free local calls
  • Heating
  • Individual decor
  • Individual furnishings
  • Iron/ironing board on request
  • LED lighting
  • Phone
  • Recycling
  • Safe
  • Water-efficient showers
  • Water-efficient toilets

Policies

Check-in

Check-in start time: 4:00 PM; check-in end time: anytime
Minimum check-in age - 21

Check-out

Check-out before 11 AM

Special check-in instructions

The front desk is open daily from 7:00 AM - 11:00 PM
Front desk staffed during limited hours
For any questions, please contact the property using the information on the booking confirmation

Access methods

Front desk (limited hours)

Pets

  • Pets: USD 50 per pet, per night
  • Food and water bowls are available
  • Service animals are exempt from fees.

Children and extra beds

  • Children are welcome.
  • Rollaway/extra beds are not available.
  • Free cots (infant beds)!

Payment types

Important information

Fees

Guests will be asked to pay the following charges at the property:

  • Deposit: USD 50 per accommodation, per night

We've listed all charges provided to us by the property.

Optional extras

The fees and deposits listed below will be charged at the time of service, check-in, or check-out.

  • Self-parking fee: USD 30 per day (in/out privileges)
  • Pet fee: USD 50 per pet, per night
  • Service animals are exempt from fees

This may not be a comprehensive list. Fees and deposits are subject to change and might not include tax.

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
The name on the credit card used at check-in to pay for incidentals must be the primary name on the guestroom reservation
This property accepts credit cards; cash is not accepted
This property uses eco-friendly cleaning products
Safety features at this property include a carbon monoxide detector, a fire extinguisher, a smoke detector and outdoor lighting
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
Please note that cultural norms and guest policies may differ by country and by property; the policies listed are provided by the property
Charges for extra guests may apply and vary according to property policy.
A credit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children. If you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room. The name on the credit card used at check-in to pay for incidentals must be the primary name on the guest room reservation. This property accepts Visa, Mastercard, American Express, Discover and Diners Club. Cash is not accepted. This property uses eco-friendly cleaning products.
    For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector and outdoor lighting in all accommodation.

We should mention

  • Pool access available from 7:00 AM to 10:00 PM
  • This property welcomes guests of all sexual orientations and gender identities (LGBTQ+ friendly).

Property is also known as

Key Lime Inn
Lime Inn
Lime Key Inn
Key Lime Hotel Key West
Key Lime Inn Key West
Key Lime Key West

Frequently asked questions

What is the cancellation policy at Winslow's Bungalows - Key West Historic Inns?

Winslow's Bungalows - Key West Historic Inns offers free cancellation on select room rates. Check out the cancellation policy for more info.

How much does it cost to stay at Winslow's Bungalows - Key West Historic Inns?

As of 29 Sept 2025, prices found for a 1-night stay for 2 adults at Winslow's Bungalows - Key West Historic Inns on 1 Oct 2025 start from NZ$397.43, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is parking available at Winslow's Bungalows - Key West Historic Inns?

Yep, Winslow's Bungalows - Key West Historic Inns has a self car park with in/out privileges for USD 30 per day.

Are there any beaches close to Winslow's Bungalows - Key West Historic Inns?

Yep, Winslow's Bungalows - Key West Historic Inns is a short 11-minute walk from South Beach. Fun beach activities include jet skiing, snorkelling and scuba diving. You can also find motor boats and boat tours.

Does Winslow's Bungalows - Key West Historic Inns have a pool?

Yep, and guests love it! Winslow's Bungalows - Key West Historic Inns has 3 outdoor swimming pools. Grab your bathers and lounge poolside while enjoying on a lounger and with a coldie from the bar. The pool is open 7:00 AM to 10:00 PM.

What makes Winslow's Bungalows - Key West Historic Inns a romantic place to stay?

Garden-view dining and a lounge bar, as well as premium bedding in the guestrooms, all help set the scene for a romantic weekend at Winslow's Bungalows - Key West Historic Inns.

Is Winslow's Bungalows - Key West Historic Inns family-friendly?

You bet! With amenities such as 3 outdoor pools, as well as free infant beds in the guestrooms, it's no surprise that Winslow's Bungalows - Key West Historic Inns is a hit with families.

Does Winslow's Bungalows - Key West Historic Inns serve breakfast?

Yeah, visitors adore the free continental brekkie here! Served daily from 8:00 AM to 11:00 AM, this is the perfect spot to fuel up for a day full of adventure.

Is there a free airport shuttle available at Winslow's Bungalows - Key West Historic Inns?

No, Winslow's Bungalows - Key West Historic Inns does not offer an airport shuttle service.

Is there a bar or restaurant at Winslow's Bungalows - Key West Historic Inns?

Yep, they've got a lounge bar and an onsite restaurant that serves American cuisine. Pre dinner cocktails anyone?

What time are check-in & check-out at Winslow's Bungalows - Key West Historic Inns?

Check-in begins at 4:00 PM. Check-out time is 11 AM.

Are pets allowed at Winslow's Bungalows - Key West Historic Inns?

Furry friends are welcome at Winslow's Bungalows - Key West Historic Inns, with food and water bowls on offer.

Reviews

Winslow's Bungalows - Key West Historic Inns Reviews

9.2

Wonderful

9.4/10

Cleanliness

9.4/10

Staff & service

9.2/10

Amenities

9.2/10

Property conditions & facilities

9.2/10

Eco-friendliness
Rating 10 - Excellent. 739 out of 1018 reviews
Rating 8 - Good. 160 out of 1018 reviews
Rating 6 - Okay. 69 out of 1018 reviews
Rating 4 - Poor. 33 out of 1018 reviews
Rating 2 - Terrible. 17 out of 1018 reviews

Reviews

4/10 Poor

Lindsay

Travelled with partner
Disliked: Cleanliness, staff & service, amenities
I’ve been to Key West several times and I have to say I’m very disappointed with the hotel in general. Our room was not featured in any photos on the website, and I dont feel there was an accurate depiction of the rooms at all. The room was dirty upon arrival and the headboard was especially disgusting. The room was a closet, and barely enough room to walk around the bed. Every day, for 3 days in a row I had to ask for pool towels as nothing was stocked by the pool. I feel for what I paid it did not reflect my expectations. The staff was friendly unfortunately that was the hotels only real redeeming quality.
Stayed 4 nights in Jun 2025

10/10 Excellent

Ada

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Jun 2025

10/10 Excellent

Tatiana, Calgary

Liked: Cleanliness, staff & service, property conditions & facilities
Amazing place with excellent service and very friendly people. Would recommend it to everyone and definitely be back.
Stayed 7 nights in Jun 2025

10/10 Excellent

William A

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Breakfast was fresh with many options. Staff are friendly. Quiet property but walkable to nightlife, shopping and dining. We loved that our room had a private balcony and sitting area to relax outside our room. The large walk in closet and spacious bathroom was nice. Be sure if you can’t do stairs to make a note when reserving because many rooms are up narrow staircases.
Stayed 5 nights in Jun 2025

8/10 Good

darrell

Liked: Cleanliness, amenities, property conditions & facilities
Great area and great place to stay!
Stayed 4 nights in Jun 2025

8/10 Good

kelly

Travelled with partner
Liked: Cleanliness, staff & service, property conditions & facilities
The pool was out of order for 2 days of stay. There are 2 on the property. We stayed for 5 days and the sheets were not changed. The room did not smell fresh upon entering. I know things are humid and this can contribute to mustiness. We enjoyed the experience overall. The breakfast each morning was very nice.
Stayed 2 nights in Jun 2025

10/10 Excellent

William

Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Everything was beautiful and amazing about Winslow Bungalow! It felt like being at a resort! The grounds were gorgeous! The Staff were friendly and accommodating! The food and drinks were delish! The room was clean and comfortable! We will be back!
Stayed 4 nights in Jun 2025

10/10 Excellent

Barbara

Travelled with family, Travelled with partner
Liked: Cleanliness, amenities, property conditions & facilities
The property was quaint, private and well kept with lush, tropical foliage. The staff was friendly and welcoming. They were very accommodating allowing us early check-in with our arrival on the ferry. The "welcome drinks" at the bar was a nice touch that was thoroughly enjoyed. Breakfast was wonderful with alot of choices and many healthy options. Rooms were comfortable. Location close and convenient, within walking distance, of many attractions, restaurants and shops. Loved our stay and there will definitely be a return trip
Stayed 2 nights in Jun 2025

10/10 Excellent

Eva

Travelled with partner
Loved it!
Stayed 4 nights in Jun 2025

8/10 Good

Kevin

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Property is turn of the century Florida, which we loved. Flooring had some weak spots in the bedroom. The room was updated. Loved the sitting areas outside the rooms and variety of swimming pool options on site.
Stayed 4 nights in Jun 2025

10/10 Excellent

Verified traveller

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Great place to stay

Amazing accommodations. Loved the cute little bungalow we were in with a front porch. Staff was friendly and responsive.
Stayed 3 nights in Jun 2025

10/10 Excellent

Sean Stein

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 3 nights in May 2025

8/10 Good

SILETE

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Service was good but room #79 near the pool isn't well located.
Stayed 1 night in Jun 2025

10/10 Excellent

Shawna

Travelled with partner
Liked: Cleanliness, amenities, property conditions & facilities
Beautiful oasis in the heart of Old Town Key West. The staff was friendly and helpful, from the front desk at check in to the bartenders, to the pool and custodial staff. The three pools form hubs from which the rooms and amenities branch off. Staying in the Annex was a smart choice as we could retreat there and be just off a pool or wander not too far back to one of the two main pools by the bar and lobby. My only critique is that the bed and pillows were too soft for my liking and they didn't advertise options to swap them out. Being a bit creaky on vacation (even without all the walking through town) isn't that pleasant. Thankfully a float in the pool and ocean helps. But the AC going on and off through the night was also frustrating. It was very loud for a fairly luxury place. Replacing it with something quieter would go a long long way. Otherwise, I'd come back next time we head to the Keys!
Stayed 3 nights in Jun 2025

10/10 Excellent

Colleen

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Staff was great & property was beautiful.
Stayed 3 nights in Jun 2025

10/10 Excellent

Jamie

Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The property was in excellent shape, the amenities were lovely and the staff was friendly.
Stayed 4 nights in Jun 2025

8/10 Good

Johnathan, Mentor on the Lake

Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Winslows gives the perfect Key West Vibe and is right on US1 (Truman) minutes away from pretty much everything in Old Town. My only issue is that bartender, Keith has an attitude as if he would rather be anywhere but there, unless he has a full bar, then he can turn on the proverbial charm. The rest of the staff is superb.
Stayed 4 nights in Jun 2025

10/10 Excellent

Jennifer

Travelled with group
Liked: Cleanliness, amenities, property conditions & facilities
This hotel was lovely! We stayed in the treehouse room. I would definitely visit again!
Stayed 2 nights in Jun 2025

10/10 Excellent

Jessica

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We went to Key West on a whim and I’m so happy we found this beautiful, intimate property. Beautifully decorated, very comfortable and near to everything. The front desk staff were incredibly friendly, and we used all of their recommendations. We had only planned one night in Key West before heading farther up the Keys, and we will come back again to stay at the Winslow. It was exactly what we needed for a spontaneous weekend away!
Stayed 1 night in Jun 2025

10/10 Excellent

Adam

Travelled with partner
Liked: Cleanliness, amenities, property conditions & facilities
Our stay here was magical! We arrived around midnight due to flight issues and were met by a friendly Manager to check us in. The grounds are gorgeous and there's little areas all over the property to tuck yourself away and read a book or enjoy a drink. We stayed in the Annex across the street. It was so cute and we had our own little pool all to ourselves the entire time. It's a very quick walk to the "main" pool by the bar and restaurant. The complimentary buffet for breakfast was wonderful and the drinks at the bar were delicious! I really appreciated the purified water stations for refilling our bottles. The location of the Winslow is hard to beat. Your right smack dab in the middle and can be anywhere on the island in 5 minutes to 15 minutes via bike. Definitely rent a bike, it's so much fun to cruise around!
Stayed 4 nights in Jun 2025

10/10 Excellent

Scott

Liked: Cleanliness, amenities, property conditions & facilities
The best in Key West.
Stayed 4 nights in Jun 2025

10/10 Excellent

Ada

Travelled with group
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
We had a wonderful stay!
Stayed 1 night in Jun 2025

10/10 Excellent

Bryan

Travelled with family
Liked: Cleanliness, amenities, property conditions & facilities
Great place to stay, staff was amazing, very close to everything .
Stayed 3 nights in Jun 2025

6/10 Okay

Tatiana, Miami

Travelled with family
Liked: Amenities
The property is beautiful but the room we had definitely needed some repairs.
Stayed 1 night in Jun 2025

10/10 Excellent

Candy

Travelled with partner
Liked: Cleanliness, amenities, property conditions & facilities
When we arrived our bank flagged our account for fraud, the staff was super understanding and patient until we got it figured out.
Stayed 5 nights in Jun 2025