Hotels in Historic Seaport, Key West from CA $171

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Historic Seaport hotels and places to stay

Pool
Grand Marina Suite by Brightwild | Waterfront
9.8 out of 10, Exceptional, (16)
"safe and quite"
The price is CA $435
CA $663 total
includes taxes & fees
May 28 - May 29
Grand Marina Suite by Brightwild | Waterfront
Courtyard
Santa Maria Suites
4.0 star property
9.6 out of 10, Exceptional, (1001)
"We had a great time! Hotel was amazing. We will definitely stay there again "
The price is CA $626
CA $766 total
includes taxes & fees
Jun 17 - Jun 18
Santa Maria Suites
Arch House Garden View Studio w/ Balcony
Island City House Hotel
3.0 star property
9.6 out of 10, Exceptional, (999)
"This hotel was amazing. We had a slight check in snafu that was dealt with quickly, and the woman at the front desk was incredibly gracious and helpful the whole time we were there. We loved the ambiance of the hotel and our awesome suite felt like a Victorian apartment. Housekeeping was wonderful too. Great pool surrounded by lush garden, rental bikes, private porch for sitting. The amenities and grounds were incredible. Everything in Key West is expensive so we thought this was a great value...
The price is CA $334
CA $375 total
includes taxes & fees
May 28 - May 29
Island City House Hotel
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Exterior
The Grand Guesthouse
2.5 star property
9.6 out of 10, Exceptional, (896)
"Everything met our expectations. The service , room, breakfast etc. were terrific"
The price is CA $354
CA $432 total
includes taxes & fees
May 28 - May 29
The Grand Guesthouse
Beach towels
Steps from Duval, Pool & Bikes $129-$299 Night!
9.6 out of 10, Exceptional, (330)
"My husband and I just got back from Key West. We had a fabulous time and loved where we stayed. Ken, the owner, is terrific. Great communication, excellent tips on things to do and places to eat. It a large house and you have a room to stay in with your own bathroom, small kitchen and bed. It was perfect for us. We will definitely be back next time we visit Key West. Thanks Ken for being a great host!!!"
The price is CA $190
CA $396 total
includes taxes & fees
Jun 20 - Jun 21
Steps from Duval, Pool & Bikes $129-$299 Night!
Interior
May 20-23 or 27-30 ngt. mid-wk..spec. beach kitchen & patio 135..ngt + ex
9.6 out of 10, Exceptional, (186)
"We spent a week in Key West at this nice little main floor one bedroom suite. The location is great, and walkable to anywhere you might want to go in Key West. Parking was pretty easy...always found a spot within a 1/2 block. The area is safe and quiet, but really easy to get to all the great sites and the beaches. If you are considering a trip to Key West, Marilyn's place is a great place to stay. Thank you, Marilyn for having us!"
May 20-23 or 27-30 ngt. mid-wk..spec. beach kitchen & patio 135..ngt + ex
Fridge, cookware/dishes/utensils, dining tables
34’ Catamaran Sailboat
9.4 out of 10, Exceptional, (25)
"Friendly, easy access and close to desired destination "
34’ Catamaran Sailboat
Beach
Central walk-up studio with partial ac - walk to Duval Street bars/dining
9.4 out of 10, Exceptional, (13)
"This was the best rental property my wife and I have stayed at. We have utilized rental properties in many different States and also Key West previously but this property was perfect in every way. To top it off, the Vacasa team (specifically Justin) were accomodating, friendly and made our stay first rate. If you are planning a stay in the keys with your spouse/partner and simply want a great place to sleep and use as a "home" base of operations between sight seeing and enjoying all that Key...
The price is CA $184
CA $520 total
includes taxes & fees
Jun 4 - Jun 5
Central walk-up studio with partial ac - walk to Duval Street bars/dining
Outdoor pool, sun loungers
Ocean Key Resort - A Noble House Resort
4.0 star property
9.2 out of 10, Wonderful, (1003)
"All of it! We loved the location! We loved the staff! Thank you"
The price is CA $503
CA $652 total
includes taxes & fees
Jun 16 - Jun 17
Ocean Key Resort - A Noble House Resort
Outdoor pool
Silver Palms Inn
3.5 star property
9.2 out of 10, Wonderful, (1005)
"Very loud air conditioners in room. "
The price is CA $223
CA $328 total
includes taxes & fees
May 28 - May 29
Silver Palms Inn
Cottage, 2 Bedrooms (Royal Poinciana) | Terrace/patio
Paradise Inn Key West - Adults Only
3.5 star property
9.2 out of 10, Wonderful, (1000)
"The pool is was quiet and beautiful. Very relaxing. Our room was clean but the toilet kept not filling up with water. Also one staff member acted very annoyed by any request we had."
The price is CA $404
CA $516 total
includes taxes & fees
May 29 - May 30
Paradise Inn Key West - Adults Only
Property entrance
The Guesthouses at Southernmost Beach Resort - Adults only
4.0 star property
9.2 out of 10, Wonderful, (882)
"Marilyn who handled the continental breakfast at Duval Garden was amazing. She was very helpful in getting us towels. Friendly, caring and courteous. The front desk was of not help. Do not like the texting way to communicate as we got not response. "
The price is CA $291
CA $444 total
includes taxes & fees
Jun 4 - Jun 5
The Guesthouses at Southernmost Beach Resort - Adults only
Free daily continental breakfast
Ridley House - Key West Historic Inns
3.5 star property
9.2 out of 10, Wonderful, (650)
"The place is very clean and cute. Breakfast is great! The door is difficult to open all the time."
The price is CA $344
CA $444 total
includes taxes & fees
May 29 - May 30
Ridley House - Key West Historic Inns
Reception
The Inn on Fleming
3.5 star property
9.2 out of 10, Wonderful, (569)
"Charming room. Clean and walking distance away from restaurants and Duval St. "
The price is CA $339
CA $382 total
includes taxes & fees
May 23 - May 24
The Inn on Fleming
Sun loungers, beach towels
Pet friendly 2/2. 4 free bikes. New renovation, heated pool 2 blocks to Duval St
9.2 out of 10, Wonderful, (227)
"This property is no frills but provides everything you need. The location is great, the two room split provides privacy, pool was great and the bikes provided allow for cruising around the island. Tanya was very responsive. Would stay here again."
The price is CA $407
CA $793 total
includes taxes & fees
Jun 10 - Jun 11
Pet friendly 2/2. 4 free bikes. New renovation, heated pool 2 blocks to Duval St
Exterior
The Hollinsed House
3.0 star property
9.2 out of 10, Wonderful, (51)
"Great location at very good price. "
The Hollinsed House
Outdoor pool, pool umbrellas, sun loungers
Hampton Inn Key West FL
2.5 star property
8.8 out of 10, Excellent, (1092)
"ALL THE STAFF WAS GREAT!!!"
The price is CA $298
CA $382 total
includes taxes & fees
May 28 - May 29
Hampton Inn Key West FL
3 outdoor pools, open 7:00 AM to 10:00 PM, sun loungers
Winslow's Bungalows - Key West Historic Inns
4.0 star property
8.8 out of 10, Excellent, (715)
"The bungalows were charming and the customer service was first rate! A great location made walking around Key West easy and enjoyable!"
The price is CA $422
CA $532 total
includes taxes & fees
Jun 6 - Jun 7
Winslow's Bungalows - Key West Historic Inns
3 outdoor pools, pool umbrellas, sun loungers
The Marker Key West Harbor Resort
4.0 star property
8.8 out of 10, Excellent, (1002)
"Wonderful staff, food and amenities. Location was right near harbor, restaurants and pools were first class. Pleasantly surprised at how perfect this resort was. The rooms are modern and well equipped, even has a fridge."
The price is CA $343
CA $466 total
includes taxes & fees
Jun 4 - Jun 5
The Marker Key West Harbor Resort
Outdoor pool
La Pensione Inn
3.5 star property
8.8 out of 10, Excellent, (1000)
"The place was real nice. The breakfast is real good to."
The price is CA $217
CA $320 total
includes taxes & fees
May 28 - May 29
La Pensione Inn
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Other neighbourhoods around Historic Seaport

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Historic Seaport Travel Info

Frequently asked questions

What's it like in Historic Seaport?

Travelers will be sure to enjoy their time in Key West's Historic Seaport neighborhood. Looking for sights you might find in a travel guide about Historic Seaport? Consider a visit to Duval Street while you're in the neighborhood.

What's the best accommodation in Historic Seaport?

Based on Expedia customer reviews, The Marquesa Hotel is the highest ranked property in Historic Seaport. This hotel is a short 2-minute walk from Duval Street, and it offers 3 outdoor pools and a restaurant. Other favorite options in the area include Artist House Key West and Island City House Hotel.

How many hotels should I expect to find in Historic Seaport?

Expedia has 370 hotels and other accommodations in Historic Seaport to choose from, making this an ideal home base for exploring the greater Key West area.

If I need to cancel my hotel reservation in Historic Seaport, will I receive a refund?

Yes, you'll find most hotel room reservations are fully refundable if you cancel before the hotel’s cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If your reservation is non-refundable, it may still be possible to cancel it and receive a refund within a 24-hour period of booking. Add your dates and click on "Search", then you can filter by "fully refundable" to get the best deals available in Historic Seaport.

Where can I learn more about changing or cancelling my trip to Historic Seaport?

To access more information about picking new dates or cancelling your trip to Historic Seaport, click here.

What is there to do around this Key West neighborhood?

Sights like Audubon House and Tropical Gardens, Key West Shipwreck Museum, and Curry Mansion Museum can be part of your cultural tour of Historic Seaport. Duval Street and Mallory Square are also a couple of places to visit in the neighborhood. A few places to visit in the area around Historic Seaport include Schooner Western Union, Key West Historic Seaport, and Papa's Pilar Rum Distillery Hemingway Rum Company. While you're out sightseeing, Donkey Milk House and Sails To Rails Museum at Flagler Station are a couple of additional sights to visit in Key West.

Recent Reviews in Historic Seaport