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Marathon Oceanfront Suite | King Bed + Balcony

Escape to the Oceanfront Balcony | 1BR King (Suite), where breathtaking ocean views and luxury amenities await. This spacious suite features a plush king bed, a separate living area with a queen sofa bed, in-room refreshments including a beverage cooler and coffee/tea maker, and a spa-like bath with a walk-in rainfall shower. Step onto your private oceanview terrace, and experience five pools, beachfront dining, and endless coastal adventures in the Florida Keys.

Conch Key Villas #1. Fun, fishing & great sunsets

Studio One's waterfront rental is located on the ground level. Our units differ vastly from other Florida Keys lodgings because our property is right on Florida Bay. If you trailer your boat, the dockage is a few feet from the back door. Our docks can handle boats up to 25’ and you can park your trailer in our front lot. There is a boat ramp just two blocks away. Studio 1 can sleep 2 adults and one child (up to 12 years). We have a king size bed and a futon.

Marrero's Guest Mansion Adult Only (21+) Room 10

Adult Only (21+) Boutique Hotel. Experience the grandeur of the stately Victorian home, thoughtfully updated and lovingly converted into a boutique hotel. Our location in the heart of Old Town in Key West, just half a block from Duval Street. This charming room is as welcoming as the friendly island locals and features a pillow top queen bed and full private bath. Its private second floor veranda overlooks the garden and pool areas at the back of the house.

Mallory House Room #3

There is no better place for your Key West stay than Mallory House. This historic circa 1890’s home is located on Duval Street in the Gato Cigar Factory Village. Mallory House is steps away from famous attractions, restaurants, cafés, bars and shops. Stay within close proximity to the Southernmost point and beach, the Hemingway house and lighthouse. Enjoy a complimentary cup of coffee on our spacious balcony overlooking world famous Duval Street.

Conch House 3 Bedroom Suite at Grassy Flats Resort

Our spacious three-bedroom suites offer three private rooms with one king-sized bed, two queen-sized beds, and two full baths, with extra room for all of your water sports gear. These deluxe suites can comfortably accommodate up to six people with double occupancy per room, so grab some friends and come soak up the vibes! A full kitchen gives you all the tools and space you need for families and friends to enjoy meals together.

Conch House 2 Bedroom Suite at Grassy Flats Resort

Enjoy a Grassy Key Getaway in our spacious two-bedroom suite! With private bedrooms that each have one queen bed, you can comfortably accommodate up to four guests, with extra room to store your water sports gear. A fully equipped kitchen makes it ideal for cooking family meals and dining comfortably in the suite. This unit has two queen beds, 1.5 bathrooms, a full kitchen, living/dining area, and two private balconies.

Wreckers House Double Queen Room - Adults Only

Adults-only building, available for guests ages 21+ only. Thoughtfully furnished with mixed metals and woods, the Wreckers House tells the story of ships and their crews of "wreckers" who once salvaged goods from the sunken ships in the Florida Keys. Enjoy a sunrise view and an ocean breeze from your private balcony that overlooks the pool and the Atlantic. This room has a mini fridge and an espresso machine.

Wreckers House King Room - Adults Only

Adults-only building for guests ages 21+ only. Thoughtfully furnished with mixed metals and woods, the Wreckers House tells the story of ships and their crews of "wreckers" who once salvaged goods from the sunken ships in the Florida Keys. Enjoy a sunrise view and an ocean breeze from your private balcony that overlooks the pool and the Atlantic. This room has a mini fridge and an espresso machine.

Poolside Room w/ Spa & Tiki Beach | No Hidden Fee

Reconnect and recharge in the Pool Cabana King, where adults-only serenity meets elevated comfort. Just steps from the Oasis Pool, this tranquil space features a king bed, an expansive lanai, and personalized food and beverage service delivered to your terrace. Tucked into the peaceful corners of Hawks Cay Resort, it's your personal slice of island calm—perfect for unwinding in the Florida Keys.

Cabana Inn Private Loft In Old Town with Breakfast

When tropical oasis meets Duval Street, you know you have arrived at the Cabana Inn. Located just a block from Duval Street, our adult-only Key West inn is hidden amongst the shady trees to create a tranquil paradise. The historic conch estate, with cottages that were meticulously converted into a comfortable Key West hotel, features modern designs throughout the interior and exterior.

Parrot Key, Garden 2 Bedroom Suite w/ Living Room

The island life awaits you at the Parrot Key Hotel and Villa in Key West. The Island getaway has an authentic ambiance with locally-inspired rooms and views of the Gulf of Mexico. Your room charge will be paid prior to your arrival. The remaining balance of taxes (12.5%) and facility fee ($51 resort fee + 12.5% tax + $30 valet fee) will be charged upon arrival.

Humidor House King Room - Adults Only

Adults-only building, available for guests ages 21+ only. Decorated with an ode to Caribbean cigar making, the Humidor House has a cozy, sophisticated feel. With a private oceanfront balcony that's just steps away from the water, it’s the perfect getaway for solo travelers and couples alike. This room has a mini fridge and an espresso machine.