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17 Apr - 18 Apr
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Top Trending Hotels Near Old Town Key West, Key West

Southernmost Beach Resort and Guesthouses
3 outdoor pools, pool umbrellas, pool loungers

Southernmost Beach Resort and Guesthouses

4.0 star property
8.6 out of 10, Excellent, (2406)
"We loved our visit. The hotel was clean, and the staff were all available and helpful. The beach was gorgeous. It was great to have the complimentary chairs and umbrellas. Get there early, however if you want a spot!"
The price is ฿9,475
฿12,893 total
includes taxes & fees
11 May - 12 May
Southernmost Beach Resort and Guesthouses
Winslow's Bungalows - Key West Historic Inns
3 outdoor pools, open 7:00 AM to 10:00 PM, pool loungers

Winslow's Bungalows - Key West Historic Inns

4.0 star property
9.0 out of 10, Wonderful, (1002)
"I loved our room. Sitting on the porch in the evening was very relaxing after a busy day about town. "
The price is ฿7,923
฿10,589 total
includes taxes & fees
15 May - 16 May
Winslow's Bungalows - Key West Historic Inns
Santa Maria Suites
Courtyard

Santa Maria Suites

4.0 star property
9.6 out of 10, Exceptional, (1001)
"Great place for the family. Enjoyed our stay and the accommodations. "
The price is ฿16,183
฿19,696 total
includes taxes & fees
11 May - 12 May
Santa Maria Suites
The Reach Key West, Curio Collection by Hilton
Outdoor pool, pool umbrellas, pool loungers

The Reach Key West, Curio Collection by Hilton

4.0 star property
8.4 out of 10, Very good, (933)
"The sunset 4th floor deck "
The price is ฿10,802
฿14,138 total
includes taxes & fees
5 May - 6 May
The Reach Key West, Curio Collection by Hilton
Opal Key Resort & Marina, Key West
Front of property – evening/night

Opal Key Resort & Marina, Key West

4.0 star property
9.2 out of 10, Wonderful, (1008)
"Great location, front Desk staff where extremely helpful, and hotel and rooms where beautiful."
The price is ฿10,888
฿13,553 total
includes taxes & fees
4 May - 5 May
Opal Key Resort & Marina, Key West
H2O Suites - Adults Only
Deluxe Suite, 1 King Bed, Private Pool | View from room

H2O Suites - Adults Only

3.5 star property
9.8 out of 10, Exceptional, (532)
"Very nice hotel and staff"
The price is ฿14,198
฿17,462 total
includes taxes & fees
18 May - 19 May
H2O Suites - Adults Only
Almond Tree Inn Hotel - Adults Only
Queen Deluxe ADA | Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds

Almond Tree Inn Hotel - Adults Only

3.5 star property
10.0 out of 10, Exceptional, (1005)
"This is a very pretty and well appointed small establishment. Rooms are lovely and super comfortable. Great included breakfast as well as a delightful happy hour each day. The BEST thing about this place is the super friendly staff who do everything possible to ensure a great stay. Also really good location close to Duvall St. but a very peaceful and quiet distance."
The price is ฿13,615
฿15,317 total
includes taxes & fees
18 May - 19 May
Almond Tree Inn Hotel - Adults Only
Southwinds Motel
Exterior

Southwinds Motel

2.0 star property
8.8 out of 10, Excellent, (1100)
"Great location Nice staff and breakfast"
The price is ฿7,030
฿8,840 total
includes taxes & fees
18 May - 19 May
Southwinds Motel
The Mermaid & Alligator
Outdoor pool, pool loungers

The Mermaid & Alligator

3.5 star property
9.8 out of 10, Exceptional, (222)
"My husband and I recently stayed at this charming and historical Queen Anne-style B&B. We especially enjoyed the delicious breakfasts served each morning in the beautifully appointed courtyard, with the calming sounds of the water fountain. The staff were always pleasant and helpful. The B&B's location is a big plus, with easy walking access to Key West's famous sites and museums, including the Hemingway Museum, Duval Street, and the waterfront. We found our room, the Audubon room, to be...
The price is ฿12,742
฿14,334 total
includes taxes & fees
29 Apr - 30 Apr
The Mermaid & Alligator
Orchid Key Inn - Adults Only
Exterior

Orchid Key Inn - Adults Only

3.5 star property
9.8 out of 10, Exceptional, (1000)
"Very nice place "
The price is ฿15,303
฿17,216 total
includes taxes & fees
18 May - 19 May
Orchid Key Inn - Adults Only
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, (1002)
"What a nice place at a reasonable price. Easy walk to Duvall Street. Very friendly and helpful staff. "
The price is ฿9,895
฿12,621 total
includes taxes & fees
20 Apr - 21 Apr
Paradise Inn Key West - Adults Only
Casa Marina Key West, Curio Collection by Hilton
Fireplace

Casa Marina Key West, Curio Collection by Hilton

4.0 star property
7.0 out of 10, Good, (1005)
"Corn hole games were fun"
The price is ฿13,334
฿16,986 total
includes taxes & fees
28 Apr - 29 Apr
Casa Marina Key West, Curio Collection by Hilton
Ella's Cottages - Key West Historic Inns
Business centre

Ella's Cottages - Key West Historic Inns

3.5 star property
9.4 out of 10, Exceptional, (313)
"I can’t say enough good things about our stay at Ella’s adorable cottage. From the moment we arrived, we were surrounded by the most lush, tropical landscaping—it felt like our own private paradise. The grounds are impeccably maintained and absolutely stunning, creating a peaceful, relaxing atmosphere that made it hard to leave. One of the highlights of our stay was the breakfast basket delivered to our door each morning—truly a treat. Each one was filled with the most delightful assortment of...
The price is ฿9,895
฿12,808 total
includes taxes & fees
11 May - 12 May
Ella's Cottages - Key West Historic Inns
Lighthouse Hotel - Key West Historic Inns
Outdoor pool, open 8:00 AM to 10:00 PM, pool loungers

Lighthouse Hotel - Key West Historic Inns

3.5 star property
9.0 out of 10, Wonderful, (716)
"Great place to stay and easy walking distance where ever you want to go"
The price is ฿9,904
฿12,817 total
includes taxes & fees
5 May - 6 May
Lighthouse Hotel - Key West Historic Inns
The Mansion on the Sea - Southernmost House in the USA
Mansion Room #201 - Ocean View with private balcony - Adults Only | Terrace/patio

The Mansion on the Sea - Southernmost House in the USA

3.0 star property
9.4 out of 10, Exceptional, (1002)
"The staff was wonderful and the room was big and very clean."
The price is ฿9,234
฿11,406 total
includes taxes & fees
23 Apr - 24 Apr
The Mansion on the Sea - Southernmost House in the USA
The Gardens Hotel
Carriage House | Terrace/patio

The Gardens Hotel

4.0 star property
9.8 out of 10, Exceptional, (1000)
"Beautiful"
The Gardens Hotel
Duval House
View from property

Duval House

3.0 star property
9.4 out of 10, Exceptional, (1005)
"Best customer service I ever received in a hotel. The staff is outstanding."
The price is ฿5,891
฿7,339 total
includes taxes & fees
20 Apr - 21 Apr
Duval House
Silver Palms Inn
Outdoor pool

Silver Palms Inn

3.5 star property
9.2 out of 10, Wonderful, (1007)
"Place was great. Only disappointment was that i paid extra for balcony room and it was really to small to even go out on it."
The price is ฿9,204
฿12,588 total
includes taxes & fees
18 May - 19 May
Silver Palms Inn
Ambrosia Key West
In-room safe, individually decorated, individually furnished

Ambrosia Key West

3.5 star property
9.4 out of 10, Exceptional, (1003)
"I had a great time staying here. "
The price is ฿9,895
฿11,132 total
includes taxes & fees
20 Apr - 21 Apr
Ambrosia Key West
Heron House - Adult Only
Exterior

Heron House - Adult Only

3.5 star property
9.0 out of 10, Wonderful, (1114)
"We stay here whenever we visit the southernmost city. It is a perfect location with the charm and uniqueness that is Key West."
The price is ฿5,262
฿6,896 total
includes taxes & fees
22 Apr - 23 Apr
Heron House - Adult Only
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.
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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 Alexander's Gay and Lesbian Guesthouse - Adults Only and Santa Maria Suites.

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 1381 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?

Saint Mary Star of the Sea, Ernest Hemingway Home and Museum and Key West Lighthouse and Keeper's Quarters Museum 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, City Zoo Gallery and Key West Firehouse Museum are just a few of the places to visit in and around Old Town Key West. While you're out sightseeing, Key West Cemetery and MLK Community Pool & Community Center are a couple of additional sights to visit in Key West.