When looking for a place to stay during the peak high season, most vacationers are most concerned about rates and dates. Basically during the winter months and beginning around December is when the top 10 hotels and accommodations increase their rates. These higher nightly rates typically stay in place until off season, which begins around the first part of April. This is when there is a significant reduction in rates. If you're trying to save money on a room during the high season, check out our season heat map. This will allow you to locate lodging that is within your price range at a glance. The list of hotels and guesthouses on this page have nightly rates starting at $99 and go up in cost as you go further down the list. The distance from Duval Street usually makes the most significant difference in deals you're going to able to find. The best values tend to be found just a short distance from the main downtown area.
The Key Lime Inn offers a large acre of tropical property around a lush tropical setting. Relax under an umbrella or take dip in the crystal clear pool. We're just a couple of blocks from Duval street and nearby southernmost beach. Easily stroll through old town shops and enjoy restaurants that make this island paradise famous. $119 - $189
This hotel has 38 rooms with a tropical ambiance and conveniences like a cocktail pool, Wifi, Jacuzzi suites, and more. Located five blocks off Duval street in the heart of Old Town. All rooms are very nicely appointed and have luxury options at an affordable price. One of the best deals for luxury or economy hotels. $139 - $269
Located just a block from Duval street and a very short walk to the southernmost beach. The Blue Marlin has a great pool with a covered deck area for those who wish to enjoy the pool and relax in the shade. There are plenty of lounge chairs on the main deck around the pool for those wanting to soak in the sun. With parking and a convenient location. $139 - $299
Enjoy privacy in our tropical gated compound located just one block from Duval Street and a short stroll to the southernmost beach. With a wide variety of rooms ranging from the affordable rates of an economy room with a queen bed to luxurious and romantic king suites. You won't sacrifice quality for the best rates. $139 to $289
The Lighthouse Court offers budget friendly rooms and large full luxury suites with separate living rooms and wet bars. Located across the street from the Hemingway House and next to the historic Lighthouse and Museum. Walk down to the southernmost point and beach. Continental breakfast is complimentary. Enjoy our large compound property and pool area. $149 to $309
You'll find a little history in every spacious room. Have a cappuccino made to order while relaxing by our large heated pool. The property setting is filled with tropical foliage and classic island style. Free breakfast at the start of each day with a lovely dining area by the pool in which to enjoy. Rooms come with mini refrigerator, cable TV, and phone. $159 to $269
Only a block from Duval and right around the corner from the southernmost beach. Offering a large pool, hot tub, scooter rentals, and more all for rates and value you'd expect from a Best Western. $159 to $299
Romantic bungalows for couples and large private homes for families and corporate retreats. If you are looking for a home away from home for your next vacation, just think Cayo Hueso. We offer private pools and amenities you won't find at the hotels. Renting one of our private homes will will save your party a lot when compared to several hotel rooms. Nightly rentals available. $189 - $800
An ideal location for when the island is packed and when you have the place to yourself. The municipal parking lot is close by and you won't need your car while staying at the Cypress House. Charter a fishing trip at the nearby historic seaport or take a romantic sunset cruise. Our front desk staff is here to help make sure you have plenty of things to do and see while you're here. $189 - $289
The Southernmost Beach Resort offers oceanview suites and beachfront access to what many vacationers and locals alike consider the best beach on the island. Enjoy a cocktail delivered to your lounge chair from the beach cafe and experience the warm waters of this island paradise. We also have a great pool, luxurious accommodations and the best rates for an oceanfront hotel all season long. Park the car and walk to all the island has to offer. That is if you want to leave the property. $299 to $599
The only bed and breakfasts on the beach you'll find, and views of the ocean you won't soon forget. Luxury accommodations and a decor that makes these properties the finest BnB's on the island. Step right out of the pool or your suite onto a soft white sand beach. $319 to $599
Located just steps away from the western tip of Duval st and world famous Mallory Square. Stay in the first newly built resort in Key West in over 20 years. Offering 3 pools and a 32 seat poolside bar, you may never want to leave. $327 to $615
Oceanfront condos with the largest pool and Jacuzzi on the island. Grills and covered tables are perfect for family outings and parties just steps from the pool and beach. Enjoy all the amenities of home with breathtaking views of the ocean from our expansive balconies. At 1800 Atlantic we specialize in large spaces and quality accommodations for prices that are often better than renting hotel rooms. $370 - $550
Rate Heat Map
Season Dec-April. $99 - $370: Check out our Heat Map of hotels in the Old Town area near Duval Street. An interactive hotel heat map that will take you on a virtual tour of Key West based on rates from lowest to highest. Prices are reflected in clickable icons making it easy to find your accommodations that are located where you want them and at the price your want to pay.