Find a Hotel in Old Town Key West

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Top hotels in Old Town Key West

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

4 out of 5
725 Truman Avenue Key West FL
Fully refundableReserve now, pay when you stay
$214 nightly
The price is $241 total per night from Dec 16 to Dec 17
$241 total
Dec 16 - Dec 17
Total with taxes and fees
This smoke-free hotel features 3 outdoor pools, a bar/lounge, and a poolside bar. Guests will appreciate free perks like continental breakfast and WiFi in public ...
Great staff, beautiful grounds, clean.

Reviewed on Nov 27, 2025

Opens in a new windowWinslow's Bungalows - Key West Historic Inns
Ella's Cottages - Key West Historic Inns

Ella's Cottages - Key West Historic Inns

3.5 out of 5
811 Simonton Street Key West FL
Fully refundableReserve now, pay when you stay
$264 nightly
The price is $297 total per night from Nov 30 to Dec 1
$297 total
Nov 30 - Dec 1
Total with taxes and fees
An outdoor pool, self parking, and concierge services are featured at this hotel. Guests will appreciate free perks like continental breakfast and WiFi in public ...
Everything was great. Staff were all super helpful. Location fantastic. Breakfast served outside the room on the verander we loved (the health shots were a lovely touch). We had a great stay. Would definitely recommend.

Reviewed on Nov 22, 2025

Opens in a new windowElla's Cottages - Key West Historic Inns
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
$284 nightly
The price is $320 total per night from Dec 14 to Dec 15
$320 total
Dec 14 - Dec 15
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 ...
The Opal is in a prime spot in Key West. You can pretty much walk to everything in old town. I have stayed in this property for many years under different owners and Opal has done a spectacular job on the refurbishment. Can't wait to stay again. Don't miss Elevate for the sunset!

Reviewed on Nov 25, 2025

Opens in a new windowOpal Key Resort & Marina, Key West
Heron House - Adult Only

Heron House - Adult Only

3.5 out of 5
512 Simonton St Key West FL
$149 nightly
The price is $167 total per night from Nov 30 to Dec 1
$167 total
Nov 30 - Dec 1
Total with taxes and fees
This bed & breakfast features an outdoor pool and a rooftop terrace. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A ...
Room and vicinity to everything was great. The check in process was terrible felt pushed through not helpful when we asked about parking in fact came across as rude. If you come down with a car look for accommodations that also have parking.

Reviewed on Nov 24, 2025

Opens in a new windowHeron House - Adult Only
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
$227 nightly
The price is $255 total per night from Dec 2 to Dec 3
$255 total
Dec 2 - Dec 3
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 ...
Another great stay at the Southernmost. Staff is great. Entertainment at pools are enjoyable. This is our 5 th stay there and have found a few minor glitches this time. None of them are serious enough to complain or change my mind about a return. There was no longer a staff member on South Beach ...

Reviewed on Nov 29, 2025

Opens in a new windowSouthernmost Beach Resort and Guesthouses
The Palms Hotel

The Palms Hotel

3 out of 5
820 White St Key West FL
$150 nightly
The price is $169 total per night from Dec 1 to Dec 2
$169 total
Dec 1 - Dec 2
Total with taxes and fees
This guesthouse features a bar/lounge, a poolside bar, and an outdoor pool. Guests will appreciate free perks like continental breakfast and WiFi in public areas. ...
A little out dated but clean and everyone was great on property!

Reviewed on Nov 27, 2025

Opens in a new windowThe Palms Hotel
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
$265 nightly
The price is $298 total per night from Dec 17 to Dec 18
$298 total
Dec 17 - Dec 18
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, ...
The beach view was wonderful

Reviewed on Nov 24, 2025

Opens in a new windowThe Reach Key West, Curio Collection by Hilton
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
$299 nightly
The price is $336 total per night from Dec 17 to Dec 18
$336 total
Dec 17 - Dec 18
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 hotel is in good state, clean and fresh; the rooms offer plenty of comfort and beach front balcony is a pleasing extra!

Reviewed on Nov 23, 2025

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
$149 nightly
The price is $168 total per night from Nov 30 to Dec 1
$168 total
Nov 30 - Dec 1
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 ...
Great location! The staff was helpful and they had off-street parking less than a block away after we dropped off our bags. However, there was no an elevator.

Reviewed on Nov 24, 2025

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

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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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