Winslow's Bungalows - Key West Historic Inns

Hotel with 3 outdoor pools, near Duval Street

Choose dates to view prices

Fri 21 Nov
Mon 24 Nov
November 2025
21
December 2025
3 outdoor pools, open 7:00 AM to 10:00 PM, pool loungers
Room (Winslet) | Exterior
Interior entrance
Front of property
Room (Truman) | Premium bedding, in-room safe, individually decorated
Winslow's Bungalows - Key West Historic Inns, near Duval Street, is a tranquil oasis. Savor continental breakfast in the garden or unwind at the poolside bar with sun loungers by one of three outdoor pools. Guests rave about the helpful staff and this hotel’s inviting atmosphere.
VIP Access
Wonderful

Popular amenities

  • Bar
  • Pool
  • Pet-friendly
  • Parking available
  • Free breakfast
  • Non-smoking

Main amenities (12)

  • Daily housekeeping
  • Near the beach
  • 3 outdoor pools
  • Self parking
  • Pool bar
  • Bar/lounge
  • Coffee/tea in a common area
  • Garden
  • Microwave in a common area
  • Water dispenser
  • Concierge services
  • Luggage storage

Feel at home (6)

  • Free cots/infant beds
  • Private bathroom
  • Cable/satellite TV service
  • Garden
  • Daily housekeeping
  • Pets allowed
£196
includes taxes & fees
16 Dec - 17 Dec

Why we love this property

Poolside paradise
Lounge by 3 outdoor pools at this hotel, where pool loungers offer the perfect relaxation spot. Sip drinks from the poolside bar and dine steps from the water.
Tasty poolside dining
Enjoy American cuisine with pool and garden views at this hotel's restaurant. Free breakfast includes vegan options. The bar awaits after dinner.
Snug dressing gown comfort
Premium bedding envelops guests in this hotel's individually decorated rooms. Plush dressing gowns add an extra touch of comfort.

Room options

Showing 11 of 11 rooms
Room (Winslet) | Exterior
Premium bedding, in-room safe, individually decorated
Premium bedding, in-room safe, individually decorated
Premium bedding, in-room safe, individually decorated

Room (Winslet)

Wonderful

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
Designer toiletries, hair dryer, bathrobes, towels
Room (Truman) | Premium bedding, in-room safe, individually decorated
Room (Truman) | Premium bedding, in-room safe, individually decorated
Premium bedding, in-room safe, individually decorated

Room (Truman)

Exceptional

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 Single Sofa Bed
Designer toiletries, hair dryer, bathrobes, towels
Premium bedding, in-room safe, individually decorated
Premium bedding, in-room safe, individually decorated
Premium bedding, in-room safe, individually decorated

Room (Maloney)

Exceptional

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
Free cots/infant beds
Mini-fridge
LED TV
Ceiling fan
  • 37 sq m
  • Sleeps 2
  • 1 King Bed
Designer toiletries, hair dryer, bathrobes, towels
Premium bedding, in-room safe, individually decorated
Premium bedding, in-room safe, individually decorated
Premium bedding, in-room safe, individually decorated

Room, Mobility Accessible (Winslow)

Exceptional

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
Designer toiletries, hair dryer, bathrobes, towels
Premium bedding, in-room safe, individually decorated
Premium bedding, in-room safe, individually decorated
Premium bedding, in-room safe, individually decorated

Room (Blue Parrot)

Excellent

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
Free cots/infant beds
Mini-fridge
LED TV
Ceiling fan
  • 22 sq m
  • Sleeps 4
  • 2 Queen Beds
Designer toiletries, hair dryer, bathrobes, towels
Premium bedding, in-room safe, individually decorated
Premium bedding, in-room safe, individually decorated
Premium bedding, in-room safe, individually decorated

Room (Winslow)

Wonderful

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
Free cots/infant beds
Mini-fridge
LED TV
Ceiling fan
  • 22 sq m
  • Sleeps 2
  • 1 King Bed
Designer toiletries, hair dryer, bathrobes, towels
Premium bedding, in-room safe, individually decorated
Premium bedding, in-room safe, individually decorated
Premium bedding, in-room safe, individually decorated

Room (Key Lime)

Very good

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
Free cots/infant beds
Mini-fridge
LED TV
Ceiling fan
  • 22 sq m
  • Sleeps 2
  • 1 Queen Bed
Designer toiletries, hair dryer, bathrobes, towels
Tree House (Suite) | Premium bedding, in-room safe, individually decorated
Tree House (Suite) | Premium bedding, in-room safe, individually decorated
Tree House (Suite) | Premium bedding, in-room safe, individually decorated

Tree House (Suite)

Exceptional

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 | Arcade
Premium bedding, in-room safe, individually decorated
Premium bedding, in-room safe, individually decorated
Premium bedding, in-room safe, individually decorated

Bungalow

Exceptional

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
Free cots/infant beds
Mini-fridge
LED TV
Ceiling fan
  • 22 sq m
  • Sleeps 2
  • 1 King Bed
Exterior
Premium bedding, in-room safe, individually decorated
Premium bedding, in-room safe, individually decorated
Premium bedding, in-room safe, individually decorated

Room (Annex)

Exceptional

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
Exterior
Arcade
Premium bedding, in-room safe, individually decorated
Premium bedding, in-room safe, individually decorated

Room, Mobility Accessible (Annex)

Highlights

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

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About the area

Map
725 Truman Avenue, Key West, FL, 33040

What's nearby

  • Duval Street - 5 min walk - 0.4 km
  • Ernest Hemingway Home and Museum - 8 min walk - 0.7 km
  • South Beach - 9 min walk - 0.8 km
  • Key West Butterfly and Nature Conservatory - 9 min walk - 0.8 km
  • Southernmost Point - 11 min walk - 1.0 km

Getting around

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

Restaurants

  • ‪El Siboney Restaurant - ‬6 min walk
  • ‪Viva Argentinian Steakhouse - ‬7 min walk
  • ‪Nine One Five - ‬6 min walk
  • ‪Better Than Sex - ‬4 min walk
  • ‪Bobby's Monkey Bar - ‬5 min walk

About this property

Winslow's Bungalows - Key West Historic Inns

When you stay at Winslow's Bungalows - Key West Historic Inns, you'll be in a great location, within a short 10-minute walk of Duval Street and Ernest Hemingway Home and Museum. After splashing around at the 3 outdoor pools, you can unwind with a drink at the bar/lounge. A poolside bar and a garden are other highlights. The pool and helpful staff get great marks from fellow travellers.

At a glance

Hotel size

    • 85 rooms
    • Arranged over 2 floors

Arriving/Leaving

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

Required at check-in

    • Credit card required for incidental charges
    • Government-issued photo ID may be required
    • Minimum check-in age is 21

Pets

    • Pets allowed*
    • Service animals welcome
    • Food and water bowls available

Internet

    • Free WiFi in public areas
    • Free WiFi in rooms

Parking

    • On-site self-parking (USD 30 per day; includes in/out privileges)

Other information

    • Smoke-free property

Property amenities

Food and drink

  • Free continental breakfast each morning 8:00 AM–11:00 AM
  • Bar/lounge
  • Poolside bar
  • Coffee/tea in a common area
  • Shared microwave
  • Water dispenser

What to do

  • Beach nearby
  • Ecotours nearby
  • Golfing nearby
  • Kayaking nearby
  • Scuba-diving nearby
  • Scooter/moped hire nearby
  • Skydiving nearby

Services

  • Front desk (limited hours)
  • Concierge services
  • Tour/ticket assistance
  • Luggage storage
  • Pool loungers

Facilities

  • 15 buildings/towers
  • Built in 1857
  • Garden
  • 3 outdoor pools
  • Bike parking
  • Vegan dining options
  • Vegetarian dining options
  • Locally owned and organised tours and activities
  • At least 80% of lighting from LEDs
  • Comprehensive food waste policy
  • Water dispenser
  • Outdoor furniture

Accessibility

  • Wheelchair-accessible
  • Wheelchair-accessible path of travel
  • Wheelchair-accessible registration desk
  • Wheelchair-accessible registration desk height (centimetres): 76
  • Wheelchair-accessible pool
  • Front entrance ramp
  • Upper floors accessible by stairs only
  • Well-lit path to entrance
  • Pool hoist on site
  • Hardwood flooring in room

Room amenities

Be entertained

  • 55-inch LED TV
  • Cable TV channels

Home comfort

  • Air conditioning (climate-controlled) and heating
  • Ceiling fan
  • Bathrobes
  • Iron/ironing board (on request)

Sleep well

  • Alarm clock
  • Premium bedding
  • Free cot/infant bed

What to enjoy

  • Individually furnished and decorated

Freshen up

  • Private bathroom
  • Designer toiletries
  • Hairdryer
  • Towels
  • Toothbrush and toothpaste (on request)
  • Toilet paper

Stay connected

  • Free WiFi
  • Free local calls

Food and drink

  • Mini fridge

More

  • Daily housekeeping
  • In-room safe
  • Access via exterior corridors
  • Eco-friendly toiletries
  • Eco-friendly cleaning products provided
  • LED light bulbs
  • Recycling
  • Water-efficient showers only
  • Water-efficient toilets only

Special features

Dining

Bungalow Bar – This poolside bar specialises in American cuisine and only serves light fare.

Fees & policies

Refundable deposits

  • Deposit: USD 50 per accommodation, per night

Mandatory fees

You'll be asked to pay the following charges by the property at check-in or checkout. Fees may include applicable taxes:
  • Resort fee: USD 50.63 per accommodation, per night
  • Resort fee inclusions:
    • Additional inclusions
    • Concierge service
    • In-room safe
    • Phone calls (may be limited)
    • Pool access

Pets

  • Service animals exempt from fees
  • Pets are allowed for an extra charge of USD 50 per pet, per night

Parking

  • Self-parking costs USD 30 per day with in/out privileges

Pool, spa, & gym (if applicable)

  • Pool access available from 7:00 AM to 10:00 PM

Policies

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.
This property does not have lifts.
This property uses eco-friendly cleaning products.
Guests can rest easy knowing that there's a carbon monoxide detector, a fire extinguisher, a smoke detector and outdoor lighting on-site.
This property welcomes guests of all sexual orientations and gender identities (LGBTQ+ friendly).
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.
Credit cards accepted: Visa, Mastercard, American Express, Discover, Diners Club
Please note that cultural norms and guest policies may differ by country and by property. The policies listed are provided by the property.
This hotel requires written authorization in advance for any payment using a credit card whose name differs from the registered guest.
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.

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

Does Winslow's Bungalows - Key West Historic Inns offer free cancellation for a full refund?

Yes, Winslow's Bungalows - Key West Historic Inns does have fully refundable room rates available to book on our site. If you’ve booked a fully refundable room rate, this can be cancelled up to a few days before check-in, depending on the property's cancellation policy. Just make sure that you check this property's cancellation policy for the exact terms and conditions.

Is there a pool at Winslow's Bungalows - Key West Historic Inns?

Yes, there are 3 outdoor pools. Guests have pool access from 7:00 AM to 10:00 PM.

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

Yes, pets are welcome. There's a charge of USD 50 per pet, per night. Service animals are exempt from fees. Food and water bowls are available.

Is parking offered on site at Winslow's Bungalows - Key West Historic Inns?

Yes. Self-parking costs USD 30 per day.

What are the check-in and check-out times at Winslow's Bungalows - Key West Historic Inns?

Check-in start time: 4:00 PM; check-in end time: anytime. Check-out time is 11 AM.

What is there to do at Winslow's Bungalows - Key West Historic Inns and nearby?

Have fun with activities such as boat tours, fishing and jet-skiing, and practise your swing at the nearby golf course. Additional recreation nearby includes ecotours. Enjoy a swim in one of the 3 outdoor swimming pools or use the hotel's other amenities, which include a garden.

What's the area around Winslow's Bungalows - Key West Historic Inns like?

Winslow's Bungalows - Key West Historic Inns is in Old Town Key West, a short 9-minute drive from Key West, FL (EYW-Key West Intl.) and 5 minutes' walk from Duval Street. The local area is walkable and popular for its beaches.

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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

Popular mentions

RoomService staffLocationBreakfastBungalowBarBedParkingAmenitiesBathroom

8/10 Very good

Breakfast and location were great!
Marnie, 3-night trip

10/10 Exceptional

Nice and cosy hotel, can recommend for everyone!
johan, 3-night trip

10/10 Exceptional

Great place to get away. Very nice staff and relaxed atmosphere.
James, 3-night trip

10/10 Exceptional

Fresh breakfast, loved the live music, was perfect for my week-long trip with my daughter and 3 month old granddaughter. Such a Key West vibe♥️
marianne, 7-night trip

10/10 Exceptional

Great room and great location.
Daniel, 2-night trip

10/10 Exceptional

Wonderful stay!

Loved our stay in the Winslet house. We were on the top floor and had so much privacy, we never worried about anyone seeing us on the balcony in just our robes.
Steven, 4-night trip

10/10 Exceptional

Amazing Property and great place to stay!
ORLANDO, 1-night trip

8/10 Very good

Great area and great place to stay!
darrell, 4-night trip

10/10 Exceptional

Second time we stay here. Is well maintained and the staff is very friendly. It is well located, closed to everything. As soon as I find a good new deal I will be back ❤️
Jean, 4-night trip

10/10 Exceptional

Beautiful grounds, friendly staff, excellent location. Would stay here again!
A, 1-night trip

10/10 Exceptional

Great room, spacious and private
Chris, 6-night trip

10/10 Exceptional

Bed and pillows - super confortable! Hotel, gardens, trees, pools, bars, five stars! Service and love like home!!
juan, 1-night trip

10/10 Exceptional

Winslows Bungalows offered a safe, clean, and wonderful place for us to vacay!
Liza, 5-night trip

10/10 Exceptional

We had a wonderful stay!
Ada, 1-night trip

10/10 Exceptional

Lovely lush garden setting and convenient to walk to places of interest.
Margaret, 3-night trip

10/10 Exceptional

Great place to stay, staff was amazing, very close to everything .
Bryan, 3-night trip

6/10 Good

Front desk staff was very nice. But the room had no air conditioning in the bathroom and the ac unit was old not central air. Bed not comfortable and pillows were not great. Disappointing.
Tara, 4-night trip

10/10 Exceptional

I loved the location and the staff were so nice!
Chelsea, 7-night trip

10/10 Exceptional

Staff was great & property was beautiful.
Colleen, 3-night trip

10/10 Exceptional

This property is meticulously maintained. Lush landscape, clean pools, great drinks and the breakfast was delicious.
Travis, 4-night trip

10/10 Exceptional

Such a magical place. The grounds are beautiful and it is walking distance to Duval street restaurants and bars.
Richard, 2-night trip

10/10 Exceptional

Absolutely amazing resort . Breakfast was included in the rate and it was perfect . Definitely will be coming back !
Shannon, 2-night trip

10/10 Exceptional

A Piece of Tranquility but Choose to the Chaos

We stayed in an actual bungalow. There are only 3 true alone bungalows on the property.. The room was clean and functional.. The for has a couple of soft spots where we're pretty sure there's no sub floor. The however is we didn't fall through during our stay. The getting desk staff was amazing.. The location is ideal. Choose enough to Duval for the fun but far enough away due the quiet. The poolss were cozy and one had a bar. A great place to get away
Vicki, 4-night trip

10/10 Exceptional

The ladies at the front desk were amazing! Breakfast was well beyond expectations.
Lisa, 2-night trip

10/10 Exceptional

Beautiful property, great location.
Angel, 3-night trip