Casa Marina Resort and Beach Club
The Casa Marina—a Waldorf Astoria Resort— is the last of tycoon Henry Flagler’s luxury hotels. The Casa features private oceanfront views and stunning views of the sunrise with more than 1,100 feet of secluded beach. It is perfect for an intimate vacation along the southern edge of the island. With emerald grounds, lush gardens, and a sparkling pool, it’s easy to feel like royalty. At the Sun Sun enjoy ocean front dining with casual ele
Westin Resort and Marina
The Westin Resort and Marina is a AAA Four-Diamond rated resort that offers 178 deluxe guest rooms, suites, and has the largest marina of any hotel in Key West! The Westin Resort features Bistro 245 offering delicious oceanfront dining overlooking the Sunset Celebration. For those really wanting to get away from it all, Sunset Key at the Westin with private cottages, a spa and award winning Latitudes restaurant.
The Island House, a male only resort, is a great place to make friends, be yourself, and enjoy everything about yourself in a safe, locked compound where everyone is gay—far from the outside world. A friendly and capable all male staff is ready to make sure all guests enjoy their stay. With accommodations that include room service, massages, moonlight swims in the nude, Jacuzzis, and anything you could really ever ask for.
Old Town Manor
Constructed in the late 1800s, this Key West bed and breakfast is also a 21st century establishment. Pet-friendly, certified Green Lodging, and an all-natural breakfast, it’s a perfect retreat for great thinkers and lovers of life and high energy. Creating a calm and relaxing atmosphere that is welcome and open to all guests. It’s a great start to an ideal Key West vacation with an impeccable staff, perfect location, and affordable prices.
Rose Lane Villas
Your southernmost vacation begins here! Only half a block from Duval Street, Rose Lane Villas is a 5 minute walk to Mallory Square, Sloppy Joe's and all of your favorite Key West attractions. The family friendly 1, 2 and 3 bedroom Villas offer newly renovated kitchens, free parking and Wi-Fi. This tropical oasis features a heated pool, just steps from your front door. Don't leave your 4 legged family member behind, we're also pet friendly!
Best Western Key Ambassador Resort
This waterfront oasis is perfect for guests seeking a relaxed vacation right off the waves of the ocean. With wonderful amenities including a heated oceanside pool and a sun bathing deck, the Key Ambassador offers pool and beverage service, as well as a continental breakfast.
With perfectly landscaped grounds, lush flowers, and rocking chairs, it’s the only resort located directly across from Smather’s Beach. Featuring a bright lobby, restaurants, halls, and a Core Fitness Center, Sheraton Suites allows guests a contemporary stay with a Caribbean influence. Accommodations are pet friendly and smoke-free, Caribbean design, two flat-screen televisions, microwaves, refrigerators, Starbucks coffee makers, and WiFi.