How far is Winslow's Bungalows - Key West Historic Inns from Smathers Beach?

Winslow's Bungalows - Key West Historic Inns is a walkable distance (1.7 mi) from Smathers Beach, Key West.

Is Winslow's Bungalows - Key West Historic Inns close to Southernmost Point?

If you want to see Southernmost Point while visiting Key West, Winslow's Bungalows - Key West Historic Inns is just 0.5 mi away.

Is pricing at Winslow's Bungalows - Key West Historic Inns comparable to 4 star hotels in Key West?

Winslow's Bungalows - Key West Historic Inns is generally less than the average price of 4 stars hotels in Key West. On average, you can expect to pay $306 per night in Key West. Winslow's Bungalows - Key West Historic Inns will run you $448 per night, which is 46% cheaper than the Key West average.

How close is Winslow's Bungalows - Key West Historic Inns to the nearest airport, Key West Airport?

The distance between the closest airport, Key West Airport, and Winslow's Bungalows - Key West Historic Inns is 2.3 mi and the expected drive time is about 0h 04m. Your drive time between the two can vary based on the time of day and traffic trends of the area.

What is the best way for guests to get from Key West Airport to Winslow's Bungalows - Key West Historic Inns?

Taking a taxi or rideshare service from the nearest airport, Key West Airport, to your hotel is often the most cost effective transportation solution.

Is Winslow's Bungalows - Key West Historic Inns considered pet-friendly?

Winslow's Bungalows - Key West Historic Inns is pet friendly. Feel free to bring your household pet if you’re staying at Winslow's Bungalows - Key West Historic Inns.

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

Yes. Many people visiting Key West look for a hotel with a pool. Winslow's Bungalows - Key West Historic Inns has a pool on site that hotel guests may use, but be advised that hotels typically have rules in regards to pool usage.

How close is Winslow's Bungalows - Key West Historic Inns from the Key West city center?

The center of Old Town South of Truman, Key West, is just 0.2 mi away from the front doors of Winslow's Bungalows - Key West Historic Inns. You can find many fellow tourists at places such as Custom House Museum, which you can get to from Winslow's Bungalows - Key West Historic Inns using any means of transportation.

What is the Winslow's Bungalows - Key West Historic Inns phone number?

You can reach the front desk of Winslow's Bungalows - Key West Historic Inns at +1 305 294 5229.

Does Winslow's Bungalows - Key West Historic Inns have Wi-Fi available?

Yes, Winslow's Bungalows - Key West Historic Inns has Wi-Fi available to hotel guests.

What is the check-out time at Winslow's Bungalows - Key West Historic Inns?

Check-out should be before 11:00 AM. For checking in at Winslow's Bungalows - Key West Historic Inns, guests should plan for any time after 4:00 PM on the day of their scheduled arrival.

How much does it cost to stay at Winslow's Bungalows - Key West Historic Inns, Key West?

Winslow's Bungalows - Key West Historic Inns room prices depend on your dates, room type and availability. The average price found recently is $448/night, with the best deals starting from $126/night. To see current deals, enter your dates in the form above .

Does Winslow's Bungalows - Key West Historic Inns offer accessible rooms?

Yes, Winslow's Bungalows - Key West Historic Inns provides accessible rooms for guests requiring them. Make sure to check the deals available on HotelsCombined for the latest availability.

What is the cheapest month to stay at Winslow's Bungalows - Key West Historic Inns?

For the best chance to save money on your Winslow's Bungalows - Key West Historic Inns reservation, consider staying in September, when prices are typically at their lowest ($283).

In what area of Key West is Winslow's Bungalows - Key West Historic Inns located?

Winslow's Bungalows - Key West Historic Inns is located within the Downtown area of Key West. Utilize the map on this page to understand where Winslow's Bungalows - Key West Historic Inns is in relation to the rest of Key West.

Are there any other Small Luxury hotels in Key West?

In total, there are 4 locations in Key West. The most popular Small Luxury property in Key West is Winslow's Bungalows - Key West Historic Inns.

What is the cheapest day to check into Winslow's Bungalows - Key West Historic Inns?

Consider checking into Winslow's Bungalows - Key West Historic Inns on Monday, when the nightly price is typically at its lowest (average nightly rate of $363).

Hotel

Winslow's Bungalows - Key West Historic Inns

4 stars

8.5

Excellent

based on 1415 reviews

1,415 verified ratings

725 Truman Avenue, 33040, Key West, Florida, United States

725 Truman Avenue, Key West, FL

+1 305 294 5229

Deals from

$140

/Cheapest rate per night

Provider

Nightly total

$140

$148

$157

77 more Winslow's Bungalows - Key West Historic Inns deals

Best deals for Winslow's Bungalows - Key West Historic Inns

Wed 11/4

Thu 11/5

Double room

1 king bed

$200

nightly with fees

1 twin bed

$226

nightly with fees

1 twin bed

$246

nightly with fees

Premier room

1 king bed

$189

nightly with fees

bed type unknown

$203

nightly with fees

bed type unknown

$206

nightly with fees

Standard room

bed type unknown

$169

nightly with fees

bed type unknown

$190

nightly with fees

bed type unknown

$197

nightly with fees

Queen room

bed type unknown

$163

nightly with fees

bed type unknown

$166

nightly with fees

bed type unknown

$188

nightly with fees

King room

bed type unknown

$140

nightly with fees

1 king bed

$157

nightly with fees

bed type unknown

$165

nightly with fees

Classic room

1 king bed

$148

nightly with fees

bed type unknown

$164

nightly with fees

bed type unknown

$166

nightly with fees

*Total includes estimated local taxes & fees payable on check out.

About Winslow's Bungalows - Key West Historic Inns

Along with 3 outdoor pools, this smoke-free hotel has a bar/lounge and a poolside bar. WiFi in public areas is free. Other amenities include self parking, coffee/tea in a common area, and a microwave ...

Good to Know

Check-in time	4:00 PM
Check-out time	11:00 AM
Payment & Cancellation	Policies vary by room type and provider.
Front desk number	+1 305 294 5229

Perks and amenities at Winslow's Bungalows - Key West Historic Inns

Snorkeling
Outdoor pool
Bar/Lounge
Free Wi-Fi
Wi-Fi available in all areas
TV
Cable or satellite TV
Free toiletries
Internet
Pets allowed on request. Charges may apply.

General

Terrace/Patio
Increased accessibility
Linens
Towels
Fan
Safety deposit box
Cribs available
Fire extinguisher
Free toiletries
Shampoo
Pool bar
Public transport tickets
Smoke alarms
Hardwood or parquet floors
Heating
Iron and ironing board
Higher-level toilet
Mini-fridge
Accessible parking
First-aid kit
Outdoor pool
CCTV in common areas
No smoking
Bathtub
Bar/Lounge
Body soap
Hairdryer
Lower bathroom sink
Cable or satellite TV
Telephone
Air-conditioned
Refrigerator
Toilet paper
Toilet with grab rails
Safe
Outdoor furniture
Toothbrush
Continental breakfast
TV
Picnic area
Parking (surcharge)
Upper floors accessible by stairs
Bathrobe
Private bathroom
Garden
Storage available
Private parking

Activities

Boating
Eco tourism
Canoeing
Scuba diving
Snorkeling
Jet skiing
Kayaking
Parasailing
Sailing
Windsurfing
Swimming

Services

Daily housekeeping
Concierge service
Special diet menus (on request)
Tour desk
24-hour security

Show all 63 amenities

Reviews for Winslow's Bungalows - Key West Historic Inns

100% verified.We collect and display reviews from only verified bookings made by real users with HotelsCombined or with our trusted external partners.

8.5

Very good1,415 verified ratings

Pros +

We could walk to Duvall easily. (in 8 reviews)
The staff was amazing! (in 35 reviews)
Kimpton Winslow's Bungalows are perfect. (in 5 reviews)

Cons -

The AC unit in our room was really loud even we shut it off. (in 3 reviews)
2 blocks off Duval Street. (in 1 review)
Private patio was not private. (in 2 reviews)

No reviews found. Try removing a filter, changing your search, or clear all to view reviews.

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Avg. per night

Winslow's Bungalows - Key West Historic Inns

Best deals for Winslow's Bungalows - Key West Historic Inns

Explore the most appealing deals available for Winslow's Bungalows - Key West Historic Inns, ensuring you get the best value for your stay. Properties were last updated on October 28, 2026.

About Winslow's Bungalows - Key West Historic Inns

Discover essential information, amenities, and features of Winslow's Bungalows - Key West Historic Inns, providing insights into what to expect during your stay. Information on this property was last updated on October 28, 2026.

Good to Know

Perks and amenities at Winslow's Bungalows - Key West Historic Inns

A comprehensive list of on-site, in-building, and in-room amenities you’ll find at Winslow's Bungalows - Key West Historic Inns

Reviews for Winslow's Bungalows - Key West Historic Inns

Pros +

Cons -

Hotels similar to Winslow's Bungalows - Key West Historic Inns

Discover other properties in Key West that offer a similar experience and ambiance to Winslow's Bungalows - Key West Historic Inns. In total, there are 1,907 hotels serving travelers in Key West. Price data was last updated on October 28, 2026.

Top Key West hotels

Hotels closest to Winslow's Bungalows - Key West Historic Inns

These are the closest hotels within a 0.1 mi proximity to Winslow's Bungalows - Key West Historic Inns. These hotels have an average nightly rate of $334 vs. $208 for Winslow's Bungalows - Key West Historic Inns. Data was last updated on October 28, 2026.

Cheap Key West hotels

These hotels are among the lowest-priced properties for travelers in Key West. Currently, the lowest price for a hotel in Key West is $153. The cheapest hotel is Hilton Garden Inn Key West/The Keys Collection priced at $153. Price data was last updated on October 28, 2026.

Recommended hotels

These properties are recommended for travelers visiting Key West. The average price of these properties is $231 per night. Price data was last updated on October 28, 2026 and sourced from 3,147 user searches.

Explore Downtown, Key West

Winslow's Bungalows - Key West Historic Inns is located at 725 Truman Avenue in the Downtown neighborhood of Key West. Popular landmark data was lasted updated on October 28, 2026.

Most Popular Landmarks

Rental Cars

Closest Airports

How far is Winslow's Bungalows - Key West Historic Inns from Smathers Beach?

Is Winslow's Bungalows - Key West Historic Inns close to Southernmost Point?

FAQs when booking at Winslow's Bungalows - Key West Historic Inns

Is pricing at Winslow's Bungalows - Key West Historic Inns comparable to 4 star hotels in Key West?

How close is Winslow's Bungalows - Key West Historic Inns to the nearest airport, Key West Airport?

What is the best way for guests to get from Key West Airport to Winslow's Bungalows - Key West Historic Inns?

Is Winslow's Bungalows - Key West Historic Inns considered pet-friendly?

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

How close is Winslow's Bungalows - Key West Historic Inns from the Key West city center?

What is the Winslow's Bungalows - Key West Historic Inns phone number?

Does Winslow's Bungalows - Key West Historic Inns have Wi-Fi available?

What is the check-out time at Winslow's Bungalows - Key West Historic Inns?

How much does it cost to stay at Winslow's Bungalows - Key West Historic Inns, Key West?

Does Winslow's Bungalows - Key West Historic Inns offer accessible rooms?

What is the cheapest month to stay at Winslow's Bungalows - Key West Historic Inns?

In what area of Key West is Winslow's Bungalows - Key West Historic Inns located?

Are there any other Small Luxury hotels in Key West?

What is the cheapest day to check into Winslow's Bungalows - Key West Historic Inns?

How far is Winslow's Bungalows - Key West Historic Inns from Smathers Beach?

Is Winslow's Bungalows - Key West Historic Inns close to Southernmost Point?

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