Olivia By Duval - The best hotel value on the island. Located close to the beach, Duval street, and all the island has to offer. We have affordable rates and a 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 a historic three story gem located right in old town and convenient to shopping and sunset square. Also known as the popular house, many of our guests choose this accommodation year after year for their vacation. Tucked away on a quiet street with clean affordable rooms and a romantic atmosphere. We make sure our guests feel right at home with the friendliest staff and best lodging experience possible. Exceptional value and quality welcome you.

Jacuzzi - Sauna - Free Breakfast

Blue Marlin Key West - All fifty four rooms overlook a courtyard setting with a large heated pool. There are few hotels with a pool in this price range and location. Only a block off of the quieter historic end of Duval and a short walk to south beach. Contemporary decor and spacious rooms welcome guests who wish to have comfort and quality for the best rates available.

Pool - Parking - Laundry - Mini-fridge

Westwinds Key West - Westwinds offers the comfort of area hotels and the experience of lodging with an historic inn that you won't find at a name brand hotel. Expanded continental breakfast is enjoyed poolside to start each day for our guests who are steps away from the historic seaport district and sunset at Mallory square. Jon us for unique accommodation and vacation to this island paradise.

Pools - Lounge - Breakfast

Eden House - The Eden House offers more amenities like a heated pool, Jacuzzi, and fully equipped apartment suites, than other hotels on the island at lower rates. This is one of the most affordable accommodations we offer that has this much value. Recently renovated and a reputation for being one of the friendliest places to stay anywhere make this a top pick, especially the value you'll get in off season.

Heated Pool - Jacuzzi - Wifi - Apartment Suites 

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 - Ideally located right in the center of old town, allowing guests to explore everything by going in any direction. Rooms have a luxurious island style decor with beds linens that are ultra comfortable. Enjoy free breakfast in our courtyard setting by the pool. We have rooms with amenities like a kitchenette and joining two room suites. High quality at very reasonable rates.

Pool - Free Breakfast - Parking                

Albury Court Key West - This hotel is perfect for the weekend or a week. Rooms offer a tropical ambiance and come with great amenities. Located only five blocks off Duval street in the heart of Old Town. A short walk to sunset in Mallory Square. Very affordable rooms and luxury Jacuzzi suites available.

Pool - Breakfast - Wifi

Best Western Hibiscus Key West - This tropical property has a pool tucked away among it's oversized guestrooms. Enjoy complimentary breakfast and then take a short stroll to south beach and old town. Return to relax in our hot tub or check your email with high speed internet. Great rates and friendly service you can expect from a Best Western.

Pool - Parking - Close to Beach

Doubletree Grand Key Resort Key West - Doubletree Grand Key Resort is a Hilton owned property and boasts the quality and resort amenities you'd expect to find at one of our hotel resorts. Contemporary and luxurious rooms welcome our guests with a zero entry pool, bars, and full service cabanas poolside to enjoy just relaxing your cares away or enjoying a massage. Convenient to smathers beach and the airport, we provide a free shuttle to down town and plenty of parking.

Pool - Parking - Free Shuttle - Pet Friendly

Suite Dreams - Simply the best 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. Rent the entire compound for your next corporate retreat or wedding party and save over hotels and vacation rentals in the area.

Pool - Vacation Rentals - Kitchen

Merlin Inn Key West - Located just six blocks from south beach in a gated tropical compound, and only one block off Duval Street. Romantic poolside suites and lush foliage surround the property in a quiet tranquil atmosphere. Extended Continental Breakfast by the pool each morning. Reasonable rates during season and off season. Old town activities and restaurants are steps away

Pool - Free Breakfast

Old Customs House Inn - Located right on Duval street just steps from Mallory Square and the sunset, the Old Customs House Inn is ideal for those who want a premium location at affordable rates. Nice clean rooms with a tropical decor, surrounded by the best the island has to offer.

Kitchens - Suites - Wifi - On Duval

La Te Da Key West -  La Te Da is a phrase defined as elegant. This is what you will find when you visit this luxury accommodation. 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. Known for being the best value and location. Enjoy resort amenities without the resort fees. Complimentary access to beach chairs, fitness center, several pools and bars at the southernmost hotel collection which is comprised of several properties around the southernmost beach. Rooms are spacious, beds are comfortable, and our staff will go out of their way to ensure you have a fantastic vacation with exceptional service. The best rates, location and value on the island.

Pool - Parking - Close to Beach

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

Lighthouse Court - The Lighthouse Court offers quality accommodations at great off season rates. Lodging ranges from affordable standard rooms, to large luxurious suites with living room and wet bar. Porches and decks adorn the compound property with winding pathways that lead to the large free form pool, complete with bar. You may not want to leave, but will be convenient to everything in old town if you do.

Near Beach - Pool Bar - Continental Breakfast

Pilot House Key West - With fourteen guestrooms surrounding a pool and whirlpool, the Pilot house is in an ideal location and a favorite with experienced vacationers. Enjoy an adults only atmosphere and relax the stresses of life away. Just off Duval and steps to Mallory square for the evening festivities for sunset. Rooms are  furnished with classical island antiques and unique appointments not found in the corporate hotels.

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 - Only a couple of blocks from Duval and right around the corner from the southernmost beach and museums of the historical old town area.  A former estate property comprised of two palatial Victorian era mansions with thirty three guestrooms. You'll find a feeling of warm history in your room. The grounds and pool are surrounded by lush tropical foliage. Rooms are complete with mini-refrigerator, cable TV, and phone. AAA approved rated 3 diamonds.

Pool - Pet Friendly - Free Breakfast

Papa's Hideaway - As the name suggests, this gem is the perfect hideaway for your vacation to paradise. Tucked away just steps from Duval st and the southernmost beach. All the amenities of the big name brand resorts, without the crowds and all the local charm and relaxation you're looking for.

Pool - Wifi - Free Breakfast - Kitchenettes

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, bungalows and large homes. Tropical compound properties located just off Duval Street, in Old Town, and a from South Beach. Boasting a charming "conch" style decor in combination with all the amenities and comforts of home. Perfect for large corporate parties who would like to save money on renting several hotel rooms, or the family that would like to feel at home while on vacation. We have the most romantic private bungalows for your honeymoon or weekend getaway.

Pool - Pets -Kitchen

Southernmost on the Beach Key West - The Southernmost On The Beach Hotel is part of the southernmost hotel collection which offers resort amenities to their guests and a level of quality that is unmatched for their rates. Enjoy complimentary beach chairs on the best beachfront property on the island and have cocktails delivered to you chair from the beachside cafe. Step out onto your balcony and take in the ocean breeze and endless views of the turquoise Atlantic ocean. Long known as the best valued beachfront luxury resort.

Pool - Parking - Ocean Views - No Resort Fees

Rent Key West Vacations - Vacation rentals and condos that provide the comforts of home. Whether you need a large private home or a little romantic bungalow close to the beach, we have what you're looking for. Perfect for larger parties and corporate events, our guests find renting a vacation rental home is much less expensive than renting several cheap hotel rooms. Quality and space for the best rates and value.

Pool - Free Breakfast

Island City House Key West - Three unique guest houses that surround a lavish tropical compound with brick paved pathways guiding you to your room and pool area. Plenty of lounge chairs and areas on the property to sunbath and enjoy the island weather. Located a short stroll from Duval and nightlife, but set back enough to be a quiet sanctuary to return to for  rest and relaxation.  Guests are welcomed each morning in the courtyard to a complimentary extended continental breakfast. Economy and luxury suites from simple to extravagant.

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 and 2 Bedroom Homes - 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. One and two bedroom Caribbean style cottages and bungalows that have been luxuriously appointed with a contemporary island decor and plush bedding to ensure your vacation is comfortable and relaxing. Our staff prides itself on guests that return to stay with us each year and hope to make you a regular with the best Inn on the island.

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 premier and only beachfront Bed and Breakfast accommodations. The La Mer and Dewey House offer breathtaking and expansive ocean and white sand beach views from private balconies and expanded palm shaded porches. A perfect setting for your next romantic getaway! Enjoy the resort amenities of the nearby southernmost hotel collection. True luxury and fine styling in an ideal location.

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

Fairfield Inn by Marriott -  Newly renovated with a luxurious tropical setting, the Fairfield Inn by Marriott in Key West is perfect for large groups or romantic getaways. If you're looking for full resort amenities and parking at more affordable rates, the Fairfield is a great choice. Call us directly for the best rates at one of the best valued hotels on the island.

Pool - Full Suites - Parking