Title: Winslow's Bungalows - Key West Historic Inns - Latest Reviews, Deals & Photos 2025 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) # Winslow's Bungalows - Key West Historic Inns Three outdoor pools await at this Key West retreat near Duval Street, where guests can enjoy breakfast in a garden setting or relax at the poolside bar ![3 outdoor pools, open 7:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/7cf7d263.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Room (Truman)](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/33f2b657.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Front of property](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/b5f8742c.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/414fe812.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Room (Winslet) | Exterior](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/f458d20b.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Rooms - Location - Policies Winslow's Bungalows offers a peaceful retreat in Key West's historic district. Start your day with a continental breakfast in the garden, then lounge by one of the three outdoor pools. The helpful staff creates a welcoming environment that keeps guests returning. VIP Access 9.2 Wonderful ## Popular amenities - Bar - Pool - Pet-friendly - Breakfast included - Parking available - Housekeeping VIP Access ### Get more when you're a member - Save 15% or more on select VIP Access properties when you reach Silver tier or above - Experience top-rated quality and exceptional service - Get an in-stay perk at select properties, plus free room upgrades, early check-in, and late check-out when available [Learn more](https://www.expedia.ca/lp/b/vipaccess) ## Room options ### Check availability for these dates Tonight [Oct. 27 - Oct. 28](https://www.expedia.ca/Hotel-Search?startDate=2025-10-27&endDate=2025-10-28&selected=529611&PinnedHotelID=529611&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-27&endDate=2025-10-28&selected=529611&PinnedHotelID=529611&HadPinnedHotel=true®ionId=-1&adults=2) Tomorrow [Oct. 28 - Oct. 29](https://www.expedia.ca/Hotel-Search?startDate=2025-10-28&endDate=2025-10-29&selected=529611&PinnedHotelID=529611&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-28&endDate=2025-10-29&selected=529611&PinnedHotelID=529611&HadPinnedHotel=true®ionId=-1&adults=2) This weekend [Oct. 31 - Nov. 2](https://www.expedia.ca/Hotel-Search?startDate=2025-10-31&endDate=2025-11-02&selected=529611&PinnedHotelID=529611&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-31&endDate=2025-11-02&selected=529611&PinnedHotelID=529611&HadPinnedHotel=true®ionId=-1&adults=2) Next weekend [Nov. 7 - Nov. 9](https://www.expedia.ca/Hotel-Search?startDate=2025-11-07&endDate=2025-11-09&selected=529611&PinnedHotelID=529611&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-07&endDate=2025-11-09&selected=529611&PinnedHotelID=529611&HadPinnedHotel=true®ionId=-1&adults=2) All rooms 1 bed 2 beds Showing 11 of 11 rooms ![Premium bedding, in-room safe, individually decorated](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/deaa8c6e.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Room (Winslet) 9.0 Wonderful 42 reviews ### Highlights Patio Individually furnished Individually decorated Air conditioning Heating Free cribs/infant beds Mini-fridge LED TV - 180 sq ft - Sleeps 2 - 1 King Bed ![Room (Truman)](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/7e2582d8.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Room (Truman) 10.0 Exceptional 1 review ### Highlights Patio Individually furnished Individually decorated Air conditioning Heating Free cribs/infant beds Mini-fridge LED TV - 500 sq ft - Sleeps 3 - 1 King Bed and 1 Twin Sofa Bed ![Premium bedding, in-room safe, individually decorated](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/529bc62e.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Room (Maloney) 10.0 Exceptional 1 review ### Highlights Individually furnished Individually decorated Air conditioning Heating Free cribs/infant beds Mini-fridge LED TV Premium bedding - 400 sq ft - Sleeps 2 - 1 King Bed ![Premium bedding, in-room safe, individually decorated](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/w4997h3334x0y0-7be24cc2.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Room, Mobility Accessible (Winslow) 9.6 Exceptional 12 reviews ### Highlights Patio Individually furnished Individually decorated Air conditioning Heating Free cribs/infant beds Mini-fridge LED TV - 312 sq ft - Sleeps 2 - 1 King Bed ![Premium bedding, in-room safe, individually decorated](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/adc87bd3.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Room (Blue Parrot) 8.8 Excellent 10 reviews ### Highlights Individually furnished Individually decorated Air conditioning Heating Free cribs/infant beds Mini-fridge LED TV Premium bedding - 240 sq ft - Sleeps 4 - 2 Queen Beds ![Premium bedding, in-room safe, individually decorated](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/fa00225e.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Room (Winslow) 9.0 Wonderful 35 reviews ### Highlights Individually furnished Individually decorated Air conditioning Heating Free cribs/infant beds Mini-fridge LED TV Premium bedding - 240 sq ft - Sleeps 2 - 1 King Bed ![Premium bedding, in-room safe, individually decorated](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/41200f45.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Room (Key Lime) 8.0 Very good 3 reviews ### Highlights Individually furnished Individually decorated Air conditioning Heating Free cribs/infant beds Mini-fridge LED TV Premium bedding - 240 sq ft - Sleeps 2 - 1 Queen Bed ![Tree House (Suite)](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/c8baef10.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Tree House (Suite) 10.0 Exceptional 1 review ### Highlights Furnished patio Separate sitting area Individually furnished Individually decorated Air conditioning Heating Free cribs/infant beds Mini-fridge - 425 sq ft - 1 bedroom - Sleeps 2 - 1 King Bed ![Premium bedding, in-room safe, individually decorated](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/529bc62e.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Bungalow 9.6 Exceptional 5 reviews ### Highlights Individually furnished Individually decorated Air conditioning Heating Free cribs/infant beds Mini-fridge LED TV Premium bedding - 240 sq ft - Sleeps 2 - 1 King Bed ![Premium bedding, in-room safe, individually decorated](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/41200f45.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Room (Annex) 9.8 Exceptional 7 reviews ### Highlights Furnished balcony or patio Individually furnished Individually decorated Air conditioning Heating Free cribs/infant beds Mini-fridge LED TV - 240 sq ft - Sleeps 2 - 1 King Bed ![Arcade](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/46efbc79.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Room, Mobility Accessible (Annex) ### Highlights Individually furnished Individually decorated Air conditioning Heating Free cribs/infant beds Mini-fridge LED TV Premium bedding - 312 sq ft - Sleeps 2 - 1 King Bed ## You may also like Ad ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/860000/858000/857962/fc0a2a7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Hyatt Vacation Club at Beach House, Key West Key West - Pool - Hot tub - Parking included - Free WiFi 9.4 Exceptional 1,028 reviews CA $318 CA $420 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Beach-House.h857962.Hotel-Information?chkin=2025-11-19&chkout=2025-11-20&rm1=a2®ionId=1187&destination=Key West&destType=MARKET&latLong=24.554807,-81.802079&searchId=63b0951f-3e10-4942-9feb-ac1ddde2db5a&top_cur=CAD) Ad ![Front of property](https://a.travel-assets.com/media/meso_cm/PAPI/Images/lodging/5000000/4960000/4959000/4958964/420d38db_b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Ridley House - 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[Sign in](https://www.expedia.ca/login?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FKey-West-Hotels-Kimpton-Winslows-Bungalows.h529611.Hotel-Information)[Sign up, it's free](https://www.expedia.ca/signup?enable_registration=true&uurl=e3id%3Dredr%26rurl%3D%2FKey-West-Hotels-Kimpton-Winslows-Bungalows.h529611.Hotel-Information) ## About the area ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C24.55319%2C-81.79628&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=j043FMst5SX36QFmokiexyAHzN8=) 725 Truman Avenue, Key West, FL, 33040 #### 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 Intl. Airport (EYW) - 9 min drive #### Restaurants - ‪El Siboney Restaurant - ‬6 min walk - ‪Nine One Five - ‬6 min walk - ‪Better Than Sex - ‬4 min walk - ‪Bobby's Monkey Bar - ‬5 min walk - ‪Viva Argentinian Steakhouse - ‬7 min walk ## About this property ### Winslow's Bungalows - Key West Historic Inns Upscale hotel near Duval Street Close to Ernest Hemingway Home and Museum and South Beach, Winslow's Bungalows - Key West Historic Inns provides free continental breakfast, a poolside bar, and a garden. Free in-room WiFi and a bar are available to all guests. You'll also find perks like: - 3 outdoor pools along with sun loungers - Self parking (surcharge), outdoor furniture, and smoke-free premises - Tour/ticket assistance, bicycle parking, and luggage storage - Concierge services, coffee/tea in the lobby, and a water dispenser - Guest reviews say great things the breakfast, pool, and helpful staff Room features All 85 individually furnished rooms include perks such as premium bedding and air conditioning, in addition to amenities like free WiFi and safes. Guest reviews speak positively of the clean rooms at the property. Other conveniences in all rooms include: - Heating and ceiling fans - Recycling, LED light bulbs, and eco-friendly cleaning products - Bathrooms with designer toiletries and hair dryers - 55-inch LED TVs with cable channels - Mini fridges, free infant beds, and daily housekeeping ## Similar properties ![3 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Southernmost Beach Resort and Guesthouses Old Town Key West - Pool - Spa - Free WiFi - Restaurant 8.6 Excellent 2,825 reviews CA $205 CA $333 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-30&endDate=2025-10-31&selected=863329&PinnedHotelID=863329&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor pool, open 8:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/2000000/1180000/1171100/1171079/2155599f.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Lighthouse Hotel - 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On private beach - Pool - Hot tub - Free WiFi 8.6 Excellent 1,634 reviews CA $151 CA $241 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-28&endDate=2025-10-29&selected=25865&PinnedHotelID=25865&HadPinnedHotel=true®ionId=-1&adults=2) ![Front of property - evening/night](https://images.trvl-media.com/lodging/18000000/17450000/17442800/17442701/f2c5f58d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Opal Key Resort & Marina, Key West Old Town Key West - Pool - Hot tub - Spa - Pet-friendly 9.2 Wonderful 1,004 reviews CA $369 CA $471 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-29&endDate=2025-10-30&selected=17442701&PinnedHotelID=17442701&HadPinnedHotel=true®ionId=-1&adults=2) ![Fireplace](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/be8c9450.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Casa Marina Key West, Curio Collection by Hilton Old Town Key West - On private beach - Pool - Spa - Pet-friendly 8.4 Very good 409 reviews CA $328 CA $452 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-29&endDate=2025-10-30&selected=12346&PinnedHotelID=12346&HadPinnedHotel=true®ionId=-1&adults=2) ## Property amenities ### Internet - Available in all rooms: Free WiFi - Available in some public areas: Free WiFi ### Parking and transportation - Self 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 crib - 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 (30 inches 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 organized tours and activities - Smoking not allowed - Vegan dining options - Vegetarian dining options - Water dispenser usage encouraged ## Room amenities ### Bedroom - Free crib - Premium bedding ### Bathroom - Bathrobes - Designer toiletries - 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 allowed for an extra charge of USD 50 per pet, per night Service animals are welcome, and are exempt from fees Food and water bowls are available ### Children and extra beds Children are welcome Rollaway/extra beds are not available Free cribs are available on request at the property ### Property payment types ## Important information ### Fees You'll be asked to pay the following charges at the property. Fees may include applicable taxes: - Deposit: USD 50 per accommodation, per night We have included all charges provided to us by the property. ### Optional extras - Self parking fee: USD 30 per day (in/out privileges) - Pet fee: USD 50 per pet, per night - Service animals are exempt from fees The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change. ### 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, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm 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 This hotel requires written authorization in advance for any payment using a credit card whose name differs from the registered guest. ### We should mention This property does not have elevators 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 ### Does Winslow's Bungalows - Key West Historic Inns have a pool? > Yes, this property has 3 outdoor pools. Pool access is from 7:00 AM–10:00 PM. ### How much does it cost to stay at Winslow's Bungalows - Key West Historic Inns? > As of Oct 27, 2025, prices found for a 1-night stay for 2 adults at Winslow's Bungalows - Key West Historic Inns on Oct 28, 2025 start from CA $226.22, excluding 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](https://www.expedia.ca/Key-West-Hotels-Kimpton-Winslows-Bungalows.h529611.Hotel-Information?rfrr=HOT.HIS.question.link.click) for more accurate prices. ### Is Winslow's Bungalows - Key West Historic Inns pet-friendly? > Yes, pets are allowed at this property. There's a fee of USD 50 per pet, per night. Service animals are exempt from fees. ### How much is parking at Winslow's Bungalows - Key West Historic Inns? > Self parking is available for USD 30 per day. ### What time is check-in at Winslow's Bungalows - Key West Historic Inns? > Check-in start time: 4:00 PM; Check-in end time: anytime. ### What time is check-out at Winslow's Bungalows - Key West Historic Inns? > Check-out is at 11 AM. ### Where is Winslow's Bungalows - Key West Historic Inns located? > Located in Old Town Key West, this hotel is within a 5-minute walk of Saint Mary Star of the Sea and Duval Street. Ernest Hemingway Home and Museum and Florida Keys Beaches are also within 15 minutes. ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Winslow's Bungalows - Key West Historic Inns Reviews 9.2 ### Wonderful All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.[More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 748 8 - Good 162 6 - Okay 68 4 - Poor 29 2 - Terrible 14 ### 9.4/10 Cleanliness ### 9.4/10 Staff & service ### 9.2/10 Amenities ### 9.2/10 Property conditions & facilities ### 9.2/10 Eco-friendliness ### 10/10 Excellent #### Cynthia Oct 22, 2025 Liked: Staff & service, amenities, property conditions & facilities Great place. 2nd time here and will definitely go back. ##### Cynthia Stayed 4 nights in Oct 2025 ### 10/10 Excellent #### Marwin Sep 20, 2025 Liked: Cleanliness, staff & service, amenities, property conditions & facilities Great location near many attractions. ##### Marwin Stayed 5 nights in Sep 2025 ### 10/10 Excellent #### Ellen Oct 12, 2025 Liked: Cleanliness, staff & service, amenities, property conditions & facilities The room was clean and the facilities lovely. We enjoyed our stay. ##### Ellen Stayed 2 nights in Oct 2025 ### 8/10 Good #### William Sep 28, 2025 Liked: Cleanliness, staff & service, amenities, property conditions & facilities Everyone and everything was great, such a great location to enjoy the whole island! ##### William Stayed 2 nights in Sep 2025 ### 10/10 Excellent #### Reynaldo Sep 25, 2025 Liked: Cleanliness, staff & service, amenities, property conditions & facilities Excellent hotel in every way, the gardens, the room, the breakfast, the location, we will definitely return. ##### Reynaldo Stayed 1 night in Sep 2025 ### 10/10 Excellent #### Jennifer Oct 6, 2025 Liked: Cleanliness, staff & service, amenities, property conditions & facilities We thoroughly enjoyed the beautiful property. The staff was very nice and the breakfast was incredible. ![](https://a.travel-assets.com/ugc/hotel-reviews/12cfa38c-567f-4b06-97d0-a7c59130a97b-1759769346660.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ![](https://a.travel-assets.com/ugc/hotel-reviews/66563381-b8f8-49e4-a717-2bbc1225c1ae-1759769343580.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ![](https://a.travel-assets.com/ugc/hotel-reviews/2d7e65a8-780b-41cf-a108-033cababdb06-1759769352503.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ![](https://a.travel-assets.com/ugc/hotel-reviews/a9fa3f1f-19a3-4ce7-aeb7-b326f3e23546-1759769348012.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ##### Jennifer Stayed 4 nights in Oct 2025 ### 10/10 Excellent #### Holly Oct 9, 2025 Liked: Cleanliness, staff & service, amenities, property conditions & facilities Wonder place to stay. We used there bikes and had the best time. ![](https://a.travel-assets.com/ugc/hotel-reviews/a38e13df-70b3-4bf6-bace-836b87d4176a-1759968840201.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ![](https://a.travel-assets.com/ugc/hotel-reviews/d00cc267-8c6a-42d1-8f6b-82e18811ed68-1759968839997.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ##### Holly Stayed 3 nights in Oct 2025 ### 10/10 Excellent #### Jessica Oct 20, 2025 Liked: Cleanliness, staff & service, amenities, property conditions & facilities This is our second trip to Winslow’s Bungalows. We won’t stay anywhere else anymore. The location is perfect, rooms are nice and clean..property is beautiful. Best of all the staff is amazing…thanks Kayla and Johany for making the stay even better. ##### Jessica Stayed 4 nights in Oct 2025 ### 10/10 Excellent #### Susan Gail Oct 22, 2025 Liked: Cleanliness, staff & service, amenities, property conditions & facilities The landscaping, grounds and pools were beautiful and kept perfectly. It all felt quiet and very safe. Easy to walk to some nice dining choices. The staff was friendly and helpful. ##### Susan Gail Stayed 6 nights in Oct 2025 ### 10/10 Excellent #### Janice Marie Oct 20, 2025 Liked: Cleanliness, amenities People were very nice and out room was great. Clean room and close to everything ##### Janice Marie Stayed 3 nights in Oct 2025 ### 10/10 Excellent #### Amy Oct 3, 2025 Liked: Cleanliness, amenities, property conditions & facilities Loved our stay amd the staff. Wonderful!! ##### Amy Stayed 6 nights in Sep 2025 ### 10/10 Excellent #### Victoria Oct 3, 2025 Liked: Cleanliness, staff & service, amenities, property conditions & facilities Loved the decor and comfortable bed and pillows. Great lush and well maintained property with lots of privacy. ##### Victoria Stayed 2 nights in Oct 2025 ### 10/10 Excellent #### Kimberly Oct 19, 2025 Liked: Cleanliness, staff & service, amenities, property conditions & facilities This was an excellent historic inn. The staff was outstanding and super knowledgeable of Key West and its history. Special thanks to Johanny, Sonia, and Keith (at the bar) for making my wife's birthday a memerable stay. The room was clean and the property was well maintained. ##### Kimberly Stayed 2 nights in Oct 2025 ### 10/10 Excellent #### William Oct 17, 2025 Liked: Cleanliness, staff & service, amenities, property conditions & facilities The room was perfect for our 3 night stay. We’ll be back soon ##### William Stayed 3 nights in Oct 2025 ### 10/10 Excellent #### Chris Oct 10, 2025 Liked: Cleanliness, amenities, property conditions & facilities I love the layout, the landscape, the customer service staff your yummy breakfast, and meeting new friends ##### Chris Stayed 4 nights in Oct 2025 ### 10/10 Excellent #### Laura Aug 23, 2025 Liked: Cleanliness, staff & service, property conditions & facilities Loved Our Stay ##### Laura Stayed 3 nights in Aug 2025 ### 10/10 Excellent #### Brooke Oct 15, 2025 Liked: Amenities Our room was clean and comfortable. The AC kept us cool. The staff was very friendly and helpful. ##### Brooke Stayed 6 nights in Oct 2025 ### 8/10 Good #### Jennifer Oct 26, 2025 Liked: Cleanliness, staff & service, amenities, property conditions & facilities Place was nice. Breakfast was the same everyday and the roosters woke us up very early everyday so we lost a lot of sleep due to that. Staff was awesome ##### Jennifer Stayed 4 nights in Oct 2025 ### 10/10 Excellent #### Blake Gavin Oct 17, 2025 Liked: Cleanliness, staff & service, amenities, property conditions & facilities My wife and I absolutely loved our stay at Winslow's Bungalows. The perfect clean and quiet property in a perfect location. We couldn't have been more pleased with all staff intereactions and the lovlieness of our room and property. We cannot wait to stay here again. What a find. ##### Blake Gavin Stayed 7 nights in Oct 2025 ### 10/10 Excellent #### Paul Oct 10, 2025 Liked: Cleanliness, staff & service, amenities, property conditions & facilities Such a nice quaint comfortable place to stay, relaxing walk to the middle of everything in Kay west but a relaxing escape when needed. Staff, professional, kind, and extremely helpful enhancing our visit experience. Highly recommend and special mention to front desk crew Sonya and Lemi, so professional and helpful. ##### Paul Stayed 4 nights in Oct 2025 ### 10/10 Excellent #### Arlyne Sep 16, 2025 Liked: Cleanliness, staff & service, amenities, property conditions & facilities Quaint, beautifully decorated! Very charming and located in a central location. ![](https://a.travel-assets.com/ugc/hotel-reviews/05c0f1b8-8d6c-456b-86ac-3a2367bd7f8e-1757990998481.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ![](https://a.travel-assets.com/ugc/hotel-reviews/5ac2787f-6ed8-48ea-8ff0-b253adab7706-1757991001604.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ![](https://a.travel-assets.com/ugc/hotel-reviews/1cd158ee-d87c-4346-9f46-09a006da0d73-1757991002208.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ##### Arlyne Stayed 1 night in Sep 2025 ### 10/10 Excellent #### Judy Sep 10, 2025 Liked: Cleanliness, staff & service, property conditions & facilities Nicely located for walking. ##### Judy Stayed 7 nights in Aug 2025 ### 10/10 Excellent #### Bryan Sep 2, 2025 Liked: Cleanliness, staff & service, amenities, property conditions & facilities This place was a great place to stay in Key West. Staff was very accommodating ##### Bryan Stayed 3 nights in Aug 2025 ### 10/10 Excellent #### Angelica Sep 1, 2025 Liked: Cleanliness, staff & service, property conditions & facilities Excellent staff. Conveniently located and breakfast was good. ##### Angelica Stayed 2 nights in Aug 2025 ### 8/10 Good #### Michelle Oct 19, 2025 Liked: Cleanliness, staff & service, amenities, property conditions & facilities Friendly staff, clean room, nice grounds, easy parking and very central to Key West, fine for 1 night to visit the main sights, very walkable. Property is actually quite big, with 2 pools and plenty of parking. Room was pretty standard, nice try at making it charming. ##### Michelle Stayed 1 night in Oct 2025 ## Expedia's Latest Trends ### Hotels > [The Marker Key West Harbor Resort](https://www.expedia.ca/Key-West-Hotels-The-Marker-Key-West-Harbor-Resort.h9148379.Hotel-Information) > > [W South Beach](https://www.expedia.ca/Miami-Hotels-W-South-Beach.h11881.Hotel-Information) > > [Courtyard by Marriott Key West Waterfront](https://www.expedia.ca/Key-West-Hotels-Courtyard-By-Marriott-Key-West-Waterfront.h663132.Hotel-Information) > > [Havana Cabana at Key West](https://www.expedia.ca/Key-West-Hotels-Havana-Cabana-At-Key-West.h21241090.Hotel-Information) > > [Universal’s Loews Royal Pacific Resort](https://www.expedia.ca/Orlando-Hotels-Universals-Loews-Royal-Pacific-Resort.h856706.Hotel-Information) > > [Beach House Fort Lauderdale, a Hilton Resort](https://www.expedia.ca/Fort-Lauderdale-Hotels-Hilton-Fort-Lauderdale-Beach-Resort.h28591.Hotel-Information) > > [Pier House Resort & Spa](https://www.expedia.ca/Key-West-Hotels-Pier-House-Resort-Spa.h19307.Hotel-Information) > > [Universal's Endless Summer Resort - Surfside Inn and Suites](https://www.expedia.ca/Orlando-Hotels-Universals-Endless-Summer-Resort-Surfside-Inn-And-Suites.h27522522.Hotel-Information) > > [Fontainebleau Miami Beach](https://www.expedia.ca/Miami-Hotels-Fontainebleau-Miami-Beach.h1190549.Hotel-Information) > > [Parrot Key Hotel & Villas](https://www.expedia.ca/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.Hotel-Information) > > [Hyatt Centric Key West Resort and Spa](https://www.expedia.ca/Key-West-Hotels-Hyatt-Centric-Key-West-Resort-And-Spa.h901.Hotel-Information) > > [Universal's Cabana Bay Beach Resort](https://www.expedia.ca/Orlando-Hotels-Universals-Cabana-Bay-Beach-Resort.h5963292.Hotel-Information) > > [Margaritaville Hollywood Beach Resort](https://www.expedia.ca/Fort-Lauderdale-Hotels-Margaritaville-Hollywood-Beach-Resort.h10005147.Hotel-Information) > > [La Concha Key West, Autograph Collection](https://www.expedia.ca/Key-West-Hotels-Crowne-Plaza-Key-West-La-Concha.h3853.Hotel-Information) > > [Loews Miami Beach Hotel – South Beach](https://www.expedia.ca/Miami-Hotels-Loews-Miami-Beach-Hotel-South-Beach.h81223.Hotel-Information) > > [Blue Flamingo Resort Key West](https://www.expedia.ca/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information) > > [Ibis Bay Beach Resort](https://www.expedia.ca/Key-West-Hotels-Ibis-Bay-Beach-Resort.h4218809.Hotel-Information) > > [Fairfield Inn and Suites by Marriott Key West](https://www.expedia.ca/Key-West-Hotels-Fairfield-Inn-And-Suites-By-Marriott-Key-West.h8946.Hotel-Information) > > [1 Hotel South Beach](https://www.expedia.ca/Miami-Hotels-1-Hotel-South-Beach.h1790087.Hotel-Information) > > [Holiday Inn Club Vacations at Orange Lake Resort by IHG](https://www.expedia.ca/Orlando-Hotels-Holiday-Inn-Club-Vacations-At-Orange-Lake-Resort.h6315.Hotel-Information) > > [The Tides on Hollywood](https://www.expedia.ca/Fort-Lauderdale-Hotels-The-Tides-On-Hollywood.h44524455.Hotel-Information) > > [Eden House](https://www.expedia.ca/Key-West-Hotels-Eden-House.h1709243.Hotel-Information) > > [Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort](https://www.expedia.ca/Orlando-Hotels-Four-Seasons-Resort-Orlando-At-WALT-DISNEY-WORLD-Resort.h7374428.Hotel-Information) > > [Ocean Key Resort - A Noble House Resort](https://www.expedia.ca/Key-West-Hotels-Ocean-Key-Resort-A-Noble-House-Resort.h16682.Hotel-Information) > > [Fitch Lodge - Key West Historic Inns](https://www.expedia.ca/Key-West-Hotels-Kimpton-Fitch-Lodge.h1397643.Hotel-Information) > > [Fort Lauderdale Marriott Harbor Beach Resort & Spa](https://www.expedia.ca/Fort-Lauderdale-Hotels-Fort-Lauderdale-Marriott-Harbor-Beach-Resort-Spa.h21880.Hotel-Information) > > [Universal's Endless Summer Resort - Dockside Inn and Suites](https://www.expedia.ca/Orlando-Hotels-Universals-Endless-Summer-Dockside-Inn-Suites.h33770341.Hotel-Information) > > [Diplomat Beach Resort Hollywood, Curio Collection by Hilton](https://www.expedia.ca/Miami-Hotels-Diplomat-Beach-Resort-Hollywood.h857779.Hotel-Information)