The Best Hotels Closest to Red Barn Theater in Key West for 2026

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Our top choices for Red Barn Theater hotels

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

1. Simonton Court Historic Inn & Cottages

Historic Seaport, 0.1 km from Red Barn Theater

Robin

￥26,051

￥29,307 total

includes taxes & fees

Sep 10 - Sep 11

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.

2. Orchid Key Inn - Adults Only

Uptown - Upper Duval, 0.9 km from Red Barn Theater

Nicholas

￥24,856

￥27,963 total

includes taxes & fees

Sep 14 - Sep 15

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

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

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

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

3. The Gardens Hotel

Downtown Key West, 0.5 km from Red Barn Theater

Jason

￥25,868

￥29,101 total

includes taxes & fees

Sep 21 - Sep 22

A covered porch with white railings, a ceiling fan, and a table with chairs.

A tree with green foliage and red flowers.

A room with a wooden floor, a sofa with patterned cushions, a table, a chair, a lamp, and a window with blinds.

A two-story house with a porch, a large tree, and a fire hydrant.

4. The Porch on Frances Inn

Old Town Key West, 0.9 km from Red Barn Theater

Corrynne

￥17,882

￥24,742 total

includes taxes & fees

Sep 15 - Sep 16

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.

5. The Marquesa Hotel

Old Town Key West, 0.3 km from Red Barn Theater

LISA

￥34,010

￥46,932 total

includes taxes & fees

Sep 27 - Sep 28

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

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

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.

6. H2O Suites - Adults Only

Uptown - Upper Duval, 1.2 km from Red Barn Theater

Kourosh

￥38,707

￥53,950 total

includes taxes & fees

Sep 14 - Sep 15

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 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.

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

7. Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

Old Town Key West, 0.9 km from Red Barn Theater

Jaime

￥15,122

￥22,834 total

includes taxes & fees

Sep 9 - Sep 10

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.

8. Douglas House - Adults Only

Uptown - Upper Duval, 1 km from Red Barn Theater

michael

￥18,166

￥22,481 total

includes taxes & fees

Sep 29 - Sep 30

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

A pool area with lounge chairs and a wooden building with balconies.

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

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

9. Island City House Hotel

Historic Seaport, 0.4 km from Red Barn Theater

Paul

￥23,701

￥26,664 total

includes taxes & fees

Sep 9 - Sep 10

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

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

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.

10. The Conch House Heritage Inn

Old Town Key West, 0.9 km from Red Barn Theater

John

￥27,377

￥30,799 total

includes taxes & fees

Sep 13 - Sep 14

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

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

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

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

11. Duval House

Downtown Key West, 0.7 km from Red Barn Theater

Robert

￥15,315

￥20,589 total

includes taxes & fees

Sep 16 - Sep 17

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

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.

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

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.

12. Tropical Inn

Downtown Key West, 0.7 km from Red Barn Theater

Anthony

￥14,871

￥20,584 total

includes taxes & fees

Sep 9 - Sep 10

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

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

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.

13. The Mermaid & Alligator

Old Town Key West, 0.9 km from Red Barn Theater

Johnny

￥27,747

￥31,215 total

includes taxes & fees

Sep 9 - Sep 10

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.

14. The Grand Guesthouse

Old Town Key West, 1.3 km from Red Barn Theater

Alissa

￥17,390

￥23,418 total

includes taxes & fees

Sep 9 - Sep 10

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

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.

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

15. Westwinds Inn

Historic Seaport, 0.6 km from Red Barn Theater

Tricia

￥17,920

￥20,160 total

includes taxes & fees

Sep 13 - Sep 14

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.

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

16. Silver Palms Inn & Historic Homes

Old Town Key West, 1 km from Red Barn Theater

Shawn

￥12,347

￥24,297 total

includes taxes & fees

Sep 9 - Sep 10

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 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.

17. Santa Maria Suites

Uptown - Upper Duval, 1.4 km from Red Barn Theater

June Young

￥43,008

￥58,789 total

includes taxes & fees

Sep 13 - Sep 14

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

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

18. Coco Plum Inn

Downtown Key West, 0.4 km from Red Barn Theater

Jake

￥20,695

￥23,282 total

includes taxes & fees

Sep 9 - Sep 10

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 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.

19. Ambrosia Key West

Old Town Key West, 0.3 km from Red Barn Theater

Kate

￥20,695

￥23,282 total

includes taxes & fees

Sep 27 - Sep 28

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 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.

20. Weatherstation Inn

Truman Annex, 0.4 km from Red Barn Theater

Svetlana

￥26,051

￥29,308 total

includes taxes & fees

Sep 16 - Sep 17

View all properties

Compare popular hotels close to Red Barn Theater

Property	Star rating	Guest rating
Simonton Court Historic Inn & Cottages	9.8 Exceptional 1,005 reviews	View
Orchid Key Inn - Adults Only	9.8 Exceptional 1,010 reviews	View
The Gardens Hotel	9.8 Exceptional 1,004 reviews	View
The Porch on Frances Inn	9.8 Exceptional 139 reviews	View
The Marquesa Hotel	9.8 Exceptional 1,003 reviews	View

Top Red Barn Theater Hotel Reviews

Ocean Key Resort - A Noble House Resort

10/10 Excellent

"Great staff nice property"

Southernmost Beach Resort and Guesthouses

10/10 Excellent

"Had a wonderful time. Helpful and friendly staff. Very convenient. Deli store and moped / golf cart rental across the street."

Hyatt Centric Key West Resort and Spa

10/10 Excellent

"Loved the stay. Definitely will be back"

Opal Key Resort & Marina, Key West

10/10 Excellent

"Best Hotel"

Pier House Resort & Spa

8/10 Good

"We loved this place and would stay here again. The staff were amazing. The rooms were clean. The shower was fantastic! The private beach was a plus. I only knocked off one star because there’s not really a good place to get coffee in the morning at the resort and the coffee fixings in the room were meager."

Historic Mansion in Old Town Key West with Private Pool - Sleeps 16!

8/10 Good

"Overall, we enjoyed our stay. The property fully the description, great location, and excellent communication with the host. The only downside, although a fairly large oversight, was quickly addressed and rectified by the host. The day of check in one of the beds seemed to have been made with a red stain both on the top sheet and cover. The host promptly apologized and had the cleaning team rectify first thing next day, however, this impacted sleeping situations the first night"

The Key West Hotel

10/10 Excellent

"Great place to stay - highly recommend."

Heart of Downtown Key West Cottage With Off-Street Parking

10/10 Excellent

"Great location, very close (walking distance) to the activities in Old Town. You won't need to rent a car. A/C is strong and provides a relief when you walk through the door. Clothes washer and dryer are on the side of the house. They are not hard to find, just step out the back. Everything was clean and neat with no clutter. Great little place."

DARLING OF DUVAL @ OLD TOWN Cottage + Spa + Last Key White Glove Service...

10/10 Excellent

"Beautiful property in a great location . We loved the convenience to everything. The pool was just too big a tease though during our stay in July during 100 degree days. Every thing else perfect"

Other attractions near Red Barn Theater

Hellings House Museum

You can spend an afternoon exploring the galleries in Hellings House Museum during your trip to Key West. Experience the area's entertainment choices and great live music.

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St. Paul's Episcopal Church

9.0/10 (73 reviews)

St. Paul's Episcopal Church is just one of the places to see in Key West, so why not enjoy the other things to explore during your travels? Discover the area's lively bars and its lively festivals.

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Key West Film Society

7.6/10 (9 reviews)

You can get tickets for a performance at Key West Film Society during your stay in Key West. In the area, take in the lively festivals and 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 biking trails.

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Heritage House Museum

8.4/10 (8 reviews)

You can spend an afternoon studying the exhibits at Heritage House Museum in Key West. Discover the area's beautiful sunsets and lively bars.

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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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Roy John-Karl Gallery

You can spend time browsing the exhibits at Roy John-Karl Gallery during your trip to Key West. Stroll along the area's seaside, or simply savor its lively bars.

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Donkey Milk House

7.4/10 (6 reviews)

You can spend an afternoon exploring the galleries in Donkey Milk House during your trip to Key West. Discover the area's beautiful sunsets, or seek out its biking trails.

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Frequently asked questions

What's the area like around Red Barn Theater?

Red Barn Theater is located in an area of Key West known for its beautiful ocean views, bar scene, and biking. If you're looking for a convenient place to stay, check out the 1676 hotels and other accommodations you'll find within a mile.

What's the best hotel to stay near Red Barn Theater?

Adjacent to Red Barn Theater, Pier House Resort & Spa is one of the top choices for your stay based on our traveler data, and this resort offers a full-service spa and a private beach. Other good choices close by include La Concha Key West, Autograph Collection and Hyatt Centric Key West Resort and Spa.

How many hotels should I expect to find close to Red Barn Theater?

Expedia has 1676 hotels and other accommodations within a mile from Red Barn Theater.

If I need to cancel the hotel reservation for my stay near Red Barn Theater, will I receive a refund?

Yes! You'll find that most hotel reservations are fully refundable if you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of check in. If your reservation is non-refundable, you might be able to still cancel and receive a refund within a 24-hour period of your booking. Enter your dates, click on "Search", then filter by "fully refundable" to view the best deals near Red Barn Theater.

Where can I learn more about changing or cancelling my trip in the area near Red Barn Theater?

For more information about changing or cancelling your stay near Red Barn Theater, head over to our customer service page.

What can I see and do near Red Barn Theater?

Mel Fisher Maritime Museum, Harry S. Truman Little White House, and Key West Shipwreck Museum feature captivating exhibits. Sights like Ernest Hemingway Home and Museum, Key West Lighthouse and Keeper's Quarters Museum, and Fort Zachary Taylor Historic State Park are must-sees while exploring the area. You can catch a show at Waterfront Playhouse, Key West Film Society, and The Key West Theater.

Find hotels near Red Barn Theater, Key West

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Red Barn Theater hotels

1. Simonton Court Historic Inn & Cottages

2. Orchid Key Inn - Adults Only

3. The Gardens Hotel

4. The Porch on Frances Inn

5. The Marquesa Hotel

6. H2O Suites - Adults Only

7. Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

8. Douglas House - Adults Only

9. Island City House Hotel

10. The Conch House Heritage Inn

11. Duval House

12. Tropical Inn

13. The Mermaid & Alligator

14. The Grand Guesthouse

15. Westwinds Inn

16. Silver Palms Inn & Historic Homes

17. Santa Maria Suites

18. Coco Plum Inn

19. Ambrosia Key West

20. Weatherstation Inn

Compare popular hotels close to Red Barn Theater

Top Red Barn Theater Hotel Reviews

Ocean Key Resort - A Noble House Resort

Southernmost Beach Resort and Guesthouses

Hyatt Centric Key West Resort and Spa

Opal Key Resort & Marina, Key West

Pier House Resort & Spa

Historic Mansion in Old Town Key West with Private Pool - Sleeps 16!

The Key West Hotel

Heart of Downtown Key West Cottage With Off-Street Parking

**DARLING OF DUVAL @ OLD TOWN** Cottage + Spa + Last Key White Glove Service...

Other attractions near Red Barn Theater

Hellings House Museum

St. Paul's Episcopal Church

Key West Film Society

The Key West Theater

Heritage House Museum

Sloppy Joe's Bar

Roy John-Karl Gallery

Donkey Milk House

Frequently asked questions

DARLING OF DUVAL @ OLD TOWN Cottage + Spa + Last Key White Glove Service...