Find hotels near Waterfront Playhouse, Key West from AED 497

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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
  • Pool
  • Breakfast included
  • Free WiFi
  • Air conditioning
  • Parking available
  • Laundry
9.8 out of 10, Exceptional, (769)
  • cleanliness
    Four outdoor pools await at this charming Key West retreat, where guests can rent bikes to explore the historic streets and nearby Hemingway Home

What verified guests said

"I loved how it was so close to the night life but still felt secluded. "

Simonton Court Historic Inn & Cottages highlights

Simonton Court Historic Inn & Cottages in Key West is a perfect base for island exploration. Guests enjoy a continental breakfast, sun-drenched pools, and rented bikes for town cycling. An area shuttle service makes visiting local attractions easy.
The price is AED 584
AED 822 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
  • Hot Tub
  • Breakfast included
  • Pet friendly
  • Free WiFi
  • Air conditioning
  • Housekeeping
9.8 out of 10, Exceptional, (398)
  • cleanliness
    Travelers find tranquility on umbrella-shaded beaches or within the serene surroundings of this charming Key West property

What verified guests said

"Very nice B&B close to everything."

Artist House Key West highlights

Located in the heart of Key West, Artist House offers a peaceful retreat with a complimentary breakfast buffet and a spa tub. Guests can explore by bicycle, relax in the garden, and enjoy attentive staff and concierge services.
The price is AED 497
AED 560 total
includes taxes & fees
9 Jul - 10 Jul
Artist House Key West
The Marquesa Hotel
Exterior

The Marquesa Hotel

3.5 star property
  • Pool
  • Restaurant
  • Air conditioning
  • Parking available
  • Business services
  • Bar
9.8 out of 10, Exceptional, (978)
  • cleanliness
    Discover a secluded Key West sanctuary where lush gardens surround a peaceful retreat with three refreshing pools and golfing opportunities nearby

What verified guests said

"This was by far the best place we have stayed in Key West!!!"

The Marquesa Hotel highlights

Just steps from Duval Street, The Marquesa Hotel offers a tranquil garden setting with 3 outdoor pools and golfing access. Enjoy American cuisine at the adjacent Cafe Marquesa. The property is praised for its well-maintained grounds and helpful staff.
The price is AED 823
AED 1,112 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
  • Pool
  • Hot Tub
  • Breakfast included
  • Free WiFi
  • Air conditioning
  • Parking available
10.0 out of 10, Exceptional, (1005)
  • cleanliness
    Guests relax poolside at this adults-only Key West retreat while enjoying complimentary breakfast and easy access to local attractions

What verified guests said

"The hotel was within walking distance to all the local tourist sites. Very safe and easy to park."

Almond Tree Inn Hotel - Adults Only highlights

Steps from Duval Street, Almond Tree Inn Hotel offers adults a peaceful getaway with perks. Start with continental breakfast, dip in the outdoor pool, or unwind in the spa tub. Enjoy daily manager's receptions and visit the nearby Ernest Hemingway Home.
The price is AED 976
AED 1,098 total
includes taxes & fees
6 Jul - 7 Jul
Almond Tree Inn Hotel - Adults Only
The Gardens Hotel
Carriage House | Terrace/patio

The Gardens Hotel

4.0 star property
  • Pool
  • Breakfast included
  • Pet friendly
  • Free WiFi
  • Restaurant
  • Air conditioning
9.8 out of 10, Exceptional, (1001)
  • cleanliness
    Guests savor light meals with pool views at The Gardens Hotel, where two inviting pools offer the perfect place to soak up the Florida sunshine

What verified guests said

"Fantastic hotel! "

The Gardens Hotel highlights

The Gardens Hotel serves cooked-to-order breakfasts poolside and offers a relaxing sun terrace for guests to unwind. The on-site American restaurant overlooks the pools, while convenient bike rentals make it easy to visit the nearby Ernest Hemingway Home and Museum.
The price is AED 1,186
AED 1,334 total
includes taxes & fees
11 Jul - 12 Jul
The Gardens Hotel
Coco Plum Inn
Exterior

Coco Plum Inn

3.0 star property
  • Pool
  • Breakfast included
  • Free WiFi
  • Air conditioning
  • Housekeeping
  • Microwave
9.6 out of 10, Exceptional, (421)
  • cleanliness
    Guests can relax by the pool or unwind on a sunny terrace surrounded by gardens, then start the day with a delicious breakfast served each morning.

What verified guests said

"The property was simply gorgeous! The staff was knowledgeable, kind, friendly, and accessible. Looking forward to my next stay there soon. "

Coco Plum Inn highlights

Located in the heart of Key West, Coco Plum Inn offers a charming retreat with an outdoor pool and serene garden. Guests enjoy a daily continental breakfast before exploring nearby attractions like the Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park.
Coco Plum Inn
Island City House Hotel
Outdoor pool, sun loungers

Island City House Hotel

3.0 star property
  • Pool
  • Free WiFi
  • Air conditioning
  • Laundry
  • Housekeeping
  • Microwave
9.6 out of 10, Exceptional, (1002)
  • cleanliness
    Key West's Island City House Hotel offers the perfect blend of cycling adventures through charming streets and peaceful garden retreats

What verified guests said

"Centrally located, very clean, well kept grounds, nice pool. "

Island City House Hotel highlights

Travelers find a tranquil escape at this Key West hotel with a rooftop terrace and quiet library. The outdoor pool offers a refreshing spot to relax on sun loungers after exploring the island by bicycle. Free WiFi keeps guests connected, and attentive staff ensures a smooth stay.
Island City House Hotel
L'Habitation Guest House
Balcony

L'Habitation Guest House

2.5 star property
  • Breakfast included
  • Free WiFi
  • Air conditioning
  • Housekeeping
9.4 out of 10, Exceptional, (857)
  • cleanliness
    A charming Key West guesthouse where travelers find tropical beauty and helpful staff to guide their exploration of this vibrant island destination.

What verified guests said

"Fabulous place. We'll definitely stay there again. "

L'Habitation Guest House highlights

L'Habitation Guest House sits in the heart of Key West, offering a peaceful retreat with continental breakfast and a rooftop terrace that overlooks the city's lively streets. Guests appreciate the lush gardens, in-room WiFi, and complimentary newspapers and coffee in the lobby.
The price is AED 716
AED 806 total
includes taxes & fees
17 Jul - 18 Jul
L'Habitation Guest House
Orchid Key Inn - Adults Only
Exterior

Orchid Key Inn - Adults Only

3.5 star property
  • Pool
  • Hot Tub
  • Breakfast included
  • Free WiFi
  • Air conditioning
  • Parking available
9.8 out of 10, Exceptional, (1009)
  • cleanliness
    Adults-only tropical retreat with a sun-soaked pool area just steps from Hemingway's historic home - a peaceful Key West sanctuary

What verified guests said

"Great place!"

Orchid Key Inn - Adults Only highlights

Orchid Key Inn welcomes adults with perks like continental breakfast and a manager's reception. Guests relax by the outdoor pool with sun loungers or unwind in the spa tub. The poolside bar serves drinks, and the multilingual staff helps plan adventures with bike rentals.
Orchid Key Inn - Adults Only
Key West Villas
Front of property

Key West Villas

3.5 star property
  • Pool
  • Breakfast included
  • Free WiFi
  • Air conditioning
  • Parking available
  • Bar
9.8 out of 10, Exceptional, (226)
  • cleanliness
    Get ready for sun-kissed adventures in Key West! Relax in style after exploring Ernest Hemingway Home & Museum or cycling around Southernmost Point.

What verified guests said

"Loved how private the villas were and how close it was to everything! Great vacation rental!"

Key West Villas highlights

Key West Villas offers an inviting getaway near Duval Street with continental breakfast, a refreshing pool, and laundry facilities. As you explore the area on bikes or relax at the bar with free WiFi, enjoy concierge services and tour assistance – all enhanced by helpful staff praised by previous guests.
Key West Villas
Weatherstation Inn
Front of property

Weatherstation Inn

2.5 star property
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
  • Business services
9.4 out of 10, Exceptional, (938)
  • cleanliness
    Guests start their day with continental breakfast on a sun-filled patio before stepping out to explore the vibrant charm of nearby Duval Street in Key West.

What verified guests said

"Beautiful stay"

Weatherstation Inn highlights

Weatherstation Inn offers a charming Key West retreat with continental breakfast, a sunny terrace, and an outdoor pool. Multilingual staff assist with travel planning, and free WiFi keeps you connected. Its central location puts Duval Street's attractions within walking distance.
The price is AED 657
AED 740 total
includes taxes & fees
14 Jul - 15 Jul
Weatherstation Inn
Opal Key Resort & Marina, Key West
Front of property - evening/night

Opal Key Resort & Marina, Key West

4.0 star property
  • Pool
  • Hot Tub
  • Spa
  • Pet friendly
  • Restaurant
  • Air conditioning
9.2 out of 10, Wonderful, (1005)
  • cleanliness
    Travelers can explore vibrant Duval Street before returning to enjoy refreshing cocktails at one of three bars at this Key West resort with marina views

What verified guests said

"It was a beautiful place to stay with beautiful views and wonderful staff."

Opal Key Resort & Marina, Key West highlights

Located in Key West, Opal Key Resort & Marina is an ideal adventure base. Guests can snorkel, parasail, or relax in the spa tub after exploring. The outdoor pool offers a refreshing retreat, with nearby attractions like boat tours and the Ernest Hemingway Home and Museum.
The price is AED 943
AED 1,205 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
  • Pool
  • Breakfast included
  • Free WiFi
  • Air conditioning
  • Parking available
  • Housekeeping
9.8 out of 10, Exceptional, (125)
  • cleanliness
    Island charm surrounds visitors at this Key West retreat where bicycles await adventures, the pool beckons for relaxation, and the garden offers peaceful moments.

What verified guests said

"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 Conch House Heritage Inn highlights

The Conch House Heritage Inn offers a peaceful retreat near Duval Street with a garden sanctuary. Guests explore Key West on rental bikes or relax by the sun-lined pool. Helpful staff provide concierge services and luggage storage, ensuring a comfortable stay.
The price is AED 746
AED 839 total
includes taxes & fees
13 Jul - 14 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
  • Pool
  • Hot Tub
  • Breakfast included
  • Free WiFi
  • Air conditioning
  • Business services
9.8 out of 10, Exceptional, (101)
  • cleanliness
    A peaceful adults-only Key West retreat where attentive staff help guests plan perfect days of poolside relaxation or island exploration

What verified guests said

"Awesome place! Will stay again!"

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly highlights

Steps from Duval Street, this adults-only guesthouse offers a serene escape with continental breakfast and outdoor pool. Enjoy the spa tub, sunny terrace, or visit the nearby Hemingway Home. Bike rentals, concierge, and dry cleaning services make exploring Key West easy.
The price is AED 918
AED 1,151 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
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
  • Housekeeping
9.8 out of 10, Exceptional, (240)
  • cleanliness
    A relaxing pool oasis just steps from Key West's famous Duval Street, with attentive staff ready to enhance the island experience

What verified guests said

"Wonderful stay!!"

The Mermaid & Alligator highlights

The Mermaid & Alligator offers a charming Key West retreat, walking distance to Duval Street. Enjoy a full breakfast, outdoor pool, nearby Hemingway Home, in-room WiFi, and concierge services for a seamless island stay.
The Mermaid & Alligator
Ambrosia Key West
1 bedroom, in-room safe, individually decorated, individually furnished

Ambrosia Key West

3.5 star property
  • Pool
  • Breakfast included
  • Free WiFi
  • Air conditioning
9.4 out of 10, Exceptional, (1003)
  • cleanliness
    Travelers can relax at three outdoor pools or borrow bikes to explore Key West, then return to gardens framed by historic architecture

What verified guests said

"Great property and location was great."

Ambrosia Key West highlights

Ambrosia Key West is steps from the Hemingway Home and Mallory Square. The B&B offers continental breakfast, three pools, peaceful gardens, bike rentals, a library, and helpful staff to enhance your stay.
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
  • Pool
  • Spa
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Gym
9.2 out of 10, Wonderful, (1006)
  • cleanliness
    Travelers find tranquility at this oceanfront resort where yoga sessions complement sea views, with two restaurants and a spa offering rejuvenation

What verified guests said

"Amazing location, room, and staff! Will definitely stay again! "

Ocean Key Resort - A Noble House Resort highlights

Located near Mallory Square and the Ernest Hemingway Home, Ocean Key Resort offers a peaceful getaway. Guests enjoy two restaurants, a poolside bar, an outdoor pool with sun loungers, a 24-hour gym, and spa treatments like manicures. The attentive staff consistently earns praise.
The price is AED 1,318
AED 1,752 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
  • Pool
  • Breakfast included
  • Free WiFi
  • Air conditioning
9.4 out of 10, Exceptional, (333)
  • cleanliness
    Guests relax by the outdoor pool or explore the garden at this welcoming B&B, where staff members help arrange tickets to Key West's popular attractions.

What verified guests said

"The vibes were right! Room #12 in the back poolside solo cottage is fire!! 🔥✌️🧘‍♀️😘 "

Marrero's Guest Mansion highlights

Marrero's Guest Mansion offers a convenient location near Duval Street with practical amenities like continental breakfast and in-room WiFi. This charming B&B provides a peaceful retreat with an outdoor pool and garden setting, highly appreciated by previous visitors.
The price is AED 731
AED 822 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
  • Pool
  • Breakfast included
  • Pet friendly
  • Free WiFi
  • Air conditioning
  • Housekeeping
9.2 out of 10, Wonderful, (789)
  • cleanliness
    Escape to a charming Key West retreat where warm hospitality meets laid-back vibes.

What verified guests said

"Property was in a great location. Breakfast was provided and delicious. "

Ridley House - Key West Historic Inns highlights

Ridley House - Key West Historic Inns combines charm with convenience. Enjoy a complimentary breakfast, lounge by the pool, or relax in the entertainment area. Attentive staff offers luggage storage, bicycle parking, and arranges local tours for a seamless island experience.
The price is AED 804
AED 1,091 total
includes taxes & fees
1 Jul - 2 Jul
Ridley House - Key West Historic Inns
Tropical Inn
11 Gecko's Garden - Adults Only | Premium bedding, pillowtop beds, individually decorated

Tropical Inn

3.5 star property
  • Pool
  • Hot Tub
  • Breakfast included
  • Free WiFi
  • Air conditioning
  • Housekeeping
9.6 out of 10, Exceptional, (325)
  • cleanliness
    A peaceful garden retreat with a spa tub for relaxation and bike rentals that make exploring the neighborhood easy - all just steps from Duval Street

What verified guests said

"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! "

Tropical Inn highlights

Tropical Inn offers a relaxing escape with an outdoor pool and garden. Guests enjoy a free continental breakfast before exploring. The property is praised for its helpful staff and reliable WiFi.
The price is AED 884
AED 1,086 total
includes taxes & fees
13 Jul - 14 Jul
Tropical Inn
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 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.

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.