Find a Bed and Breakfast in Rockland Key from CA $110

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Browse Select Rockland Key B&B

Traditional home with a charming facade, featuring a balcony and a white picket fence.

"Great stay"

CA $168 total

includes taxes & fees

Aug 17 - Aug 18

Surrounded by lush greenery, this residential setting features a pool and a traditional home with a concrete deck.

"We loved the patio & the pool. All around amazing place to stay. Friendly staff. "

CA $219 total

includes taxes & fees

Aug 11 - Aug 12

Relax on the deck with a lounge chair and enjoy the serene views of the lush landscape.

"It was very peaceful to stay there as well as very clean! "

CA $155 total

includes taxes & fees

Aug 17 - Aug 18

Relax by the serene pool surrounded by lush vegetation, complete with a clear pool, lounge chairs, and a shaded gazebo.

"Fantastic hotel! "

CA $299 total

includes taxes & fees

Aug 18 - Aug 19

Relax by the pool with comfortable sun loungers and a refreshing pool.

"Great property and location was great."

CA $236 total

includes taxes & fees

Aug 18 - Aug 19

Enjoy the vibrant street scene from this balcony overlooking the Caribbean House Key West neighborhood.

"Have stayed here several times over the years. No frills, but clean, well maintained, great little breakfast/ coffee/tea area, and the staff is phenomenal. "

CA $212 total

includes taxes & fees

Aug 11 - Aug 12

Premium bedding, iron/ironing board, free WiFi, bed sheets

"The staff went above and beyond for us to have a great vacation and stay! "

CA $255 total

includes taxes & fees

Aug 25 - Aug 26

Enjoy a cold beer on our outdoor seating area with a taste of Key West's history.

"Very nice B&B close to everything."

CA $187 total

includes taxes & fees

Aug 12 - Aug 13

Relax by the serene pool surrounded by lush greenery and comfortable lounge chairs.

"Nice place to stay for weekend get away."

CA $231 total

includes taxes & fees

Aug 13 - Aug 14

Relax by the serene pool surrounded by lush plants and a majestic palm tree.

"Nice little cottage and pool. Sammy made us breakfast each morning and Catie his dog there to greet. All dining, shopping and water sport in walking distance."

CA $198 total

includes taxes & fees

Aug 17 - Aug 18

Relax in a serene bedroom with a four-poster bed, desk, and lush views.

"Great spot "

CA $228 total

includes taxes & fees

Aug 11 - Aug 12

Relax by the serene pool surrounded by lush greenery and palm trees, with lounge chairs and umbrellas providing shade.

"Great property"

CA $247 total

includes taxes & fees

Aug 13 - Aug 14

"Didn't know parking wasn't at the location. We were on the second floor and had a hard time getting luggage upstairs and downstairs. Stairs were uneven and narrow. "

CA $255 total

includes taxes & fees

Aug 11 - Aug 12

"Hotel was great and Kasey the activities direct was so fun and helpful"

Stroll along the winding pathway to a serene outdoor space with a stone wall, potted plants, and a cozy bench.

"Outside environment is lovely and very comfortable. "

Relax by the serene pool surrounded by lush tropical vegetation and comfortable seating options.

"The vibes were right! Room #12 in the back poolside solo cottage is fire!! 🔥✌️🧘‍♀️😘 "

CA $308 total

includes taxes & fees

Aug 12 - Aug 13

Relax by the serene pool surrounded by lush greenery and a charming building with a white facade and blue shutters.

"Easy to access and a peaceful place. I’ll definitely come back."

CA $409 total

includes taxes & fees

Aug 11 - Aug 12

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Top Rockland Key Hotel Reviews

Fairfield Inn and Suites by Marriott Key West

10/10 Excellent

"Staff is personable and efficient, knowledgeable about local activities. The bed was very comfortable. Refrigerator and microwave was a great option for reheating leftovers. The included continental breakfast and free shuttle to town was an awesome convenience feature!"