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Featured Hotels in Key West Historic District

Kimpton Winslow's Bungalows
Kimpton Winslow's Bungalows
4.0 out of 5.0 725 Truman Avenue, Key West, FL
Free Cancellation
$154
4.9/5 (8 reviews)

What an amazing little getaway. Hotel was quiet & cozy with a friendly, welcoming staff. Definitely planning a return trip with more time to enjoy everything!!

Reviewed on Oct 31, 2020
Guests of Kimpton Winslow's Bungalows enjoy features like 3 outdoor pools, WiFi in public areas, and coffee in a common area. Self parking is available for USD ...
Pier House Resort & Spa
Pier House Resort & Spa
4.0 out of 5.0 1 Duval St, Key West, FL
Free Cancellation
$238
4.5/5 (57 reviews)

Very nice hotel. Great location with private beach and beachside bar and restaurant. Very clean property.

Reviewed on Nov 21, 2020
Guests of Pier House Resort & Spa have access to a private beach, a full-service spa, and an outdoor pool. The front desk has multilingual staff on hand 24/7 ...
Ocean Key Resort - A Noble House Resort
Ocean Key Resort - A Noble House Resort
4.0 out of 5.0 Zero Duval St., Key West, FL
Free Cancellation
$269
4.5/5 (56 reviews)

Fantastic location, Friendly staff, Beautiful Waterfront Views. Could not ask for more!

Reviewed on Sep 20, 2020
Guests staying at Ocean Key Resort - A Noble House Resort enjoy access to a full-service spa, an outdoor pool, and free WiFi in public areas. Valet parking is ...
The Marker Key West Harbor Resort
The Marker Key West Harbor Resort
4.0 out of 5.0 200 William Street, Key West, FL
Free Cancellation
$235
4.4/5 (67 reviews)

Great location and entertainment by the pool. Staff was friendly but sometimes slow to respond to requests

Reviewed on Nov 4, 2020
Guests staying at The Marker Key West Harbor Resort enjoy access to 3 outdoor pools, a fitness center, and free WiFi in public areas. Self parking is available ...
Hyatt Centric Key West Resort and Spa
Hyatt Centric Key West Resort and Spa
4.0 out of 5.0 601 Front St, Key West, FL
Free Cancellation
$249
4.4/5 (52 reviews)

I did a lot of research on which hotel to stay at. We have always stayed at AirBNBs, but with Covid, they are hard to come by. The Hyatt is without a doubt the best place to stay at. walk to everything, ocean view, beach area, water toys, etc. Do yourself a favor and stay here. You will not regret ...

Reviewed on Jul 28, 2020
At Hyatt Centric Key West Resort and Spa, guests enjoy a marina, an outdoor pool, and a 24-hour fitness center. Valet parking is available for USD 27 per night. ...
Southernmost Beach Resort
Southernmost Beach Resort
4.0 out of 5.0 1319 Duval Street, Key West, FL
Free Cancellation
$223
4.3/5 (185 reviews)

The perfect location for our family of 4. I chose this place because we were looking for a resort with a beach. It's one of the few in Key West with a beach. The resort itself is huge. It has 3 pools and a beach perfect for the kids. There are plenty of places to hang out and just relax or to sit ...

Reviewed on Oct 12, 2020
Guests of Southernmost Beach Resort have access to a full-service spa, 3 outdoor pools, and a fitness center. Self parking is offered for USD 31.50 per day. ...
Southwinds Motel
Southwinds Motel
2.0 out of 5.0 1321 Simonton Street, Key West, FL
$119
4.2/5 (55 reviews)

It is in the perfect location.... walking distance to the beach, Duval St and many other attractions. I felt safe and clean the whole time!

Reviewed on Sep 8, 2020
Guests staying at Southwinds Motel enjoy 3 outdoor pools, free WiFi in public areas, and free newspapers. You'll find limited parking. The 24-hour front desk ...
Crowne Plaza Key West-La Concha
Crowne Plaza Key West-La Concha
4.0 out of 5.0 430 Duval St, Key West, FL
Free Cancellation
$123
4.1/5 (78 reviews)

Love this property! I’ve stayed here a couple times now and will be returning.

Reviewed on Sep 28, 2020
Guests of Crowne Plaza Key West-La Concha have access to an outdoor pool, a health club, and free WiFi in public areas. There's onsite parking for a fee and ...
The Southernmost Inn-Adults Only
The Southernmost Inn-Adults Only
2.5 out of 5.0 525 United Street, Key West, FL
Free Cancellation
$83
3.9/5 (58 reviews)

We were looking for a low key, quiet adult environment in a great location. We were able to walk or ride bikes everywhere we wanted to go. Room was small but we knew that going into it. Very happy with our choice!

Reviewed on Feb 18, 2020
Guests staying at The Southernmost Inn-Adults Only enjoy access to 2 outdoor pools, a fitness center, and a spa tub. Self parking is available for USD 25.00 ...

Key West Historic District Vacation Rentals

Kimpton Ella's Cottages
Kimpton Ella's Cottages
3.5 out of 5.0 811 Simonton Street, Key West, FL
Free Cancellation
$170
Simonton Court Cottages
Simonton Court Cottages
3.5 out of 5.0 910 Simonton, Key West, FL
$129
Banana's Foster Guesthouse
Banana's Foster Guesthouse
3.5 out of 5.0 537 Caroline St, Key West, FL
$131
Southernmost Sanctuary Apartment
Southernmost Sanctuary Apartment
3.5 out of 5.0 1330 Simonton St, Key West, FL
$129
2.5/5 (2 reviews)

It was not clean , had an distinct odor . Floor was not moped clean .. We did not stay there at all. We payed to go around the corner to Southern Inn & Resort . This room was not at all the same as what it was pictured in the booking page . False advertisement . I am having my Lawyer look into it ...

Reviewed on Feb 21, 2020
Old Town Garden Villas
Old Town Garden Villas
3.5 out of 5.0 921 Center St, Key West, FL
$178
You Wont Find a Better Location for Your Key West Stay
You Wont Find a Better Location for Your Key West Stay
Key West, FL
Island Pearl - Cozy Nightly Rental in the Heart of Key West NEW Listing
Island Pearl - Cozy Nightly Rental in the Heart of Key West NEW Listing
Key West, FL
Location, Location, Location - Walk to the Beach!
Location, Location, Location - Walk to the Beach!
Key West, FL
$219
TIRED OF BEING INSIDE! Ask about our November specials
TIRED OF BEING INSIDE! Ask about our November specials
Key West, FL
4.0/5 (1 reviews)

Bed too hard for my wife Place very tiny especially the bathroom

Reviewed on Oct 14, 2019

Luxury Hotels in Key West Historic District

See all 799 Properties in Key West Historic District
The Marker Key West Harbor Resort
The Marker Key West Harbor Resort
4.0 out of 5.0 200 William Street, Key West, FL
$235
4.4/5 (67 reviews)

Great location and entertainment by the pool. Staff was friendly but sometimes slow to respond to requests

Reviewed on Nov 4, 2020
H2O Suites - Adults Only
H2O Suites - Adults Only
3.5 out of 5.0 1212 Simonton Street, Key West, FL
$379
4.9/5 (9 reviews)

H20 was absolutely amazing! Great hotel! Awesome staff!!!

Reviewed on Aug 5, 2020
Crowne Plaza Key West-La Concha
Crowne Plaza Key West-La Concha
4.0 out of 5.0 430 Duval St, Key West, FL
$123
4.1/5 (78 reviews)

Love this property! I’ve stayed here a couple times now and will be returning.

Reviewed on Sep 28, 2020
Silver Palms Inn
Silver Palms Inn
3.5 out of 5.0 830 Truman Ave, Key West, FL
$119
4.6/5 (32 reviews)

Great location, the room were cute and very clean! I'll stay here again!

Reviewed on Aug 1, 2020
Duval House
Duval House
3.0 out of 5.0 815 Duval St, Key West, FL
$108
4.6/5 (36 reviews)

Super cute place, friendly staff, amazing location. Breakfast was great.

Reviewed on Oct 3, 2020
The Cabana Inn Key West-Adults Only
The Cabana Inn Key West-Adults Only
3.0 out of 5.0 413 Applerouth Lane, Key West, FL
$111
4.7/5 (30 reviews)

Great location about a half block off Duval. Putting you close to the action without having to deal with the noise.

Reviewed on Oct 5, 2020
The Gardens Hotel
The Gardens Hotel
4.0 out of 5.0 526 Angela Street, Key West, FL
$224
4.8/5 (38 reviews)

Location is incredible! Was able to walk everywhere. Pet friendly stayed in the cottage loved it. Went for a late swim so happy the pool was open 24 hours. Very cool wine room wished I had extra time to spend there. If you do bring your pet make sure to call before I was forced to upgrade but it ...

Reviewed on Oct 21, 2020
The Marquesa Hotel
The Marquesa Hotel
3.5 out of 5.0 600 Fleming Street, Key West, FL
$300
4.9/5 (15 reviews)

To be honest there wasn't anything I didn't like about the Marquesa Hotel. It was a beautiful resort with an southern charm. In a perfect spot two short blocks from the center of Duval Street. Brian and Alex were so accommodating and seemed to always be there.

Reviewed on Feb 16, 2020
Almond Tree Inn
Almond Tree Inn
3.5 out of 5.0 512 Truman Ave, Key West, FL
$182
5.0/5 (24 reviews)

The staff was excellent! Very accommodating and followed COVID GUIDELINES. The facility was very nice. The room was updated with nice furniture and furnishings. My only complaints were the mattress was a bit to soft for us, which is a personal preference and the water pressure in the shower and sink ...

Reviewed on Nov 23, 2020

Pet Friendly Key West Historic District Hotels

See all 799 Properties in Key West Historic District
The Gardens Hotel
The Gardens Hotel
4.0 out of 5.0 526 Angela Street, Key West, FL
$224
4.8/5 (38 reviews)

Location is incredible! Was able to walk everywhere. Pet friendly stayed in the cottage loved it. Went for a late swim so happy the pool was open 24 hours. Very cool wine room wished I had extra time to spend there. If you do bring your pet make sure to call before I was forced to upgrade but it ...

Reviewed on Oct 21, 2020
The Palms Hotel
The Palms Hotel
3.0 out of 5.0 820 White St, Key West, FL
$107
3.6/5 (17 reviews)

I liked that it was walkable to Duval street. It was in a quiet neighborhood. The pool was a nice feature too.

Reviewed on Feb 3, 2020
Hyatt Centric Key West Resort and Spa
Hyatt Centric Key West Resort and Spa
4.0 out of 5.0 601 Front St, Key West, FL
$249
4.4/5 (52 reviews)

I did a lot of research on which hotel to stay at. We have always stayed at AirBNBs, but with Covid, they are hard to come by. The Hyatt is without a doubt the best place to stay at. walk to everything, ocean view, beach area, water toys, etc. Do yourself a favor and stay here. You will not regret ...

Reviewed on Jul 28, 2020
Ambrosia Key West
Ambrosia Key West
3.5 out of 5.0 622 Fleming St, Key West, FL
$169
4.8/5 (12 reviews)

The welcoming guest check in to being in aw with our 111 suite...Clean and so relaxing!! We loved every minute of our one night stay at this quaint B&B in Key West!!

Reviewed on Jan 20, 2020
Andrews Inn & Garden Cottages
Andrews Inn & Garden Cottages
3.5 out of 5.0 223 Eanes Lane, Key West, FL
$204
5.0/5 (1 reviews)

Beautiful small inn, close to Duval Street but very quiet. Room was lovely, staff amazing. Good breakfasts and happy hour in the late afternoon. If we return to Key West in the future, we definitely will want to stay here. Can't recommend it highly enough.

Reviewed on Aug 11, 2018
Casa 325
Casa 325
2.5 out of 5.0 325 Duval St., Key West, FL
$165
4.7/5 (3 reviews)

Loved the quiet, hated that hot water only lasted 5 minutes

Reviewed on Dec 5, 2019
Wicker Guesthouse
Wicker Guesthouse
3.5 out of 5.0 913 Duval Street, Key West, FL
$132
4.2/5 (11 reviews)

The staff was very outgoing and friendly. The pool courtyard was tropical and cute.

Reviewed on Sep 9, 2019
Key West Sailing Adventure With Sunset Charter Included
Key West Sailing Adventure With Sunset Charter Included
3.0 out of 5.0 201 Williams Street; Historic Seaport, E-Dock Slips E-10, E-11, E-12, Key West, FL
Pier House Resort & Spa
Pier House Resort & Spa
4.0 out of 5.0 1 Duval St, Key West, FL
$238
4.5/5 (57 reviews)

Very nice hotel. Great location with private beach and beachside bar and restaurant. Very clean property.

Reviewed on Nov 21, 2020

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Things To Do In & Near Key West Historic District

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Thanks to photos and virtual tours, you can look before you book your Key West Historic District hotel reservation. Check out Key West Historic District hotel properties using interactive tools which allow you view hotel rooms, common areas and key features. On Orbitz, you can also learn more about hotels in Key West Historic District with unbiased reviews from verified Key West Historic District hotel guests. We ask guests to offer candid feedback on services, comfort, location, value and amenities.

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*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.