Whitehead Room @ Inn On Fleming~adults Only 2nd Lvl Queen Community Pool
B&B, Key West
This Key West Old Town apartment, located two blocks from the Historic Seaport and a short walk from Duval Street, is housed in an 1894 building that once belonged to a Board of Education chair.
The 160-square-foot studio offers a king-size Serta PerfectSleeper mattress, a private bathroom, and access to a pool, garden, and concierge services; it sleeps two and includes amenities such as a mini-fridge and bicycle access.
The 160-square-foot studio offers a king-size Serta PerfectSleeper mattress, a private bathroom, and access to a pool, garden, and concierge services; it sleeps two and includes amenities such as a mini-fridge and bicycle access.
Marreros Guest Mansion - Adult Only
B&B, Key West
Marreros Guest Mansion is situated in Key West's Duval district, just a short walk from Duval Street and within easy reach of the Ernest Hemingway Home and Museum and Mallory Dock. The guest house has consistently received excellent ratings for its location, cleanliness, and overall guest experience.
The guest house offers a single bedroom and bathroom, along with a kitchen featuring a refrigerator. Guests can enjoy a refreshing dip in the year-round outdoor pool, relax on the terrace, and take advantage of the complimentary evening happy hour, complete with beer, wine, and snacks.
The guest house offers a single bedroom and bathroom, along with a kitchen featuring a refrigerator. Guests can enjoy a refreshing dip in the year-round outdoor pool, relax on the terrace, and take advantage of the complimentary evening happy hour, complete with beer, wine, and snacks.
Paradise Island Suite-2 Bedroom 1 Bath, A Block Off Duval St W/pool, Parking
B&B, Key West
This Key West guesthouse is in the Historic District, steps from St. Paul's Episcopal Church and Duval Street, with Mallory Square and beaches within a 15-minute drive.
This two-bedroom, one-bathroom inn sleeps six, features a kitchen with a fridge, microwave, and dishwasher, a pool, terrace, garden, parking, and offers on-site barbecue grills.
This two-bedroom, one-bathroom inn sleeps six, features a kitchen with a fridge, microwave, and dishwasher, a pool, terrace, garden, parking, and offers on-site barbecue grills.
Spacious Family Friendly Stay | Garden View | Pool
B&B, Key West
This B&B is located in Key West's historic Old Town, providing direct access to Duval Street's shops and nightlife, and is 1 mile from Smathers Beach via a complimentary shuttle. This 1525 sq. ft. inn accommodates up to 8 guests across 3 bedrooms and 3 bathrooms, offering 4 swimming pools, an on-site fitness center, and opportunities for kayaking and water sports.
Truman Room @ Inn On Fleming~adults Only 2nd Floor Queen & Community Pool
B&B, Key West
This Key West Old Town unit, a short stroll from Duval Street and two blocks from the Historic Seaport, offers convenient access to Key West's main attractions.
The 160-square-foot studio features a queen bed, en-suite bathroom, and access to an on-site pool, garden, and concierge services; it sleeps two guests and offers optional connecting room space for larger groups.
The 160-square-foot studio features a queen bed, en-suite bathroom, and access to an on-site pool, garden, and concierge services; it sleeps two guests and offers optional connecting room space for larger groups.
Key West Beach Stay + Free Breakfast, Pool & Bar
B&B, Key West
This adult-focused guesthouse, offering a sophisticated Key West atmosphere, is located at the quiet western end of Duval Street, a 3-minute walk to the Southernmost Point Buoy and steps from South Beach.
Guests at this intimate inn enjoy exclusive access to the Southernmost Beach Resort campus, featuring three pools, a private beach, lush gardens with hammocks, and daily resort activities, with rooms like the Duval Gardens Petite Queen offering beach-chic decor and historic charm.
Guests at this intimate inn enjoy exclusive access to the Southernmost Beach Resort campus, featuring three pools, a private beach, lush gardens with hammocks, and daily resort activities, with rooms like the Duval Gardens Petite Queen offering beach-chic decor and historic charm.
Hideaway ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!
B&B, Key West
This B&B is located in Key West's historic Old Town district, steps from Duval Street's galleries, restaurants, and bars, and just a couple of blocks from the beach and the Southernmost Point.
The 'Hideaway' room offers 250 square feet of space with a king bed, a stocked kitchenette including a fridge and microwave, air conditioning, and outdoor seating, accommodating up to 2 guests.
The 'Hideaway' room offers 250 square feet of space with a king bed, a stocked kitchenette including a fridge and microwave, air conditioning, and outdoor seating, accommodating up to 2 guests.
Sunny Oasis | Outdoor Pool. Island Experience
B&B, Key West
This studio is located in Historic Old Town on Key West's Atlantic Coast, a 5-minute walk to the Southernmost Point Buoy and Mallory Square.
This accommodation offers a Petite Queen bed, a modern bathroom, a sitting area, and access to resort amenities including three heated pools, two private beaches, and a fitness center.
This accommodation offers a Petite Queen bed, a modern bathroom, a sitting area, and access to resort amenities including three heated pools, two private beaches, and a fitness center.
Steps To Duval St + Free Breakfast, Pool & Bar
B&B, Key West
This B&B offers an adult-focused sanctuary with a sophisticated Key West ambiance, situated at the quiet western end of Duval Street, just a 3-minute walk to the Southernmost Point Buoy and directly adjacent to South Beach.
Guests at this lodging enjoy full access to Southernmost Beach Resort amenities, including three pools, a private beach, oceanfront bars, a fitness center, and world-class spa services, with a daily European-style breakfast included.
Guests at this lodging enjoy full access to Southernmost Beach Resort amenities, including three pools, a private beach, oceanfront bars, a fitness center, and world-class spa services, with a daily European-style breakfast included.
Southernmost Point Guest House & Garden Bar
B&B, Key West
This Key West bed and breakfast is located on Duval Street, just a short walk from the Southernmost Point and the beach, making it a prime spot for exploring the island's vibrant nightlife, shops, and restaurants. Guests rave about the excellent location, cleanliness, and overall experience.
The charming inn features a swimming pool, a hot tub, a garden, and a bar, offering plenty of opportunities for relaxation and recreation. Enjoy a complimentary breakfast, a daily drink ticket at the bar, and free parking, along with the convenience of a concierge desk and room service.
The charming inn features a swimming pool, a hot tub, a garden, and a bar, offering plenty of opportunities for relaxation and recreation. Enjoy a complimentary breakfast, a daily drink ticket at the bar, and free parking, along with the convenience of a concierge desk and room service.
*Near Mallory Square | Resort Pool, Dining + Bar
B&B, Key West
This Key West inn offers a prime location within walking distance to Old Town, Duval Street, Mallory Square, and the Ernest Hemingway Home & Museum.
This pet-friendly B&B features 1 bedroom, 1 bathroom, accommodates 2 guests, and includes a swimming pool, poolside bar, on-site restaurant, fitness center, and EV charging station.
This pet-friendly B&B features 1 bedroom, 1 bathroom, accommodates 2 guests, and includes a swimming pool, poolside bar, on-site restaurant, fitness center, and EV charging station.
Custom House Inn | 8 Br Suite Compound On Duval!
B&B, Key West
This five-bedroom, five-bathroom Key West rental is located on Duval Street, steps from iconic landmarks like Sloppy Joe's Bar and the Ernest Hemingway Home and Museum.
The 1600-square-foot dwelling boasts five uniquely themed suites, accommodating up to 20 guests, with amenities including a rooftop deck, mini-bars, and contactless check-in.
The 1600-square-foot dwelling boasts five uniquely themed suites, accommodating up to 20 guests, with amenities including a rooftop deck, mini-bars, and contactless check-in.
