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Top hotels in Old Town Key West

Douglas House - Adults Only

Douglas House - Adults Only

3 out of 5
419 Amelia St Key West FL
$266 nightly
The price is $300 total per night from Apr 20 to Apr 21
$300 total
Apr 20 - Apr 21
Total with taxes and fees
An outdoor pool is featured at this guesthouse, along with free WiFi in public areas and a terrace. A garden, a picnic area, and luggage storage are also on ...
Great, quaint property just steps from Duval Street. Staff was very friendly and helpful. They thought of everything. Would highly recommend this property and would definitely stay here again.

Reviewed on Apr 15, 2026

Opens in a new windowDouglas House - Adults Only
Duval House

Duval House

3 out of 5
815 Duval St Key West FL
$241 nightly
The price is $268 total per night from Apr 20 to Apr 21
$268 total
Apr 20 - Apr 21
Total with taxes and fees
This bed & breakfast features a terrace, concierge services, and self parking. A garden, a picnic area, and express check-in are also on offer.
Property was OK sufficient I guess

Reviewed on Apr 14, 2026

Opens in a new windowDuval House
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

4 out of 5
245 Front Street Key West FL
Fully refundableReserve now, pay when you stay
$314 nightly
The price is $353 total per night from May 10 to May 11
$353 total
May 10 - May 11
Total with taxes and fees
A marina, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Enjoy the outdoor pool and visit the 3 bars/lounges and poolside bar for ...
Spacious room with a view.

Reviewed on Apr 14, 2026

Opens in a new windowOpal Key Resort & Marina, Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundable
$365 nightly
The price is $411 total per night from May 12 to May 13
$411 total
May 12 - May 13
Total with taxes and fees
This hotel features a full-service spa, 3 outdoor pools, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Traveling ...
The resort overall was amazing! Close proximity to the beach and Duval Street was so accessible. It would have been nice if the pool bars were open later in the evening. Our room was basic but clean. A full length mirror would have been great as well as a longer vanity in the bathroom. Not enough ...

Reviewed on Apr 14, 2026

Opens in a new windowSouthernmost Beach Resort and Guesthouses
The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only

3 out of 5
413 Applerouth Lane Key West FL
$197 nightly
The price is $221 total per night from Apr 22 to Apr 23
$221 total
Apr 22 - Apr 23
Total with taxes and fees
This guesthouse features an outdoor pool and a hot tub. Enjoy the free continental breakfast each morning. Self parking, a terrace, and a garden are also ...
I questioned this property when we booked but everything was a 5 star. The property was clean safe and it a great area. The beds were very comfortable. The pool and hot tub were amazing. The breakfast was good and the happy hour was very good with nice wines that wernt cheap. The staff was great ...

Reviewed on Apr 12, 2026

Opens in a new windowThe Cabana Inn Key West - Adults Only
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

4 out of 5
1435 Simonton Street Key West FL
$330 nightly
The price is $372 total per night from May 3 to May 4
$372 total
May 3 - May 4
Total with taxes and fees
This resort features a private beach, a full-service spa, and a restaurant. Traveling on business? Take advantage of the express check-out, laundry service, ...
Pool and beach were great. Food and drink service right to your beach chair. Great views.

Reviewed on Apr 13, 2026

Opens in a new windowThe Reach Key West, Curio Collection by Hilton
Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street Key West FL
$242 nightly
The price is $272 total per night from Apr 20 to Apr 21
$272 total
Apr 20 - Apr 21
Total with taxes and fees
This hotel features 2 outdoor pools and a bar/lounge. Enjoy the free continental breakfast each morning. Self parking, a picnic area, and luggage storage are ...
Nice place to stay, within 30 minute walk to all fun places in old Key West. Very weak water supply during our stay.

Reviewed on Apr 14, 2026

Opens in a new windowSouthwinds Motel
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4 out of 5
1500 Reynolds Street Key West FL
$371 nightly
The price is $417 total per night from Apr 28 to Apr 29
$417 total
Apr 28 - Apr 29
Total with taxes and fees
A private beach, a full-service spa, and 2 outdoor pools are all featured at this smoke-free resort. Relax with sun loungers and beach umbrellas, and cool off ...
We had a great time. The hotel is beautiful and in a great location. The beach and two pools are perfectly located. A easy walk to Duval st. The rooms are nice but not much storage or closet space for clothing. The showers could use some shelving for personal shower products. The food and drinks ...

Reviewed on Apr 11, 2026

Opens in a new windowCasa Marina Key West, Curio Collection by Hilton
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

3 out of 5
525 United Street Key West FL
Fully refundableReserve now, pay when you stay
$264 nightly
The price is $297 total per night from May 10 to May 11
$297 total
May 10 - May 11
Total with taxes and fees
This hotel's 2 outdoor pools and hot tub are among the featured amenities. Enjoy the free continental breakfast each morning. Self parking, a coffee shop, and ...
Hotel was old musty , tired and needed repairs. We stayed two days and we're charged resort fees for a few pieces of cubed cheese and a coffee. Typical key west overpriced hotel

Reviewed on Apr 14, 2026

Opens in a new windowThe Southernmost Inn - Adults Only
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Old Town Key West Hotel Guide

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Nowhere else can you find better deals on Old Town Key West area hotels. You’ll find the best prices on the quirky, the haunted, the old, the new, and the legendary. If you’re wondering what side of the pricing scale some of these hotels fall on, you need not to worry. Compare cheap hotels near Old Town Key West to find the perfect one to will fit your budget.

Leave the ordinary routine you’re set on behind and go. Go anywhere you want. Anywhere that makes you think, “I wonder what that’s like?” Part of Travelocity’s mission is to get you off-the-beaten path and the hotels near Old Town Key West are perfect for that. Find your new favorite watering hole on a quiet street. Discover a place to escape for the weekend with tasty local fare and unique sights. We want you to consider the places outside your normal comfort zone. Browse our selection and find the ideal hotel, in a place you’d like to explore.

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