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

Harbor House Penthouse- A
Key West FL
0.04 mi from Waterfront Playhouse
$1,538 nightly
The price is $1,693 total per night
$1,693 total
Mar 19 - Mar 20
Total with taxes and fees
This condo features laundry facilities.
Kitchen
Washer

Ocean Key Resort - A Noble House Resort
Zero Duval St. Key West FL
Free Cancellation
Reserve now, pay when you stay
0.06 mi from Waterfront Playhouse
$519 nightly
The price is $583 total per night
$583 total
Apr 12 - Apr 13
Total with 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

Sunset Key Cottages
245 Front Street Key West FL
0.08 mi from Waterfront Playhouse
A private beach, a 24-hour gym, and a restaurant are all featured at this award-winning aparthotel. Relax with free beach cabanas, sun loungers, and beach umbrellas. Enjoy the outdoor pool and visit the 3 bars/lounges and poolside bar for drinks.
Pool
Kitchen

Pier House Resort & Spa
1 Duval St Key West FL
Free Cancellation
Reserve now, pay when you stay
0.08 mi from Waterfront Playhouse
$593 nightly
The price is $667 total per night
$667 total
Mar 24 - Mar 25
Total with 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
245 Front Street Key West FL
Free Cancellation
Reserve now, pay when you stay
0.09 mi from Waterfront Playhouse
$534 nightly
The price is $601 total per night
$601 total
Apr 5 - Apr 6
Total with 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

Birds of a Feather at Custom House Inn | Perfect S
Key West FL
0.1 mi from Waterfront Playhouse
$585 nightly
The price is $650 total per night
$650 total
Mar 19 - Mar 20
Total with taxes and fees
Stay at this apartment in Key West. Enjoy an in-room coffeemaker and air conditioning. Popular attractions Duval Street and Mallory Square are located nearby.
Air conditioning

Hyatt Vacation Club at Sunset Harbor, Key West
200 Sunset Lane Key West FL
Free Cancellation
0.19 mi from Waterfront Playhouse
$446 nightly
The price is $501 total per night
$501 total
Apr 13 - Apr 14
Total with taxes and fees
An outdoor pool, self parking, and concierge services are featured at this hotel. WiFi in public areas is free.
Pool
Free WiFi

Amsterdam's Curry Mansion Inn
511 Caroline St Key West FL
0.2 mi from Waterfront Playhouse
$404 nightly
The price is $455 total per night
$455 total
Mar 26 - Mar 27
Total with 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
601 Front St Key West FL
Free Cancellation
Reserve now, pay when you stay
0.22 mi from Waterfront Playhouse
$491 nightly
The price is $552 total per night
$552 total
Apr 12 - Apr 13
Total with taxes and fees
This smoke-free 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

Heart of Downtown Key West Cottage With Off-Street Parking
Key West FL
0.22 mi from Waterfront Playhouse
Free WiFi in public areas is available at this cottage.
Kitchen
Washer

The Key West Hotel
325 Duval St. Key West FL
0.26 mi from Waterfront Playhouse
$511 nightly
The price is $568 total per night
$568 total
Mar 24 - Mar 25
Total with taxes and fees
An outdoor pool is featured at this guesthouse, along with free WiFi in public areas and a garden. Luggage storage and concierge services are also provided.
Pool
Pet friendly

The Marker Key West Harbor Resort
200 William Street Key West FL
Free Cancellation
Reserve now, pay when you stay
0.37 mi from Waterfront Playhouse
$559 nightly
The price is $628 total per night
$628 total
Mar 22 - Mar 23
Total with taxes and fees
This smoke-free 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
Don't see what you're looking for?
See all available properties in Waterfront Playhouse
View all propertiesLowest 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 | 2,681 hotels |
|---|---|
Lowest Price | $455 |
Highest Price | $1,693 |
Popular hotels | Pier House Resort & Spa, Opal Key Resort & Marina, Key West, Ocean Key Resort - A Noble House Resort, Hyatt Centric Key West Resort and Spa, Harbor House Penthouse- A, Hyatt Vacation Club at Sunset Harbor, Key West, Sunset Key Cottages, Amsterdam's Curry Mansion Inn, Heart of Downtown Key West Cottage With Off-Street Parking, Birds of a Feather at Custom House Inn | Perfect S, The Marker Key West Harbor Resort, The Key West Hotel |
Recent Waterfront Playhouse hotel reviews by fellow wanderers

Opal Key Resort & Marina, Key West
5 out of 5
Posted 10 hours ago
Travelocity Verified Review
"Stunning view and sunset the rooms were huge and amazing, and the staff were super friendly. One minor surprise was the huge cruise ship outside our window on the Sunday morning. It wasn't really a negative, but definitely a surprise."
A verified traveler stayed at Opal Key Resort & Marina, Key West
More ways to wander Waterfront Playhouse
Explore More Ways to Travel with Travelocity
- All-inclusive Resorts in Key West
- Hotels near Duval Street
- Hotels near Mallory Square
- Car rentals in Key West
- Cheap Hotels in Key West
- Visit Duval Street
- Hotels in Key West
- Family Hotels in Key West
- Romantic Hotels in Key West
- Flights to Key West
- Beach Hotels in Key West
- Houseboats in Key West
- Condos in Key West
- Pet-friendly Hotels in Key West
- Hotels in Key West Historic District
- Oceanfront Hotels in Key West
- Key West vacation rentals
- Key West vacations
- Visit Ernest Hemingway Home and Museum





