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 swimming pool with lounge chairs, surrounded by palm trees and greenery.

1. Almond Tree Inn Hotel - Adults Only

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

John

฿6,135

฿6,902 total

includes taxes & fees

30 Sept - 1 Oct

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

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.

2. Orchid Key Inn - Adults Only

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

Nicholas

฿6,135

฿6,902 total

includes taxes & fees

30 Sept - 1 Oct

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

A bedroom with a large bed, a television on a dresser, and a view of the outdoors through a sliding door.

3. The Gardens Hotel

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

Forrest

฿8,733

฿9,824 total

includes taxes & fees

1 Oct - 2 Oct

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

A courtyard with two green lounge chairs, a palm tree, and a building with a white facade and lattice window design.

A pathway flanked by lush green foliage leading to a gated entrance.

A pool area with a clear view of a house in the background, surrounded by palm trees and greenery.

4. Simonton Court Historic Inn & Cottages

Historic Seaport, 0.5 km from Sails To Rails Museum at Flagler Station

William

฿5,679

฿6,389 total

includes taxes & fees

30 Sept - 1 Oct

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

A two-story white house with green shutters, a wooden door, and a white picket fence.

A spacious bedroom with a large bed, a sitting area with a sofa and armchairs, and a dining area with a table and chairs.

A living room with a sofa, a glass coffee table, a TV, and a painting on the wall.

5. The Conch House Heritage Inn

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

John

฿6,330

฿7,121 total

includes taxes & fees

30 Sept - 1 Oct

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

A narrow room with a bed, a potted plant, and a window with blinds.

A pool area with lounge chairs, a pool, and a building with a balcony and outdoor seating.

A spacious living room with a sofa, chairs, and a dining table. There are large windows with blinds, a door leading to a patio, and a ceiling with exposed beams.

6. Alexander's Guesthouse - Adult Exclusive

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

Nestor

฿7,237

฿9,514 total

includes taxes & fees

4 Oct - 5 Oct

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

A hotel room with two beds, a ceiling fan, a large window with a view of palm trees, and a painting on the wall.

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

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

7. The Marquesa Hotel

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

Darrell

฿9,039

฿12,059 total

includes taxes & fees

30 Sept - 1 Oct

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 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.

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

8. H2O Suites - Adults Only

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

Corey

฿9,315

฿12,733 total

includes taxes & fees

30 Sept - 1 Oct

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

A hotel room with a bed, a wooden floor, a seating area with a table and chairs, and a view of greenery outside.

A wooden deck with lush greenery and a pool area.

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

9. Douglas House - Adults Only

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

michael

฿4,492

฿5,558 total

includes taxes & fees

30 Sept - 1 Oct

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

A lush garden with a variety of tropical plants and a paved walkway.

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.

10. Duval House

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

Christopher

฿3,327

฿4,465 total

includes taxes & fees

1 Oct - 2 Oct

A bedroom with a four-poster bed, a wooden desk, wicker chairs, and a view of the outdoors.

A wooden door with glass panels, leading to an interior space with furniture and plants.

A pool area with lounge chairs and candles, surrounded by palm trees and a building in the background.

A cozy room with a wicker chair, a small table with a bottle and glasses, and a view of a yellow room through an open door.

11. Tropical Inn

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

Natalie

฿4,134

฿5,491 total

includes taxes & fees

1 Oct - 2 Oct

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

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

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

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

12. Island City House Hotel

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

Osvaldo

฿5,133

฿5,775 total

includes taxes & fees

30 Sept - 1 Oct

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.

13. The Grand Guesthouse

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

Alissa

฿3,791

฿5,105 total

includes taxes & fees

30 Sept - 1 Oct

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

A poolside area with lounge chairs, a covered seating area, and a small pool.

A room with a yellow armchair, a glass coffee table, and a view of a wooden deck and tropical plants.

A cozy outdoor seating area with a wooden bench and a table, surrounded by potted plants and a coffee and tea sign.

14. The Mermaid & Alligator

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

Adam

฿6,010

฿6,761 total

includes taxes & fees

30 Sept - 1 Oct

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.

15. Santa Maria Suites

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

Anthony

฿8,313

฿11,606 total

includes taxes & fees

30 Sept - 1 Oct

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

A yellow building with a door marked '7'.

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

16. Alexander Palms Court

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

Andrew

฿3,981

฿4,479 total

includes taxes & fees

30 Sept - 1 Oct

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

A grand staircase with ornate railings and a chandelier.

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.

17. Southernmost House - Adult Exclusive

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

yessy

฿4,681

฿9,519 total

includes taxes & fees

13 Oct - 14 Oct

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

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.

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

18. Silver Palms Inn & Historic Homes

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

sam

฿3,327

฿6,011 total

includes taxes & fees

30 Sept - 1 Oct

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

A spacious living room with a high ceiling, a ceiling fan, a large painting, a sofa, a coffee table, and a dining area with a table and chairs.

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

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

19. Ambrosia Key West

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

Tricia

฿4,482

฿5,042 total

includes taxes & fees

30 Sept - 1 Oct

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

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.

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

20. Weatherstation Inn

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

Svetlana

฿5,679

฿6,389 total

includes taxes & fees

1 Oct - 2 Oct

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 1,007 reviews	View
Orchid Key Inn - Adults Only	9.8 Exceptional 1,005 reviews	View
The Gardens Hotel	9.8 Exceptional 1,005 reviews	View
Simonton Court Historic Inn & Cottages	9.8 Exceptional 1,001 reviews	View
The Conch House Heritage Inn	9.8 Exceptional 190 reviews	View

Top Sails To Rails Museum at Flagler Station Hotel Reviews

Hyatt Centric Key West Resort and Spa

10/10 Excellent

"We had a wonderful stay at Hyatt Centric Key West Resort & Spa! The pool was a perfect place to relax, and we especially loved seeing the rescued turtles - such a unique and memorable part of the property. The location could not be better: everything we wanted to explore in Key West was within easy walking distance. It was incredibly convenient to enjoy the sights, restaurants, and lively atmosphere without needing a car. We would gladly stay here again!"

La Concha Key West, Autograph Collection

10/10 Excellent

"Hotel is very conveniently located to old town Key West. The renovations that have been made to the hotel really make it a very fun place to stay."

Southernmost Beach Resort and Guesthouses

10/10 Excellent

"A+"

Ridley House - Key West Historic Inns

10/10 Excellent

"Exceptional resort! Beautiful room and extra friendly staff! Best place ever!"

Ocean Key Resort - A Noble House Resort

10/10 Excellent

"Loved the decor! The lobby, lobby bar and deck were so cute! I specially picked this resort and the room fur the decor-very tropical and fabulous! But honestly, the staff is what made this resort so great! From the front desk, to concierge, to the staff at Hot Tin Roof, to the pool bartender/ they all went above and beyond!"

Pier House Resort & Spa

10/10 Excellent

"Great location and superb private beach"

The Garden House

10/10 Excellent

"Sammy does a great breakfast. However, the AC unit put out great cool air but was noisy. Had to turn off and on to get some sleep."

Bishop Hotel Key West

10/10 Excellent

"It was a wonderful place to stay and we will be back. The pools were great and the breakfast was so good. And walking distance to the main drag."

The Independent Inn - Formerly Heron House Court

10/10 Excellent

"Great little spot for a quick trip to Key West. Nicely located and very walkable. We enjoyed the spacious room and very comfortable pool. Room was very clean if some what a little “lived in”. Could use a bit of a refresh but great value for the price! Would definitely stay again!"

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 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

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

1. Almond Tree Inn Hotel - Adults Only

2. Orchid Key Inn - Adults Only

3. The Gardens Hotel

4. Simonton Court Historic Inn & Cottages

5. The Conch House Heritage Inn

6. Alexander's Guesthouse - Adult Exclusive

7. The Marquesa Hotel

8. H2O Suites - Adults Only

9. Douglas House - Adults Only

10. Duval House

11. Tropical Inn

12. Island City House Hotel

13. The Grand Guesthouse

14. The Mermaid & Alligator

15. Santa Maria Suites

16. Alexander Palms Court

17. Southernmost House - Adult Exclusive

18. Silver Palms Inn & Historic Homes

19. Ambrosia Key West

20. Weatherstation Inn

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

Top Sails To Rails Museum at Flagler Station Hotel Reviews

Hyatt Centric Key West Resort and Spa

La Concha Key West, Autograph Collection

Southernmost Beach Resort and Guesthouses

Ridley House - Key West Historic Inns

Ocean Key Resort - A Noble House Resort

Pier House Resort & Spa

The Garden House

Bishop Hotel Key West

The Independent Inn - Formerly Heron House Court

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