The Best Hotels Closest to Sails To Rails Museum at Flagler Station in Key West - 2026 Updated Prices

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Our top choices for Sails To Rails Museum at Flagler Station hotels

A breakfast table with various food items and drinks, a pool in the background, and a tiled wall.

1. Almond Tree Inn Hotel - Adults Only

Downtown Key West, 1.1 km from Sails To Rails Museum at Flagler Station

Teresa

Rp6.600.933 total

includes taxes & fees

30 Nov - 1 Dec

A tropical outdoor area with palm trees, hanging plants, and string lights.

2. Douglas House - Adults Only

Uptown - Upper Duval, 1.3 km from Sails To Rails Museum at Flagler Station

Maricela

Rp5.093.048 total

includes taxes & fees

17 Nov - 18 Nov

A covered entrance with a brick pathway leading to a gated area, surrounded by lush greenery and plants.

3. Key West Villas

Downtown Key West, 0.8 km from Sails To Rails Museum at Flagler Station

Margaret

Rp5.497.940 total

includes taxes & fees

18 Nov - 19 Nov

A garden pathway leading to a white gazebo with pink flowers, surrounded by lush greenery and a white fence.

4. The Gardens Hotel

Downtown Key West, 0.8 km from Sails To Rails Museum at Flagler Station

Misty

Rp5.495.536 total

includes taxes & fees

1 Dec - 2 Dec

A pool area with lounge chairs and a table, surrounded by palm trees.

5. Orchid Key Inn - Adults Only

Uptown - Upper Duval, 1.2 km from Sails To Rails Museum at Flagler Station

ben

Rp6.600.933 total

includes taxes & fees

30 Nov - 1 Dec

An outdoor seating area with a modern fire feature, surrounded by lush greenery and palm trees.

6. H2O Suites - Adults Only

Uptown - Upper Duval, 1.4 km from Sails To Rails Museum at Flagler Station

Kimberly

Rp8.563.941 total

includes taxes & fees

30 Nov - 1 Dec

A porch with a white railing, a bench, and a flag.

7. The Conch House Heritage Inn

Old Town Key West, 1 km from Sails To Rails Museum at Flagler Station

Jennifer

Rp6.818.450 total

includes taxes & fees

24 Nov - 25 Nov

A two-story house with a covered porch, a brick pathway, and a large tree.

8. The Marquesa Hotel

Old Town Key West, 0.5 km from Sails To Rails Museum at Flagler Station

Josh

Rp9.343.802 total

includes taxes & fees

29 Nov - 30 Nov

A wooden deck with a hammock, pool, and lounge chairs overlooking a tropical garden.

9. Island City House Hotel

Historic Seaport, 0.3 km from Sails To Rails Museum at Flagler Station

Elise

Rp4.100.881 total

includes taxes & fees

2 Dec - 3 Dec

A wooden deck with white railings, surrounded by lush greenery and a staircase leading to a building.

10. Duval House

Downtown Key West, 1 km from Sails To Rails Museum at Flagler Station

Dennis

Rp4.028.754 total

includes taxes & fees

18 Nov - 19 Nov

A pool area with lounge chairs and palm trees.

11. Santa Maria Suites

Uptown - Upper Duval, 1.6 km from Sails To Rails Museum at Flagler Station

Anthony

Rp8.972.722 total

includes taxes & fees

2 Dec - 3 Dec

A narrow outdoor pathway flanked by potted plants and a wooden staircase leading to a white door with shutters.

12. The Grand Guesthouse

Old Town Key West, 1.2 km from Sails To Rails Museum at Flagler Station

Justyn

Rp4.427.372 total

includes taxes & fees

3 Dec - 4 Dec

A green house with a white porch, a flag, and a sign advertising a property for sale.

13. L'Habitation Guest House - Adults Only

Historic Seaport, 0.7 km from Sails To Rails Museum at Flagler Station

Callie

Rp3.476.810 total

includes taxes & fees

1 Dec - 2 Dec

A poolside area with lounge chairs, umbrellas, and a pergola.

14. Ella's Cottages - Key West Historic Inns

Old Town Key West, 0.9 km from Sails To Rails Museum at Flagler Station

Lisa and David

Rp6.026.941 total

includes taxes & fees

17 Nov - 18 Nov

A room with a door featuring horizontal blinds, a visible outdoor view through the window, and a patterned carpet.

15. Alexander Palms Court

Casa Marina, 1.5 km from Sails To Rails Museum at Flagler Station

Brenda

Rp4.050.556 total

includes taxes & fees

1 Dec - 2 Dec

A poolside area with lounge chairs and a clear blue pool surrounded by lush tropical vegetation.

16. Westwinds Inn

Historic Seaport, 0.2 km from Sails To Rails Museum at Flagler Station

Shari

Rp4.414.824 total

includes taxes & fees

30 Nov - 1 Dec

A rectangular pool with a white deck, surrounded by lush greenery and a gazebo.

17. Ambrosia Key West

Old Town Key West, 0.4 km from Sails To Rails Museum at Flagler Station

daniela

Rp5.050.374 total

includes taxes & fees

30 Nov - 1 Dec

A swimming pool with lounge chairs, a covered deck, and a view of lush greenery.

18. Coco Plum Inn

Downtown Key West, 0.9 km from Sails To Rails Museum at Flagler Station

August

Rp5.414.949 total

includes taxes & fees

17 Nov - 18 Nov

A swimming pool with water splashing, surrounded by palm trees and a building in the background.

19. Silver Palms Inn & Historic Homes

Old Town Key West, 1 km from Sails To Rails Museum at Flagler Station

Carleen

Rp4.333.339 total

includes taxes & fees

1 Dec - 2 Dec

A large, ornate hotel with a pool, palm trees, and a view of the ocean.

20. Southernmost House - Adult Exclusive

Uptown - Upper Duval, 1.6 km from Sails To Rails Museum at Flagler Station

Janet

Rp5.146.541 total

includes taxes & fees

8 Nov - 9 Nov

View all properties

Compare popular hotels close to Sails To Rails Museum at Flagler Station

Property	Property class	Guest rating
Almond Tree Inn Hotel - Adults Only	3.5 star property	10.0 Exceptional 1,002 reviews	View
Douglas House - Adults Only	3.5 star property	9.8 Exceptional 582 reviews	View
Key West Villas	3.5 star property	9.8 Exceptional 279 reviews	View
The Gardens Hotel	4.0 star property	9.8 Exceptional 1,000 reviews	View
Orchid Key Inn - Adults Only	3.5 star property	9.8 Exceptional 1,001 reviews	View

Other attractions near Sails To Rails Museum at Flagler Station

Key West Historic Seaport

Find out about the history of Key West when you take a trip to Key West Historic Seaport. Discover the area's lively bars and its entertainment choices.

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Top Sails To Rails Museum at Flagler Station Hotel Reviews

Almond Tree Inn Hotel - Adults Only

Old Town Key West

10/10 Excellent

John

The Marquesa Hotel

Old Town Key West

10/10 Excellent

maria

A front door with purple shutters, a small porch, and a doormat with 'The Artist House Circa 1890' text.

Artist House Key West

Key West Historic District

10/10 Excellent

This property is truly amazing but what adds the extra star are the staff, Shawn made our holiday, could not do enough for us. The house is just beautiful and so much history and extremely central. Just a few things that would advise but doesn’t effect the overall place, 1) the room we were in was opposite checkin so can be a bit noisy at times 2) the light from the outside garden pool area is on all night and keeps the room very light at night. These didn’t bother us but may affect others

shaun

A modern interior with a staircase, a sofa set, a wooden table, and a television.

Simonton Court Historic Inn & Cottages

Key West Historic District

10/10 Excellent

Lee

A modern hotel room with a white sofa, a zebra-patterned rug, and a large mirror above the sofa.

Alexander's Guesthouse - Adult Exclusive

Old Town Key West

10/10 Excellent

David

The Gardens Hotel

Old Town Key West

10/10 Excellent

Enda

Key West Villas

Old Town Key West

10/10 Excellent

julie

Orchid Key Inn - Adults Only

Old Town Key West

10/10 Excellent

Lisa

Island City House Hotel

Key West Historic District

10/10 Excellent

We stayed here for a single night, having driven down from Miami on the Overseas Highway. The hotel is in a great quiet area just a couple of blocks' walk from the main part of the old town. There is occasionally on-street parking available outside, you just have to be lucky but we parked overnight in a nearby outdoor car park at an old church for $15 (cash only) The hotel is in great condition, and the rooms were spotlessly clean. We stayed in the Cigar Suite on the first floor with a balcony...

Mark

Douglas House - Adults Only

Old Town Key West

10/10 Excellent

The douglas house was very very nice! The staff was friendly and knowledgeable. The only 1 thing I could say we were taken aback about was , the place is adult only which we like because our kids are grown and we dont really want to have to deal with , listen to , or share spaces with other people's children , but there were several guests that were very very comfortable in their bodies and were very rude in and around the pool most of the time . We dont consider ourselves prudes at all but the...

Ron

A room with a bed, a ceiling fan, and a window with blinds.

The Mermaid & Alligator

Old Town Key West

10/10 Excellent

P

The Grand Guesthouse

Old Town Key West

10/10 Excellent

This property is a gem. Very friendly and welcoming host who couldn't do enough to ensure we were welcome and enjoyed our staff. The room was spotlessly clean, the free continental breakfast and free water, tea and coffee and sun supplies were the icing on the cake. Within easy walking distance of everything the historic old town has to offer. Cant recommend this highly enough and will definitely recommend to all our friends and family

Andrea

Santa Maria Suites

Old Town Key West

10/10 Excellent

Tim

Frequently Asked Questions

What's the area like around Sails To Rails Museum at Flagler Station?

Sails To Rails Museum at Flagler Station is located in an area of Key West known for its beautiful ocean views, bar scene and lively festivals. If you're looking for a convenient place to stay, take a look at the 1679 hotels and other accommodation options you'll find within a mile.

Where is the best place to stay near Sails To Rails Museum at Flagler Station?

Adjacent to Sails To Rails Museum at Flagler Station, Hyatt Centric Key West Resort and Spa is one of the top choices for your stay based on our traveller data, and this resort offers a marina and a full-service spa. Other good options within a short distance include Pier House Resort & Spa and La Concha Key West, Autograph Collection.

How many hotels will I find near Sails To Rails Museum at Flagler Station?

Expedia has 1679 hotels and other accommodation options within a mile from Sails To Rails Museum at Flagler Station.

If I need to cancel the hotel reservation for my stay near Sails To Rails Museum at Flagler Station, will I receive a refund?

Yes, you'll find most hotel bookings are refundable provided that you cancel before the hotel’s cancellation deadline, which is often 24 or 48 hours before check in. If your reservation is non-refundable, it may still be possible to cancel it and be given 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 near Sails To Rails Museum at Flagler Station.

What can I see and do near Sails To Rails Museum at Flagler Station?

Harry S. Truman Little White House, Ernest Hemingway Home and Museum and Key West Lighthouse and Keeper's Quarters Museum feature captivating exhibits. Fort Zachary Taylor Historic State Park, Fort East Martello Museum and Gallery and Key West Historic Seaport are well-known local landmarks worth a visit. You can check out the local talent at Red Barn Theater, The Key West Theater and Key West Theater.

Search Hotels Near Sails To Rails Museum at Flagler Station, Key West

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Sails To Rails Museum at Flagler Station hotels

1. Almond Tree Inn Hotel - Adults Only

2. Douglas House - Adults Only

3. Key West Villas

4. The Gardens Hotel

5. Orchid Key Inn - Adults Only

6. H2O Suites - Adults Only

7. The Conch House Heritage Inn

8. The Marquesa Hotel

9. Island City House Hotel

10. Duval House

11. Santa Maria Suites

12. The Grand Guesthouse

13. L'Habitation Guest House - Adults Only

14. Ella's Cottages - Key West Historic Inns

15. Alexander Palms Court

16. Westwinds Inn

17. Ambrosia Key West

18. Coco Plum Inn

19. Silver Palms Inn & Historic Homes

20. Southernmost House - Adult Exclusive

Compare popular hotels close to Sails To Rails Museum at Flagler Station

Other attractions near Sails To Rails Museum at Flagler Station

Key West Historic Seaport

Top Sails To Rails Museum at Flagler Station Hotel Reviews

Almond Tree Inn Hotel - Adults Only

10/10 Excellent

Frequently Asked Questions

What's the area like around Sails To Rails Museum at Flagler Station?

Where is the best place to stay near Sails To Rails Museum at Flagler Station?

How many hotels will I find near Sails To Rails Museum at Flagler Station?

If I need to cancel the hotel reservation for my stay near Sails To Rails Museum at Flagler Station, will I receive a refund?

What can I see and do near Sails To Rails Museum at Flagler Station?