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Check prices for these dates

This weekend
Jul 17 - Jul 19
Next weekend
Jul 24 - Jul 26

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Our top choices for Waterfront Playhouse hotels

Queen Deluxe ADA | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds

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, (1,000 reviews)
"Great stay! Great location and friendly, helpful staff. Loved our stay here! Would recommend."
United States
Linda
The price is ₩328,053
₩369,059 total
includes taxes & fees
Jul 20 - Jul 21
Almond Tree Inn Hotel - Adults Only
Property grounds

2. 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, (1,001 reviews)
"Wonderful place and staff!"
United States
William
The price is ₩328,053
₩369,059 total
includes taxes & fees
Jul 20 - Jul 21
Orchid Key Inn - Adults Only
Exterior

3. 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, (1,000 reviews)
"Great location and beautiful property. I appreciate the parking which comes at a premium in Key West and the two swimming pools. Just enough off the beaten path to feel comfortable."
United States
Darrell
The price is ₩334,432
₩459,496 total
includes taxes & fees
Aug 2 - Aug 3
The Marquesa Hotel
Exterior detail

4. 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, (1,000 reviews)
"Whole place is great"
United States
Joseph
The price is ₩298,038
₩335,291 total
includes taxes & fees
Aug 17 - Aug 18
The Gardens Hotel
Superior Studio Suite, 1 King Bed with Sofa bed, Accessible, Refrigerator & Microwave | WiFi (free), bed sheets

5. Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
3.5 star property
Old Town Key West, 1.2 km from Waterfront Playhouse
9.8 out of 10, Exceptional, (149 reviews)
"The staff and other guests were very friendly. The room was spacious and the bed was comfortable. "
United States
Annette
The price is ₩238,436
₩326,766 total
includes taxes & fees
Jul 19 - Jul 20
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
Veranda Room | Terrace/patio

6. 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, (179 reviews)
"Great location "
United Kingdom
Lucy
The price is ₩280,617
₩315,694 total
includes taxes & fees
Aug 4 - Aug 5
The Conch House Heritage Inn
Deluxe Suite, 1 King Bed, Private Pool | View from room

7. 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, (626 reviews)
"We had a wonderful stay!"
United States
Elizabeth
The price is ₩427,734
₩581,104 total
includes taxes & fees
Aug 16 - Aug 17
H2O Suites - Adults Only
Cigar House King Suite w/ Poolside porch | Balcony view

8. 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, (1,000 reviews)
"I love this Hotel. Great location, safe m, convenient. The staff is very accommodating."
United States
Paul
The price is ₩281,564
₩316,759 total
includes taxes & fees
Jul 20 - Jul 21
Island City House Hotel
Courtyard

9. 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)
"The room was clean and quaint, the staff was very friendly, the property was beautiful and the location was excellent. Would love to stay again!"
United States
Jason
The price is ₩230,501
₩296,315 total
includes taxes & fees
Jul 20 - Jul 21
The Grand Guesthouse
Outdoor pool

10. 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, (1,031 reviews)
"Loved Silver Palms! The location was great, room clean and comfortable. Staff is very friendly and included breakfast was good. Would definitely stay at Silver Palms again!"
United States
Amy
The price is ₩107,748
₩221,119 total
includes taxes & fees
Aug 2 - Aug 3
Silver Palms Inn & Historic Homes
2 outdoor pools, sun loungers

11. 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, (1,000 reviews)
"Great stay"
United States
Steven
The price is ₩444,831
₩600,857 total
includes taxes & fees
Aug 18 - Aug 19
Santa Maria Suites
Lobby sitting area

12. Westwinds Inn

Westwinds Inn
3.5 star property
Historic Seaport, 0.9 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (1,000 reviews)
"Nice place to stay!"
United States
michael
The price is ₩246,428
₩277,232 total
includes taxes & fees
Jul 19 - Jul 20
Westwinds Inn
3 outdoor pools, a heated pool, sun loungers

13. 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, (1,000 reviews)
"The rooms were clean and the staff was helpful and brought clean towels daily."
United States
Rachel
The price is ₩244,299
₩274,837 total
includes taxes & fees
Jul 23 - Jul 24
Ambrosia Key West
Exterior

14. 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, (1,003 reviews)
"The room was amazing with a great kitchen, and very clean. The staff was very professional and friendly and the breakfast delicious."
United States
Alina
The price is ₩206,171
₩419,263 total
includes taxes & fees
Aug 16 - Aug 17
Southernmost House - Adult Exclusive
Premium bedding, iron/ironing board, WiFi (free), bed sheets

15. Weatherstation Inn

Weatherstation Inn
2.5 star property
Truman Annex, 0.5 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (1,002 reviews)
"Quaint place to stay with access to there other more resort style property made for an amazing experience."
United States
Bret
The price is ₩264,929
₩298,045 total
includes taxes & fees
Jul 26 - Jul 27
Weatherstation Inn
Porch

16. Heron House - Adult Only

Heron House - Adult Only
3.5 star property
Downtown Key West, 0.7 km from Waterfront Playhouse
9.2 out of 10, Wonderful, (1,150 reviews)
"Great stay highly recommended"
United States
Lindsay
The price is ₩176,052
₩247,418 total
includes taxes & fees
Jul 19 - Jul 20
Heron House - Adult Only
Front of property

17. Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns
4.0 star property
Old Town Key West, 1.3 km from Waterfront Playhouse
9.2 out of 10, Wonderful, (1,341 reviews)
"Nice stay for a couple days on honeymoon."
United States
Ryan
The price is ₩241,515
₩346,640 total
includes taxes & fees
Jul 20 - Jul 21
Winslow's Bungalows - Key West Historic Inns
City view

18. Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only
3.5 star property
Downtown Key West, 1.1 km from Waterfront Playhouse
9.2 out of 10, Wonderful, (1,000 reviews)
"Great location, wonderful cottage, quiet pool and hot tub. Good breakfast, wine and cheese happy hour and on site bike rentals. Love this place!!!"
United States
Nicholas
The price is ₩190,835
₩281,276 total
includes taxes & fees
Jul 20 - Jul 21
Paradise Inn Key West - Adults Only
King Suite #1, Full Kitchen, Ground Floor, Pool View, Private Bathroom | Room amenity

19. Alexander Palms Court

Alexander Palms Court
2.5 star property
Casa Marina, 1.8 km from Waterfront Playhouse
9.2 out of 10, Wonderful, (1,001 reviews)
"Just like paradise the room was adorable and the staff was great. Location was very close to everything. Pool was clean and amazing to be able to just walk out of the room into the pool."
United States
Dena
The price is ₩278,397
₩313,208 total
includes taxes & fees
Jul 19 - Jul 20
Alexander Palms Court
Exterior

20. The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
4.0 star property
Historic Seaport, 0.6 km from Waterfront Playhouse
9.2 out of 10, Wonderful, (1,000 reviews)
"Our favorite place to stay in Key West."
United States
Yolanda D
The price is ₩269,028
₩395,900 total
includes taxes & fees
Aug 16 - Aug 17
The Marker Key West Harbor Resort
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.
View all properties

Compare popular hotels close to Waterfront Playhouse

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
Queen Deluxe ADA | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds
Almond Tree Inn Hotel - Adults Only
3.5 star property
10.0
Exceptional
1,000 reviews
View
Property grounds
Orchid Key Inn - Adults Only
3.5 star property
9.8
Exceptional
1,001 reviews
View
Exterior
The Marquesa Hotel
3.5 star property
9.8
Exceptional
1,000 reviews
View
Exterior detail
The Gardens Hotel
4.0 star property
9.8
Exceptional
1,000 reviews
View
Superior Studio Suite, 1 King Bed with Sofa bed, Accessible, Refrigerator & Microwave | WiFi (free), bed sheets
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
3.5 star property
9.8
Exceptional
149 reviews
View

Top Waterfront Playhouse Hotel Reviews

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

10/10 Excellent
"Amazing view, comfortable bed and pillows, well maintained property. A great visit!"
Michael 1-night trip
Posted 2 hours ago
Opal Key Resort & Marina, Key West

Hotels near other Waterfront Playhouse attractions

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

Key West Shipwreck Museum

8.6/10 (361 reviews)
This interactive museum is home to unbelievable relics pulled from the bottom of the sea and a watchtower with views across the Gulf of Mexico.
See properties

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 1438 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 La Concha Key West, Autograph Collection and Ocean Key Resort - A Noble House Resort.
How many hotels will I be able to find near Waterfront Playhouse?
Expedia has 1438 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?
Key West Shipwreck Museum, Harry S. Truman Little White House, and Florida Keys Eco - Discovery Center feature a variety of fascinating exhibits to see while you're in town. Sights like Key West Historic Seaport, Ernest Hemingway Home and Museum, and Key West Lighthouse and Keeper's Quarters Museum are landmarks to visit in the area. You can watch performances at Red Barn Theater, Key West Film Society, and Coffee Butler Amphitheater if you're interested in local theater.