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Find hotels near Waterfront Playhouse, Key West from SAR 699

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Check prices for these dates

This weekend
6 Nov - 8 Nov
Next weekend
13 Nov - 15 Nov

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Our top choices for Waterfront Playhouse hotels

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

1. Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only
3.5 star property
Downtown Key West, 1.3 km from Waterfront Playhouse
10.0 out of 10, Exceptional, (1,001 reviews)
"We really enjoyed our stay! The staff were amazing and the room was perfect!"
United States
Teresa
The price is SAR 1,179
SAR 1,326 total
includes taxes & fees
30 Nov - 1 Dec
Almond Tree Inn Hotel - Adults Only
A tropical outdoor area with palm trees, hanging plants, and string lights.

2. Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Uptown - Upper Duval, 1.4 km from Waterfront Playhouse
9.8 out of 10, Exceptional, (575 reviews)
"Loved our stay! I would definitely stay there again."
United States
Maricela
The price is SAR 680
SAR 841 total
includes taxes & fees
3 Nov - 4 Nov
Douglas House - Adults Only
A pool area with lounge chairs and a table, surrounded by palm trees.

3. Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only
3.5 star property
Uptown - Upper Duval, 1.3 km from Waterfront Playhouse
9.8 out of 10, Exceptional, (1,000 reviews)
"Stayed there for a week for our honeymoon, could not have had a better stay."
United States
ben
The price is SAR 1,179
SAR 1,327 total
includes taxes & fees
3 Nov - 4 Nov
Orchid Key Inn - Adults Only
A modern outdoor area with a pool, lounge chairs, and a bar area.

4. H2O Suites - Adults Only

H2O Suites - Adults Only
3.5 star property
Uptown - Upper Duval, 1.6 km from Waterfront Playhouse
9.8 out of 10, Exceptional, (671 reviews)
"Amazing stay! Loved the private pool!"
United States
Kimberly
The price is SAR 1,572
SAR 2,022 total
includes taxes & fees
1 Dec - 2 Dec
H2O Suites - Adults Only
A gated entrance to Villas Key West with a brick pathway leading to the gate.

5. Key West Villas

Key West Villas
3.5 star property
Downtown Key West, 0.9 km from Waterfront Playhouse
9.8 out of 10, Exceptional, (279 reviews)
"Great location and very hospitable hotel owners"
United States
Margaret
The price is SAR 841
SAR 946 total
includes taxes & fees
3 Nov - 4 Nov
Key West Villas
A garden pathway leading to a white gazebo with pink flowers, surrounded by lush greenery and a white fence.

6. The Gardens Hotel

The Gardens Hotel
4.0 star property
Downtown Key West, 0.9 km from Waterfront Playhouse
9.8 out of 10, Exceptional, (1,002 reviews)
"Really nice place, We strongly recommend!"
United States
Gisele
The price is SAR 1,009
SAR 1,135 total
includes taxes & fees
1 Dec - 2 Dec
The Gardens Hotel
A modern hotel room with a white sofa, a zebra-patterned rug, and a large mirror above the sofa.

7. Alexander's Guesthouse - Adult Exclusive

Alexander's Guesthouse - Adult Exclusive
3.5 star property
Old Town Key West, 1.2 km from Waterfront Playhouse
9.8 out of 10, Exceptional, (174 reviews)
"We had such a great stay, nice property, Great location , the staff was helpful, friendly and fantastic! Delicious breakfast included … we really loved this place and we are looking forward to come back!"
United States
Nestor
The price is SAR 1,246
SAR 1,569 total
includes taxes & fees
1 Dec - 2 Dec
Alexander's Guesthouse - Adult Exclusive
A porch with a white railing, a bench, and a flag.

8. The Conch House Heritage Inn

The Conch House Heritage Inn
3.5 star property
Old Town Key West, 1.3 km from Waterfront Playhouse
9.8 out of 10, Exceptional, (197 reviews)
"We really enjoyed getting to know the staff. The breakfast was excellent and everything was in walking distance."
United States
Jennifer
The price is SAR 1,252
SAR 1,408 total
includes taxes & fees
24 Nov - 25 Nov
The Conch House Heritage Inn
A two-story house with a covered porch, a brick pathway, and a large tree.

9. The Marquesa Hotel

The Marquesa Hotel
3.5 star property
Old Town Key West, 0.7 km from Waterfront Playhouse
9.8 out of 10, Exceptional, (1,001 reviews)
"This is my favorite hotel in the world, and Key West"
United States
Josh
The price is SAR 1,528
SAR 1,930 total
includes taxes & fees
29 Nov - 30 Nov
The Marquesa Hotel
A wooden deck with white railings, surrounded by lush greenery and a staircase leading to a building.

10. Duval House

Duval House
3.0 star property
Downtown Key West, 1.1 km from Waterfront Playhouse
9.6 out of 10, Exceptional, (1,128 reviews)
"Great stay!"
United States
Dennis
The price is SAR 709
SAR 879 total
includes taxes & fees
11 Nov - 12 Nov
Duval House
A wooden deck with a hammock, pool, and lounge chairs overlooking a tropical garden.

11. Island City House Hotel

Island City House Hotel
3.0 star property
Historic Seaport, 0.8 km from Waterfront Playhouse
9.6 out of 10, Exceptional, (1,003 reviews)
"Great place with lots of character and perfect location."
United States
Elise
The price is SAR 888
SAR 1,000 total
includes taxes & fees
3 Nov - 4 Nov
Island City House Hotel
A narrow outdoor pathway flanked by potted plants and a wooden staircase leading to a white door with shutters.

12. The Grand Guesthouse

The Grand Guesthouse
2.5 star property
Old Town Key West, 1.7 km from Waterfront Playhouse
9.6 out of 10, Exceptional, (1,001 reviews)
"Fun apartment style living in Key West…fun little patio with coffee and continental breakfast. Make sure you look at the check in hours :) great spot makes you feel local"
United States
Justyn
The price is SAR 558
SAR 722 total
includes taxes & fees
3 Nov - 4 Nov
The Grand Guesthouse
A pool area with lounge chairs and palm trees.

13. Santa Maria Suites

Santa Maria Suites
4.0 star property
Uptown - Upper Duval, 1.8 km from Waterfront Playhouse
9.6 out of 10, Exceptional, (1,001 reviews)
"Great place for families"
United States
Anthony
The price is SAR 1,422
SAR 1,853 total
includes taxes & fees
1 Dec - 2 Dec
Santa Maria Suites
A room with a bed, a ceiling fan, and a window with blinds.

14. The Mermaid & Alligator

The Mermaid & Alligator
3.5 star property
Old Town Key West, 1.3 km from Waterfront Playhouse
9.6 out of 10, Exceptional, (331 reviews)
"such a lovely location. nice and quiet for a restful stay. staff was attentive to all our needs. would definitely return"
United States
christine
The price is SAR 1,162
SAR 1,308 total
includes taxes & fees
3 Dec - 4 Dec
The Mermaid & Alligator
A large, ornate hotel with a pool, palm trees, and a view of the ocean.

15. Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive
4.0 star property
Uptown - Upper Duval, 1.8 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (1,000 reviews)
"staff was super friendly and accomodating"
United States
Janet
The price is SAR 785
SAR 1,359 total
includes taxes & fees
16 Nov - 17 Nov
Southernmost House - Adult Exclusive
A green house with a white porch, a flag, and a sign advertising a property for sale.

16. L'Habitation Guest House - Adults Only

L'Habitation Guest House - Adults Only
2.5 star property
Historic Seaport, 0.5 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (1,000 reviews)
"Everything was amazing. Drew runs a beautiful place."
United States
Matthew
The price is SAR 622
SAR 699 total
includes taxes & fees
29 Nov - 30 Nov
L'Habitation Guest House - Adults Only
A reception area with a curved marble counter, ceiling fans, large windows, and a staircase.

17. Westwinds Inn

Westwinds Inn
3.5 star property
Historic Seaport, 0.9 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (1,004 reviews)
"Breakfast was great . Pools were great and easy walk or bike ride to Duval street"
United States
Shari
The price is SAR 743
SAR 836 total
includes taxes & fees
3 Nov - 4 Nov
Westwinds Inn
A gated entrance with lush green foliage and a white picket fence.

18. Coco Plum Inn

Coco Plum Inn
3.0 star property
Downtown Key West, 0.8 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (575 reviews)
"Location was perfect"
United States
August
The price is SAR 959
SAR 1,079 total
includes taxes & fees
3 Nov - 4 Nov
Coco Plum Inn
A rectangular pool with a white deck, surrounded by lush greenery and a gazebo.

19. Ambrosia Key West

Ambrosia Key West
3.5 star property
Old Town Key West, 0.7 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (1,004 reviews)
"Great location beautiful property we enjoyed our stay !"
United States
daniela
The price is SAR 888
SAR 999 total
includes taxes & fees
3 Nov - 4 Nov
Ambrosia Key West
A swimming pool with water splashing, surrounded by palm trees and a building in the background.

20. Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
3.5 star property
Old Town Key West, 1.4 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (1,029 reviews)
"Great location Beautiful property very clean and quiet. Great omelet station w breakfast."
United States
Carleen
The price is SAR 571
SAR 896 total
includes taxes & fees
2 Dec - 3 Dec
Silver Palms Inn & Historic Homes
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Compare popular hotels close to Waterfront Playhouse

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
A modern hotel room with a large bed, a nightstand, a bedside table, and a bathroom visible through an open door.
Almond Tree Inn Hotel - Adults Only
3.5 star property
10.0
Exceptional
1,001 reviews
View
A tropical outdoor area with palm trees, hanging plants, and string lights.
Douglas House - Adults Only
3.0 star property
9.8
Exceptional
575 reviews
View
A pool area with lounge chairs and a table, surrounded by palm trees.
Orchid Key Inn - Adults Only
3.5 star property
9.8
Exceptional
1,000 reviews
View
A modern outdoor area with a pool, lounge chairs, and a bar area.
H2O Suites - Adults Only
3.5 star property
9.8
Exceptional
671 reviews
View
A gated entrance to Villas Key West with a brick pathway leading to the gate.
Key West Villas
3.5 star property
9.8
Exceptional
279 reviews
View

Hotels recommended for families near Waterfront Playhouse

A pool area with lounge chairs and a cabana.

Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
4.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1,005)
The price is SAR 954
SAR 1,377 total
includes taxes & fees
22 Nov - 23 Nov
Ocean Key Resort - A Noble House Resort

Top Waterfront Playhouse Hotel Reviews

Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn

8/10 Good
"Wad told when making the reservation I was staying in main house—- moved across the street and given the wrong address as a result."
Peter 3-night trip
Posted 9 hours ago
Amsterdam's Curry Mansion Inn

Other attractions near Waterfront Playhouse

A historic building with a tall tower, palm trees, and a vintage trolley.

Key West Shipwreck Museum

8.6/10 (361 reviews)
You can spend an afternoon studying the exhibits at Key West Shipwreck Museum during your trip to Key West. In the area, take in the lively festivals and beautiful sunsets.
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Frequently asked questions

What's the area like around Waterfront Playhouse?
Waterfront Playhouse is located in an area of Key West known for its beautiful ocean views, sailing, and lively festivals. If you're looking for a convenient place to stay, check out the 1400 hotels and other accommodations you'll find within a mile.
What's the best hotel to stay near Waterfront Playhouse?
Adjacent to Waterfront Playhouse, 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 options within a short distance include Hyatt Centric Key West Resort and Spa and Opal Key Resort & Marina, Key West.
How many hotels will I be able to find near Waterfront Playhouse?
Expedia has 1400 hotels and other accommodations within a mile from Waterfront Playhouse.
If I need to cancel the hotel reservation for my stay near Waterfront Playhouse, will I receive a refund?
Yes, you'll find most hotel reservations are refundable if you cancel before the hotel's cancellation deadline, which is often 24 or 48 hours before your arrival date. If your reservation is non-refundable, it may still be possible to cancel it and receive a refund within 24 hours of booking. Add your dates and click on "Search", then you can use the "fully refundable" filter to get the top deals on offer near Waterfront Playhouse.
Where can I learn more about changing or cancelling my trip in the area near Waterfront Playhouse?
To access more information about rescheduling or cancelling your stay near Waterfront Playhouse, go to https://www.expedia.com/service/.
What can I see and do near Waterfront Playhouse?
Harry S. Truman Little White House, Florida Keys Eco - Discovery Center, 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 landmarks to visit in the area. You can watch performances at Red Barn Theater, Key West Film Society, and The Key West Theater if you're interested in local theater.