Top 10 Hotels Near Red Barn Theater in Key West 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

This weekend

Next weekend

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 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, 0.9 km from Red Barn Theater

John

P10,545

P11,864 total

includes taxes & fees

Sep 28 - Sep 29

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

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

2. Simonton Court Historic Inn & Cottages

Historic Seaport, 0.1 km from Red Barn Theater

Robin

P11,242

P12,647 total

includes taxes & fees

Sep 23 - Sep 24

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

3. Orchid Key Inn - Adults Only

Uptown - Upper Duval, 0.9 km from Red Barn Theater

Nicholas

P10,075

P11,334 total

includes taxes & fees

Sep 28 - Sep 29

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

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

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

4. The Conch House Heritage Inn

Old Town Key West, 0.9 km from Red Barn Theater

John

P8,742

P9,835 total

includes taxes & fees

Sep 29 - Sep 30

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

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

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

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

5. The Gardens Hotel

Downtown Key West, 0.5 km from Red Barn Theater

Robert

P14,072

P15,831 total

includes taxes & fees

Sep 30 - Oct 1

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

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.

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.

6. Alexander's Guesthouse - Adult Exclusive

Old Town Key West, 0.9 km from Red Barn Theater

Nestor

P13,613

P17,896 total

includes taxes & fees

Sep 27 - Sep 28

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.

7. The Marquesa Hotel

Old Town Key West, 0.3 km from Red Barn Theater

Darrell

P14,352

P19,677 total

includes taxes & fees

Sep 23 - Sep 24

A gated entrance to Villas Key West with a brick pathway leading to the gate.

A house with a porch, a table, and a door with a number '6'.

A covered entrance with a brick pathway leading to a gated area, surrounded by lush greenery and plants.

A covered porch with wicker furniture, a large potted plant, and a sign for Villas Key West.

8. Key West Villas

Downtown Key West, 0.5 km from Red Barn Theater

Margaret

P16,336

P18,378 total

includes taxes & fees

Oct 15 - Oct 16

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 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.

9. H2O Suites - Adults Only

Uptown - Upper Duval, 1.2 km from Red Barn Theater

Kourosh

P17,513

P23,939 total

includes taxes & fees

Sep 28 - Sep 29

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.

10. Douglas House - Adults Only

Uptown - Upper Duval, 1 km from Red Barn Theater

michael

P6,408

P7,930 total

includes taxes & fees

Sep 24 - Sep 25

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

11. Duval House

Downtown Key West, 0.7 km from Red Barn Theater

Anne

P6,218

P8,345 total

includes taxes & fees

Sep 27 - Sep 28

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

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

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

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.

12. Tropical Inn

Downtown Key West, 0.7 km from Red Barn Theater

Molly

P6,059

P8,386 total

includes taxes & fees

Sep 27 - Sep 28

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

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 garden with a pond, rocks, and various plants.

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

13. Island City House Hotel

Historic Seaport, 0.4 km from Red Barn Theater

Osvaldo

P9,656

P10,863 total

includes taxes & fees

Sep 23 - Sep 24

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.

14. The Grand Guesthouse

Old Town Key West, 1.3 km from Red Barn Theater

Alissa

P7,085

P9,541 total

includes taxes & fees

Sep 23 - Sep 24

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 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.

15. The Mermaid & Alligator

Old Town Key West, 0.9 km from Red Barn Theater

Brian

P11,305

P12,718 total

includes taxes & fees

Sep 28 - Sep 29

A pool area with lounge chairs and palm trees.

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

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

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

16. Santa Maria Suites

Uptown - Upper Duval, 1.4 km from Red Barn Theater

Anthony

P17,513

P23,939 total

includes taxes & fees

Sep 28 - Sep 29

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.

17. Westwinds Inn

Historic Seaport, 0.6 km from Red Barn Theater

Tricia

P7,301

P8,214 total

includes taxes & fees

Sep 23 - Sep 24

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.

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

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

18. Silver Palms Inn & Historic Homes

Old Town Key West, 1 km from Red Barn Theater

sam

P5,028

P9,894 total

includes taxes & fees

Sep 28 - Sep 29

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'.

19. Alexander Palms Court

Casa Marina, 1.4 km from Red Barn Theater

Andrew

P7,490

P8,426 total

includes taxes & fees

Sep 23 - Sep 24

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 grand staircase with ornate railings and a chandelier.

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

20. Southernmost House - Adult Exclusive

Uptown - Upper Duval, 1.4 km from Red Barn Theater

yessy

P8,749

P17,791 total

includes taxes & fees

Oct 6 - Oct 7

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
Simonton Court Historic Inn & Cottages	9.8 Exceptional 1,000 reviews	View
Orchid Key Inn - Adults Only	9.8 Exceptional 1,001 reviews	View
The Conch House Heritage Inn	9.8 Exceptional 189 reviews	View
The Gardens Hotel	9.8 Exceptional 1,004 reviews	View

Top Red Barn Theater Hotel Reviews

La Concha Key West, Autograph Collection

10/10 Excellent

"Overall an excellent stay. Pool is somewhat small but nice. Staff is overall top notch. Location is about as good as you can get if your plan is to hang in Old Town. Would definitely recommend."

Southernmost Beach Resort and Guesthouses

10/10 Excellent

"Todo estaba perfecto menos la playa estaba extremadamente sucia"

The Cabana Inn Key West - Adults Only

10/10 Excellent

"Great stay. Clean and well Maintained. Friendly staff."

Ambrosia Key West

10/10 Excellent

"Loved the location! Place itself was great very clean and well kept. We will book here again."

Winslow's Bungalows - Key West Historic Inns

10/10 Excellent

"The room was clean and decorated for the keys. Breakfast was amazing. Take advantage of that. The location is great for getting to so many hotspots."

Ridley House - Key West Historic Inns

10/10 Excellent

"4th time we have stayed here and you can’t beat the location, pool with 3pm free sangria is a awesome break in the heat of the day. Highly recommend"

Opal Key Resort & Marina, Key West

10/10 Excellent

"Always love staying at the Opal."

Pegasus International Hotel

10/10 Excellent

"First time and I was very happy with the location, the bed and pillow was comfortable, towels, sheets clean. I will definitely be booking again."

Amsterdam's Curry Mansion Inn

10/10 Excellent

"The Curry is so convenient to everyiwe want to do while in Key West."

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.

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 stay in 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 biking trails.

See properties

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.

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 during your trip to Key West. Stroll along the area's seaside, or simply savor its lively bars.

See properties

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.

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 biking. If you're looking for a convenient place to stay, check out the 1681 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 1681 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.

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. Simonton Court Historic Inn & Cottages

3. Orchid Key Inn - Adults Only

4. The Conch House Heritage Inn

5. The Gardens Hotel

6. Alexander's Guesthouse - Adult Exclusive

7. The Marquesa Hotel

8. Key West Villas

9. H2O Suites - Adults Only

10. Douglas House - Adults Only

11. Duval House

12. Tropical Inn

13. Island City House Hotel

14. The Grand Guesthouse

15. The Mermaid & Alligator

16. Santa Maria Suites

17. Westwinds Inn

18. Silver Palms Inn & Historic Homes

19. Alexander Palms Court

20. Southernmost House - Adult Exclusive

Compare popular hotels close to Red Barn Theater

Top Red Barn Theater Hotel Reviews

La Concha Key West, Autograph Collection

Southernmost Beach Resort and Guesthouses

The Cabana Inn Key West - Adults Only

Ambrosia Key West

Winslow's Bungalows - Key West Historic Inns

Ridley House - Key West Historic Inns

Opal Key Resort & Marina, Key West

Pegasus International Hotel

Amsterdam's Curry Mansion Inn

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