Find hotels in Old Town Key West, Key West from $99

Most hotels are fully refundable. Because flexibility matters.

Save 10% or more on over 100,000 hotels worldwide as a One Key member.

Search over 2.9 million properties and 550 airlines worldwide.

Find properties with these dates

Tonight
May 2 - May 3
Tomorrow
May 3 - May 4
This weekend
May 3 - May 5
Next weekend
May 10 - May 12

Filter by

Popular filters
Popular filters
Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility
Traveler experience
Traveler experience

Discover 1,304 Old Town Key West hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Front of property
Key West Villas
3.5 star property
9.8 out of 10, Exceptional, (182)
"We loved every minute of our stay at Key West Villas. The hosts are amazing, and you feel welcomed from the minute they greet you at check in until the minute you leave. The Villas have everything you need for a comfortable and unique stay in Key West, and the location is premier! Highly recommend!"
The price is $299
$336 total
includes taxes & fees
May 14 - May 15
Key West Villas
Pool
Grand Marina Suite by Brightwild | Waterfront
9.8 out of 10, Exceptional, (16)
"safe and quite"
The price is $399
$588 total
includes taxes & fees
May 13 - May 14
Grand Marina Suite by Brightwild | Waterfront
Courtyard
Santa Maria Suites
4.0 star property
9.6 out of 10, Exceptional, (1001)
"It was very clean and spacious. Staff were very nice and helpful. "
The price is $479
$584 total
includes taxes & fees
May 28 - May 29
Santa Maria Suites
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Exterior
The Grand Guesthouse
2.5 star property
9.6 out of 10, Exceptional, (891)
"Nice clean accommodations. Very friendly staff."
The price is $312
$377 total
includes taxes & fees
May 7 - May 8
The Grand Guesthouse
Beach towels
Steps from Duval, Pool & Bikes $129-$299 Night!
9.6 out of 10, Exceptional, (327)
"Ken's place was exactly what we were looking for: Clean, quiet, and walkable to everything we wanted to do in Old Town Key West. Although the unit is compact, Ken has included many amenities that made our stay enjoyable: beach chairs, a beach umbrella, beach towels, coffee maker, toaster, refrigerator, etc. The full-size FREE washer and dryer in the building made it possible for us to pack with only carry-on luggage- a huge bonus! Unless you're planning to spend hours in your room instead of...
The price is $99
$240 total
includes taxes & fees
May 20 - May 21
Steps from Duval, Pool & Bikes $129-$299 Night!
Interior
May 20-23 or 27-30 ngt. mid-wk..spec. beach kitchen & patio 142.ngt + ext
9.6 out of 10, Exceptional, (185)
"This was our third time staying at this location. It is as described and the location is fantastic."
May 20-23 or 27-30 ngt. mid-wk..spec. beach kitchen & patio 142.ngt + ext
Beach
Central walk-up studio with partial ac - walk to Duval Street bars/dining
9.6 out of 10, Exceptional, (12)
"This was the best rental property my wife and I have stayed at. We have utilized rental properties in many different States and also Key West previously but this property was perfect in every way. To top it off, the Vacasa team (specifically Justin) were accomodating, friendly and made our stay first rate. If you are planning a stay in the keys with your spouse/partner and simply want a great place to sleep and use as a "home" base of operations between sight seeing and enjoying all that Key...
The price is $66
$287 total
includes taxes & fees
May 16 - May 17
Central walk-up studio with partial ac - walk to Duval Street bars/dining
Fridge, cookware/dishes/utensils, dining tables
34’ Catamaran Sailboat
9.4 out of 10, Exceptional, (22)
"So glad we stayed here! It is exactly what I was looking for. A unique way to visit Key West. It was nice to open the hatches and have a nice breeze and great view of the stars. He has a nice bathroom with shower in the car port. The host was great with communication and was really cool. Definitely recommend"
34’ Catamaran Sailboat
Outdoor pool, sun loungers
Ocean Key Resort - A Noble House Resort
4.0 star property
9.2 out of 10, Wonderful, (1005)
"Great Place to see it all and the Staff was awesome. "
The price is $419
$534 total
includes taxes & fees
Jun 2 - Jun 3
Ocean Key Resort - A Noble House Resort
Outdoor pool
Silver Palms Inn
3.5 star property
9.2 out of 10, Wonderful, (1007)
"Good location and easy parking. Breakfast omelette is a major bonus. "
The price is $229
$314 total
includes taxes & fees
May 27 - May 28
Silver Palms Inn
Cottage, 2 Bedrooms (Royal Poinciana) | Terrace/patio
Paradise Inn Key West - Adults Only
3.5 star property
9.2 out of 10, Wonderful, (1001)
"Cute and spacious. A little older but has a lot of charm! "
The price is $242
$317 total
includes taxes & fees
May 29 - May 30
Paradise Inn Key West - Adults Only
Exterior
The Guesthouses at Southernmost Beach Resort - Adults only
4.0 star property
9.2 out of 10, Wonderful, (876)
"Wonderful daily breakfast and lunch snacks included in resort fee. Lounge chairs and umbrellas included in resort fee. "
The price is $359
$489 total
includes taxes & fees
May 27 - May 28
The Guesthouses at Southernmost Beach Resort - Adults only
Free daily continental breakfast
Ridley House - Key West Historic Inns
3.5 star property
9.2 out of 10, Wonderful, (636)
"I had a wonderful stay at the Ridley. My room was a couple of doors down from the main house, in the back of another old house with a deck. I loved doing yoga on the deck in the mornings! A quiet and peaceful way to begin each day. The breakfasts were absolutely incredible! Eggs made to order, banana coconut pancakes, overnight oats, exotic fruits, smoked salmon, etc. They serve iced sangria every afternoon by the pool. I can’t wait to return! "
The price is $390
$480 total
includes taxes & fees
May 13 - May 14
Ridley House - Key West Historic Inns
Reception
The Inn on Fleming
3.5 star property
9.2 out of 10, Wonderful, (568)
"Charming room. Clean and walking distance away from restaurants and Duval St. "
The price is $289
$325 total
includes taxes & fees
May 5 - May 6
The Inn on Fleming
Sun loungers, beach towels
Pet friendly 2/2. 4 free bikes. New renovation, heated pool 2 blocks to Duval St
9.2 out of 10, Wonderful, (226)
"Loved the 2 bedroom plan with privacy door and 2 entrances. The location was perfect, quiet but close to everything. We quickly discovered the included bikes were the best way to navigate the area. Definitely would stay again if in area."
The price is $302
$585 total
includes taxes & fees
May 6 - May 7
Pet friendly 2/2. 4 free bikes. New renovation, heated pool 2 blocks to Duval St
Exterior
The Hollinsed House
3.0 star property
9.2 out of 10, Wonderful, (49)
"Location was fantastic. Central to everything. Unit was bigger than anticipated and spotless. Lois is really cool and there for anything you need. Can't wait to go back."
The Hollinsed House
Outdoor pool, pool umbrellas, sun loungers
Hampton Inn Key West FL
2.5 star property
8.8 out of 10, Excellent, (1088)
"Everything is great"
The price is $259
$325 total
includes taxes & fees
May 5 - May 6
Hampton Inn Key West FL
3 outdoor pools, pool umbrellas, sun loungers
The Marker Key West Harbor Resort
4.0 star property
8.8 out of 10, Excellent, (1001)
"Very nice place to stay, conveniently located "
The price is $365
$469 total
includes taxes & fees
May 27 - May 28
The Marker Key West Harbor Resort
Outdoor pool
La Pensione Inn
3.5 star property
8.8 out of 10, Excellent, (1001)
"Our rom was massive with beautiful big bath Old Victorian updated Walkable to Duvall street Excellent breakfast It is on a busy street but wasn’t loud at night Slept well Our room was on second floor. No elevator. Fine for us"
The price is $199
$280 total
includes taxes & fees
May 6 - May 7
La Pensione Inn
Superior Villa, 2 Bedrooms, Private Pool (Room 409) | Outdoor pool
New Orleans House - Gay Men Adult Resort
2.5 star property
8.6 out of 10, Excellent, (290)
"Very outgoing staff and very clean. Lousy breakfast. Rooms next to the pool and inner bar are not sleepable before 2 am"
The price is $210
$247 total
includes taxes & fees
May 5 - May 6
New Orleans House - Gay Men Adult Resort
Don't see what you're looking for?
See all available properties in Old Town Key West
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other neighborhoods around Old Town Key West

Hotels in top Key West neighborhoods Learn more about Old Town Key West
Audubon House and Tropical Gardens featuring a house

Key West Historic District

4 out of top 10 points of interest in this area
4.5/5(4,033 area reviews)

Museums and tropical gardens complement the fascinating homes and monuments that include the residence and writing desk of Ernest Hemingway.

Find hotels in Key West Historic District

Old Town Key West Travel Info

Number of reviews
12,886
Location
Key West, United States of America
Similar neighborhoods
Historic Seaport, Key West Historic District and New Town
Accommodation
1,304 hotels
Known landmarks
Smathers Beach, Fort Zachary Taylor Historic State Park and South Beach
Hotels with entertainment
Havana Cabana at Key West, Crowne Plaza Key West-La Concha, an IHG Hotel and The Laureate Key West
Lowest price
$99
Highest price
$479

Price trends for hotels in Old Town Key West

Less expensive
More expensive
This month
Next month
September
February
$315
$307
Month
Price
January
$434
February
$463
March
$429
April
$379
May
$315
June
$307
July
$322
August
$289
September
$250
October
$362
November
$353
December
$395
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed hotels in Old Town Key West. Select dates and complete search for nightly totals inclusive of taxes and fees.

Frequently asked questions

What's it like in Old Town Key West?

Travelers to Key West's Old Town Key West neighborhood will be sure to enjoy a stay in this neighborhood. Looking for sights you might find in a travel guide about Old Town Key West? Consider a visit to Duval Street while you're in the neighborhood.

What's a favorite place to stay in Old Town Key West?

Based on Expedia customer reviews, Almond Tree Inn Hotel - Adults Only is the highest ranked property in Old Town Key West. This hotel is steps from Ernest Hemingway Home and Museum, and offers free breakfast and an outdoor pool. Other favorite options in the area include LA TE DA Hotel - Adults Only and Alexander's Gay and Lesbian Guesthouse - Adults Only.

How many hotels will I be able to find in Old Town Key West?

If you're searching for places to stay in Key West, Expedia has something to meet your needs with 1301 Old Town Key West hotels and other accommodations to choose from.

If I need to cancel my hotel reservation in Old Town Key West, will I receive a refund?

Yes, you'll find most hotel bookings are refundable provided that you cancel before the hotel’s cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you booked a non-refundable reservation, it may still be possible to cancel it and be given a refund within a 24-hour period of booking. Add your dates and click on "Search", then filter by "fully refundable" to view the top deals on offer in Old Town Key West.

Where can I learn more about changing or cancelling my trip to Old Town Key West?

To find more details about updating your trip to Old Town Key West or cancelling it, click here.

What are the top things to see and do in Old Town Key West?

Ernest Hemingway Home and Museum, Key West Lighthouse and Keeper's Quarters Museum, and Harry S. Truman Little White House are landmarks that can't be missed during your stay in Old Town Key West. Duval Street and Key West Butterfly and Nature Conservatory are also a couple of places to visit in the neighborhood. Tennessee Williams Key West Exhibit, Saint Mary Star of the Sea, and City Zoo Gallery are just a few of the places to visit in and around Old Town Key West. While you're out sightseeing, Key West Firehouse Museum and Key West Cemetery are a couple of additional sights to visit in Key West.

Recent reviews of Old Town Key West hotels

Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only

5/5 Excellent
"Very nice place to stay in old town. Very well maintained and great staff. I recommend it to anyone wanting to stay in Key West."
A verified traveler stayed at Orchid Key Inn - Adults Only
Posted 17 hours ago
Orchid Key Inn - Adults Only