Winslow's Bungalows

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Winslow's Bungalows | Key West, Florida Keys | Virgin Atlantic Holidays

Key West, Florida Keys

4 stars

Set less than a mile from the Southernmost Point of the US, you’ll feel at home in these fresh, beautifully landscaped bungalows in the heard of Old Key West. This sliver of an island is far far away from your daily schedule, delivering relaxation, open air bars, and cute vintage shopping – all on the hotels doorstep. Spend your days snorkelling off the idyllic coast, or relaxing with a famous Rum Runner from the poolside Bungalow bar – it won’t take you long to get into the pace of island life at all!

Amenities

Bicycle Rental
Free Breakfast
Bar
Internet Access
Safety Deposit Box
Swimming Pool

Explore the local area

Located in Key West, Florida, 800 yards from Duval Street and 0.6 miles from the Southernmost Point.

Hotel Information

Room Information
Room Upgrade Information

85 guestrooms, all with air conditioning, mini fridge, HDTV, bathroom amenities, safe, hairdryer, bath robe, yoga mat, and complimentary WiFi access.

Essential Rooms have either 1 king-size bed, 1 queen-size bed, or 2 queen-size beds, sleeping maximum 4 people.

Hotel details

Dining

Complimentary continental breakfast served daily. Bungalow Bar (outdoor pool bar with daily happy hour). Dogs and People food cart (serving light fare).

Fun and Games

3 outdoor swimming pools. Bicycle rental*. Discounted spa services available at Prana Spa*.

Handy Stuff

Complimentary WiFi access. Concierge. Self-parking $20 plus tax per day (payable locally, fee subject to change).

Resort Fees

There is an amenity fee of $45 plus tax per room per night (payable locally, fee subject to change).

Additional Information

*Denotes local charge.Minimum Check in age 21 Years.

Trip advisor rating

4.3/5

474 reviews

Location
Sleep Quality
Rooms
Service
Value
Cleanliness

Excellent

70%

Very Good

Average

Poor

Terrible

“Key West Experience”

Oct 27, 2025Tony S

Great hotel within easy walking distance of all the happenings in Key West, but without the noise at night! Great bartenders, decent breakfast, and nice pools. Rooms are romantic!

“Perfect location wonderful accommodation”

Oct 18, 2025G7034MSandrewc

The last stop in our south Florida tour and it really surprised us. The location couldn’t be better for everything really. Easy parking onsite and you can walk to most things really easily. The accommodation is charming and comfortable and much better than we had hoped. All the staff are incredibly friendly and don’t feel as false as many of the places we have stayed.

“Great staff!”

Oct 09, 2025Victoria F

Lovely property and room and great staff at the front desk. Especially Ramon who helped my elderly dad who kept getting lost and asking weird questions with his heavy Swedish accent, Sonya and Kemi so nice too and Jefferson behind the bar is a star, thank you guys we will be back:)

ATOL protection for your entire holiday

Book with confidence knowing your holiday is financially protected

Protection for your Package Holiday

Some of the flights and flight-inclusive holidays on this website are financially protected by the ATOL scheme. However, ATOL protection does not apply to all holiday and travel services listed on this website. Please ask us to confirm what protection may apply to your booking. If you do not receive an ATOL Certificate then the booking will not be ATOL protected. If you do receive an ATOL Certificate but all the parts of your trip are not listed on it, those parts will not be ATOL protected. Please see our booking conditions for information, or for more information about financial protection and the ATOL Certificate go to: https://www.atol.org/about-atol/atol-certificates.

This product offers you combinations of a hotel and flights at an inclusive price. This product enjoys the protection of the Package Travel, Package Travel and Linked Arrangements Regulations 2018.

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