Book a hotel near Waterfront Playhouse, Key West Historic District

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Top hotels close to Waterfront Playhouse

Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort

4 out of 5
Zero Duval St., Key West, FL
Free Cancellation
Reserve now, pay when you stay
0.06 mi from Waterfront Playhouse
$412 nightly
The price is $464 total per night
$464 total
Aug 10 - Aug 11
Total includes taxes and fees
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free resort. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. Enjoy the 24-hour gym and visit the 3 bars/lounges and poolside bar for drinks.
Pool
Spa
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
1 Duval St, Key West, FL
Free Cancellation
Reserve now, pay when you stay
0.08 mi from Waterfront Playhouse
$380 nightly
The price is $428 total per night
$428 total
Jul 13 - Jul 14
Total includes taxes and fees
This smoke-free resort features a private beach, a full-service spa, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Traveling on business? Take advantage of the 2 conference rooms, business center, and express check-in.
On private beach
Pool
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

4 out of 5
245 Front Street, Key West, FL
Free Cancellation
Reserve now, pay when you stay
0.09 mi from Waterfront Playhouse
$273 nightly
The price is $307 total per night
$307 total
Jul 13 - Jul 14
Total includes taxes and fees
A marina, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Enjoy the outdoor pool and visit the 3 bars/lounges and poolside bar for drinks.
Pool
Hot Tub
Hyatt Vacation Club at Sunset Harbor, Key West

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 out of 5
200 Sunset Lane, Key West, FL
0.19 mi from Waterfront Playhouse
$269 nightly
The price is $303 total per night
$303 total
Aug 9 - Aug 10
Total includes taxes and fees
An outdoor pool, self parking, and concierge services are featured at this apartment. WiFi in public areas is free.
Pool
Free WiFi
Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn

3 out of 5
511 Caroline St, Key West, FL
0.21 mi from Waterfront Playhouse
$233 nightly
The price is $263 total per night
$263 total
Jul 22 - Jul 23
Total includes taxes and fees
An area shuttle is featured at this guesthouse, along with an outdoor pool and a terrace. WiFi in public areas is free. A business center, a garden, and a snack bar/deli are also on offer.
Pool
Pet friendly
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

4 out of 5
601 Front St, Key West, FL
Free Cancellation
Reserve now, pay when you stay
0.22 mi from Waterfront Playhouse
$306 nightly
The price is $344 total per night
$344 total
Jul 15 - Jul 16
Total includes taxes and fees
This eco-certified resort features a full-service spa, a marina, and a restaurant. Enjoy the outdoor pool and perks like free WiFi. Enjoy the 24-hour gym and unwind at the bar/lounge and poolside bar.
Pool
Spa
Ridley House - Key West Historic Inns

Ridley House - Key West Historic Inns

3.5 out of 5
601 Caroline St, Key West, FL
Free Cancellation
Reserve now, pay when you stay
0.26 mi from Waterfront Playhouse
$254 nightly
The price is $286 total per night
$286 total
Jul 14 - Jul 15
Total includes taxes and fees
An outdoor pool is featured at this hotel, along with free WiFi in public areas and luggage storage. Enjoy the free buffet breakfast each morning. Concierge services are provided for your convenience.
Pool
Breakfast included
La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

4 out of 5
430 Duval St, Key West, FL
Free Cancellation
Reserve now, pay when you stay
0.33 mi from Waterfront Playhouse
$267 nightly
The price is $300 total per night
$300 total
Jul 23 - Jul 24
Total includes taxes and fees
This smoke-free hotel includes 3 restaurants, an outdoor pool, and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. There's a poolside bar on site, and a 24-hour front desk and concierge services are also provided.
Pool
Pet friendly
The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

4 out of 5
200 William Street, Key West, FL
Free Cancellation
Reserve now, pay when you stay
0.37 mi from Waterfront Playhouse
$263 nightly
The price is $296 total per night
$296 total
Aug 6 - Aug 7
Total includes taxes and fees
This eco-certified hotel features 3 outdoor pools, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.
Pool
Pet friendly
Island City House Hotel

Island City House Hotel

3 out of 5
411 William Street, Key West, FL
0.47 mi from Waterfront Playhouse
$166 nightly
The price is $186 total per night
$186 total
Jul 20 - Jul 21
Total includes taxes and fees
This hotel features an outdoor pool and a rooftop terrace. WiFi in public areas is free. A terrace, a garden, and a library are also on offer.
Pool
Free WiFi
NYAH Key West - Adults Only

NYAH Key West - Adults Only

3 out of 5
420 Margaret Street, Key West, FL
Free Cancellation
Reserve now, pay when you stay
0.55 mi from Waterfront Playhouse
$118 nightly
The price is $133 total per night
$133 total
Jul 15 - Jul 16
Total includes taxes and fees
This guesthouse's 3 outdoor pools and a rooftop terrace are among the featured amenities. Enjoy the hot tub and free continental breakfast each morning. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.
Pool
Hot Tub
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street, Key West, FL
Free Cancellation
1.06 mi from Waterfront Playhouse
$259 nightly
The price is $291 total per night
$291 total
Aug 4 - Aug 5
Total includes taxes and fees
This hotel features a full-service spa, 3 outdoor pools, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Traveling for business? Take advantage of the 24-hour business center, laundry service, and conference space.
Pool
Spa
Don't see what you're looking for?
See all available properties in Waterfront Playhouse
View all properties
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.

Waterfront Playhouse hotels essential information

Accommodation
2,715 hotels
Lowest Price
$133
Highest Price
$464
Popular hotels
Southernmost Beach Resort and Guesthouses, Pier House Resort & Spa, La Concha Key West, Autograph Collection, Hyatt Centric Key West Resort and Spa, Opal Key Resort & Marina, Key West, Ocean Key Resort - A Noble House Resort, The Marker Key West Harbor Resort, Hyatt Vacation Club at Sunset Harbor, Key West, Amsterdam's Curry Mansion Inn, Ridley House - Key West Historic Inns, Island City House Hotel, NYAH Key West - Adults Only

Recent Waterfront Playhouse hotel reviews by fellow wanderers

Pier House Resort & Spa

Pier House Resort & Spa

5 out of 5
Posted 10 hours ago
Travelocity Verified Review
"We loved it! Snorkeled at the hotel beach everyday. Ate at the beach restaurant regularly (and drank!!) went to chart room, pool etc. all were fantastic. Ocean front room - very nice and great view. "
A verified traveler stayed at Pier House Resort & Spa
Pier House Resort & Spa

Types of hotels

Hotels near…

Areas of Waterfront Playhouse

Book on Expedia