Romantic Hotels for a Couple's Getaway in Key West (Florida)

  • The Porch on Frances Inn - Adults Exclusive

    Key West - Montana

    The Porch on Frances Inn - Adults Exclusive is the perfect place for a getaway to Key West. Located in the heart of Old Town, it offers newly renovated historic accommodations with air-conditioned rooms and free WiFi. Guests receive special spa amenities and express check-in/check-out. The staff are friendly and helpful, providing local tips for restaurants, attractions and more. Guests can enjoy morning coffee on the front porch, and a cocktail in the private patio in the back. Close enough to enjoy the lively atmosphere of Duval Street, yet far enough away to relax and unwind. With its attentive customer service, comfortable rooms and convenient location, the Porch on Frances Inn is the perfect destination for a romantic or leisurely stay.

  • Andrews Inn & Garden Cottages

    Key West - Montana

    The Andrews Inn and Garden Cottages is a beautiful, well maintained property located right off of Duval Street, the heart of Key West. Guests are just a short 5-minute walk away from all the dining and entertainment options the city has to offer. Enjoy free WiFi, an outdoor pool and a complimentary breakfast and happy hour. Our friendly staff are always available to help make your stay exceptional. Relax in a cozy and comfortable room, perfect for a romantic getaway. Take a stroll to Hemingway's home and enjoy some of the best Key Lime Pie in town. Whether your stay is for pleasure or business, make the Andrews Inn and Garden Cottages your home away from home.

  • Almond Tree Inn - Adults Only

    Key West - Montana

    Almond Tree Inn - Adults Only is the perfect place to find peace and tranquility in the heart of Key West. Located just 4 minutes away from the Ernest Hemingway House and Museum, this inn offers a refreshing outdoor pool with hot tub, daily continental breakfast, and complimentary happy hour. Enjoy the elegant landscapes and the peacefulness that this inn has to offer. The staff are friendly and helpful, ensuring you have a great stay. Relax by the pool, lounge on the second floor, or feed the koi fish. Enjoy the beautiful laser lights at night and the sweet touches of the linens and flowers on the tables. Take advantage of the convenient location, just one block away from Duval Street and close to restaurants, museums, and the Lighthouse. Enjoy the continental breakfast, complete with fresh fruits, pastries, breads, bagels, meats, and cheese. The staff is accommodating and courteous, with a refund available if you need to cut your trip short. Almond Tree Inn is the perfect place to retreat from the hustle and bustle of Key West.

  • Orchid Key Inn - Adults Only

    Key West - Montana

    Stay at Orchid Key Inn - Adults Only to experience the best of Key West! Located on Duval Street just 3 minutes’ walk from the Ernest Hemingway House and Museum, this historic hotel features a daily continental breakfast, heated pool with a hot tub, bar, and friendly staff. Guests can enjoy the clean and comfortable rooms, complimentary glass of house wine, beer or soda at the nightly Happy Hour, and delicious breakfast. Orchid Key Inn is a boutique hotel that provides a memorable experience with its unique accommodations and amenities, making it the perfect choice for your stay in Key West.

  • Key West Bed and Breakfast

    Key West - Montana

    Stay at Key West Bed and Breakfast and get the perfect blend of comfort and convenience! Located in the heart of the city, this charming property offers a fully equipped private bathroom with shower and hairdryer, a garden and free WiFi, and is within walking distance of Simonton Street Beach, South Beach and Fort Zachary Taylor State Park Beach. Enjoy a cozy atmosphere and friendly hospitality, with knowledgeable hosts providing recommendations for activities, dining and more. Relax in the shared pool and gardens, or enjoy breakfast in the morning and chat with friends in the hammock balcony at night. Our clean and comfortable rooms feature private balconies and jetted tubs, and each room is the one you requested. You won't want to miss this unique and tranquil Key West experience!

  • Simonton Court Historic Inn & Cottages

    Key West - Montana

    The Simonton Inn & Cottages offers an exclusive and unique getaway experience in the heart of Key West. With its lush gardens and four swimming pools, the adult-only retreat is just a few minutes' drive away from Duval Street and The Ernest Hemingway Home and Museum. Enjoy the comfort of traditional 4-poster beds and tastefully appointed furnishings in your room. Light continental breakfast is included to start your day, and free Wi-Fi keeps you connected. The friendly staff is always ready to assist you with arranging activities or providing tips on where to eat and explore. Enjoy a peaceful and secluded oasis just steps away from the hustle and bustle of the city.

  • The Mermaid & The Alligator

    Key West - Montana

    The Mermaid & The Alligator is a romantic paradise in the heart of Key West. Situated just a short walk from South Beach, this historic bed and breakfast offers luxurious, well-appointed rooms and suites, a stunning outdoor swimming pool and garden, and a shared lounge. Relax in the sun terrace and experience the attentive service of the staff, who strive to make your stay comfortable. Enjoy happy hour and a delicious breakfast, and take advantage of the concierge service. With a tranquil atmosphere and all the attractions of Key West within easy reach, this is an ideal place to enjoy a romantic getaway.

  • Marreros Guest Mansion - Adult Only

    Key West - Montana

    Marreros Guest Mansion is a charming adult-only (21 years +) property located in the Duval district of Key West. Enjoy the luxurious amenities of a converted mansion just 1/2 block away from the bustling Duval Street and 5 blocks away from Mallory Square. Relax in the year-round outdoor pool and terrace, or in the comfort of your own room with beautiful decor, a cozy queen bed, a mini fridge, and desk. Take advantage of the 24/7 free coffee, honor bar, and happy hour with free beer and house wine. Enjoy the continental breakfast with bagels, toast, bakeries, cereal, and more. The staff is friendly and accommodating, and the pool is open 24/7. Take advantage of the great location and spend your days exploring the area and your nights enjoying the vibrant nightlife of Key West.

  • H2O Suites- Adults Only

    Key West - Montana

    Key West H2O Suites is the perfect place for couples looking for a tranquil escape in the city. Located just 200 metres from the bustling Duval Street, this adult-only hotel offers luxurious and spacious rooms, a year-round outdoor rooftop pool with a sun terrace, and an on-site bar. The staff is top notch and attentive, providing guests with fresh muffins and ice cream bars to the room each morning and two bottles of water per day. The pool is clean and stunning, with plenty of lounge chairs and couches, and free drinks and snacks poolside. Guests can also enjoy a romantic package with champagne, chocolate covered strawberries and roses on the bed. With the southernmost point just around the block, there are a few great restaurants nearby, plus the Ocean Wellness spa down the street. Come and experience the best stay in Florida at Key West H2O Suites.

  • Key West Harbor Inn - Adults Only

    Key West - Montana

    The Key West Harbor Inn is a luxury adults-only bed and breakfast located in the heart of Old Town Key West. Our room was spacious and comfortable, with a large, newly renovated bathroom. In the afternoons, you can take a dip in the pool or enjoy the complimentary happy hour drinks. With several restaurants within walking distance, there's something to satisfy every palate. Breakfast is delicious and the staff is friendly and helpful. The location is perfect - it's close to the harbour and only a few minutes' walk to Duval Street. This is a true Key West gem that offers a welcoming and secure atmosphere, making it the perfect place for a relaxing vacation.

  • La Te Da - Adult Only, 21 or older

    Key West - Montana

    La Te Da is an amazing adult-only hotel located on Duval Street in Key West. Each room is equipped with a flat-screen TV with cable channels and a mini refrigerator. The bar area and pool are beautifully maintained and provide a relaxing atmosphere. The restaurant serves excellent breakfast, lunch, and dinner, with a complimentary breakfast available from a limited list of five choices. Nightly live entertainment is a highlight, including a drag show featuring Randy Robert's. All in all, La Te Da offers a great stay with fantastic service, amenities, and food. A wonderful place to unwind and meet new people.

  • Douglas House

    Key West - Montana

    This adult-only inn is the perfect place to stay for a Key West getaway. Located just two minutes away from the Ernest Hemingway Home and Museum, it features free parking, a shared outdoor swimming pool, and free Wi-Fi. Guests can expect a professional and friendly staff, as well as upgrades to their rooms. The facility is clean, beautifully decorated and well-equipped, with complimentary coffee, tea, and bug spray available at the pool. With great restaurants, bars, and a convenience store nearby, plus the beach only three blocks away, you'll have everything you need for a perfect stay. The rooms are spacious, with a full-size coffee pot, microwave, refrigerator, and comfortable beds. Quiet hours are enforced, ensuring a peaceful and relaxing stay. With everything this inn has to offer, you'll be sure to have a great time.

  • Old Town Manor

    Key West - Montana

    Old Town Manor is the perfect place for a relaxing getaway in the heart of Key West. This adult-only, pet-friendly, smoke-free property is located less than 1.6 km from the Southernmost Point. Couples, solo travelers, and families alike enjoy the spacious, clean, and comfortable rooms, complete with a refrigerator/coffee bar. The staff are friendly and professional, providing helpful recommendations and going above and beyond to make sure guests have a great experience. Enjoy the outdoor patio with a mid-afternoon cocktail or delicious breakfast served every morning. Whether you're looking for a peaceful break or a fun-filled adventure, Old Town Manor is the ideal spot for your Key West escape!

  • More Romantic Hotels for a Couple's Getaway near Key West

  • Island Bay Resort

    Key Largo - Montana
    Photo of Island Bay Resort 87 miles from Key West

    Island Bay Resort is a paradise of perfection! This stunning 5-star resort is the perfect place to relax and unwind. Located in Key Largo, it's just a short stroll away from Harry Harris Park Beach and offers a variety of activities and amenities, from kayaking and paddle boarding to lounging in hammocks or Adirondack chairs. The grounds are meticulously groomed and the private beach is groomed daily, making it a perfect spot for swimming and exploring the crystalline waters. The resort also features outdoor games, Weber charcoal grills, and kitchenettes in the efficiencies. The friendly staff and personal touch make this resort truly special, and it's no wonder why so many people come back year after year. With stunning scenery and unparalleled service, Island Bay Resort is the perfect place to make memories and create lasting impressions.