⭐ Top 10 Hotels Near Red Barn Theater for 2026

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

Tonight

Tomorrow

Next weekend

In two weeks

Our top choices for Red Barn Theater 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 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, 0.9 km from Red Barn Theater

John

S$227

includes taxes & fees

30 Sept - 1 Oct

A bottle of Marc's Reserve 12 FL. OZ. on a coaster with a metal table.

A pool with a lion head sculpture in the center.

A front door with purple shutters, a small porch, and a doormat with 'The Artist House Circa 1890' text.

A potted yellow orchid plant in a garden setting with a brick pathway, palm trees, and a white building in the background.

2. Artist House Key West

Historic Seaport, 0.1 km from Red Barn Theater

NATHAN

S$146

includes taxes & fees

11 Oct - 12 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.

3. The Gardens Hotel

Downtown Key West, 0.5 km from Red Barn Theater

Forrest

S$403

includes taxes & fees

28 Sept - 29 Sept

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.

4. Alexander's Guesthouse - Adult Exclusive

Old Town Key West, 0.9 km from Red Barn Theater

Nestor

S$428

includes taxes & fees

10 Oct - 11 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 pool area with lounge chairs and a dining table, surrounded by palm trees and a house with a porch.

5. The Conch House Heritage Inn

Old Town Key West, 0.9 km from Red Barn Theater

John

S$272

includes taxes & fees

28 Sept - 29 Sept

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

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.

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

6. H2O Suites - Adults Only

Uptown - Upper Duval, 1.2 km from Red Barn Theater

Corey

S$447

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 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.

7. The Marquesa Hotel

Old Town Key West, 0.3 km from Red Barn Theater

Darrell

S$458

includes taxes & fees

28 Sept - 29 Sept

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

A wooden deck with lush greenery and a pool area.

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

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

8. Douglas House - Adults Only

Uptown - Upper Duval, 1 km from Red Barn Theater

michael

S$186

includes taxes & fees

28 Sept - 29 Sept

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

9. Tropical Inn

Downtown Key West, 0.7 km from Red Barn Theater

Molly

S$171

includes taxes & fees

28 Sept - 29 Sept

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

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

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.

10. The Grand Guesthouse

Old Town Key West, 1.3 km from Red Barn Theater

Alissa

S$194

includes taxes & fees

30 Sept - 1 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.

11. Island City House Hotel

Historic Seaport, 0.4 km from Red Barn Theater

Osvaldo

S$221

includes taxes & fees

28 Sept - 29 Sept

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 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.

12. The Mermaid & Alligator

Old Town Key West, 0.9 km from Red Barn Theater

Brian

S$259

includes taxes & fees

28 Sept - 29 Sept

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

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

13. Duval House

Downtown Key West, 0.7 km from Red Barn Theater

Christopher

S$169

includes taxes & fees

5 Oct - 6 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 hotel named "Santa Maria" with a prominent illuminated sign, a glass entrance, and a view of the ocean.

14. Santa Maria Suites

Uptown - Upper Duval, 1.4 km from Red Barn Theater

Anthony

S$444

includes taxes & fees

28 Sept - 29 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 yellow building with a door marked '7'.

15. Alexander Palms Court

Casa Marina, 1.4 km from Red Barn Theater

Andrew

S$171

includes taxes & fees

28 Sept - 29 Sept

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

16. Ambrosia Key West

Old Town Key West, 0.3 km from Red Barn Theater

Tricia

S$193

includes taxes & fees

28 Sept - 29 Sept

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

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

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

17. Silver Palms Inn & Historic Homes

Old Town Key West, 1 km from Red Barn Theater

sam

S$201

includes taxes & fees

28 Sept - 29 Sept

A gated entrance with lush green foliage 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.

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

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

18. Coco Plum Inn

Downtown Key West, 0.4 km from Red Barn Theater

Riley

S$193

includes taxes & fees

29 Sept - 30 Sept

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

19. Westwinds Inn

Historic Seaport, 0.6 km from Red Barn Theater

Anthony

S$200

includes taxes & fees

28 Sept - 29 Sept

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

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

An open door leading to a pool area with a wicker chair and a sofa inside a room with a view of the pool.

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

20. Ella's Cottages - Key West Historic Inns

Old Town Key West, 0.7 km from Red Barn Theater

tracy

S$366

includes taxes & fees

28 Sept - 29 Sept

View all properties

Compare popular hotels close to Red Barn Theater

Property	Property class	Guest rating
Almond Tree Inn Hotel - Adults Only	10.0 Exceptional 1,006 reviews	View
Artist House Key West	9.8 Exceptional 456 reviews	View
The Gardens Hotel	9.8 Exceptional 1,003 reviews	View
Alexander's Guesthouse - Adult Exclusive	9.8 Exceptional 169 reviews	View
The Conch House Heritage Inn	9.8 Exceptional 190 reviews	View

Top Red Barn Theater Hotel Reviews

Southernmost Beach Resort and Guesthouses

8/10 Good

"Nice place, but over priced"

Pegasus International Hotel

8/10 Good

"I like this property. it was clean, comfortable and the pool was great. The only reason I gave it a 4 instead of a 5 is the check in was very odd as the lobby closed at 6pm and no one answered the phone # posted on the door. We started to panic after about 10 to 15 minutes standing at the door waiting and not knowing if we were going to have a hotel. Luckly right about the time I started to reach out to Expedia to complain my phone rang and it was the hotel lady who then came and got us checked in from there. I would stay here 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

"."

Duval House

10/10 Excellent

"Fly in, Uber to and from the Duvall, fly home! Great place to have a fun time!"

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!"

Simonton Court Historic Inn & Cottages

10/10 Excellent

"Staff was great rooms are older but quite charming. Would definitely stay again."

Heron House - Adult Only

8/10 Good

"It was all about location for me"

Other attractions near Red Barn Theater

Hellings House Museum

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

See properties

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.

See properties

Key West Film Society

7.6/10 (9 reviews)

You can get tickets for a performance at Key West Film Society during your trip to Key West. In the area, take in the lively festivals and beautiful sunsets.

See properties

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.

See properties

Heritage House Museum

8.4/10 (8 reviews)

You can spend an afternoon exploring the galleries in Heritage House Museum during your travels in Key West. Discover the area's beautiful sunsets and lively bars.

See properties

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.

See properties

Roy John-Karl Gallery

You can spend time browsing the exhibits at Roy John-Karl Gallery in Key West. Stroll along the area's seaside or simply savour its lively bars.

See properties

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.

See properties

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 cycling. If you're looking for a convenient place to stay, take a look at the 1668 hotels and other accommodation options 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 traveller 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 1668 hotels and other accommodation options 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 room reservations are refundable if you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If your reservation is non-refundable, you might still have the option to cancel and receive a refund within 24 hours of your booking. Enter your dates, click on "Search", then use the filter option "fully refundable" to get the top deals on offer near Red Barn Theater.

What can I see and do near Red Barn Theater?

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

Hotels near Red Barn Theater

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Red Barn Theater hotels

1. Almond Tree Inn Hotel - Adults Only

2. Artist House Key West

3. The Gardens Hotel

4. Alexander's Guesthouse - Adult Exclusive

5. The Conch House Heritage Inn

6. H2O Suites - Adults Only

7. The Marquesa Hotel

8. Douglas House - Adults Only

9. Tropical Inn

10. The Grand Guesthouse

11. Island City House Hotel

12. The Mermaid & Alligator

13. Duval House

14. Santa Maria Suites

15. Alexander Palms Court

16. Ambrosia Key West

17. Silver Palms Inn & Historic Homes

18. Coco Plum Inn

19. Westwinds Inn

20. Ella's Cottages - Key West Historic Inns

Compare popular hotels close to Red Barn Theater

Top Red Barn Theater Hotel Reviews

Southernmost Beach Resort and Guesthouses

Pegasus International Hotel

La Concha Key West, Autograph Collection

The Marker Key West Harbor Resort

Ambrosia Key West

Duval House

Winslow's Bungalows - Key West Historic Inns

Simonton Court Historic Inn & Cottages

Heron House - Adult Only

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