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

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

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, 0.7 mi from Sails To Rails Museum at Flagler Station

John

£144

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

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

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

2. The Gardens Hotel

Downtown Key West, 0.5 mi from Sails To Rails Museum at Flagler Station

Forrest

£222

includes taxes & fees

1 Oct - 2 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.

3. Orchid Key Inn - Adults Only

Uptown - Upper Duval, 0.7 mi from Sails To Rails Museum at Flagler Station

Nicholas

£156

includes taxes & fees

30 Sept - 1 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 covered porch with white wicker furniture and a blue floor, surrounded by lush tropical plants.

4. The Marquesa Hotel

Old Town Key West, 0.3 mi from Sails To Rails Museum at Flagler Station

Darrell

£271

includes taxes & fees

29 Sept - 30 Sept

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

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.

A spacious living room with a wooden ceiling, white sofas, a patterned armchair, a glass coffee table, and a large painting on the wall.

5. Alexander's Guesthouse - Adult Exclusive

Old Town Key West, 0.3 mi from Sails To Rails Museum at Flagler Station

Nestor

£124

includes taxes & fees

29 Sept - 30 Sept

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

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

6. The Conch House Heritage Inn

Old Town Key West, 0.6 mi from Sails To Rails Museum at Flagler Station

John

£161

includes taxes & fees

29 Sept - 30 Sept

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

A spacious room with a large bed, a sofa, a chair, a small table, and a television.

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.

7. Simonton Court Historic Inn & Cottages

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

William

£169

includes taxes & fees

29 Sept - 30 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.

8. H2O Suites - Adults Only

Uptown - Upper Duval, 0.9 mi from Sails To Rails Museum at Flagler Station

Corey

£264

includes taxes & fees

29 Sept - 30 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.

9. Douglas House - Adults Only

Uptown - Upper Duval, 0.8 mi from Sails To Rails Museum at Flagler Station

michael

£111

includes taxes & fees

30 Sept - 1 Oct

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

A breakfast buffet with a variety of fruits, pastries, and beverages on a wooden deck with a view of a lush garden and a pool.

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.

10. Tropical Inn

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

Molly

£101

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 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.

A row of blue bicycles parked under a tree, with a white fence and a building in the background.

11. The Grand Guesthouse

Old Town Key West, 0.7 mi from Sails To Rails Museum at Flagler Station

Travis

£115

includes taxes & fees

30 Sept - 1 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, 0.2 mi from Sails To Rails Museum at Flagler Station

Osvaldo

£131

includes taxes & fees

29 Sept - 30 Sept

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

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

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.

13. The Mermaid & Alligator

Old Town Key West, 0.6 mi from Sails To Rails Museum at Flagler Station

Adam

£153

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

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

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

14. Duval House

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

Christopher

£95

includes taxes & fees

1 Oct - 2 Oct

A pool area with lounge chairs and palm trees.

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

A hotel named "Santa Maria" with a prominent illuminated sign, a glass entrance, and a view of the ocean.

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

15. Santa Maria Suites

Uptown - Upper Duval, 1 mi from Sails To Rails Museum at Flagler Station

Anthony

£262

includes taxes & fees

29 Sept - 30 Sept

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

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

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.

16. Ambrosia Key West

Old Town Key West, 0.3 mi from Sails To Rails Museum at Flagler Station

Tricia

£114

includes taxes & fees

29 Sept - 30 Sept

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

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

A garden with a stone pathway, a wooden fence, and various tropical plants.

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

17. Alexander Palms Court

Casa Marina, 0.9 mi from Sails To Rails Museum at Flagler Station

Andrew

£101

includes taxes & fees

29 Sept - 30 Sept

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

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

A swimming pool with a white picket fence, surrounded by lounge chairs and potted plants.

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

18. Weatherstation Inn

Truman Annex, 0.6 mi from Sails To Rails Museum at Flagler Station

Svetlana

£152

includes taxes & fees

5 Oct - 6 Oct

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

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

A white colonial-style building with a balcony, surrounded by palm trees and a white picket fence.

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

19. Coco Plum Inn

Downtown Key West, 0.5 mi from Sails To Rails Museum at Flagler Station

Riley

£114

includes taxes & fees

29 Sept - 30 Sept

A reception area with a curved marble counter, ceiling fans, large windows, and a staircase.

A breakfast table with a variety of food items, including fruits, pastries, and a coffee mug.

A two-story house with a white exterior, a green roof, and a staircase leading to the upper floor.

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

20. Westwinds Inn

Historic Seaport, 0.1 mi from Sails To Rails Museum at Flagler Station

Anthony

£118

includes taxes & fees

29 Sept - 30 Sept

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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
The Gardens Hotel	9.8 Exceptional 1,004 reviews	View
Orchid Key Inn - Adults Only	9.8 Exceptional 1,005 reviews	View
The Marquesa Hotel	9.8 Exceptional 1,001 reviews	View
Alexander's Guesthouse - Adult Exclusive	9.8 Exceptional 169 reviews	View

Top Sails To Rails Museum at Flagler Station Hotel Reviews

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!"

La Concha Key West, Autograph Collection

10/10 Excellent

"Great location"

The Marker Key West Harbor Resort

10/10 Excellent

"Always solid"

Ambrosia Key West

10/10 Excellent

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Winslow's Bungalows - Key West Historic Inns

10/10 Excellent

"From before we arrived we already knew we chose the right place to stay! We had questions about parking our motorcycle on property and there was no hesitation to share information and also connect with us. The staff is great. We are recommending this location and properties to friends and family. Next time we’re in town, 100% this will be the place we stay. Location is great and the property is fun to explore. Thank you all for making our stay memorable!"

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 1677 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 1677 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?

Mel Fisher Maritime Museum, Harry S. Truman Little White House and Ernest Hemingway Home and Museum feature captivating exhibits. Key West Lighthouse and Keeper's Quarters Museum, Fort Zachary Taylor Historic State Park and Fort East Martello Museum and Gallery 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

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

1. Almond Tree Inn Hotel - Adults Only

2. The Gardens Hotel

3. Orchid Key Inn - Adults Only

4. The Marquesa Hotel

5. Alexander's Guesthouse - Adult Exclusive

6. The Conch House Heritage Inn

7. Simonton Court Historic Inn & Cottages

8. H2O Suites - Adults Only

9. Douglas House - Adults Only

10. Tropical Inn

11. The Grand Guesthouse

12. Island City House Hotel

13. The Mermaid & Alligator

14. Duval House

15. Santa Maria Suites

16. Ambrosia Key West

17. Alexander Palms Court

18. Weatherstation Inn

19. Coco Plum Inn

20. Westwinds Inn

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

Top Sails To Rails Museum at Flagler Station Hotel Reviews

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

La Concha Key West, Autograph Collection

The Marker Key West Harbor Resort

Ambrosia Key West

Winslow's Bungalows - Key West Historic Inns

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