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
$481 nightly
The price is $541 total per night from Jan 14 to Jan 15
$541 total
Jan 14 - Jan 15
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 ...
We arrived very late, but the staff was extremely accommodating.

Reviewed on Jan 9, 2026

Opens in a new windowWinslow's Bungalows - Key West Historic Inns
Silver Palms Inn

Silver Palms Inn

3.5 out of 5
830 Truman Ave Key West FL
Fully refundableReserve now, pay when you stay
$279 nightly
The price is $314 total per night from Jan 12 to Jan 13
$314 total
Jan 12 - Jan 13
Total with taxes and fees
An outdoor pool is featured at this hotel, along with free WiFi in public areas and luggage storage. Enjoy the free continental breakfast each morning. There's ...
Conveniently located on Truman Street near Duval Street. We appreciated the free parking on the property. The location made it easy to leave our car at the hotel and walk throughout the Key West area. The room was clean, and we appreciated having a small refrigerator and microwave. Although we did ...

Reviewed on Jan 3, 2026

Opens in a new windowSilver Palms Inn
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
$444 nightly
The price is $500 total per night from Jan 25 to Jan 26
$500 total
Jan 25 - Jan 26
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 ...
Leave me alone

Reviewed on Jan 8, 2026

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
$255 nightly
The price is $287 total per night from Jan 14 to Jan 15
$287 total
Jan 14 - Jan 15
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 ...
Very nice room clean great location. Reasonable price.

Reviewed on Jan 7, 2026

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 refundable
$435 nightly
The price is $489 total per night from Jan 13 to Jan 14
$489 total
Jan 13 - Jan 14
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 ...
Friendly staff, clean room, great location

Reviewed on Jan 4, 2026

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
$312 nightly
The price is $350 total per night from Jan 11 to Jan 12
$350 total
Jan 11 - Jan 12
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. ...
Yes

Reviewed on Jan 2, 2026

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
$459 nightly
The price is $516 total per night from Jan 13 to Jan 14
$516 total
Jan 13 - Jan 14
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, ...
Excellent location on the water. Friendly and courteous staff. Pet friendly. They had the option to secure my luggage for a few hrs because my flight was much later in the evening. I could see the sunrise from my balcony. ❤️ Loved the whole experience. Hope to return for another vacation soon !! ...

Reviewed on Jan 4, 2026

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
$554 nightly
The price is $623 total per night from Jan 13 to Jan 14
$623 total
Jan 13 - Jan 14
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 ...
Nice resort. One of the best beach and pool areas in Key West. Very clean and classic style resort. Our room had a big beautiful deck overlooking the resort and the water. Downside is bathroom was tiny for a resort of this stature and the location requires a 20 nite walk to the heart of Duval ...

Reviewed on Jan 2, 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
$239 nightly
The price is $269 total per night from Jan 12 to Jan 13
$269 total
Jan 12 - Jan 13
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 ...
Property was good, great location. Room could have been cleaned better. Bed was very uncomfortable.

Reviewed on Jan 8, 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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