Top 10 Hotels Near Sails To Rails Museum at Flagler Station in Key West 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

John

RM1,135

RM1,277 total

includes taxes & fees

27 Oct - 28 Oct

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

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

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.

2. Simonton Court Historic Inn & Cottages

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

William

RM690

RM776 total

includes taxes & fees

25 Oct - 26 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 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.

3. Douglas House - Adults Only

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

Maricela

RM642

RM795 total

includes taxes & fees

19 Oct - 20 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.

4. H2O Suites - Adults Only

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

Carmen

RM1,425

RM1,879 total

includes taxes & fees

2 Nov - 3 Nov

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

A neon sign for Orchid Key Inn with a 'VACANCY' sign below it.

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 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.

5. Orchid Key Inn - Adults Only

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

ben

RM1,037

RM1,167 total

includes taxes & fees

27 Oct - 28 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 bar area with a counter, chairs, and a clock.

6. The Gardens Hotel

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

Gisele

RM1,373

RM1,545 total

includes taxes & fees

27 Oct - 28 Oct

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

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

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.

7. The Grand Guesthouse

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

Justyn

RM642

RM825 total

includes taxes & fees

27 Oct - 28 Oct

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

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.

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

8. Island City House Hotel

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

Elise

RM911

RM1,025 total

includes taxes & fees

25 Oct - 26 Oct

A pool area with lounge chairs and palm trees.

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

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

A neatly made bed with patterned pillows, a bedside table with a bottle and glasses, and a window with orchids.

9. Santa Maria Suites

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

Anthony

RM1,220

RM1,649 total

includes taxes & fees

27 Oct - 28 Oct

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

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

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.

10. Westwinds Inn

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

Anthony

RM661

RM744 total

includes taxes & fees

25 Oct - 26 Oct

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

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.

A grand staircase with ornate railings and a chandelier.

11. Southernmost House - Adult Exclusive

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

RM731

RM1,339 total

includes taxes & fees

25 Oct - 26 Oct

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

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

A hotel with a pool, bicycles, and lush greenery.

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

12. Silver Palms Inn & Historic Homes

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

sam

RM364

RM685 total

includes taxes & fees

25 Oct - 26 Oct

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

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.

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

13. Ambrosia Key West

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

RICHARD

RM935

RM1,052 total

includes taxes & fees

26 Oct - 27 Oct

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

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.

A yellow building with a door marked '7'.

14. Alexander Palms Court

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

Andrew

RM918

RM1,033 total

includes taxes & fees

19 Oct - 20 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 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.

15. Coco Plum Inn

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

Riley

RM817

RM920 total

includes taxes & fees

18 Oct - 19 Oct

A covered outdoor area with a pool, wicker furniture, and a red umbrella.

16. The Independent Inn-Adults only

Historic Seaport, 0.4 km from Sails To Rails Museum at Flagler Station

Michael

RM473

RM669 total

includes taxes & fees

18 Oct - 19 Oct

A hotel with a covered entrance, multiple balconies, and palm trees.

A restaurant interior with wooden beams, a bar area, and a colorful ceiling mural.

A waterfront hotel with multiple balconies, a dock, and boats.

A covered balcony with white Adirondack chairs and a small table with flowers, overlooking a turquoise sea and distant shoreline.

17. Opal Key Resort & Marina, Key West

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

Susan

RM1,057

RM1,350 total

includes taxes & fees

18 Oct - 19 Oct

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

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

A covered outdoor area with a pool, palm trees, and lounge chairs.

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

18. The Marker Key West Harbor Resort

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

Lynne

RM769

RM1,122 total

includes taxes & fees

25 Oct - 26 Oct

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

A pool area with lounge chairs and a lifebuoy.

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

A small, enclosed porch with a chair and a table, surrounded by lush greenery and a white lattice fence.

19. Authors of Key West Guest House

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

Robbie

RM621

RM698 total

includes taxes & fees

27 Oct - 28 Oct

A pool area with lounge chairs and a cabana.

A dining area with a glass table, clear glass bottles, a bowl of fruit, and a wicker chair.

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 waterfront hotel with a long pier, multiple balconies, and a view of the ocean.

20. Ocean Key Resort - A Noble House Resort

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

Patrick

RM1,141

RM1,615 total

includes taxes & fees

29 Oct - 30 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 1,000 reviews	View
Simonton Court Historic Inn & Cottages	9.8 Exceptional 1,002 reviews	View
Douglas House - Adults Only	9.8 Exceptional 557 reviews	View
H2O Suites - Adults Only	9.8 Exceptional 667 reviews	View
Orchid Key Inn - Adults Only	9.8 Exceptional 1,000 reviews	View

Top Sails To Rails Museum at Flagler Station Hotel Reviews

Eden House

10/10 Excellent

"Enjoyed my stay and would definitely come back if I visit Key West again. Got a spacious room with porch directly facing the pool. Water station by the pool supplies both hot and cooled water. Renting a bike at the hotel was really convenient ($35/3 days). Only down side was that there is no laundry room."

Hyatt Centric Key West Resort and Spa

10/10 Excellent

"Great location"

Winslow's Bungalows - Key West Historic Inns

10/10 Excellent

"Amazing stay! Would highly recommend!"

Pier House Resort & Spa

8/10 Good

"The location of the property was great for our visit because we had a couple of excursions from the pier not too far. The property was really nice and we enjoyed having the beach to be able to get in the ocean after a hot day. Food and drinks at the hotel were great. The only complaint I have is in our room there was only 1 tabletop lamp and only one in the sitting area so it was real hard to see when trying to get ready with 4 people. Even the bathroom light wasn’t very bright. I would stay here again."

Authors of Key West Guest House

10/10 Excellent

"This was an amazing find. The bed was comfortable, the staff was friendly, the room had everything we needed and more, the morning coffee was delicious, and the location was nice and quiet. We would absolutely stay again if we are in Key West."

Ambrosia Key West

10/10 Excellent

"Great location and very nice breakfast"

Opal Key Resort & Marina, Key West

8/10 Good

"Waterfront Parking cost"

Island City House Hotel

10/10 Excellent

"Great place with lots of character and perfect location."

Ridley House - Key West Historic Inns

10/10 Excellent

"My husband and I loved our stay at Ridley house. The property is beautiful and well maintained and our room was a nice size with a comfortable bed. We were served a breakfast spread every morning with plenty of food choices. The manager Angel was so helpful and knowledgeable, and he asked us every time he saw us if we needed anything. I don't remember the person's name who filled in for him, but she helped us set up rentals and a sandbar sunset cruise. We used the pool every day, to soak up some sun before heading out for the day. Duval street was an easy two blocks away."

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.

Hotels near Sails To Rails Museum at Flagler Station

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. Simonton Court Historic Inn & Cottages

3. Douglas House - Adults Only

4. H2O Suites - Adults Only

5. Orchid Key Inn - Adults Only

6. The Gardens Hotel

7. The Grand Guesthouse

8. Island City House Hotel

9. Santa Maria Suites

10. Westwinds Inn

11. Southernmost House - Adult Exclusive

12. Silver Palms Inn & Historic Homes

13. Ambrosia Key West

14. Alexander Palms Court

15. Coco Plum Inn

16. The Independent Inn-Adults only

17. Opal Key Resort & Marina, Key West

18. The Marker Key West Harbor Resort

19. Authors of Key West Guest House

20. Ocean Key Resort - A Noble House Resort

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

Top Sails To Rails Museum at Flagler Station Hotel Reviews

Eden House

Hyatt Centric Key West Resort and Spa

Winslow's Bungalows - Key West Historic Inns

Pier House Resort & Spa

Authors of Key West Guest House

Ambrosia Key West

Opal Key Resort & Marina, Key West

Island City House Hotel

Ridley House - 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