Florida KeysBoutique Hotels with Entertainment

Welcome to our adult-only hotel in beautiful Key West, Florida! Here, you can relax and unwind by enjoying our two refreshing outdoor pools. If you're looking to explore the vibrant atmosphere of Duval Street, it's just a quick 1-minute stroll from our front door. Additionally, the enchanting Key West Butterfly and Nature Conservatory is only a 3-minute drive away, perfect for a peaceful day surrounded by nature. We look forward to making your stay enjoyable and memorable!

Sports/Activities • Business Services • Oceanfront • Ocean View • Wellness Facilities • Transportation/Shuttle • Entertainment • Spa

Welcome to The Mermaid & The Alligator! Our lovely retreat is located in the heart of Key West, just a short walk from the beautiful South Beach. We offer a refreshing outdoor swimming pool, a peaceful garden, and a cozy shared lounge where you can relax and connect with others. Plus, our friendly concierge team is here to help make your stay as enjoyable as possible, ensuring you have everything you need for a memorable visit. We can’t wait to welcome you!

Hot Tub • Oceanfront • Entertainment • Wellness Facilities • Sports/Activities • Ocean View

Welcome to the Andrews Inn and Garden Cottages! We’re conveniently situated just a short 5-minute stroll from Duval Street, where you’ll find a variety of dining and entertainment choices to explore. Our guests can relax and stay connected with complimentary WiFi and take a refreshing dip in our outdoor pool. Whether you're here for a getaway or to experience local culture, we’re here to make your stay enjoyable and comfortable.

Entertainment • Sports/Activities • Oceanfront • Ocean View • Restaurant

Welcome to the Key West Orchid Key Inn, an adults-only retreat located just steps away from the vibrant Duval Street and a short 3-minute walk from the Ernest Hemingway House and Museum. Here, you can enjoy a complimentary continental breakfast each morning to start your day off right. Take a relaxing dip in our heated pool, where you can unwind and soak up the beautiful surroundings. Whether you’re here for adventure or relaxation, we strive to make your stay as enjoyable and comfortable as possible. We look forward to welcoming you!

Sports/Activities • Wellness Facilities • Hot Tub • Entertainment

Welcome to Key West H2O Suites, a relaxing retreat just a short walk from the vibrant Duval Street. Our adult-only atmosphere is designed for those looking to unwind and enjoy a peaceful getaway. Take in stunning views from our year-round rooftop pool, where you can soak up the sun on our spacious terrace. Feel free to gather with friends or meet new people at our inviting on-site bar. Each suite is equipped with a flat-screen TV for your entertainment. We’re here to make your stay comfortable and enjoyable, ensuring that you feel right at home during your visit.

Oceanfront • Ocean View • Entertainment • Wellness Facilities • Sports/Activities

Welcome to Key West Harbor Inn, a charming and welcoming retreat located just a short 600 meters from Simonton Street Beach. Our inn is designed exclusively for adults, offering a peaceful atmosphere where you can relax and unwind. Enjoy complimentary WiFi throughout your stay and take a dip in our indoor pool whenever you want. We’re here to ensure your visit is comfortable and enjoyable, providing a cozy space for you to create lasting memories in beautiful Key West.

Private Pool • Sports/Activities • Wellness Facilities • Entertainment • Ocean View • Oceanfront

Discover a unique and welcoming getaway at The Santa Maria Suites, a resort that stands out from the typical hotels in Key West. Just a short walk from the beautiful Atlantic Ocean and the lively Duval Street, our location makes it easy for you to explore all that this vibrant area has to offer. Whether you're looking for relaxation or adventure, we’re here to help you create unforgettable memories.

Spa • Child Friendly • Sports/Activities • Wellness Facilities • Restaurant • Ocean View • Oceanfront • Entertainment

Welcome to The Perry Hotel & Marina Key West, conveniently situated at the Stock Island Marina, just a short drive over the bridge from the vibrant heart of Key West. Here, you'll find comfortable and stylish accommodations designed to make you feel at home. Enjoy our beautiful waterfront pool where you can relax and unwind. We also offer two fantastic dockside restaurants that serve fresh, delicious meals inspired by the ocean, ensuring a delightful dining experience for everyone. Whether you're seeking adventure or simply a peaceful getaway, we’re here to help you create wonderful memories in this beautiful destination.

Wellness Facilities • Transportation/Shuttle • Restaurant • Oceanfront • Ocean View • Business Services • Entertainment • Sports/Activities

Welcome to our beautiful resort in Key Largo, designed exclusively for adults 21 and over. Here, you can unwind in cozy bungalows, enjoy a serene private beach, and participate in daily yoga sessions that cater to all skill levels. Savor delicious meals at our four on-site restaurants, take a refreshing dip in one of our two outdoor pools, or relax in our inviting jacuzzis. We offer a full-service experience to ensure your stay is comfortable and enjoyable. Your relaxation and happiness are our top priorities, and we can't wait to welcome you!

Wellness Facilities • Restaurant • Ocean View • Oceanfront • Spa • Entertainment • Private Beach • Sports/Activities

Welcome to our charming Key West boutique hotel, where your comfort and enjoyment are our top priorities. Here, you can unwind by our inviting outdoor pool or relax in modern rooms designed with your needs in mind. Each room comes equipped with convenient features like iPod docking stations and flat-screen TVs to help you feel right at home. Located just half a mile from the beautiful South Beach - Key West, you’ll have easy access to sandy shores and vibrant local culture. We want your stay to be memorable and enjoyable, so please let us know how we can assist you during your visit!

Ocean View • Child Friendly • Entertainment • Oceanfront

At Playa Largo Resort & Spa, we offer a warm and welcoming experience with 155 luxurious accommodations that invite you to enjoy the sunshine and stunning sunsets over Florida Bay. As the first new resort built in the Florida Keys in over 23 years, we are excited to provide a beautiful getaway for all guests. Whether you're looking for relaxation or adventure, our resort is designed to be a place where everyone can feel at home and create lasting memories.

Sports/Activities • Entertainment • Ocean View • Business Services • Spa • Oceanfront • Private Beach • Wellness Facilities

Welcome to Oceans Edge Key West, where you can enjoy stunning views of the water. We have six inviting swimming pools and a lovely bar and restaurant right by the waterfront, perfect for relaxing with friends or family. Plus, we want everyone to stay connected, so we offer free WiFi for all our guests. Come and experience a warm, welcoming atmosphere that puts your needs first!

Sports/Activities • Restaurant • Oceanfront • Transportation/Shuttle • Wellness Facilities • Entertainment • Business Services • Ocean View

Welcome to Paradise Inn - Adult Exclusive, a tranquil getaway in the heart of Key West. Our beautifully landscaped gardens invite you to wander along charming brick paths, where you can relax by our serene lotus pond, home to colorful koi fish and friendly tropical turtles. To start your day off on a delightful note, we offer a complimentary continental breakfast for all our guests. Come and enjoy a peaceful retreat designed with your comfort in mind!

Ocean View • Hot Tub • Entertainment • Wellness Facilities • Oceanfront • Sports/Activities

Located near the beautiful Florida Bay and just a quick drive from the charming Old Town Key West, our property welcomes you with an inviting outdoor pool, a relaxed café, and plenty of fun activities for everyone to enjoy. At Parrot Key Hotel & Villas, we strive to create a warm and friendly atmosphere where you can feel at home while making lasting memories with friends and family. Whether you're looking to unwind or explore, we're here to help make your stay special.

Wellness Facilities • Oceanfront • Restaurant • Child Friendly • Ocean View • Entertainment • Sports/Activities • Business Services

Welcome to our waterfront hotel in the heart of Old Town, Key West, Florida! Here, you’ll find a relaxing outdoor heated pool and hot tub, perfect for unwinding after a day of exploring. Plus, we're right next to the Key West Aquarium, making it easy for you to enjoy some marine fun. Each room is equipped with a cable TV for your entertainment. We’re excited to help make your stay enjoyable and memorable!

Business Services • Ocean View • Entertainment • Wellness Facilities • Child Friendly • Restaurant • Oceanfront • Sports/Activities

Welcome to The Gates Hotel in Key West, a welcoming and stylish place designed for everyone. Our hotel brings together modern design with a touch of classic Floridian charm, creating a warm atmosphere where you can relax and enjoy your stay. We invite you to experience the unique spirit of Key West while celebrating special moments with friends and family. Whether you're here for adventure or relaxation, we’re committed to making your visit memorable and enjoyable.

Business Services • Child Friendly • Transportation/Shuttle • Restaurant • Sports/Activities • Wellness Facilities • Entertainment

Welcome to 24 North, where we celebrate the laid-back luxury of Key West! Here, we want every guest to feel at home and truly enjoy their time on the island. Our goal is to provide a fun and relaxing environment that highlights the unique charm and authenticity of our location. Whether you're soaking up the sun by the pool or exploring the local culture, we invite you to unwind and create lasting memories with us.

Business Services • Wellness Facilities • Sports/Activities • Child Friendly • Restaurant • Entertainment • Transportation/Shuttle

Welcome to our beautiful resort on Marco Island, where you can escape the everyday hustle and enjoy a truly memorable experience. Whether you're here for work or a vacation, we have something special for everyone. Treat yourself at our luxurious spa, designed to help you relax and rejuvenate. We can't wait to welcome you and make your stay enjoyable!

Sports/Activities • Ocean View • Transportation/Shuttle • Oceanfront • Entertainment • Private Beach • Business Services • Wellness Facilities