Find Hotels with an Outdoor Pool in Key West Historic District, FL

Discover top Key West Historic District attractions

In the heart of the Key West Historic District, travelers can explore an array of relaxing activities that cater to families and those seeking comfort. Start your day with a leisurely stroll through the lush gardens of the Ernest Hemingway Home and Museum, where kids can marvel at the six-toed cats while adults soak up the tranquil atmosphere. A visit to the Key West Butterfly and Nature Conservatory offers a serene experience, as colorful butterflies float around you in a tropical setting. For a taste of local culture, the historic architecture of Old Town provides a picturesque backdrop for a family bike ride or a casual walking tour, allowing you to soak in the charm of pastel-hued houses and vibrant street art. Don’t miss the sun setting at Mallory Square, a perfect spot for families to unwind and enjoy street performances while indulging in local snacks. After a day of exploration, retreat to one of the hotels in the area featuring inviting pools, where you can relax under the sun or take a refreshing dip. Many of these accommodations offer unique amenities such as poolside cabanas and on-site dining, ensuring that you and your family enjoy attentive service and a pampered experience. With the allure of historic charm and modern comforts, staying in the Key West Historic District provides an exceptional blend of relaxation and adventure.

Find the best hotels with an outdoor pool in Key West Historic District

For travelers seeking a refreshing escape in Key West, these hotels offer inviting outdoor pools and a range of amenities that make soaking up the sun a pleasure.

The Marquesa Hotel

• Why it's great for poolside lounging: The Marquesa Hotel is an excellent choice for travelers who prioritize outdoor relaxation, featuring a stunning outdoor pool that invites guests to unwind in style. With an impressive review rating of 9.8, this hotel combines luxury with comfort, offering amenities like a serene terrace and nearby beach access to enhance the experience.
• Other amenities: In addition to the inviting pool, guests can enjoy an array of exciting options nearby, including kayaking, snorkeling, and boat tours. The hotel also offers onsite golf, complimentary daily housekeeping, and access to designer toiletries, ensuring a comfortable and memorable stay in the heart of Key West's Historic District.
• Neighborhood: Key West Historic District
• Nearby attractions: Duval Street - 0.5 miles, Audubon House and Tropical Gardens - 0.59 miles, Saint Mary Star of the Sea - 0.59 miles

Simonton Court Historic Inn & Cottages

• Why it's great for poolside lounging: For travelers who appreciate a cozy atmosphere with outdoor pool access, Simonton Court Historic Inn & Cottages stands out with its inviting outdoor pool and a stellar review rating of 9.8. This charming hotel offers guests a relaxing retreat in the Historic District, with free breakfast enhancing the stay.
• Other amenities: In addition to the pool, visitors can take advantage of complimentary beach towels, onsite parking, and easy access to nearby kayaking and snorkeling activities. The hotel also features a delightful terrace, air conditioning, and fitness facilities in the vicinity, making it an ideal spot for outdoor enthusiasts.
• Neighborhood: Key West Historic District
• Nearby attractions: Duval Street - 0.16 miles, Audubon House and Tropical Gardens - 0.32 miles, Mel Fisher Maritime Museum - 0.38 miles

Island City House Hotel

• Why it's great for poolside lounging: Island City House Hotel caters perfectly to outdoor pool enthusiasts, a beautiful outdoor pool with sun loungers for relaxation. With a high guest review rating of 9.6, this charming hotel offers a delightful setting for travelers looking to soak up the sun in Key West's Historic District.
• Other amenities: Beyond the pool, guests can explore nearby snorkeling and boating opportunities, while enjoying amenities such as air conditioning, a quaint terrace, and convenient kitchen facilities in select rooms. With easy access to the beach and off-street parking, this hotel provides everything guests need for a refreshing getaway.
• Neighborhood: Key West Historic District
• Nearby attractions: Duval Street - 0.3 miles, Key West Naval Station - 0.38 miles, Saint Mary Star of the Sea - 0.48 miles

Westwinds Inn

• Why it's great for poolside lounging: Westwinds Inn is a fantastic choice for travelers seeking a relaxed environment with an outdoor pool. With an excellent review rating of 9.4, this hotel promises a tranquil getaway, featuring a lovely outdoor space ideal for leisure.
• Other amenities: Guests can also enjoy complimentary breakfast options, nearby parking, and the convenience of kitchenettes in select rooms. The hotel is well-situated for outdoor activities like kayaking and snorkeling, allowing guests to immerse themselves in the natural beauty of Key West.
• Neighborhood: Key West Historic District
• Nearby attractions: Duval Street - 0.41 miles, Audubon House and Tropical Gardens - 0.65 miles, Key West Naval Station - 0.25 miles

Ocean Key Resort - A Noble House Resort

• Why it's great for poolside lounging: Ocean Key Resort is a luxurious haven for outdoor pool lovers, a spectacular outdoor pool complete with a poolside bar and sun loungers. With a review rating of 9.2, this upscale resort offers travelers a perfect blend of relaxation and indulgence in the Historic District.
• Other amenities: In addition to the stunning pool, guests can indulge in a range of amenities including a full-service spa, fitness facilities, and direct beach access. The resort also features concierge services, complimentary beach towels, and nearby water sports like windsurfing and snorkeling, ensuring an unforgettable stay in Key West.
• Neighborhood: Key West Historic District
• Nearby attractions: Duval Street - 0.14 miles, Key West Shipwreck Museum - 0.17 miles, Mallory Square - 0.03 miles