Hotels in Historic Seaport, Key West from CA $85

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Historic Seaport hotels and places to stay

Key West Villas
Front of property
Key West Villas
3.5 star property
9.8 out of 10, Exceptional, (184)
"Above excellent services and amenities! Highly recommend to check it out to find out! Also, the location is awesome! "
The price is CA $408
CA $459 total
includes taxes & fees
May 28 - May 29
Key West Villas
Grand Marina Suite by Brightwild | Waterfront
Pool
Grand Marina Suite by Brightwild | Waterfront
9.8 out of 10, Exceptional, (16)
"safe and quite"
The price is CA $410
CA $632 total
includes taxes & fees
May 21 - May 22
Grand Marina Suite by Brightwild | Waterfront
Santa Maria Suites
Courtyard
Santa Maria Suites
4.0 star property
9.6 out of 10, Exceptional, (1000)
"beautiful rooms and resort. I loved our 2 bedroom, 2 bathroom, with kitchen and living room and patio room. It was expensive but gorgeous. "
The price is CA $681
CA $828 total
includes taxes & fees
May 16 - May 17
Santa Maria Suites
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The Grand Guesthouse
Exterior
The Grand Guesthouse
2.5 star property
9.6 out of 10, Exceptional, (891)
"Nice clean accommodations. Very friendly staff."
The price is CA $299
CA $371 total
includes taxes & fees
May 16 - May 17
The Grand Guesthouse
May 20-23 or 27-30 ngt. mid-wk..spec. beach kitchen & patio 142.ngt + ext
Interior
May 20-23 or 27-30 ngt. mid-wk..spec. beach kitchen & patio 142.ngt + ext
9.6 out of 10, Exceptional, (185)
"This was our third time staying at this location. It is as described and the location is fantastic."
May 20-23 or 27-30 ngt. mid-wk..spec. beach kitchen & patio 142.ngt + ext
34’ Catamaran Sailboat
Fridge, cookware/dishes/utensils, dining tables
34’ Catamaran Sailboat
9.4 out of 10, Exceptional, (24)
"Friendly, easy access and close to desired destination "
34’ Catamaran Sailboat
Central walk-up studio with partial ac - walk to Duval Street bars/dining
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 $85
CA $384 total
includes taxes & fees
May 16 - May 17
Central walk-up studio with partial ac - walk to Duval Street bars/dining
Ocean Key Resort - A Noble House Resort
Outdoor pool, sun loungers
Ocean Key Resort - A Noble House Resort
4.0 star property
9.2 out of 10, Wonderful, (1003)
"Everything was fine "
The price is CA $545
CA $700 total
includes taxes & fees
Jun 2 - Jun 3
Ocean Key Resort - A Noble House Resort
Silver Palms Inn
Outdoor pool
Silver Palms Inn
3.5 star property
9.2 out of 10, Wonderful, (1006)
"This property was great. Everything was very clean and quiet. The staff were amazing and very helpful in regards to any questions we had. It is also extremely close to duval street which was a plus. The only “downside” would be the area did get a little loud at night but that’s out of the control of the hotel. Overall I enjoyed this hotel and would love to stay here again in the future. "
The price is CA $232
CA $338 total
includes taxes & fees
May 22 - May 23
Silver Palms Inn
Paradise Inn Key West - Adults Only
Cottage, 2 Bedrooms (Royal Poinciana) | Terrace/patio
Paradise Inn Key West - Adults Only
3.5 star property
9.2 out of 10, Wonderful, (1001)
"We had a wonderful stay."
The price is CA $395
CA $505 total
includes taxes & fees
May 16 - May 17
Paradise Inn Key West - Adults Only
The Guesthouses at Southernmost Beach Resort - Adults only
Front of property
The Guesthouses at Southernmost Beach Resort - Adults only
4.0 star property
9.2 out of 10, Wonderful, (880)
"We enjoyed staying at the Duval guest cottage. The room was very clean. Staff was friendly and very helpful. The breakfast each morning was perfect to get the day started. We would definitely return and recommend to others. Thank you!"
The price is CA $323
CA $480 total
includes taxes & fees
May 29 - May 30
The Guesthouses at Southernmost Beach Resort - Adults only
Ridley House - Key West Historic Inns
Free daily continental breakfast
Ridley House - Key West Historic Inns
3.5 star property
9.2 out of 10, Wonderful, (643)
"In a great area close to restaurants, shopping, activities and attractions in Key West, but sets itself apart with employees that provide an exceptional level of service. Chef Andrew provides the best hotel breakfast experience we have ever had at a Key West hotel. "
The price is CA $380
CA $485 total
includes taxes & fees
May 20 - May 21
Ridley House - Key West Historic Inns
The Inn on Fleming
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 $340
CA $382 total
includes taxes & fees
May 20 - May 21
The Inn on Fleming
Pet friendly 2/2. 4 free bikes. New renovation, heated pool 2 blocks to Duval St
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 $408
CA $795 total
includes taxes & fees
Jun 3 - Jun 4
Pet friendly 2/2. 4 free bikes. New renovation, heated pool 2 blocks to Duval St
The Hollinsed House
Exterior
The Hollinsed House
3.0 star property
9.2 out of 10, Wonderful, (50)
"Cozy and has the old Key West feel."
The Hollinsed House
Cozy Dog-Friendly Suite with WiFi, Balcony, Hot Tub, Pool, & Private Parking
Exterior
Cozy Dog-Friendly Suite with WiFi, Balcony, Hot Tub, Pool, & Private Parking
9.0 out of 10, Wonderful, (138)
"The condo we were in was very nice but it could use some up dating."
The price is CA $384
CA $798 total
includes taxes & fees
May 31 - Jun 1
Cozy Dog-Friendly Suite with WiFi, Balcony, Hot Tub, Pool, & Private Parking
Hampton Inn Key West FL
Outdoor pool, pool umbrellas, sun loungers
Hampton Inn Key West FL
2.5 star property
8.8 out of 10, Excellent, (1093)
"Loved the pool -- free 2 drinks everyday -- breakfast large variety of food -- bar food was good -- loved loved the shuttle service "
The price is CA $272
CA $352 total
includes taxes & fees
May 27 - May 28
Hampton Inn Key West FL
The Marker Key West Harbor Resort
3 outdoor pools, pool umbrellas, sun loungers
The Marker Key West Harbor Resort
4.0 star property
8.8 out of 10, Excellent, (1003)
"This was such a nice hotel. The staff was pleasant, rooms were clean. Will definitely book here again!"
The price is CA $354
CA $478 total
includes taxes & fees
Jun 4 - Jun 5
The Marker Key West Harbor Resort
La Pensione Inn
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 $244
CA $352 total
includes taxes & fees
May 19 - May 20
La Pensione Inn
Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family
Beach/ocean view
Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family
8.8 out of 10, Excellent, (176)
"We loved Key West so beautiful and serene….We will definitely be staying at the seaside condo again and i left u guys a steamer for guest clothes….my gift 2 u …..Thank u again and she enjoyed Key West and this vacation will always be remembered because i proposed 🌴🌇"
The price is CA $134
CA $451 total
includes taxes & fees
May 28 - May 29
Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family
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See all available properties in Historic Seaport
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.

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.