Top 10 Hotels Near Red Barn Theater in Key West for 2026

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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 swimming pool with lounge chairs, surrounded by palm trees and greenery.

1. Almond Tree Inn Hotel - Adults Only

Downtown Key West, 0.9 km from Red Barn Theater

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

2. Simonton Court Historic Inn & Cottages

Historic Seaport, 0.1 km from Red Barn Theater

William

RM690

RM776 total

includes taxes & fees

25 Oct - 26 Oct

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 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.

3. Douglas House - Adults Only

Uptown - Upper Duval, 1 km from Red Barn Theater

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 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.

4. H2O Suites - Adults Only

Uptown - Upper Duval, 1.2 km from Red Barn Theater

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 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 building with a neon sign that reads "Orchid Key Inn."

5. Orchid Key Inn - Adults Only

Uptown - Upper Duval, 0.9 km from Red Barn Theater

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 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.

6. The Gardens Hotel

Downtown Key West, 0.5 km from Red Barn Theater

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 covered outdoor area with a wooden staircase, seating, and potted plants.

A bedroom with a bed, nightstand, lamp, air conditioning unit, and a no smoking sign.

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

7. The Grand Guesthouse

Old Town Key West, 1.3 km from Red Barn Theater

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

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, 0.4 km from Red Barn Theater

Elise

RM911

RM1,025 total

includes taxes & fees

25 Oct - 26 Oct

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 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, 1.4 km from Red Barn Theater

Anthony

RM1,220

RM1,649 total

includes taxes & fees

27 Oct - 28 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 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.

10. Southernmost House - Adult Exclusive

Uptown - Upper Duval, 1.4 km from Red Barn Theater

Amy

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.

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.

11. Silver Palms Inn & Historic Homes

Old Town Key West, 1 km from Red Barn Theater

sam

RM364

RM685 total

includes taxes & fees

25 Oct - 26 Oct

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

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

12. Westwinds Inn

Historic Seaport, 0.6 km from Red Barn Theater

Anthony

RM661

RM744 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 cozy living room with a wooden ceiling, a sofa set, two side tables with lamps, and framed artwork on the wall.

A wicker outdoor seating area with two chairs and a table, surrounded by lush tropical foliage.

13. Ambrosia Key West

Old Town Key West, 0.3 km from Red Barn Theater

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 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'.

A garden with a stone pathway, a wooden fence, and various tropical plants.

14. Alexander Palms Court

Casa Marina, 1.4 km from Red Barn Theater

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

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.

15. Coco Plum Inn

Downtown Key West, 0.4 km from Red Barn Theater

Riley

RM817

RM920 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 room with a stone wall, a wooden bench, a cactus, and a framed painting.

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

16. Opal Key Resort & Marina, Key West

Old Town Key West, 0.3 km from Red Barn Theater

Susan

RM1,057

RM1,350 total

includes taxes & fees

18 Oct - 19 Oct

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

A two-story building with a balcony, a flag, and a palm tree.

17. The Independent Inn-Adults only

Historic Seaport, 0.8 km from Red Barn Theater

Michael

RM473

RM669 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 tropical setting with palm trees and a building with a white facade and dark roof.

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

18. The Marker Key West Harbor Resort

Historic Seaport, 0.5 km from Red Barn Theater

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 paved pathway lined with various plants and trees, leading to a building with a beige exterior.

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, 1.2 km from Red Barn Theater

Robbie

RM621

RM698 total

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

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

20. Ocean Key Resort - A Noble House Resort

Historic Seaport, 0.5 km from Red Barn Theater

Patrick

RM1,141

RM1,615 total

includes taxes & fees

29 Oct - 30 Oct

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 1,000 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 Red Barn Theater Hotel Reviews

Artist House Key West

10/10 Excellent

"Great location! Helpful and friendly staff! Included daily breakfast! Daily included Happy Hour! Bike Rental available! Swimming Pool! A nice, shaded courtyard! Our stay here was wonderful, and we will probably stay again when in the area. The building is older, so it's not in perfect condition, but it's very nice. I would definitely recommend staying here."

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!"

Simonton Court Historic Inn & Cottages

8/10 Good

"Great location and wonderful staff. Loved the outside breakfast area! House is obviously old and hallway had musty odor I also didn’t like the stairs up to the room. It was nice having a pool. Air conditioning unit was very loud but helped so we didn’t hear any street noise. Good value."

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."

The Marquesa Hotel

10/10 Excellent

"I love staying at the Marquesa. It's always clean, easy walkable to everything, very nice bedding, beautiful amenities, very quaint and a tropical paradise."

Ambrosia Key West

10/10 Excellent

"Great location and very nice breakfast"

Opal Key Resort & Marina, Key West

8/10 Good

"Waterfront Parking cost"

Heron House - Adult Only

8/10 Good

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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.

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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 trip to 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 cycling trails.

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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.

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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 in Key West. Stroll along the area's seaside or simply savour its lively bars.

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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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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 1670 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 1670 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, Ernest Hemingway Home and Museum and Florida Keys Eco - Discovery Center feature captivating exhibits. Sights like Key West Lighthouse and Keeper's Quarters Museum, Fort Zachary Taylor Historic State Park and Fort East Martello Museum and Gallery are must-sees while exploring the area. You can catch a show at Key West Film Society, The Key West Theater and Waterfront Playhouse.

Hotels near Red Barn Theater

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Treat yourself

Be picky

Check prices for these dates

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Our top choices for Red Barn Theater 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. Southernmost House - Adult Exclusive

11. Silver Palms Inn & Historic Homes

12. Westwinds Inn

13. Ambrosia Key West

14. Alexander Palms Court

15. Coco Plum Inn

16. Opal Key Resort & Marina, Key West

17. The Independent Inn-Adults only

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 Red Barn Theater

Top Red Barn Theater Hotel Reviews

Artist House Key West

Hyatt Centric Key West Resort and Spa

Winslow's Bungalows - Key West Historic Inns

Simonton Court Historic Inn & Cottages

Pier House Resort & Spa

The Marquesa Hotel

Ambrosia Key West

Opal Key Resort & Marina, Key West

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