Olivia By Duval - The best value on the island. Located close to the beach, Duval street, and all the island has to offer. We have affordable rates and pool. If you're looking for the best deal around, give Olivia By Duval a call.
 

Pool - Near Beach - Kitchen

Key West Bed and Breakfast - The Key West Bed & Breakfast is located in the William Russell House (circa 1898), and is listed in the National Historic Register. Constructed by Bahamian shipbuilders, this lovely 3-story Victorian is located on a quiet, tree-shaded street in the heart of "Old Town."

Jacuzzi - Sauna - Free Breakfast

Westwinds Key West - Westwinds is an enchanting, tranquil compound in the heart of Old Town Key West. Ideally situated in the Historic Seaport District just 2 blocks from the waterfront and 4 blocks from Duval Street. Many shops, restaurants, historic sights and famous sunsets are just steps away.

Pools - Lounge - Breakfast

Speakeasy Inn Key West - Conveniently located in the southernmost area of Old Town Key West, this landmark offers an elegant and romantic retreat. The Speakeasy Inn was the former home of rumrunner Raul Vasquez and built in the time Key West was known for salvaging and cigar manufacturing from imported Cuban tobacco.

Close to Beach - Mini Fridge

Blue Marlin Key West - One Block from Duval, the Atlantic Ocean, and the beach. In the 'Heart' of 'Old Town', a short walk to most attractions. All rooms have A.C., refrigerator & color TV.

Pool - Parking - Laundry

Budget Key West - This guesthouse is perfect for the weekend or a week. Rooms offer a tropical ambiance and come complete with queen or king size bed, cable, and kitchenette. Located five blocks off Duval street in the heart of Old Town. A short walk to sunset in Mallory Square. Very new and clean.

Kitchenette

Center Court Key West - Comfortable, luxurious, affordable and steps from Duval Street, we offer lodging in many unique settings...a guesthouse, inn, villas, cottages, condominiums and historic homes, all offering romantic Island style hideaways with private Jacuzzis, some with private pools.

1-2-3 Bedrooms - Pool - Kitchen        

Duval Inn Key West - Duval Inn nurtures the delicate charm of a historical guest house and also incorporates the character of our unique and original island. The 19th century conch house sits on the most advantageous block on the island. Within a quick jaunt in any direction are Key West’s most alluring and treasured spots.

Pool - Free Breakfast                 

Rent Key West Vacations - Why rent a private residence? Because you're smart and want the greatest value for your vacation dollar! We offer romantic hideaways, distinctive private Old Town residences and elegant waterfront condos to fit any lifestyle or budget.

Pool - Free Breakfast

Best Western Hibiscus Key West - This tropical property is just one block from Duval Street and within easy walking distance of the Atlantic and Gulf beaches, shops, restaurants, and entertainment.

Pool - Parking - Close to Beach

Doubletree Grand Key Resort Key West - Doubletree Grand Key Resort is the newest resort-style property among the luxury Key West hotels. Conveniently located to everything the island has to offer, our  hotel provides the ideal accommodations for any traveler.

Pool - Parking - Free Shuttle

La Te Da Key West -  La Te Da is a phrase defined as elegant. This is what you will find when you visit this fine establishment. Complete with a four-star gourmet restaurant, pool, two bars, and large rooms. Free breakfast is served in the restaurant and south beach is two blocks away. If you are looking for affordable, true luxury, this is it.

Pool - Bar - Close to Beach - Free Breakfast

Southernmost Hotel Key West - The Southernmost Hotel in the USA is the ideal Old Town location. On Duval Street, walk to the beach, shops and nightlife, or choose to relax beside one of our two poolside tiki bars.

Pool - Parking - Close to Beach

Merlin Inn Key West - Enclosed garden compound, one block off Duval Street. Rooms offer A/C, TV, private bath. Romantic poolside suites. Nice Continental Breakfast by the pool. Reasonable rates. Old town activities and beaches are within easy walking distance.

Pool - Free Breakfast

Casa 325 Key West -  Located right on Duval street, just 2 ½ blocks from the sunset at Mallory Square, this tropical oasis offers the best of both worlds. Each unit offers a kitchenette. Includes a beautiful pool and grounds. Two bedroom units available. If you ever wanted to leave, you’re just steps away from anything you might need.

Pool - Kitchenette

Suite Dreams - Simply the finest one, two, and three bedroom suites. Features include; living rooms, fully equipped  kitchens, private entrances, gardens, and patios. The Super Suite even has its own private pool.

Pool - Vacation Rentals - Kitchen

Pilot House Key West - Appointed with a careful blend of antiques and decorated with tropical furnishings accommodating the discriminating tastes of the experienced travelers.  We offer unique lodging accommodations with 14 guest rooms to choose from, all with private bath, color TV, private line phones, air-conditioning, and paddle fans.

Pool - Whirlpool - In room Jacuzzi - Kitchen

Key Lime Inn Key West - The Key Lime Inn is a 37 room historic hotel located in the center of Old Town, just two blocks from Duval Street. This former estate property offers a Bed and Breakfast in several buildings spread out over a one-acre compound with mature landscaping, a large pool, and convenient parking.

Pool - Close to Beach - Free Breakfast

Chelsea House Key West - A piece of history in every spacious room. Have a cappuccino made to order by the heated pool. The grounds are magnificently surrounded by tropical foliage, and the sunken dining area provides for the continental breakfast each morning. Rooms are complete with refrigerator, cable, and phone.

Pool - Pet Friendly - Free Breakfast

Mermaid and the Alligator Key West - Full breakfast, pool & sundeck, off-street parking. The islands' most elegant guesthouse. When you've seen all you want to, simply "come home" and relax in our beautiful garden setting, in the sun or shade. Enjoy the subtle music...cool off with a dip in our pool...recharge yourself. As night falls enjoy a complimentary glass of wine as you unwind to make your evening plans.

Pool - Free Breakfast - Free Evening Wine

Cayo Hueso Key West - Private cottages, homes and villas. Located one quarter block from Duval Street, in Old Town, and just one block from South Beach.  Offering a charming "conch" style combined with all the amenities.

Pool - Pets -Kitchen

Southernmost on the Beach Key West - The Southernmost On The Beach Hotel is nestled on the Atlantic amidst swaying palms and a white sandy beach. Stroll to restaurants, attractions, and the islands' dazzling nightlife.

Pool - Parking - Ocean Views

Island City House Key West - Three unique guesthouses that share private tropical gardens with red brick pathways winding throughout. Our crystal clear pool and surrounding deck are the perfect places to relax and sunbathe. Guests are greeted each morning in the shaded brick courtyard with a continental breakfast buffet of tropical fruits, home baked breads, coffee and teas.

Pool - Free Breakfast - Kitchen

Private Oceanview Estate - Large private compound with two homes and a pool. Endless ocean views from several balconies and verandahs. Perfect for large families and corporate retreats. One of the most beautiful and unique vacation rentals in the Florida keys. Main house is a 4 bedroom and the guesthouse has 2 bedrooms. Sleeps 14-16 guests.

4-2 Bedrooms - Pool - Kitchen - Oceanview     

Paradise Inn Key West - This luxury guest house is just one block from Duval Street and within easy walking distance of the Atlantic and Gulf beaches, shops, restaurants, and entertainment.

Pool - Parking - Free Breakfast

Casa Marina Resort - Enhancements are complete on one of Key West’s finest properties!  Check out the stylish redesign of all the rooms and suites, or take a dip in the two brand new pools.  And you can always relax in the new lobby that speaks to old Key West ambiance.  See more at the official website.

Totally Renovated Rooms - 2 Brand New Pools

The Reach Resort - With $32 million renovations complete, the Reach Resort is Key West’s premier luxury, boutique resort.  Everything from the rooms and lobby to the pool and private beach (the only one in Key West) is updated and ready for your enjoyment.  Check the official site for all the details.

Completely Renovated Property – Private White-Sand Beach

La Mer & Dewey House Key West -  Key West's only Bed and Breakfast on the Beach. La Mer and Dewey House offer one-of-a-kind ocean and garden views from private balconies and wide, shady porches. A perfect setting for that romantic getaway!

Pool - Free Breakfast - Beach Views

1800 Atlantic Condos -  Oceanfront condos with an Olympic size pool, located on the largest beach in Key West. Enjoy spectacular ocean views from your luxury condo at 1800 Atlantic. We also have the largest Jacuzzi on the island, BBQ grills, tennis courts, and more. 1, 2 and 3 bedroom units available.

Pool - Kitchen - Ocean /Beach Views