Top 10 Hotels Near The Key West Theater in Key West for 2026

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Our top choices for The Key West Theater hotels

A modern hotel room with a large bed, a nightstand, a bedside table, and a bathroom visible through an open door.

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.

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, 0.8 km from The Key West Theater

John

RM658

RM740 total

includes taxes & fees

30 Sept - 1 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 bedroom with a large bed, a television on a dresser, and a view of the outdoors through a sliding door.

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

2. The Gardens Hotel

Downtown Key West, 0.4 km from The Key West Theater

Forrest

RM1,145

RM1,289 total

includes taxes & fees

26 Oct - 27 Oct

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

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

3. Orchid Key Inn - Adults Only

Uptown - Upper Duval, 0.8 km from The Key West Theater

Nicholas

RM658

RM740 total

includes taxes & fees

30 Sept - 1 Oct

A modern interior with a staircase, a sofa set, a wooden 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 spacious room with a large bed, a sofa, a chair, a small table, and a television.

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

4. Simonton Court Historic Inn & Cottages

Historic Seaport, < 0.1 km from The Key West Theater

William

RM771

RM868 total

includes taxes & fees

29 Sept - 30 Sept

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

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

5. Island City House Hotel

Historic Seaport, 0.3 km from The Key West Theater

Osvaldo

RM627

RM706 total

includes taxes & fees

27 Sept - 28 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 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.

6. Tropical Inn

Downtown Key West, 0.6 km from The Key West Theater

Molly

RM394

RM545 total

includes taxes & fees

27 Sept - 28 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.

7. Duval House

Downtown Key West, 0.6 km from The Key West Theater

Christopher

RM441

RM583 total

includes taxes & fees

5 Oct - 6 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 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.

8. The Grand Guesthouse

Old Town Key West, 1.1 km from The Key West Theater

Alissa

RM460

RM620 total

includes taxes & fees

27 Sept - 28 Sept

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

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

A large, two-story building with a balcony, surrounded by dense tropical foliage.

A wooden deck with lush greenery and a pool area.

9. Douglas House - Adults Only

Uptown - Upper Duval, 0.9 km from The Key West Theater

michael

RM513

RM635 total

includes taxes & fees

5 Oct - 6 Oct

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 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.

10. The Mermaid & Alligator

Old Town Key West, 0.8 km from The Key West Theater

Brian

RM734

RM826 total

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 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'.

11. Alexander Palms Court

Casa Marina, 1.3 km from The Key West Theater

Andrew

RM487

RM547 total

includes taxes & fees

27 Sept - 28 Sept

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 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.

12. Ambrosia Key West

Old Town Key West, 0.2 km from The Key West Theater

Tricia

RM549

RM617 total

includes taxes & fees

27 Sept - 28 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 bedroom with a bed, two bedside lamps, a ceiling fan, and a view of a balcony with plants.

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

13. Westwinds Inn

Historic Seaport, 0.5 km from The Key West Theater

Tricia

RM570

RM641 total

includes taxes & fees

27 Sept - 28 Sept

A gated entrance with lush green foliage and a white picket fence.

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

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

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

14. Coco Plum Inn

Downtown Key West, 0.4 km from The Key West Theater

Jake

RM548

RM616 total

includes taxes & fees

28 Sept - 29 Sept

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

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.

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

15. Silver Palms Inn & Historic Homes

Old Town Key West, 0.9 km from The Key West Theater

sam

RM327

RM643 total

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.

A living room with a spiral staircase, a sofa, a chair, a coffee table, and a view of an outdoor seating area.

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

16. Ella's Cottages - Key West Historic Inns

Old Town Key West, 0.6 km from The Key West Theater

tracy

RM1,020

RM1,354 total

includes taxes & fees

30 Sept - 1 Oct

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

A grand staircase with ornate railings and a chandelier.

A large, two-story house with a prominent tower and a covered porch.

A gated entrance with a blue metal gate, palm trees, and a building with a red roof in the background.

17. Southernmost House - Adult Exclusive

Uptown - Upper Duval, 1.3 km from The Key West Theater

yessy

RM569

RM1,157 total

includes taxes & fees

26 Oct - 27 Oct

A covered porch with white railings, wooden benches, and a hanging light fixture.

A pool area with lounge chairs and a small palm tree.

A living room with a large mirror, a wicker chair, a television on a wooden cabinet, and a window with a view of palm trees.

A bedroom with a four-poster bed, a wicker chair, a wooden dresser, and a television.

18. Marrero's Guest Mansion

Downtown Key West, 0.2 km from The Key West Theater

Michael

RM1,036

RM1,166 total

includes taxes & fees

29 Sept - 30 Sept

A wooden deck with wicker furniture, a white staircase, and a lush garden area.

A two-story house with a balcony, surrounded by palm trees and a clear blue sky.

A hotel room with a large bed, a view of a swimming pool, and a balcony with outdoor seating.

A hotel entrance with a sign reading "Heron House Office."

19. Heron House - Adult Only

Downtown Key West, 0.2 km from The Key West Theater

Fernando

RM475

RM670 total

includes taxes & fees

27 Sept - 28 Sept

A bright green porch with hanging planters, a wooden chair, and a railing.

A brightly colored Caribbean house with a balcony, a sign indicating it's for rent, and bicycles parked outside.

A bar area with a wooden counter, colorful decorations, and a sign with motivational ocean-themed text.

A marina with multiple boats docked, wooden pilings, and a dock with ropes.

20. Caribbean House

Bahama Village, 0.7 km from The Key West Theater

David

RM411

RM564 total

includes taxes & fees

27 Sept - 28 Sept

View all properties

Compare popular hotels close to The Key West Theater

Property	Property class	Guest rating
Almond Tree Inn Hotel - Adults Only	10.0 Exceptional 1,006 reviews	View
The Gardens Hotel	9.8 Exceptional 1,002 reviews	View
Orchid Key Inn - Adults Only	9.8 Exceptional 1,003 reviews	View
Simonton Court Historic Inn & Cottages	9.8 Exceptional 1,001 reviews	View
Island City House Hotel	9.6 Exceptional 999 reviews	View

Top The Key West Theater Hotel Reviews

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."

Duval House

10/10 Excellent

"Love the Duval House! Beautiful and lush tropical property with pool, very friendly staff, excellent continental breakfast in a great location."

Pier House Resort & Spa

8/10 Good

"La ubicacion es excelente, solo que el hotel esta un poco dejado, le falta cariño, pero el personal es muy atento y hemos tenido una muy buena estancia en Key West,"

Pegasus International Hotel

10/10 Excellent

"The hotel was located on duval street walking distance to everything Key West, the room was great and amenities were also great. Check in and out was easy and fast."

Southernmost Beach Resort and Guesthouses

10/10 Excellent

"The facility was beautiful and the amenities were great! just keep in mind it is a walk to the seaport and the main part of Duval, which became a little too far to walk back in forth, which we knew it would be a walk when we booked it."

Heron House - Adult Only

8/10 Good

"It was all about location for me"

Ambrosia Key West

10/10 Excellent

"Loved that ours dogs could enjoy the property. The guests were all friendly sitting around the pool. The room was pretty and smelled good!"

The Cabana Inn Key West - Adults Only

10/10 Excellent

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

Other attractions near The Key West Theater

A historic building with ornate architecture, a balcony, and a coat of arms.

San Carlos Institute - Casa Cuba

8.6/10 (34 reviews)

You can spend an afternoon exploring the galleries in San Carlos Institute - Casa Cuba during your trip to Key West. Stroll along the area's beautiful beaches or experience its lively festivals.

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The Monroe County Courthouse with a clock tower, surrounded by trees and a clear blue sky.

Jackson Square

8.8/10 (110 reviews)

You can learn about the history of Key West with a trip to Jackson Square. Stroll along the seaside or discover the area's beautiful sunsets.

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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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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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Red Barn Theater

8.0/10 (10 reviews)

You can get tickets for a performance at Red Barn Theater on your trip to Key West. Wander the seaside and beautiful beaches in the area.

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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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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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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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Frequently asked questions

What's the area like around The Key West Theater?

The Key West Theater is located in Key West. Travellers love the area for its bar scene, cycling and great live music scene. If you're looking for a convenient place to stay, take a look at the 1699 hotels and other accommodation options you'll find within a mile.

Where is the best place to stay near The Key West Theater?

Adjacent to The Key West Theater, La Concha Key West, Autograph Collection is one of the top choices for your stay based on our traveller data, and this hotel offers 3 restaurants and 2 bars. Other good choices within a short distance include Pier House Resort & Spa and Southernmost Beach Resort and Guesthouses.

How many hotels will I find close to The Key West Theater?

Expedia has 1699 hotels and other accommodation options within a mile from The Key West Theater.

If I need to cancel the hotel reservation for my stay near The Key West Theater, will I receive a refund?

Yes! Most hotel bookings are refundable if you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of check in. If you booked a non-refundable reservation, you might be able to still cancel and receive a refund within 24 hours of booking. Add dates, click "Search", then use the filter option "fully refundable" to view the best deals near The Key West Theater.

What can I see and do near The Key West Theater?

Mel Fisher Maritime Museum, Harry S. Truman Little White House and Ernest Hemingway Home and Museum feature a variety of fascinating exhibits to see while you're in town. 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 Red Barn Theater, Waterfront Playhouse and Key West Film Society.

Hotels near The Key West Theater

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Treat yourself

Be picky

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Our top choices for The Key West Theater hotels

1. Almond Tree Inn Hotel - Adults Only

2. The Gardens Hotel

3. Orchid Key Inn - Adults Only

4. Simonton Court Historic Inn & Cottages

5. Island City House Hotel

6. Tropical Inn

7. Duval House

8. The Grand Guesthouse

9. Douglas House - Adults Only

10. The Mermaid & Alligator

11. Alexander Palms Court

12. Ambrosia Key West

13. Westwinds Inn

14. Coco Plum Inn

15. Silver Palms Inn & Historic Homes

16. Ella's Cottages - Key West Historic Inns

17. Southernmost House - Adult Exclusive

18. Marrero's Guest Mansion

19. Heron House - Adult Only

20. Caribbean House

Compare popular hotels close to The Key West Theater

Top The Key West Theater Hotel Reviews

Winslow's Bungalows - Key West Historic Inns

Simonton Court Historic Inn & Cottages

Duval House

Pier House Resort & Spa

Pegasus International Hotel

Southernmost Beach Resort and Guesthouses

Heron House - Adult Only

Ambrosia Key West

The Cabana Inn Key West - Adults Only

Other attractions near The Key West Theater

San Carlos Institute - Casa Cuba

Jackson Square

St. Paul's Episcopal Church

Donkey Milk House

Red Barn Theater

Hellings House Museum

Key West Film Society

Heritage House Museum

Frequently asked questions