⭐ Top 10 Hotels Near Sails To Rails Museum at Flagler Station for 2026

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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 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

S$344

includes taxes & fees

2 Nov - 3 Nov

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

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

A wooden deck with lush greenery and a pool area.

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

2. Douglas House - Adults Only

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

Maricela

S$224

includes taxes & fees

29 Oct - 30 Oct

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

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.

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

3. H2O Suites - Adults Only

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

Kimberly

S$517

includes taxes & fees

28 Oct - 29 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 couple walking along a poolside pathway surrounded by lush greenery.

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

4. The Gardens Hotel

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

Gisele

S$322

includes taxes & fees

27 Oct - 28 Oct

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.

5. Orchid Key Inn - Adults Only

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

ben

S$344

includes taxes & fees

2 Nov - 3 Nov

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

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

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

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

6. Simonton Court Historic Inn & Cottages

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

William

S$214

includes taxes & fees

27 Oct - 28 Oct

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

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

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

7. Alexander's Guesthouse - Adult Exclusive

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

Nestor

S$402

includes taxes & fees

28 Oct - 29 Oct

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

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

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

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

8. The Marquesa Hotel

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

Josh

S$718

includes taxes & fees

10 Nov - 11 Nov

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

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

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

9. The Conch House Heritage Inn

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

Jennifer

S$445

includes taxes & fees

27 Oct - 28 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 pool area with lounge chairs and a wooden building with balconies.

10. Island City House Hotel

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

Elise

S$285

includes taxes & fees

28 Oct - 29 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 covered outdoor area with a wooden staircase, seating, and potted plants.

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

11. The Grand Guesthouse

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

Justyn

S$255

includes taxes & fees

27 Oct - 28 Oct

A pool area with lounge chairs and palm trees.

A sign for Santa Maria Resort surrounded by lush greenery 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.

12. Santa Maria Suites

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

Anthony

S$516

includes taxes & fees

27 Oct - 28 Oct

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

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

A spacious kitchen with wooden cabinets, a granite countertop, and a ceiling fan.

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

13. The Mermaid & Alligator

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

Adam

S$320

includes taxes & fees

27 Oct - 28 Oct

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

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

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.

14. Duval House

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

Cathrine

S$212

includes taxes & fees

27 Oct - 28 Oct

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

A room with a ceiling fan, an air conditioning unit, a window with blinds, a sofa with patterned cushions, a small round table, and a floor lamp.

A covered porch with wicker furniture, potted plants, and a view of the house.

A bedroom with a large bed, a sofa, a nightstand, and a painting on the wall.

15. L'Habitation Guest House - Adults Only

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

Richard

S$208

includes taxes & fees

27 Oct - 28 Oct

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 bedroom with a bed, two bedside lamps, a ceiling fan, and a view of a balcony with plants.

16. Westwinds Inn

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

Shari

S$233

includes taxes & fees

27 Oct - 28 Oct

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.

17. Ambrosia Key West

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

RICHARD

S$258

includes taxes & fees

27 Oct - 28 Oct

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

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.

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

18. Southernmost House - Adult Exclusive

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

Janet

S$367

includes taxes & fees

27 Oct - 28 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 hotel room with a large bed, two bedside tables, a ceiling fan, and two framed pictures on the wall.

19. Coco Plum Inn

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

August

S$258

includes taxes & fees

27 Oct - 28 Oct

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

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

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

A wooden bench with a cushion and a small table, surrounded by bamboo plants and a wooden deck.

20. 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

S$424

includes taxes & fees

27 Oct - 28 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 1,009 reviews	View
Douglas House - Adults Only	9.8 Exceptional 568 reviews	View
H2O Suites - Adults Only	9.8 Exceptional 670 reviews	View
The Gardens Hotel	9.8 Exceptional 1,000 reviews	View
Orchid Key Inn - Adults Only	9.8 Exceptional 1,003 reviews	View

Hotels recommended for families near Sails To Rails Museum at Flagler Station

A large, white, two-story building with a balcony and a sign reading "The Marker Resort."

A tropical setting with palm trees and a building with a white facade and dark roof.

A marina with various boats docked, including a green and white boat named 'Jolly Roger'.

A resort with a swimming pool, lounge chairs, umbrellas, and palm trees.

The Marker Key West Harbor Resort

Key West Historic District

S$374

includes taxes & fees

27 Oct - 28 Oct

A pool area with lounge chairs and a cabana.

A hotel room with a bed, a sofa, a desk with a computer, a chair, and a view of the sea through large windows.

A lobby with a central fountain, seating areas, and potted plants.

A balcony with a table set for breakfast, overlooking the sea.

Ocean Key Resort - A Noble House Resort

Key West Historic District

S$506

includes taxes & fees

23 Nov - 24 Nov

A white building with green shutters and a white picket fence.

A hotel room with a large bed, a sitting area, and multiple bookshelves filled with books.

A brick pathway leading to a green door, surrounded by lush tropical plants and a white fence.

A pool area with lounge chairs, a small table, and a thatched umbrella.

Ridley House - Key West Historic Inns

Key West Historic District

S$352

includes taxes & fees

27 Oct - 28 Oct

A hotel with a swimming pool, balconies, and a view of the sea.

A marina with jet skis docked in front of a hotel with a dock and a boat in the background.

A beach wedding setup with white chairs, a wooden arch, and lanterns.

A spacious bar area with a wooden counter and green bar stools, a seating area with a sofa and chairs, and a dining area with a table set for two.

Hyatt Centric Key West Resort and Spa

Key West Historic District

S$459

includes taxes & fees

29 Oct - 30 Oct

A bedroom with a bed, bedside table, lamp, and a small kitchenette. There is a balcony with wicker chairs and a glass table.

A spacious living area with a wooden staircase, a ceiling fan, a TV, and a view of the beach through an open door.

A spacious living area with a gray sofa, wooden staircase, and a kitchen in the background.

A cozy cabin with a wooden interior, a bed, a TV, and a kitchenette.

Eden House

Key West Historic District

S$210

includes taxes & fees

27 Oct - 28 Oct

A two-story white building with a porch and a sign indicating it is a vacant property named 'Fitch Lodge'.

A bedroom with two beds, a window with blinds, a framed picture on the wall, and a view of the outside balcony.

A waterfront property with a dock, a boat, and a building with a sign reading "Harbor Walk".

A two-story house with a balcony and a small porch.

Fitch Lodge - Key West Historic Inns

Key West Historic District

S$280

includes taxes & fees

27 Oct - 28 Oct

A beachfront hotel with a covered patio, palm trees, and a boat on the sand.

A view through a white-framed window with a decorative white fence, leading to a tiled patio area with a round table.

A balcony with a view of the ocean, a sofa, and a massage table.

A pool area with lounge chairs and umbrellas, surrounded by palm trees and a building with balconies.

Pier House Resort & Spa

Key West Historic District

S$362

includes taxes & fees

2 Nov - 3 Nov

Island City House Hotel

Key West Historic District

S$285

includes taxes & fees

28 Oct - 29 Oct

Top Sails To Rails Museum at Flagler Station Hotel Reviews

Winslow's Bungalows - Key West Historic Inns

10/10 Excellent

"Muy limpio y muy bonito el servicio muy amable"

Ambrosia Key West

10/10 Excellent

"Great location beautiful property we enjoyed our stay !"

Bishop Hotel Key West

8/10 Good

"Stayed in Room 21, it was clean and maintained. Only minor issues was the shower took about 4 minutes to get hot water and the AC blows right at the bed. Other than that all was good and enjoyed our stay."

Hyatt Centric Key West Resort and Spa

8/10 Good

"Great location and we enjoyed the pool. Room was nice and we enjoyed the balcony. Rates were high for fantasy fest. We enjoyed our stay but nothing wowed us enough to not try another place next year."

Opal Key Resort & Marina, Key West

10/10 Excellent

"It was absolutely amazing! Perfect location to everything!!!"

Authors of Key West Guest House

10/10 Excellent

"Very clean and well maintained. Generous continental breakfast. Great value for the money spent."

Ocean Key Resort - A Noble House Resort

10/10 Excellent

"Huge room, great layout, nice large balcony, beautiful bathroom with Bluetooth built into the vanity. Excellent staff service and the location was close to everything."

Eden House

10/10 Excellent

"El hotel me gustó mucho además que está muy bueno, solo pienso que deben valorar ofertar desayuno"

Westwinds Inn

10/10 Excellent

"This place is incredible. Perfect location (if you don’t mind walking 15-20 minutes to get somewhere) and the pools are just fabulous amongst a lush garden atmosphere. I couldn’t have been happier with our room either…it felt so private and just…an escape! We will absolutely be back as soon as we can. BTW we discovered a small nearby beach on the last full day of our trip about 15 min away which was fantastic as well. You really get the best of all worlds at this place."

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.

See properties

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.

Hotels near Sails To Rails Museum at Flagler Station

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. H2O Suites - Adults Only

4. The Gardens Hotel

5. Orchid Key Inn - Adults Only

6. Simonton Court Historic Inn & Cottages

7. Alexander's Guesthouse - Adult Exclusive

8. The Marquesa Hotel

9. The Conch House Heritage Inn

10. Island City House Hotel

11. The Grand Guesthouse

12. Santa Maria Suites

13. The Mermaid & Alligator

14. Duval House

15. L'Habitation Guest House - Adults Only

16. Westwinds Inn

17. Ambrosia Key West

18. Southernmost House - Adult Exclusive

19. Coco Plum Inn

20. Ella's Cottages - Key West Historic Inns

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

Hotels recommended for families near Sails To Rails Museum at Flagler Station

The Marker Key West Harbor Resort

Ocean Key Resort - A Noble House Resort

Ridley House - Key West Historic Inns

Hyatt Centric Key West Resort and Spa

Eden House

Fitch Lodge - Key West Historic Inns

Pier House Resort & Spa

Island City House Hotel

Top Sails To Rails Museum at Flagler Station Hotel Reviews

Winslow's Bungalows - Key West Historic Inns

Ambrosia Key West

Bishop Hotel Key West

Hyatt Centric Key West Resort and Spa

Opal Key Resort & Marina, Key West

Authors of Key West Guest House

Ocean Key Resort - A Noble House Resort

Eden House

Westwinds Inn

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