Hotels near Waterfront Playhouse

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Top Trending Hotels Near Waterfront Playhouse

Simonton Court Historic Inn & Cottages
2.5 star property
9.8 out of 10, Exceptional, (866)
"Really enjoyed my stay. The staff were super friendly, and the location was amazing—close to all the Old Town activities! "
United States
Leonid
The price is P23,353
P26,273 total
includes taxes & fees
Nov 19 - Nov 20
Simonton Court Historic Inn & Cottages
The Marquesa Hotel
3.5 star property
9.8 out of 10, Exceptional, (1021)
"Amazing rooms, and staff was beyond 5 star"
United States
Jennifer
The price is P15,004
P20,187 total
includes taxes & fees
Nov 30 - Dec 1
The Marquesa Hotel
Almond Tree Inn Hotel - Adults Only
3.5 star property
10.0 out of 10, Exceptional, (1028)
"Such a lovely stay!"
United States
Mindi Kay
The price is P20,889
P23,500 total
includes taxes & fees
Nov 18 - Nov 19
Almond Tree Inn Hotel - Adults Only
Island City House Hotel
3.0 star property
9.6 out of 10, Exceptional, (1002)
"great area, wonderful room, lovely staff ❣️"
United Kingdom
Sylke
The price is P9,495
P10,682 total
includes taxes & fees
Nov 10 - Nov 11
Island City House Hotel
Key West Villas
3.5 star property
9.8 out of 10, Exceptional, (241)
"Awsome staff great location "
United States
Jeffrey
Key West Villas
The Gardens Hotel
4.0 star property
9.8 out of 10, Exceptional, (1000)
"Great property and location!"
United States
Kathleen
The price is P21,761
P24,481 total
includes taxes & fees
Nov 18 - Nov 19
The Gardens Hotel
Orchid Key Inn - Adults Only
3.5 star property
9.8 out of 10, Exceptional, (1026)
"It was very safe, clean, beautiful rooms and friendly guests. "
United States
Pamela
The price is P17,164
P19,309 total
includes taxes & fees
Nov 19 - Nov 20
Orchid Key Inn - Adults Only
Coco Plum Inn
3.0 star property
9.6 out of 10, Exceptional, (457)
"Loved the location and eating our breakfast on the patio. "
United States
Kelly
The price is P13,845
P15,576 total
includes taxes & fees
Nov 19 - Nov 20
Coco Plum Inn
The Mermaid & Alligator
3.5 star property
9.8 out of 10, Exceptional, (263)
"Wonderful stay!!"
United States
Lawrence
The Mermaid & Alligator
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
3.5 star property
9.8 out of 10, Exceptional, (121)
"Great place to stay always clean an the employees are very respectful "
United States
Charles
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
The Conch House Heritage Inn
3.5 star property
9.8 out of 10, Exceptional, (138)
"We really enjoyed our stay"
United States
SANDRA
The price is P13,148
P14,791 total
includes taxes & fees
Nov 19 - Nov 20
The Conch House Heritage Inn
L'Habitation Guest House
2.5 star property
9.4 out of 10, Exceptional, (911)
"Overall, it was a great stay. It would be nice to have parking closer and part of your stay…the closeness to walkable areas was nice."
United States
Terry
The price is P9,161
P10,306 total
includes taxes & fees
Nov 12 - Nov 13
L'Habitation Guest House
Weatherstation Inn
2.5 star property
9.4 out of 10, Exceptional, (983)
"Nice place to stay"
United States
Victoria
The price is P12,818
P14,420 total
includes taxes & fees
Nov 19 - Nov 20
Weatherstation Inn
Tropical Inn
3.5 star property
9.6 out of 10, Exceptional, (356)
"Staff was very helpful, friendly, accommodating. Property located overlooking Duval street and its nightlife. Great balcony to people watch with a beverage. Not quiet, but didn’t expect it to be - immersive experience! Nice continental breakfast served to your room each day. 24 hr coffee bar was a plus! "
United States
STEPHANIE
The price is P11,327
P14,206 total
includes taxes & fees
Nov 19 - Nov 20
Tropical Inn
Ocean Key Resort - A Noble House Resort
4.0 star property
9.2 out of 10, Wonderful, (1003)
"Great stay."
United States
Sarit
The price is P14,107
P20,414 total
includes taxes & fees
Dec 1 - Dec 2
Ocean Key Resort - A Noble House Resort
Westwinds Inn
3.5 star property
9.4 out of 10, Exceptional, (1009)
"Will stay again !"
United States
Ian
Westwinds Inn
H2O Suites - Adults Only
3.5 star property
9.8 out of 10, Exceptional, (573)
"The place was stunning. Quite, relaxing Amazing "
United States
Saimary
The price is P20,427
P26,931 total
includes taxes & fees
Nov 30 - Dec 1
H2O Suites - Adults Only
Ambrosia Key West
3.5 star property
9.4 out of 10, Exceptional, (1004)
"Nice property. Excellent breakfast with good variety hot and cold. Staff were good. Nice safe and quiet area, yet only a 5min walk to Duval St and many restaurants and bars and activities."
United Kingdom
Iain
The price is P15,942
P17,934 total
includes taxes & fees
Nov 17 - Nov 18
Ambrosia Key West
Douglas House
3.0 star property
9.6 out of 10, Exceptional, (195)
"Absolute awesome place to stay"
United States
Dennis
The price is P11,080
P12,902 total
includes taxes & fees
Nov 12 - Nov 13
Douglas House
Marrero's Guest Mansion
3.5 star property
9.4 out of 10, Exceptional, (335)
"Location very good Staff friendly Pool not well maintained Breakfast and happy hour lacking compared to others"
United States
Scott
The price is P17,344
P19,512 total
includes taxes & fees
Nov 17 - Nov 18
Marrero's Guest Mansion
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.

Top Waterfront Playhouse Hotel Reviews

Hotels near other Waterfront Playhouse attractions

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 1514 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 La Concha Key West, Autograph Collection.
How many hotels will I be able to find near Waterfront Playhouse?
Expedia has 1514 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.
What can I see and do near Waterfront Playhouse?
Key West Shipwreck Museum, Audubon House and Tropical Gardens, and Mel Fisher Maritime Museum feature a variety of fascinating exhibits to see while you're in town. Sights like Harry S. Truman Little White House, 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 Key West Burlesque Theater if you're interested in local theater.

Explore a world of travel with Expedia