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22 Oct - 23 Oct
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Top Trending Hotels Near Old Town Key West, Key West

Front of property – evening/night
Opal Key Resort & Marina, Key West
Opal Key Resort & Marina, Key West
4.0 star property
9.2 out of 10, Wonderful, (1000)
"Staff was tremendous and location is perfect!! "
United States
Sheryl
The price is ฿8,183
฿10,500 total
includes taxes & fees
26 Oct - 27 Oct
Opal Key Resort & Marina, Key West
3 outdoor pools, open 7:00 AM to 10:00 PM, pool loungers
Winslow's Bungalows - Key West Historic Inns
Winslow's Bungalows - Key West Historic Inns
4.0 star property
9.2 out of 10, Wonderful, (1036)
"Great location near many attractions. "
United States
Marwin
The price is ฿5,547
฿7,904 total
includes taxes & fees
27 Oct - 28 Oct
Winslow's Bungalows - Key West Historic Inns
Garden
Douglas House
Douglas House
3.0 star property
9.6 out of 10, Exceptional, (190)
"Absolute awesome place to stay"
United States
Dennis
The price is ฿3,544
฿4,126 total
includes taxes & fees
30 Oct - 31 Oct
Douglas House
View from property
Duval House
Duval House
3.0 star property
9.4 out of 10, Exceptional, (1027)
"Very friendly, good breakfasts, clean rooms "
United States
Sandor
The price is ฿3,253
฿4,367 total
includes taxes & fees
26 Oct - 27 Oct
Duval House
Outdoor pool, open 8:00 AM to 10:00 PM, pool loungers
Lighthouse Hotel - Key West Historic Inns
Lighthouse Hotel - Key West Historic Inns
3.5 star property
9.0 out of 10, Wonderful, (810)
"Great location and friendly staff."
United States
Alicia
The price is ฿6,546
฿9,028 total
includes taxes & fees
27 Oct - 28 Oct
Lighthouse Hotel - Key West Historic Inns
Fireplace
Casa Marina Key West, Curio Collection by Hilton
Casa Marina Key West, Curio Collection by Hilton
4.0 star property
8.4 out of 10, Very good, (403)
"The location at the water is great. The restaurant on the beach with amazing live music was marvelous."
Germany
Verena
The price is ฿6,876
฿9,708 total
includes taxes & fees
30 Oct - 31 Oct
Casa Marina Key West, Curio Collection by Hilton
Room, Non Smoking, Private Bathroom | Individually decorated, individually furnished, iron/ironing board
Authors of Key West Guest House
Authors of Key West Guest House
3.0 star property
9.0 out of 10, Wonderful, (1010)
"Excellent location and very spacious and clean rooms! "
United States
Maria
Authors of Key West Guest House
Property grounds
The Palms Hotel
The Palms Hotel
3.0 star property
8.8 out of 10, Excellent, (1015)
"Great stay, comfortable room and beds, perfect location! "
United States
Kristen
The Palms Hotel
Exterior
Southwinds Motel
Southwinds Motel
2.0 star property
8.8 out of 10, Excellent, (1211)
"Great location, staff was super friendly and always helpful. "
United States
Jonathan
The price is ฿4,750
฿6,268 total
includes taxes & fees
26 Oct - 27 Oct
Southwinds Motel
Courtyard
The Southernmost Inn - Adults Only
The Southernmost Inn - Adults Only
3.0 star property
8.2 out of 10, Very good, (1177)
"Great area, amenities are great"
United States
Luis Armando
The price is ฿3,408
฿5,299 total
includes taxes & fees
27 Oct - 28 Oct
The Southernmost Inn - Adults Only
3 outdoor pools, pool umbrellas, pool loungers
Southernmost Beach Resort and Guesthouses
Southernmost Beach Resort and Guesthouses
4.0 star property
8.6 out of 10, Excellent, (2810)
"A great place to stay!"
United States
Jerri
The price is ฿4,808
฿7,812 total
includes taxes & fees
30 Oct - 31 Oct
Southernmost Beach Resort and Guesthouses
3 outdoor pools, a heated pool, pool loungers
Ambrosia Key West
Ambrosia Key West
3.5 star property
9.4 out of 10, Exceptional, (1005)
"Loved staying here, such a cute place and the location was close to Duval St."
United States
jodi
The price is ฿6,397
฿7,196 total
includes taxes & fees
23 Oct - 24 Oct
Ambrosia Key West
Outdoor pool, pool umbrellas, pool loungers
The Reach Key West, Curio Collection by Hilton
The Reach Key West, Curio Collection by Hilton
4.0 star property
8.4 out of 10, Very good, (1017)
"Great staff, view and food!"
United States
Gregory
The price is ฿6,171
฿8,914 total
includes taxes & fees
30 Oct - 31 Oct
The Reach Key West, Curio Collection by Hilton
Suite (Merlin's) | 2 bedrooms, premium bedding, in-room safe, individually decorated
Ella's Cottages - Key West Historic Inns
Ella's Cottages - Key West Historic Inns
3.5 star property
9.4 out of 10, Exceptional, (379)
"This was the cutest place we’ve stayed at in Key West! The room was clean and very comfortable. It was quiet and relaxing, and the pool area was perfect. We would definitely stay again. "
United States
Jessica Kaitlin
The price is ฿6,862
฿9,383 total
includes taxes & fees
27 Oct - 28 Oct
Ella's Cottages - Key West Historic Inns
Queen Deluxe ADA | Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds
Almond Tree Inn Hotel - Adults Only
Almond Tree Inn Hotel - Adults Only
3.5 star property
10.0 out of 10, Exceptional, (1014)
"Great place to stay. "
United States
Bettina
The price is ฿5,751
฿6,470 total
includes taxes & fees
27 Oct - 28 Oct
Almond Tree Inn Hotel - Adults Only
Fountain
Colors on White
Colors on White
3.0 star property
8.0 out of 10, Very good, (368)
"Very nice place to be at. Close walking and biking distance "
United States
brad
Colors on White
Queen Suite #6, Full Kitchen, Ground Floor, Pool View, Private Bathroom | Room amenity
Alexander Palms Court
Alexander Palms Court
2.5 star property
9.2 out of 10, Wonderful, (1004)
"It was a great place for the price. "
United States
Kim
The price is ฿6,181
฿6,954 total
includes taxes & fees
2 Nov - 3 Nov
Alexander Palms Court
Porch
Wicker Guesthouse
Wicker Guesthouse
3.5 star property
8.6 out of 10, Excellent, (1002)
"This place is a rare gem!! My family loved staying here, it was beautiful!"
United States
Evan
Wicker Guesthouse
Sun deck
Pegasus International Hotel
Pegasus International Hotel
2.5 star property
8.2 out of 10, Very good, (1009)
"Great location."
United States
Michael
Pegasus International Hotel
Cottage, 2 Bedrooms (Royal Poinciana) | Terrace/patio
Paradise Inn Key West - Adults Only
Paradise Inn Key West - Adults Only
3.5 star property
9.2 out of 10, Wonderful, (1012)
"Great place to stay "
United States
Noel
Paradise Inn Key West - Adults 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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Where to stay in Old Town Key West

Find the best Old Town Key West areas for the activities you enjoy most.
Smathers Beach which includes a bay or harbour, tropical scenes and a sandy beach

Beachside

While there might not be top attractions in Beachside, you can explore the larger area and discover places like Duval Street and Smathers Beach.

Key West Historic District

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 Saint Mary Star of the Sea.

Downtown Key West

While visiting Downtown Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.

New Town

While there might not be top attractions in New Town, you can explore the larger area and discover places like Smathers Beach and Key West Tropical Forest and Botanical Garden.

Historic Seaport

If you're spending some time in Historic Seaport, Duval Street and Key West Historic Seaport are top sights worth seeing.

Top Old Town Key West Hotel Reviews

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"A great place to stay!"
Jerri 4-night trip
Posted 4 days ago
Southernmost Beach Resort and Guesthouses

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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 Orchid Key Inn - Adults Only and Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly.
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 1332 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.