Winslow's Bungalows

Loading hotels

won't be long

Loading hotels

won't be long

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 $35 plus tax per room per night (payable locally, fee subject to change).

Resort Fees Detail

Fee includes:- Complimentary continental breakfast, coffee and tea service – Complimentary WiFi access – Boozy welcome arrival drink – Snorkel kit with mask and snorkel – Boating towels – Afternoon poolside refresher – Complimentary local and toll free phone calls – Pool access and pool towels – Access to Press Reader on your smart device featuring over 7,000 newspapers and magazines. Resort fee and inclusions are subject to change and availability.

Additional Information

*Denotes local charge.

Trip advisor rating

4.3/5

472 reviews

Location
Sleep Quality
Rooms
Service
Value
Cleanliness

Excellent

70%

Very Good

Average

Poor

Terrible

“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:)

“All Smiles”

Sep 29, 2025Terri S

This is an amazing place to stay! It’s within walking distance of Duval street nightlife and restaurants! As well as other adventures too including the beach! Literally won’t stay anywhere else when I visit.

“Enjoyed our stay here...”

Sep 02, 2025Navigator28176010568

The place is awesome. The rooms are cozy and comfy. The pool is relaxing. Nice small bar area with some decent food choices. The area outside is well kept and looks amazing.

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.

Loading hotels

won't be long