Bed and breakfast holiday rentals in Key West

4.92 out of 5 average rating, 12 reviews

Treetop Suite

**21 + AGE LIMIT!! ** Unwind and recharge in the Treetop Suite! This room is located on our 3rd floor, and we do NOT have an elevator. This room is perfect for a romantic getaway - it sports a king bed, a shower, and a separate soaking tub. Parking is available for free, first come first serve, on property. Guests can enjoy our stunning gardens and multiple outdoor sitting areas surrounded by lush greenery. Take a dip in the plunge pool, and enjoy our daily hot cooked breakfast and happy hour.

4.75 out of 5 average rating, 4 reviews

Duval Key West King Room at Suite Dreams Inn

Suite Dreams Inn is an intimate family-owned boutique Key West Bed & Breakfast in the tranquil upscale Casa Marina Old Town neighborhood, offering oversized suites with luxurious king & queen beds, kitchens, living rooms, 2 pools, 24/7 laundry, free parking, and relaxing outdoor spaces. We are LGTB & pet friendly & will accommodate well behaved children of any age, as well as private clothing optional & traditional guests. Close to the beach, Duval St., jet ski r

4.97 out of 5 average rating, 137 reviews

Steps off Duval - Paris - Beautiful Queen Room, Included in the price: breakfast, happy hour, bicycles.

One of 6 rooms at Andrews Inn! Neighbor with the Hemingway House, a beautifully decorated room with private bathroom, air conditioning, ceiling and tower fan, a new queen-size NECTAR mattress, Smart TV with Netflix, free Wi-Fi, in-room refrigerator. Guests staying here must be able to climb a single flight of stairs. We are an owner-operated Guest House where you will feel a lovely welcoming and a relaxing atmosphere. Included in the price: breakfast, happy hour, bicycles.

Private room in Big Pine Key

5 out of 5 average rating, 3 reviews

Beach View Room Dormitory Room Barnacle Resort

The Beach View Room offers a serene escape with stunning ocean vistas. Featuring a luxurious king-sized bed, soft linens, and beach-inspired décor, it’s perfect for a relaxing getaway. Enjoy the gentle sea breeze from your private balcony, and unwind to the soothing sound of waves. With amenities like a mini-fridge and Wi-Fi, it’s an ideal retreat for couples or solo travelers seeking comfort and breathtaking views in the heart of the Florida Keys.

5 out of 5 average rating, 4 reviews

The Artist House Key West - Small Queen

The most private of our rooms, the Sun Room is accessed via a steep staircase located in the rear of the property. This is the only room that we has an exterior entrance. The room itself is decorated in a chic Parisian style, with queen sized bed and modern glam. The bathroom has a glass shower. The entirety of this room was renovated from top to bottom in 2021. There is a tree-top view visible from the sunny Bahamian shutters.

4.93 out of 5 average rating, 186 reviews

Nuns Room, A single travelers delight!

21 + age limit! You won’t want to leave this charming, one-of-a-kind space specially designed for a single traveler. ONE GUEST ONLY. The bathrooms for this room are shared with 3 other rooms. Both bathrooms are fully equipped with toilets, showers, sinks, body wash, shampoo, conditioner, hand towels, and hair dryers. Bath towels are in the rooms. A repeat guest favorite - all the amenities for a fraction of the price!

4.94 out of 5 average rating, 126 reviews

Mo Room - 1 Queen, Shared bathroom, Breakfast

21 + age limit! Queen bed with funky art overlooking the front of the house on our 2nd floor. The bathrooms for this room are shared with 3 other rooms on our 2nd floor. Both bathrooms are fully equipped with toilets, showers, sinks, body wash, shampoo, conditioner, hand towels, and hair dryers. Bath towels are in the rooms. We also have a plethora of outdoor sitting areas for guest use. A favorite of repeat guests!

4.96 out of 5 average rating, 167 reviews

Bella's room - 1 Queen + 1 Twin, Shared bathroom

21 + age limit! This room is 2 beds - queen and twin for up to 3 adults. This room is the most spacious of the shared baths. The bathrooms for this room are shared with 3 other rooms. Both bathrooms are fully equipped with toilets, showers, sinks, body wash, shampoo, conditioner, hand towels, and hair dryers. Bath towels are in the rooms. We also have a plethora of outdoor sitting areas for guest use.

4.9 out of 5 average rating, 157 reviews

Pink - 1 Queen bed, Shared bathroom

21 + age limit! Queen bed for 2 across from the shared bathrooms on our 2nd floor. The bathrooms for this room are shared with 3 other rooms on our 2nd floor. Both bathrooms are fully equipped with toilets, showers, sinks, body wash, shampoo, conditioner, hand towels, and hair dryers. Bath towels are in the rooms. We also have a plethora of outdoor sitting areas for guest use.

4.84 out of 5 average rating, 296 reviews

Hotel room in Key West

Duval Hideaway w/ Patio and Parking (Adults Only)

Located in the heart of Old Town, this unique property is centrally located for easy access to landmarks and sights. Our property is fully furnished, includes a private patio and is accessed via a private entrance. *Please note you must be 21 or older to make a reservation on this property and all guests must be at least 18 years old.*

4.96 out of 5 average rating, 123 reviews

Bates - 2 full beds, private bathroom

21 + age limit! The Bates room is on our first floor and sports 2 full sized beds. The room can accommodate 3 people and has it's own bathroom. The windows bring in lots of light and is easily accessible as it is 1st floor. The artwork is original and specific to the room. Repeat guests love this room!