Hotels in Historic Seaport, FL: Compare 10+ Sites & Save

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  3.  USA

  4.  Florida

  5.  Key West
  6.  Historic Seaport

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254 Best Hotels in Historic Seaport (Starting from $256)

Ridley House - Key West Historic Inns
Ridley House - Key West Historic Inns
Hotel
Key West, FL, USA
0.1k from Historic Seaport center

B&bs, Cheap, Accommodations, Pools, Inns, Pet-friendly, 3-star, Lodgings, Places to stay

8.8

Fabulous

215 reviews

$377
Average price / night
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Heart of Key West: Unique Stay with Outdoor Pool Access, Free Breakfast!
Heart of Key West: Unique Stay with Outdoor Pool Access, Free Breakfast!
Hotel
Key West, FL, 33040, United States
0.1k from Historic Seaport center

AC, Breakfast Included, Free Parking, Heater, Internet, No Smoking, Pool, TV

10.0

Exceptional

2 reviews

$461
Average price / night
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Simonton Court Historic Inn & Cottages
Simonton Court Historic Inn & Cottages
Hotel
Key West, FL, USA
0.2k from Historic Seaport center

B&bs, Accommodations, Pools, Parking, Inns, Romantic, 4-star, Lodgings, Places to stay

9.1

Superb

1048 reviews

$2290
Average price / night
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Stunning Key West Stay Perfect for a Romantic Escape! Pool, Free Breakfast
Stunning Key West Stay Perfect for a Romantic Escape! Pool, Free Breakfast
Hotel
Key West, FL, 33040, United States
0.1k from Historic Seaport center

AC, Breakfast Included, Free Parking, Heater, Internet, No Smoking, Pool, TV

10.0

Exceptional

1 reviews

$548
Average price / night
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Blue Room at the Grand Maloney
Blue Room at the Grand Maloney
Hotel
Key West, FL, USA
0.2k from Historic Seaport center

B&bs, Accommodations, Pools, Inns, Lodgings, Places to stay, Family

9.3

Superb

3 reviews

$403
Average price / night
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Charming Hideaway with Pool Access – Walk to Duval St! Free Breakfast!
Charming Hideaway with Pool Access – Walk to Duval St! Free Breakfast!
Hotel
Key West, FL, 33040, United States
0.1k from Historic Seaport center

AC, Breakfast Included, Free Parking, Heater, Internet, No Smoking, Pool, TV

New to Booking
$548
Average price / night
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Yellow Room at Grand Maloney
Yellow Room at Grand Maloney
Hotel
Key West, FL, USA
0.2k from Historic Seaport center

B&bs, Accommodations, Pools, Inns, Lodgings, Places to stay

5.0

Review score

1 reviews

$551
Average price / night
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Island Hideaway with Three Pools and Easy Access to Watersports Rentals
Island Hideaway with Three Pools and Easy Access to Watersports Rentals
Hotel
Key West, FL, 33040, United States
0.1k from Historic Seaport center

AC, Balcony, Elevator, Fitness Equipment, Free Parking, Heater, Internet, No Smoking, Pool

New to Booking
$409
Average price / night
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Green Room at the Grand Maloney
Green Room at the Grand Maloney
Hotel
Key West, FL, USA
0.2k from Historic Seaport center

B&bs, Cheap, Accommodations, Pools, Inns, Lodgings, Places to stay, Family

8.5

Very Good

4 reviews

$429
Average price / night
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Classic 2 Queen Room at Marker Key West Harbor - Minutes from the Ocean
Classic 2 Queen Room at Marker Key West Harbor - Minutes from the Ocean
Hotel
Key West, FL, 33040, United States
0.1k from Historic Seaport center

AC, Balcony, Elevator, Fitness Equipment, Free Parking, Heater, Internet, No Smoking, Pool

10.0

Exceptional

2 reviews

$409
Average price / night
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Carriage House at Grand Maloney
Carriage House at Grand Maloney
Hotel
Key West, FL, USA
0.2k from Historic Seaport center

B&bs, Accommodations, Pools, Parking, Inns, Lodgings, Places to stay

New to Booking
$403
Average price / night
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Tropical Key West Retreat with 3 Swimming Pools, Steps from Dining & Shops
Tropical Key West Retreat with 3 Swimming Pools, Steps from Dining & Shops
Hotel
Key West, FL, 33040, United States
0.1k from Historic Seaport center

AC, Balcony, Elevator, Fitness Equipment, Free Parking, Heater, Internet, No Smoking, Pool

New to Booking
$817
Average price / night
Check Availability
Bunk Room at the Grand Maloney
Bunk Room at the Grand Maloney
Hotel
Key West, FL, USA
0.2k from Historic Seaport center

B&bs, Cheap, Accommodations, Pools, Inns, Lodgings, Places to stay, Family

9.7

Exceptional

3 reviews

$402
Average price / night
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Marker Key West Harbor, 2 Classic 2 Queens, 3 Onsite Pools & Pets are Welcome
Marker Key West Harbor, 2 Classic 2 Queens, 3 Onsite Pools & Pets are Welcome
Hotel
Key West, FL, 33040, United States
0.1k from Historic Seaport center

AC, Balcony, Elevator, Fitness Equipment, Free Parking, Heater, Internet, No Smoking, Pool

8.0

Good

1 reviews

$817
Average price / night
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Creme Brulee Suite
Creme Brulee Suite
Hotel
Key West, FL, USA
0.2k from Historic Seaport center

B&bs, Accommodations, Pools, Parking, Inns, Pet-friendly, Lodgings, Vacation rentals, Places to stay

8.1

Very Good

22 reviews

$607
Average price / night
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Relaxing Key West Getaway with 3 Onsite Swimming Pools, Minutes to Beaches
Relaxing Key West Getaway with 3 Onsite Swimming Pools, Minutes to Beaches
Hotel
Key West, FL, 33040, United States
0.1k from Historic Seaport center

AC, Balcony, Elevator, Fitness Equipment, Free Parking, Heater, Internet, No Smoking, Pool

New to Booking
$1222
Average price / night
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Honey Bun Hideaway
Honey Bun Hideaway
Hotel
Key West, FL, USA
0.2k from Historic Seaport center

B&bs, Cheap, Accommodations, Pools, Inns, Pet-friendly, Lodgings, Vacation rentals, Places to stay

7.0

Good

1 reviews

$621
Average price / night
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3 Classic 2 Queen Rooms at Marker Key West Harbor - Pet-friendly Property
3 Classic 2 Queen Rooms at Marker Key West Harbor - Pet-friendly Property
Hotel
Key West, FL, 33040, United States
0.1k from Historic Seaport center

AC, Balcony, Elevator, Fitness Equipment, Free Parking, Heater, Internet, No Smoking, Pool

New to Booking
$1222
Average price / night
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Key Lime Cottage
Key Lime Cottage
Hotel
Key West, FL, USA
0.2k from Historic Seaport center

B&bs, Accommodations, Pools, Parking, Inns, Cottages, Pet-friendly, Lodgings, Vacation rentals

4.0

Review score

1 reviews

$638
Average price / night
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Sugar Pie Suite
Sugar Pie Suite
Hotel
Key West, FL, USA
0.2k from Historic Seaport center

B&bs, Accommodations, Pools, Inns, Pet-friendly, Lodgings, Vacation rentals, Places to stay, Family

3.5

Review score

2 reviews

$621
Average price / night
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Red Room at the Grand Maloney
Red Room at the Grand Maloney
Hotel
Key West, FL, USA
0.2k from Historic Seaport center

B&bs, Cheap, Accommodations, Pools, Inns, Lodgings, Places to stay, Family

8.5

Very Good

2 reviews

$285
Average price / night
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Classic King Balcony at the James House
Classic King Balcony at the James House
Hotel
Key West, FL, USA
0.3k from Historic Seaport center

B&bs, Accommodations, Pools, Inns, Pet-friendly, Lodgings, Vacation rentals, Places to stay, Family

8.7

Fabulous

9 reviews

$469
Average price / night
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The Key West Hotel
The Key West Hotel
Hotel
Key West, FL, USA
0.3k from Historic Seaport center

Cheap, Accommodations, Pools, Pet-friendly, 3-star, Lodgings, Places to stay, Family

10.0

Exceptional

1 reviews

$420
Average price / night
Check Availability
Island City House
Island City House
Hotel
Key West, FL, USA
0.3k from Historic Seaport center

Accommodations, Pools, Romantic, 3-star, Lodgings, Places to stay, Self-catering, Accessible hotels

9.0

Fabulous

704 reviews

$1531
Average price / night
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King Suite at Curry Mansion with Heated Pool!
King Suite at Curry Mansion with Heated Pool!
Hotel
Key West, FL, USA
0.3k from Historic Seaport center

B&bs, Accommodations, Pools, Inns, Pet-friendly, Lodgings, Vacation rentals, Places to stay, Beach rentals

8.2

Very Good

35 reviews

$273
Average price / night
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Deluxe King with Balcony - at James House with Parking!
Deluxe King with Balcony - at James House with Parking!
Hotel
Key West, FL, USA
0.3k from Historic Seaport center

B&bs, Accommodations, Pools, Inns, Pet-friendly, Lodgings, Vacation rentals, Places to stay, Beach rentals

6.4

Good

17 reviews

$276
Average price / night
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Classic Queen - Curry Mansion with Heated Pool
Classic Queen - Curry Mansion with Heated Pool
Hotel
Key West, FL, USA
0.3k from Historic Seaport center

B&bs, Accommodations, Pools, Inns, Pet-friendly, Lodgings, Vacation rentals, Places to stay, Beach rentals

5.0

Review score

2 reviews

$256
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Hotels in Historic Seaport.

Where to stay in Historic Seaport? Best neighborhoods & areas

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Historic Seaport Hotels on the Map

Frequently Asked Questions

You can explore 254 verified hotels in Historic Seaport. These include a range of options from luxury resorts and boutique hotels to budget-friendly accommodations suitable for different travel styles.

Hotel prices in Historic Seaport vary depending on the season, location, and property type. Rates typically start from around $256 per night, with higher prices for premium hotels, central locations, or peak travel dates.

Most hotels in Historic Seaport include amenities such as Pool, Security/Safety, and Internet. Additional features like breakfast, parking, or resort facilities may vary by property, so it’s helpful to review the details before booking.

You can identify top-rated hotels in Historic Seaport by sorting listings based on guest ratings and reviews. Looking at recent feedback, overall scores, and review volume can help you find properties that consistently deliver a high-quality experience.

For popular travel periods or busy locations, booking 30 to 60 days in advance is generally recommended to secure preferred options. During quieter periods, you may find more flexibility and availability closer to your travel dates.

Yes, some hotels in Historic Seaport welcome pets. Currently, 23 listings allow pets, although policies may vary. It’s a good idea to review any pet-related rules before booking.

Many hotels in Historic Seaport offer flexible or refundable booking options. Checking the cancellation policy before confirming your reservation can help you choose a rate that suits your travel plans.