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30 Jun - 1 Jul
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1 Jul - 2 Jul
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4 Jul - 6 Jul
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11 Jul - 13 Jul

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Compare 2,722 hotels close to Waterfront Playhouse with room rates, reviews, and availability. Most hotels are fully refundable.

Simonton Court Historic Inn & Cottages
King Room D | Balcony

Simonton Court Historic Inn & Cottages

2.5 star property
9.8 out of 10, Exceptional, (769)
"I loved how it was so close to the night life but still felt secluded. "
The price is SARĀ 644
SARĀ 894 total
includes taxes & fees
3 Jul - 4 Jul
Simonton Court Historic Inn & Cottages
Artist House Key West
Restaurant

Artist House Key West

3.5 star property
9.8 out of 10, Exceptional, (398)
"Very nice B&B close to everything."
The price is SARĀ 587
SARĀ 660 total
includes taxes & fees
14 Jul - 15 Jul
Artist House Key West
The Marquesa Hotel
Exterior

The Marquesa Hotel

3.5 star property
9.8 out of 10, Exceptional, (978)
"This was by far the best place we have stayed in Key West!!!"
The price is SARĀ 840
SARĀ 1,135 total
includes taxes & fees
1 Jul - 2 Jul
The Marquesa Hotel
Almond Tree Inn Hotel - Adults Only
Queen Deluxe ADA | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds

Almond Tree Inn Hotel - Adults Only

3.5 star property
10.0 out of 10, Exceptional, (1005)
"The hotel was within walking distance to all the local tourist sites. Very safe and easy to park."
The price is SARĀ 826
SARĀ 930 total
includes taxes & fees
2 Jul - 3 Jul
Almond Tree Inn Hotel - Adults Only
The Gardens Hotel
Carriage House | Terrace/patio

The Gardens Hotel

4.0 star property
9.8 out of 10, Exceptional, (1001)
"Fantastic hotel! "
The price is SARĀ 1,211
SARĀ 1,363 total
includes taxes & fees
11 Jul - 12 Jul
The Gardens Hotel
Coco Plum Inn
Exterior

Coco Plum Inn

3.0 star property
9.6 out of 10, Exceptional, (421)
"The property was simply gorgeous! The staff was knowledgeable, kind, friendly, and accessible. Looking forward to my next stay there soon. "
Coco Plum Inn
Island City House Hotel
Fountain

Island City House Hotel

3.0 star property
9.6 out of 10, Exceptional, (1002)
"Centrally located, very clean, well kept grounds, nice pool. "
Island City House Hotel
L'Habitation Guest House
Balcony

L'Habitation Guest House

2.5 star property
9.4 out of 10, Exceptional, (857)
"Fabulous place. We'll definitely stay there again. "
The price is SARĀ 401
SARĀ 451 total
includes taxes & fees
7 Jul - 8 Jul
L'Habitation Guest House
Key West Villas
Front of property

Key West Villas

3.5 star property
9.8 out of 10, Exceptional, (226)
"Loved how private the villas were and how close it was to everything! Great vacation rental!"
Key West Villas
Orchid Key Inn - Adults Only
Exterior

Orchid Key Inn - Adults Only

3.5 star property
9.8 out of 10, Exceptional, (1009)
"Great place!"
Orchid Key Inn - Adults Only
Weatherstation Inn
Premium Room, 1 Queen Bed - Adult Exclusive | Premium bedding, iron/ironing board, free WiFi, bed sheets

Weatherstation Inn

2.5 star property
9.4 out of 10, Exceptional, (938)
"Beautiful stay"
The price is SARĀ 671
SARĀ 755 total
includes taxes & fees
1 Jul - 2 Jul
Weatherstation Inn
Opal Key Resort & Marina, Key West
Front of property - evening/night

Opal Key Resort & Marina, Key West

4.0 star property
9.2 out of 10, Wonderful, (1005)
"It was a beautiful place to stay with beautiful views and wonderful staff."
The price is SARĀ 963
SARĀ 1,231 total
includes taxes & fees
1 Jul - 2 Jul
Opal Key Resort & Marina, Key West
The Conch House Heritage Inn
Outdoor pool, sun loungers

The Conch House Heritage Inn

3.5 star property
9.8 out of 10, Exceptional, (125)
"Loved everything about this property, friendly staff, great room, awesome pool, amazing breakfast, the location was perfect!! We will be back and we highly recommend!! "
The price is SARĀ 762
SARĀ 857 total
includes taxes & fees
14 Jul - 15 Jul
The Conch House Heritage Inn
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
Signature Apartment, 1 Bedroom, Kitchen, Poolside (Room 17) | Terrace/patio

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

3.5 star property
9.8 out of 10, Exceptional, (101)
"Awesome place! Will stay again!"
The price is SARĀ 938
SARĀ 1,175 total
includes taxes & fees
14 Jul - 15 Jul
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
The Mermaid & Alligator
Outdoor pool, sun loungers

The Mermaid & Alligator

3.5 star property
9.8 out of 10, Exceptional, (240)
"Wonderful stay!!"
The Mermaid & Alligator
Ambrosia Key West
3 outdoor pools, a heated pool, sun loungers

Ambrosia Key West

3.5 star property
9.4 out of 10, Exceptional, (1003)
"Great property and location was great."
Ambrosia Key West
Ocean Key Resort - A Noble House Resort
Outdoor pool, sun loungers

Ocean Key Resort - A Noble House Resort

4.0 star property
9.2 out of 10, Wonderful, (1006)
"Amazing location, room, and staff! Will definitely stay again! "
The price is SARĀ 1,346
SARĀ 1,789 total
includes taxes & fees
8 Jul - 9 Jul
Ocean Key Resort - A Noble House Resort
Marrero's Guest Mansion
Outdoor pool, pool umbrellas, sun loungers

Marrero's Guest Mansion

3.5 star property
9.4 out of 10, Exceptional, (333)
"The vibes were right! Room #12 in the back poolside solo cottage is fire!! šŸ”„āœŒļøšŸ§˜ā€ā™€ļøšŸ˜˜ "
The price is SARĀ 746
SARĀ 840 total
includes taxes & fees
14 Jul - 15 Jul
Marrero's Guest Mansion
Tropical Inn
11 Gecko's Garden - Adults Only | Premium bedding, pillowtop beds, individually decorated

Tropical Inn

3.5 star property
9.6 out of 10, Exceptional, (325)
"Staff are very personable and attentive. Room was perfect/nice current decor, bed slept decent, inn is very cozy and close to just about anything in walking distance. Enjoy! "
The price is SARĀ 693
SARĀ 873 total
includes taxes & fees
6 Jul - 7 Jul
Tropical Inn
Ridley House - Key West Historic Inns
Free daily buffet breakfast

Ridley House - Key West Historic Inns

3.5 star property
9.2 out of 10, Wonderful, (789)
"Property was in a great location. Breakfast was provided and delicious. "
The price is SARĀ 821
SARĀ 1,114 total
includes taxes & fees
1 Jul - 2 Jul
Ridley House - Key West Historic Inns
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.

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 1539 hotels and other accommodations you'll find within a mile.

What's the best hotel to stay near Waterfront Playhouse?

Adjacent to Waterfront Playhouse, Hyatt Centric Key West Resort and Spa is one of the top choices for your stay based on our traveler data, and this resort offers a marina and a full-service spa. Other good options within a short distance include Pier House Resort & Spa and Opal Key Resort & Marina, Key West.

How many hotels will I be able to find near Waterfront Playhouse?

Expedia has 1539 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 hotelā€™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, Mel Fisher Maritime Museum, and Harry S. Truman Little White House feature a variety of fascinating exhibits to see while you're in town. Sights like Ernest Hemingway Home and Museum, Key West Lighthouse and Keeper's Quarters Museum, and Fort Zachary Taylor Historic State Park are landmarks to visit in the area. You can watch performances at Red Barn Theater, Key West Film Society, and Key West Burlesque Theater if you're interested in local theater.