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 modern hotel room with a large bed, a nightstand, a bedside table, and a bathroom visible through an open door.

A reception area with a wooden herringbone wall, teal chairs, a wooden bench, and two framed sunset paintings.

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

A building with a sign reading "ALMOND Frog & Toad Inn" and a "VACANCY" sign below it.

1. Almond Tree Inn Hotel - Adults Only

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

John

Rp2.866.190

Rp3.224.464 total

includes taxes & fees

13 Sept - 14 Sept

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

A couple walking along a poolside pathway surrounded by lush greenery.

A bar area with a counter, chairs, and a clock.

A colonial-style building with a porch, surrounded by lush tropical vegetation.

2. The Gardens Hotel

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

Jason

Rp2.955.346

Rp3.324.765 total

includes taxes & fees

21 Sept - 22 Sept

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

A poolside area with a swimming pool, a staircase leading to a deck, and a building with multiple windows and balconies.

A covered porch with white wicker furniture and a blue floor, surrounded by lush tropical plants.

A restaurant with multiple tables set for dining, a wine bottle, and a glass of wine on the table.

3. The Marquesa Hotel

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

Darrell

Rp3.382.545

Rp4.795.828 total

includes taxes & fees

28 Sept - 29 Sept

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

A building with a neon sign that reads "Orchid Key Inn."

A patio with a white wicker lounge chair, a wooden table with a book and a potted plant, surrounded by lush tropical foliage and palm trees.

A hotel room with a large bed, a nightstand, a desk, a bathroom with a shower, and a painting of a pier over water on the wall.

4. Orchid Key Inn - Adults Only

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

Nicholas

Rp2.866.190

Rp3.224.464 total

includes taxes & fees

14 Sept - 15 Sept

A modern outdoor area with a pool, lounge chairs, and a bar area.

A modern hotel room with a bed, sofa, coffee table, and artwork.

A modern hotel with a prominent glass facade, palm trees, and a clear sky.

A bar area with a modern design, featuring a flat-screen TV mounted on a textured wall, two stools, and a bar stocked with various bottles.

5. H2O Suites - Adults Only

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

Kourosh

Rp4.913.469

Rp6.716.396 total

includes taxes & fees

13 Sept - 14 Sept

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

A wooden deck with lush greenery and a pool area.

A large, two-story building with a balcony, surrounded by dense tropical foliage.

An outdoor patio with a table and chairs, surrounded by lush greenery and string lights.

6. Douglas House - Adults Only

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

michael

Rp2.075.307

Rp2.568.192 total

includes taxes & fees

29 Sept - 30 Sept

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

A hallway with a white door, a wooden bench, a blue sofa, and a staircase with a white railing.

A two-story building with a white picket fence, a mailbox, and a small tree in front.

A swimming pool with a mural of a dolphin and a butterfly, surrounded by lounge chairs and palm trees.

7. Duval House

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

Robert

Rp1.737.153

Rp2.331.558 total

includes taxes & fees

20 Sept - 21 Sept

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

A compact kitchen with wooden cabinets, a microwave, stove, and refrigerator. There is a dining area with a table and chairs, and a sofa.

A covered walkway with a wooden ceiling, white railings, and a brick path.

A garden with a pond, rocks, and various plants.

8. Island City House Hotel

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

Paul

Rp2.697.851

Rp3.035.083 total

includes taxes & fees

16 Sept - 17 Sept

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

A covered outdoor area with a wooden staircase, seating, and potted plants.

A bedroom with a bed, nightstand, lamp, air conditioning unit, and a no smoking sign.

A two-story building with a porch, a sign reading "The Grand Guesthouse," and a purple flag.

9. The Grand Guesthouse

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

Alissa

Rp1.979.565

Rp2.665.686 total

includes taxes & fees

17 Sept - 18 Sept

A pool area with lounge chairs and palm trees.

A modern outdoor seating area with a sofa, chairs, and a small table, surrounded by glass doors and a view of greenery.

A reception area with a modern design, featuring a reception desk, a sofa, and a potted plant.

A sign for Santa Maria Resort surrounded by lush greenery and palm trees.

10. Santa Maria Suites

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

June Young

Rp4.913.469

Rp6.716.396 total

includes taxes & fees

13 Sept - 14 Sept

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

A two-story yellow house with a porch, white railings, and green shutters.

The exterior of the Silver Palms Inn with a two-story structure, a green awning over the entrance, and a palm tree to the right.

The entrance to Silver Palms Inn with a reception desk, a seating area, and a glass door.

11. Silver Palms Inn & Historic Homes

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

Alexey

Rp1.405.515

Rp2.765.758 total

includes taxes & fees

13 Sept - 14 Sept

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

A balcony with white railings and a table, overlooking a beach with palm trees and a clear blue sky.

A large, two-story house with a prominent tower and a covered porch.

A gated entrance with a blue metal gate, palm trees, and a building with a red roof in the background.

12. Southernmost House - Adult Exclusive

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

Mark

Rp2.453.212

Rp4.988.755 total

includes taxes & fees

27 Sept - 28 Sept

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

A wicker outdoor seating area with two chairs and a table, surrounded by lush tropical foliage.

A cozy living room with a wooden ceiling, a sofa set, two side tables with lamps, and framed artwork on the wall.

A hotel room with a bed, a nightstand, a chair, a small table, and a ceiling fan.

13. Ambrosia Key West

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

Kate

Rp2.364.277

Rp2.659.811 total

includes taxes & fees

27 Sept - 28 Sept

A gated entrance with lush green foliage and a white picket fence.

A hotel room with a large bed, two bedside tables, a ceiling fan, and two framed pictures on the wall.

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

A covered outdoor dining area with white chairs and tables, surrounded by lush greenery and a wooden deck.

14. Coco Plum Inn

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

Jake

Rp2.364.277

Rp2.659.789 total

includes taxes & fees

14 Sept - 15 Sept

A wooden deck with wicker furniture and a white railing, surrounded by lush tropical vegetation.

A breakfast tray with croissants, orange juice, and coffee on a table by a window with a view of a pool and greenery.

A two-story building with a white picket fence, palm trees, and a clear blue sky.

A pathway leading to a building with a white facade, surrounded by lush greenery and palm trees.

15. Weatherstation Inn

Truman Annex, 0.9 km from Sails To Rails Museum at Flagler Station

Svetlana

Rp2.965.443

Rp3.336.211 total

includes taxes & fees

24 Sept - 25 Sept

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

A living room with a spiral staircase, a sofa, a chair, a coffee table, and a view of an outdoor seating area.

A bright kitchen with white cabinetry, a white island, wicker pendant lights, and geometric patterned backsplash.

An open door leading to a pool area with a wicker chair and a sofa inside a room with a view of the pool.

16. Ella's Cottages - Key West Historic Inns

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

Christian

Rp3.509.400

Rp4.836.480 total

includes taxes & fees

13 Sept - 14 Sept

A covered porch with white railings, wooden benches, and a hanging light fixture.

A pool area with lounge chairs and a small palm tree.

A bedroom with a four-poster bed, a wicker chair, a wooden dresser, and a television.

A sign for Marrero's Guest Mansion in Key West, FL, by Verdigris Hotels.

17. Marrero's Guest Mansion

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

Michael

Rp3.856.809

Rp4.338.998 total

includes taxes & fees

23 Sept - 24 Sept

A building with a white exterior, a large red awning, and a gated entrance.

A paved pathway lined with various plants and trees, leading to a building with a beige exterior.

A spacious kitchen with a dining area, large windows, and a view of the outdoors.

A pool area with lounge chairs and a lifebuoy.

18. Authors of Key West Guest House

The Meadows, 0.8 km from Sails To Rails Museum at Flagler Station

Idamis

Rp1.307.617

Rp1.471.047 total

includes taxes & fees

28 Sept - 29 Sept

A wooden deck with wicker furniture, a white staircase, and a lush garden area.

A hotel entrance with a sign reading "Heron House Office."

A bedroom with a large bed, a view of a swimming pool, and an open door leading to an outdoor seating area.

A two-story house with a balcony, surrounded by palm trees and a clear blue sky.

19. Heron House - Adult Only

Downtown Key West, 0.6 km from Sails To Rails Museum at Flagler Station

Natalia

Rp2.049.040

Rp2.891.264 total

includes taxes & fees

13 Sept - 14 Sept

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

A room with a bed, a desk, a chair, a lamp, a painting of a boat on water, and a view of the sea.

A yellow building with a door marked '7'.

A pool area with a covered seating area, palm trees, and a small pavilion.

20. Alexander Palms Court

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

Andrew

Rp2.496.359

Rp2.808.602 total

includes taxes & fees

13 Sept - 14 Sept

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	10.0 Exceptional 1,000 reviews	View
The Gardens Hotel	9.8 Exceptional 1,002 reviews	View
The Marquesa Hotel	9.8 Exceptional 1,000 reviews	View
Orchid Key Inn - Adults Only	9.8 Exceptional 1,000 reviews	View
H2O Suites - Adults Only	9.8 Exceptional 652 reviews	View

Top Sails To Rails Museum at Flagler Station Hotel Reviews

Southernmost Beach Resort and Guesthouses

10/10 Excellent

"Great staff. Very relaxing. Staff went above and beyond to give you the vacation feel. From calling taxis to hauling luggage. Definitely will book again and recommend"

Pier House Resort & Spa

10/10 Excellent

"Blew away our expectations!!! Can’t wait to come back next year! Linda was awesome and always made sure we were taken care of!!"

Opal Key Resort & Marina, Key West

8/10 Good

"No fresh coffee at a Resort Hotel is preposterous. A select few of the staff choose to be rude to patrons, which is odd as most are great."

The Independent Inn - Formerly Heron House Court

8/10 Good

"We didn't have dishes in our kitchens. Everything else was good 😊"

Bishop Hotel Key West

10/10 Excellent

"Very well kept"

La Concha Key West, Autograph Collection

10/10 Excellent

"Love the history of La Concha, the vibe, bar, size and the location, almost mid-way on Duval Street, the hub of activity. It’s also one of the stops on the “hop-on hop-off “(every 30min) Old Town Trolley Key West Tours, which is a really big deal. There are no doubt other excellent properties in Key West, but La Concha was a great fit for me. I will definitely stay there on my next trip to the island."

Westwinds Inn

10/10 Excellent

"We had a wonderful time celebrating my husband 60th birthday! We spent 4 nights there. The room was small but super clean, bed and pillows were comfortable , even though a bit small but we were very happy. shower was very spacious and we were happy to be in walking distance from every where we wanted to go. The pool was nice too; my favorite time was breakfast it’s absolutely beautiful to sit around and have a peaceful cup of coffee surrounded by those beautiful trees; my new friend the beautiful lady serving the breakfast everyday what a wonderful lady. This place is going to be absolutely gorgeous once all the remodeling construction is complete. We will return."

Fitch Lodge - Key West Historic Inns

8/10 Good

"The front desk receptionist, Lee, was amazing!! A truly kind person and super helpful."

Eden House

8/10 Good

"Great hotel , very close to everything, bike hire outside and free car parking. Hotel pool and area is lovey ."

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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Schooner Western Union

8.0/10 (1 review)

Learn about the local history of Key West when you take a trip to Schooner Western Union. Stroll along the area's seaside or experience its lively festivals.

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Key West Bight Marina

Explore the waterfront in Key West with a trip to Key West Bight Marina. Discover the area's beautiful sunsets or seek out its cycling trails.

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Donkey Milk House

7.4/10 (6 reviews)

You can spend an afternoon studying the exhibits at Donkey Milk House during your travels in Key West. Discover the area's beautiful sunsets or seek out its cycling trails.

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Papa's Pilar Rum Distillery Hemingway Rum Company

You can take time to visit Papa's Pilar Rum Distillery Hemingway Rum Company during your travels to Key West. In the area, take in the great live music and beautiful sunsets.

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The Kite House

Enjoy an outing to The Kite House during your stay in Key West. Wander the seaside or discover the area's beautiful sunsets.

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The Key West Theater

You can make plans for a show at The Key West Theater on your trip to Key West. Discover the area's great live music or seek out its cycling trails.

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Sloppy Joe's Bar

Sloppy Joe's Bar is just one of the places to see in Key West, so why not enjoy the other things to explore during your travels? Experience the area's great live music and entertainment choices.

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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 1681 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 The Marker Key West Harbor Resort.

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

Expedia has 1681 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?

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

Star rating

Guest rating

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

1. Almond Tree Inn Hotel - Adults Only

2. The Gardens Hotel

3. The Marquesa Hotel

4. Orchid Key Inn - Adults Only

5. H2O Suites - Adults Only

6. Douglas House - Adults Only

7. Duval House

8. Island City House Hotel

9. The Grand Guesthouse

10. Santa Maria Suites

11. Silver Palms Inn & Historic Homes

12. Southernmost House - Adult Exclusive

13. Ambrosia Key West

14. Coco Plum Inn

15. Weatherstation Inn

16. Ella's Cottages - Key West Historic Inns

17. Marrero's Guest Mansion

18. Authors of Key West Guest House

19. Heron House - Adult Only

20. Alexander Palms Court

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

Top Sails To Rails Museum at Flagler Station Hotel Reviews

Southernmost Beach Resort and Guesthouses

Pier House Resort & Spa

Opal Key Resort & Marina, Key West

The Independent Inn - Formerly Heron House Court

Bishop Hotel Key West

La Concha Key West, Autograph Collection

Westwinds Inn

Fitch Lodge - Key West Historic Inns

Eden House

Other attractions near Sails To Rails Museum at Flagler Station

Key West Historic Seaport

Schooner Western Union

Key West Bight Marina

Donkey Milk House

Papa's Pilar Rum Distillery Hemingway Rum Company

The Kite House

The Key West Theater

Sloppy Joe's Bar

Frequently asked questions