Old Town Key West Hotels, Key West

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1332 Cheap Hotels in Old Town Key West - Specials, Reviews, & Last Minute Deals

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
9.2 out of 10, Wonderful, (1020)
"Great location near many attractions. "
The price is NZ$416
includes taxes & fees
14 Oct - 15 Oct
Winslow's Bungalows - Key West Historic Inns
The Southernmost Inn - Adults Only
Courtyard

The Southernmost Inn - Adults Only

3.0 star property
8.2 out of 10, Very good, (1182)
"Great area, amenities are great"
The price is NZ$270
includes taxes & fees
12 Oct - 13 Oct
The Southernmost Inn - Adults Only
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, (2800)
"The property and staff was great"
The price is NZ$445
includes taxes & fees
29 Oct - 30 Oct
Southernmost Beach Resort and Guesthouses
Heron House - Adult Only
Exterior

Heron House - Adult Only

3.5 star property
9.0 out of 10, Wonderful, (1139)
"This is an adult only B&B. The great location is a reason to stay here. "
The price is NZ$338
includes taxes & fees
3 Oct - 4 Oct
Heron House - Adult Only
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, (1001)
"Great stay! "
The price is NZ$551
includes taxes & fees
2 Oct - 3 Oct
Opal Key Resort & Marina, Key West
Silver Palms Inn
Outdoor pool

Silver Palms Inn

3.5 star property
9.2 out of 10, Wonderful, (1024)
"Boutique hotel with pool and free parking. "
The price is NZ$289
includes taxes & fees
2 Oct - 3 Oct
Silver Palms Inn
Authors of Key West Guest House
Room, Non Smoking, Private Bathroom

Authors of Key West Guest House

3.0 star property
9.0 out of 10, Wonderful, (1027)
"Very nice stay with easy street parking and a nice breakfast. "
Authors of Key West Guest House
Southwinds Motel
Exterior

Southwinds Motel

2.0 star property
8.8 out of 10, Excellent, (1191)
"This was a perfect place for us to safe during this trip."
The price is NZ$279
includes taxes & fees
2 Oct - 3 Oct
Southwinds Motel
Casa Marina Key West, Curio Collection by Hilton
Fireplace

Casa Marina Key West, Curio Collection by Hilton

4.0 star property
8.4 out of 10, Very good, (373)
"The building, grounds and food were fabulous."
The price is NZ$452
includes taxes & fees
14 Oct - 15 Oct
Casa Marina Key West, Curio Collection by Hilton
Duval House
View from property

Duval House

3.0 star property
9.4 out of 10, Exceptional, (1033)
"Very friendly, good breakfasts, clean rooms "
The price is NZ$229
includes taxes & fees
7 Oct - 8 Oct
Duval House
The Cabana Inn Key West - Adults Only
Courtyard

The Cabana Inn Key West - Adults Only

3.0 star property
8.8 out of 10, Excellent, (1008)
"A nice place to stay I definitely recommend it."
The Cabana Inn Key West - Adults Only
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, (1021)
"Great staff, view and food!"
The price is NZ$489
includes taxes & fees
15 Oct - 16 Oct
The Reach Key West, Curio Collection by Hilton
Almond Tree Inn Hotel - Adults Only
Queen Deluxe ADA

Almond Tree Inn Hotel - Adults Only

3.5 star property
10.0 out of 10, Exceptional, (1022)
"I would stay at this place again for sure!"
The price is NZ$262
includes taxes & fees
7 Oct - 8 Oct
Almond Tree Inn Hotel - Adults Only
Orchid Key Inn - Adults Only
Exterior

Orchid Key Inn - Adults Only

3.5 star property
9.8 out of 10, Exceptional, (1016)
"Our stay was incredible "
The price is NZ$239
includes taxes & fees
26 Oct - 27 Oct
Orchid Key Inn - Adults Only
Southernmost House
Mansion Room #201 - Ocean View with private balcony - Adults Only | Terrace/patio

Southernmost House

4.0 star property
9.4 out of 10, Exceptional, (1008)
"Very beautiful place to stay in Key West. Will stay here again if we return. "
The price is NZ$560
includes taxes & fees
2 Oct - 3 Oct
Southernmost House
Santa Maria Suites
Courtyard

Santa Maria Suites

4.0 star property
9.6 out of 10, Exceptional, (1008)
"Extremely appealing, very nice accommodation. Proximity to restaurants excellent. "
The price is NZ$536
includes taxes & fees
2 Oct - 3 Oct
Santa Maria Suites
Douglas House
Garden

Douglas House

3.0 star property
9.6 out of 10, Exceptional, (176)
"Douglas House was perfect for a quiet getaway for a few days in one of our favorite places! Right of Duval St., it’s walkable to everywhere that Key West is famous for! The staff were personable and helpful. The rooms are clean and comfortable. "
The price is NZ$259
includes taxes & fees
8 Oct - 9 Oct
Douglas House
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, (796)
"Great location and friendly staff."
The price is NZ$435
includes taxes & fees
15 Oct - 16 Oct
Lighthouse Hotel - Key West Historic Inns
The Gardens Hotel
Carriage House | Terrace/patio

The Gardens Hotel

4.0 star property
9.8 out of 10, Exceptional, (1002)
"Great location and rooms. Lovely gardens and pool. "
The price is NZ$456
includes taxes & fees
15 Oct - 16 Oct
The Gardens Hotel
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, (1017)
"My wife and I loved this place. Quiet, close to everything but far enough away, perfect pool and hot tub. When we are back we will stay here again."
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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Our guide on 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 windsurfing, 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.

Key West Butterfly and Nature Conservatory featuring animals, flowers and zoo animals

Uptown - Upper Duval

If you're spending some time in Uptown - Upper Duval, Duval Street and Key West Butterfly and Nature Conservatory 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
"I appreciate the room change after our first night. "
Graydon 3-night trip
Posted 7 hours ago
Southernmost Beach Resort and Guesthouses

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 LA TE DA Hotel - 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 1326 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.