Old Town Key West Hotels, Key West

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

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1304 Cheap Hotels in Old Town Key West - Specials, Reviews, & Last Minute Deals

Grand Marina Suite by Brightwild | Waterfront
Pool
Grand Marina Suite by Brightwild | Waterfront
9.8 out of 10, Exceptional, (16)
"safe and quite"
The price is AU$927
per night
21 May - 22 May
Grand Marina Suite by Brightwild | Waterfront
Santa Maria Suites
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 AU$825
per night
28 May - 29 May
Santa Maria Suites
Island City House Hotel
Arch House Garden View Studio w/ Balcony
Island City House Hotel
3.0 star property
9.6 out of 10, Exceptional, (999)
"This was our second time staying at Island City House hotel. We absolutely love it here! The staff are amazing from the front desk to the housekeepers. The beautiful tropical setting is so serene and relaxing. The pool is awesome after a long day of bopping around Key West or a long night of barhopping. it’s so convenient to have the kitchenette and comfortable to have a living room and porch. We recommend this property very highly to anyone who wants to stay in the heart of Key West! "
The price is AU$508
per night
5 May - 6 May
Island City House Hotel
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The Grand Guesthouse
Exterior
The Grand Guesthouse
2.5 star property
9.6 out of 10, Exceptional, (891)
"Nice clean accommodations. Very friendly staff."
The price is AU$538
per night
7 May - 8 May
The Grand Guesthouse
Feb 3-10 $245 off the rates close beach full kitchen & patio
Interior
Feb 3-10 $245 off the rates close beach full kitchen & patio
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."
Feb 3-10 $245 off the rates close beach full kitchen & patio
Central walk-up studio with partial ac - walk to Duval Street bars/dining
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 AU$465
per night
16 May - 17 May
Central walk-up studio with partial ac - walk to Duval Street bars/dining
34’ Catamaran Sailboat
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
Ocean Key Resort - A Noble House Resort
Outdoor pool, pool 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 AU$722
per night
2 June - 3 June
Ocean Key Resort - A Noble House Resort
Silver Palms Inn
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 AU$395
per night
27 May - 28 May
Silver Palms Inn
Paradise Inn Key West - Adults Only
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 AU$653
per night
6 May - 7 May
Paradise Inn Key West - Adults Only
The Guesthouses at Southernmost Beach Resort - 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 AU$591
per night
28 May - 29 May
The Guesthouses at Southernmost Beach Resort - Adults only
Ridley House - Key West Historic Inns
Free daily continental breakfast
Ridley House - Key West Historic Inns
3.5 star property
9.2 out of 10, Wonderful, (636)
"Amazing staff"
The price is AU$672
per night
27 May - 28 May
Ridley House - Key West Historic Inns
The Inn on Fleming
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 AU$498
per night
5 May - 6 May
The Inn on Fleming
Pet friendly 2/2. 4 free bikes. New renovation, heated pool 2 blocks to Duval St
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 AU$901
per night
7 May - 8 May
Pet friendly 2/2. 4 free bikes. New renovation, heated pool 2 blocks to Duval St
The Hollinsed House
Exterior
The Hollinsed House
3.0 star property
9.2 out of 10, Wonderful, (49)
"Cozy and has the old Key West feel."
The Hollinsed House
Hyatt Centric Key West Resort and Spa
Exterior
Hyatt Centric Key West Resort and Spa
4.0 star property
9.0 out of 10, Wonderful, (1003)
"Loved it! Would highly recommend anyone thinking of staying here. I have no complains. "
The price is AU$769
per night
29 May - 30 May
Hyatt Centric Key West Resort and Spa
Hampton Inn Key West FL
Outdoor pool, pool umbrellas, pool loungers
Hampton Inn Key West FL
2.5 star property
8.8 out of 10, Excellent, (1088)
"Very close to the airport"
The price is AU$450
per night
5 May - 6 May
Hampton Inn Key West FL
The Marker Key West Harbor Resort
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 AU$565
per night
27 May - 28 May
The Marker Key West Harbor Resort
La Pensione Inn
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 AU$343
per night
6 May - 7 May
La Pensione Inn
New Orleans House - Gay Men Adult Resort
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 AU$378
per night
5 May - 6 May
New Orleans House - Gay Men Adult Resort
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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 neighbourhoods around Old Town Key West

Hotels Near Key West, Florida Learn more about Old Town Key West
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Key West Historic District

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

Travellers to Key West Historic District praise its fantastic nightlife. If you've got some more time to explore, be sure to stop by Duval Street and Ernest Hemingway Home and Museum.

Find hotels in Key West Historic District

Frequently asked questions

What's it like in Old Town Key West?

Travellers to Key West's Old Town Key West neighbourhood will be sure to enjoy a stay here. 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 neighbourhood.

What's a favourite 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 favourite options in the area include LA TE DA Hotel - Adults Only and Alexander's Gay and Lesbian Guesthouse - Adults Only.

How many hotels are there 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 accommodation options to choose from.

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

Yes, most hotel room reservations are refundable if you cancel before the hotel’s cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you have a non-refundable reservation, you may still be able to cancel and receive a refund within 24 hours of booking. Plug in your dates, click on "Search", then use the "fully refundable" filter to get the best deals available in Old Town Key West.

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 neighbourhood. 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 in Old Town Key West

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

5/5 Excellent
"Winslow Bungalows was a great vacation spot. The tree house was beautiful and so spacious. The pools, bar and breakfast buffet was very nice. Staff was very courteous and helpful. We will definitely be staying at this resort again. So convenient to walk to all the historic sites. Located on very quiet section of Truman Ave. ***** 5 stars!"
A verified traveller from Swedesboro stayed at Winslow's Bungalows - Key West Historic Inns
Posted 2 days ago
Winslow's Bungalows - Key West Historic Inns