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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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Top Trending Hotels Near Waterfront Playhouse

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 4.149.105 ₫
5.842.018 ₫ total
includes taxes & fees
1 Jul - 2 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 3.534.568 ₫
3.976.356 ₫ total
includes taxes & fees
9 Jul - 10 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 5.847.890 ₫
7.900.262 ₫ 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 duvets, pillow-top 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 5.750.033 ₫
6.468.787 ₫ 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 8.426.597 ₫
9.479.921 ₫ 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
Outdoor pool, pool loungers

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 2.787.468 ₫
3.135.836 ₫ total
includes taxes & fees
7 Jul - 8 Jul
L'Habitation Guest House
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
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
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, (1004)
"It was a beautiful place to stay with beautiful views and wonderful staff."
The price is 6.698.065 ₫
8.562.814 ₫ total
includes taxes & fees
1 Jul - 2 Jul
Opal Key Resort & Marina, Key West
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 4.671.005 ₫
5.255.011 ₫ total
includes taxes & fees
1 Jul - 2 Jul
Weatherstation Inn
The Conch House Heritage Inn
Outdoor pool, pool 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 5.298.329 ₫
5.960.620 ₫ total
includes taxes & fees
1 Jul - 2 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 6.223.658 ₫
7.829.283 ₫ total
includes taxes & fees
29 Jul - 30 Jul
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
The Mermaid & Alligator
Outdoor pool, pool 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, pool loungers

Ambrosia Key West

3.5 star property
9.4 out of 10, Exceptional, (1002)
"Great property and location was great."
Ambrosia Key West
Ocean Key Resort - A Noble House Resort
Outdoor pool, pool 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 9.629.055 ₫
12.741.014 ₫ total
includes taxes & fees
7 Jul - 8 Jul
Ocean Key Resort - A Noble House Resort
Tropical Inn
11 Gecko's Garden - Adults Only | Premium bedding, pillow-top 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 4.822.095 ₫
6.077.265 ₫ total
includes taxes & fees
6 Jul - 7 Jul
Tropical Inn
Marrero's Guest Mansion
Outdoor pool, pool umbrellas, pool 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!! 🔥✌️🧘‍♀️😘 "
The price is 6.497.655 ₫
7.309.992 ₫ total
includes taxes & fees
14 Jul - 15 Jul
Marrero's Guest Mansion
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 5.714.805 ₫
7.750.216 ₫ 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, take a look at the 1539 hotels and other accommodation options you'll find within a mile.

How many hotels will I find near Waterfront Playhouse?

Expedia has 1539 hotels and other accommodation options 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 room reservations are refundable provided that you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your arrival date. If you have a reservation that's non-refundable, you might be able to still cancel and be given a refund within a 24-hour period of booking. Add your dates and click on "Search", then use the filter option "fully refundable" to view the best deals near Waterfront Playhouse.

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 theatre.