We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
Contact accommodation for availability.
There are similar hotels available.
View all
J P

Best hotel in Key West!

5.0 of 5 bubblesReviewed 22 May 2024
Best hotel in Key West! Everything is perfect. The breakfast is amazing. The rooms are great and super well mantained. Im coming back for my bday with my friends. The employees are very attentive and always asking if you need anything. The pools are super clean!
Date of stay: May 2024
Trip type: Travelled with friends
5.0 of 5 bubblesValue
5.0 of 5 bubblesRooms
5.0 of 5 bubblesLocation
5.0 of 5 bubblesCleanliness
5.0 of 5 bubblesService
5.0 of 5 bubblesSleep Quality
Problem with this review?
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Nearby Hotels
  • Hotels.com
  • Expedia
  • Agoda.com
0.3 km from Winslow's Bungalows - Key West Historic Inns
Free Wifi
Pool
Contact accommodation for availability.
0.4 km from Winslow's Bungalows - Key West Historic Inns
Free Wifi
Pool
Contact accommodation for availability.
0.8 km from Winslow's Bungalows - Key West Historic Inns
Free Wifi
Pool
0.8 km from Winslow's Bungalows - Key West Historic Inns
Free Wifi
0.5 km from Winslow's Bungalows - Key West Historic Inns
Free Wifi
Pool
0.7 km from Winslow's Bungalows - Key West Historic Inns
Free Wifi
Contact accommodation for availability.
1.0 km from Winslow's Bungalows - Key West Historic Inns
Free Wifi
Pool
Earn rewards on eligible stays
  • Booking.com
  • Expedia
  • Agoda.com
0.4 km from Winslow's Bungalows - Key West Historic Inns
Free Wifi
Pool
Bed room
Contact accommodation for availability.
1.4 km from Winslow's Bungalows - Key West Historic Inns
Free Wifi
Free parking
0.8 km from Winslow's Bungalows - Key West Historic Inns
Free Wifi
Pool
View more hotels in Key West
Reviews (412)
Filter reviews
412 results
Traveller rating
282
41
31
24
34
Traveller type
Time of year
LanguageAll languages
More languages
Traveller rating
282
41
31
24
34
Show reviews that mention
All reviews front desk bungalow bar free bicycles continental breakfast main pool welcome drink private patio late check rooms are small great drinks short walk to duval street our honeymoon beautiful property outdoor bar two blocks four nights bed was very comfortable
Selected filters
Filter
Updating list...
24 - 29 of 412 reviews
Reviewed 20 May 2024 via mobile

We loved our stay at Winslow’s Bungalows. Our room and the facility were clean and beautiful. The pool and Bungalow Bar was fun and relaxing. The complimentary breakfast was beyond expectation. And the staff are friendly and helpful. I would stay again and highly recommend this place!

Room tip: Mid May was great! It was hot but not very busy and crowded.
Date of stay: May 2024
Trip type: Travelled with family
Thank Kylie B
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Reviewed 20 May 2024 via mobile

A wonderful experience! The staff was friendly and kind! The room was clean and the location was great! Would 100% come back and recommend! We were traveling from Marathon and arrived early - our room was ready and they allowed us to check in which really made the trip! The breakfast is perfect, the pools were beautiful, this place was great!

Date of stay: May 2024
Trip type: Travelled as a couple
1  Thank Brenda G
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Reviewed 12 May 2024

Had a perfect week here. Check-in was super easy and we liked the fact that the office staff walks you to your room to reassure that there aren’t any issues with it. We found our (standard, non-private patio) king suite to be a comfortable size and especially loved the bathroom. The only issue we had during our entire stay was that our provided safe was not working; they had it fixed within a few hours of checking in and texted us to confirm. Housekeeping came by every day (sometimes twice!), and if you hang the “do not disturb” sign and miss it, you can always text the office to be put back on the rotation. Every staff member we saw was super friendly.

The breakfast was definitely our favorite part of the stay; marketing it as a continental breakfast is almost disingenuous because it was so much better than that. Different craft pastries, smoothies, overnight oats, etc. were offered every day in addition to a parfait bar, spread of meats and cheeses, breads and more.

Parking on site is not really necessary since there is ample street parking all around. The bar was convenient and prices were pretty average.

The only criticism we have is that there were quite a few redundant discount/promo codes advertised on the parent website when we booked. For instance, there were three codes that offered 25% off, but one of them provided an additional credit of $100 to use at the bar + convenience area and another waived the amenity fee. Obviously, saving money is great, but it just felt a bit weird having to do the math to see which one was the best.

Overall, would absolutely love to come back!

Date of stay: May 2024
  • Trip type: Travelled as a couple
    • Value
    • Location
    • Sleep Quality
    • Rooms
    • Cleanliness
    • Service
Thank CC S
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Joy Boyd, General Manager at Winslow's Bungalows - Key West Historic Inns, responded to this reviewResponded 20 May 2024

Perfect Stay! We are truly honored and so grateful for the lovely review and it truly motivates all of us to continue doing what we love. Noted on the multiple discounts online. We don't want this to be confusing to our guests but we are experimenting with a lot of options right now and can understand that this may be overdone. Regardless, so happy to hear you enjoyed and that our efforts at making breakfast the best meal of the day are being noticed! Thank you and we hope we can welcome you back again very soon!

All My Best
Joy Michelle
&
The Winslow's Innkeepers

Report response as inappropriate
This response is the subjective opinion of the management representative and not of TripAdvisor LLC
Reviewed 11 May 2024 via mobile

What a lovely experience! Property is lusciously landscaped, pool areas are very nice with beach towels set out on each seat and complementary sunscreen products. One pool has a bar that serves lunch by very attentive bartenders.
Rooms are somewhat small but we had a lovely balcony that made it seem larger.
Breakfast buffet is available every morning from 8:00-10:00. Advertised as continental but it was way more than expected. Fresh fruits, yogurt, several toppings, European style meats and cheeses, eggs and anti pasta choices, 6 different choices of juices. A large assortment of baked goods. Very nice!
Location is in a quiet area so a bit of A walk to get to Deval street where all the action is!
Highly recommend!

Date of stay: May 2024
Trip type: Travelled as a couple
1  Thank Web4214
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Joy Boyd, General Manager at Winslow's Bungalows - Key West Historic Inns, responded to this reviewResponded 20 May 2024

Your recommendation is greatly appreciated and we are so happy to read that your stay was enjoyable! We also are so happy to read that our new efforts at breakfast hit the spot and are so grateful for our wonderful team who creates the most important meal of the day! We hope we can welcome you back again to Winslow's Bungalows in the future!

All My Best,
Joy Michelle
&
The Winslow's Innkeepers

Report response as inappropriate
This response is the subjective opinion of the management representative and not of TripAdvisor LLC
Reviewed 9 May 2024 via mobile

In town for the Key West Songwriters Festival and I can't say enough wonderful things about Winslow's Bungalows!

The staff is so helpful and accommodating. The rooms are clean and AC and a huge fan kept us very comfortable.

The front desk staff were amazing as well as the breakfast attendant.

You will not be disappointed if you stay here!

Room tip: Plenty of parking. 3 swimming pools. Amazing breakfast. If needed, Ubers are available within 2 minutes of request.
Date of stay: May 2024
Trip type: Travelled as a couple
Thank Mike L
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Joy Boyd, General Manager at Winslow's Bungalows - Key West Historic Inns, responded to this reviewResponded 20 May 2024

What a year for Key West Songwriters Festival! We are so happy to hear you chose us during such an amazing time in Key West. Thank you so much for taking a moment to share about your stay and we hope we see you again next year!

All My Best,
Joy Michelle
&
The Winslow's Innkeepers

Report response as inappropriate
This response is the subjective opinion of the management representative and not of TripAdvisor LLC
View more reviews