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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
$227 nightly
The price is $255 total per night from May 25 to May 26
$255 total
May 25 - May 26
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 ...
We loved staying at this super cute little resort within walking distance of everything. The pool was warm and the gardens pretty. Just note there’s only a few free parking spaces out front.

Reviewed on Apr 26, 2026

Opens in a new windowDouglas House - Adults Only
Duval House

Duval House

3 out of 5
815 Duval St Key West FL
$200 nightly
The price is $222 total per night from May 3 to May 4
$222 total
May 3 - May 4
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.
Excellent place to stay right in Duval street! Everything is walkable. The breakfast was great! Nice, clean rooms and friendly staff. We will definitely stay again on our next visit to Key West!

Reviewed on Apr 29, 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
$294 nightly
The price is $331 total per night from May 10 to May 11
$331 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 ...
This is a beautiful property, as it should be considering the price. The first 2 days were nice, we had a beautiful view from our balcony but the following 2 days we had cruise ships blocking our entire view. I never saw one thing about it in any of the information! If so, I would have never stayed ...

Reviewed on Apr 29, 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 refundableReserve now, pay when you stay
$316 nightly
The price is $356 total per night from May 28 to May 29
$356 total
May 28 - May 29
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 ...
Delightful hotel well placed for the quieter end of Duval St. and the beaches. Staff were always helpful and thoughtful.

Reviewed on Apr 30, 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
Fully refundableReserve now, pay when you stay
$205 nightly
The price is $231 total per night from May 25 to May 26
$231 total
May 25 - May 26
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 ...
Breakfast was good. Staff very courteous, helpful and friendly

Reviewed on Apr 27, 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
Fully refundableReserve now, pay when you stay
$314 nightly
The price is $353 total per night from May 11 to May 12
$353 total
May 11 - May 12
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, ...
It was a nice place

Reviewed on Apr 29, 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
$233 nightly
The price is $262 total per night from May 10 to May 11
$262 total
May 10 - May 11
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 ...
Wonderful and helpful staff.

Reviewed on Apr 28, 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
Fully refundableReserve now, pay when you stay
$390 nightly
The price is $438 total per night from May 26 to May 27
$438 total
May 26 - May 27
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 ...
The Best Hotel in Key West 10 stars!!!!

Reviewed on Apr 29, 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
$245 nightly
The price is $276 total per night from May 26 to May 27
$276 total
May 26 - May 27
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 ...
Was great ! Thanks !

Reviewed on Apr 29, 2026

Opens in a new windowThe Southernmost Inn - Adults Only
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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.

Old Town Key West Hotel Guide

Don’t keep your travel plans on repeat year after year. The same city with the same hotel every season will bore you and give you an itch to go looking for something new. Expand your geographical horizons to more than just those five blocks around your usual haunt.

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.

Recent Old Town Key West hotel reviews by fellow wanderers

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