The Best Hotels Closest to The Key West Theater in Key West - 2026 Updated Prices

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

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, 0.8 km from The Key West Theater

John

4.781.175 ₫

5.378.821 ₫ total

includes taxes & fees

29 Sept - 30 Sept

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

A pathway flanked by lush green foliage leading to a gated entrance.

2. Simonton Court Historic Inn & Cottages

Historic Seaport, < 0.1 km from The Key West Theater

Robin

4.657.222 ₫

5.239.374 ₫ total

includes taxes & fees

23 Sept - 24 Sept

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."

3. Orchid Key Inn - Adults Only

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

Nicholas

4.586.025 ₫

5.159.278 ₫ total

includes taxes & fees

29 Sept - 30 Sept

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

4. The Conch House Heritage Inn

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

John

3.933.922 ₫

4.425.662 ₫ total

includes taxes & fees

5 Oct - 6 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 bar area with a counter, chairs, and a clock.

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

5. The Gardens Hotel

Downtown Key West, 0.4 km from The Key West Theater

Robert

5.830.106 ₫

6.558.870 ₫ total

includes taxes & fees

30 Sept - 1 Oct

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 spacious living room with a wooden ceiling, white sofas, a patterned armchair, a glass coffee table, and a large painting on the wall.

6. Alexander's Guesthouse - Adult Exclusive

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

Nestor

5.639.835 ₫

7.414.399 ₫ total

includes taxes & fees

27 Sept - 28 Sept

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 poolside area with a swimming pool, a staircase leading to a deck, and a building with multiple windows and balconies.

A covered porch with white wicker furniture and a blue floor, surrounded by lush tropical plants.

7. The Marquesa Hotel

Old Town Key West, 0.1 km from The Key West Theater

Darrell

5.949.473 ₫

8.156.750 ₫ total

includes taxes & fees

23 Sept - 24 Sept

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, 0.4 km from The Key West Theater

Margaret

6.767.802 ₫

7.613.972 ₫ total

includes taxes & fees

15 Oct - 16 Oct

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.

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

9. H2O Suites - Adults Only

Uptown - Upper Duval, 1.1 km from The Key West Theater

Kourosh

7.259.022 ₫

9.922.615 ₫ total

includes taxes & fees

27 Sept - 28 Sept

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.

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

10. Douglas House - Adults Only

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

michael

2.654.687 ₫

3.285.176 ₫ total

includes taxes & fees

24 Sept - 25 Sept

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

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.

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, 0.6 km from The Key West Theater

Anne

2.575.980 ₫

3.457.408 ₫ 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 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 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.

12. Tropical Inn

Downtown Key West, 0.6 km from The Key West Theater

Molly

2.510.149 ₫

3.474.450 ₫ total

includes taxes & fees

27 Sept - 28 Sept

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

13. Island City House Hotel

Historic Seaport, 0.3 km from The Key West Theater

Osvaldo

4.000.575 ₫

4.500.647 ₫ total

includes taxes & fees

23 Sept - 24 Sept

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

14. The Grand Guesthouse

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

Alissa

2.935.221 ₫

3.952.573 ₫ total

includes taxes & fees

28 Sept - 29 Sept

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

A cozy outdoor seating area with a wooden bench and a table, surrounded by potted plants and a coffee and tea sign.

A room with a yellow armchair, a glass coffee table, and a view of a wooden deck and tropical plants.

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

15. The Mermaid & Alligator

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

Brian

4.683.600 ₫

5.269.050 ₫ total

includes taxes & fees

28 Sept - 29 Sept

A pool area with lounge chairs 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 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.

16. Santa Maria Suites

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

Anthony

7.259.022 ₫

9.922.615 ₫ total

includes taxes & fees

23 Sept - 24 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 bedroom with a bed, two bedside lamps, a ceiling fan, and a view of a balcony with plants.

17. Westwinds Inn

Historic Seaport, 0.5 km from The Key West Theater

Tricia

3.024.592 ₫

3.402.665 ₫ total

includes taxes & fees

23 Sept - 24 Sept

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 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.

18. Silver Palms Inn & Historic Homes

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

sam

2.084.202 ₫

4.101.272 ₫ 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 garden with a stone pathway, a wooden fence, and various tropical plants.

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.

19. Alexander Palms Court

Casa Marina, 1.3 km from The Key West Theater

Andrew

3.102.885 ₫

3.490.843 ₫ total

includes taxes & fees

23 Sept - 24 Sept

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

A grand staircase with ornate railings and a chandelier.

20. Southernmost House - Adult Exclusive

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

yessy

3.624.586 ₫

7.370.816 ₫ total

includes taxes & fees

6 Oct - 7 Oct

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
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 The Key West 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."

Duval House

10/10 Excellent

"Loved the chilled pool!"

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 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.

See properties

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.

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

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

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.

See properties

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

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

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

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.

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.

Search Hotels Near The Key West Theater, Key West

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for The Key West 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 The Key West Theater

Top The Key West Theater Hotel Reviews

La Concha Key West, Autograph Collection

Duval House

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 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