Off season in Key West Florida starts around April for the top 10 hotels. This runs during the summer months and provides a great opportunity for those looking to visit the island and save some money. This is a fun and affordable destination if you choose the right accommodations and transportation. When searching for a place to stay in off season, chances are you'll be able to find a great place to stay within walking distance to Duval Street and the beaches for an affordable rate. Some of our most luxurious resorts and fine lodging offer discounts and special deals during this time of year. High season usually kicks off in December when the nightly rates and packages increase a bit. Adjusting your travel plans to visit during the summer months will help cover the costs associated with getting, staying and playing here. Key West is a fantastic destination for families and couples looking for a romantic getaway. There’s days of shopping, sightseeing and nightlife packed into a little two by four mile island. The list of properties found on this page are arranged from low starting rates of $79 a night and increase in rates as you go down the list.
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. $89 - $199
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. $99 - $199
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. $99 - $179
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. $99 - 239
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. $109 - $199
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. $119 - $199
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. $159 - $249
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. $149 - $450
Ideal for couples and singles looking for a little romance and class in your room style and decor. The Cypress House is a far step above the over crowded hotels that cater to families and standard furnishings. Stay with us in one of our three unique Conch mansions and former homes. $169 - $269
The Southernmost Beach Resort 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. $199 to $599
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. $219 to $599
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. $250 - $450
Everything is new and more at this resort. The first in 20 years, this newly built resort overlooks Key West Harbor with breathtaking views of the water and boats. Take a dip in one of the three pools and enjoy cocktails delivered to you poolside as you soak up the sun. Want to get out and explore all the island has to offer? That won't take long, as this place is in the heart of it all! $279 to $543
Rate Heat Map
(Off-Season) April-Dec. $79 - $185: Check out our Heat Map of hotels in Key West. An interactive price heat map that will take you on a virtual tour of the island based on price. Rates from high to low with clickable icons allow you to see exactly where your hotel is located and the price range it's in.