Search Rockland Key Villa Rentals from CA $523

Change your mind

Book hotels with free cancellation

Treat yourself

Be picky

Search almost a million properties worldwide

Check prices for these dates

In two weeks

In one month

In two months

In three months

Browse Select Rockland Key Villas

Our top choices for Rockland Key villas

"We enjoyed our stay very much."

"Staff, accommodations and location were excellent. Would definitely stay there again."

CA $1,032 total

includes taxes & fees

Oct 5 - Oct 6

"Loved how it was secluded but yet accessible to everything. "

"Perfect place. Great hosts. We had a wonderful time!"

"We loved our stay at this Keywest property. It’s a perfect spot for a celebration getaway. There is Willy T’s next door with live music so you have entertainment on your patio with amazing music. The property is large enough with the two pools and 6 rooms to host a large group. You can walk everywhere as it’s in the center of all the shops and restaurants. Would definitely love to stay again. Thank you! "

Deluxe Villa, Ocean View | Beach/ocean view

"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "

CA $1,268 total

includes taxes & fees

Sep 13 - Sep 14

"The property was beautiful and spacious. My whole family was comfortable and enjoyed."

"Great place to stay"

CA $653 total

includes taxes & fees

Oct 4 - Oct 5

"The accommodations were very nice and comfortable. The place was clean and well maintained. TV/cable instructions would have been very helpful. The upstairs hallway smoke detector triggered for no apparent reason and i had to stand on a stool to deactivate it -kind of dangerous."

"What a great place to stay!!! We enjoyed watching the fish every night right off the dock. Shawn and Cindy were very accommodating when we wanted to extend our stay."

"Can’t say enough great things about this place. From the hosts to the property itself, top notch!"

CA $690 total

includes taxes & fees

Sep 29 - Sep 30

"If you’re looking to stay in Old Town this is the perfect location. Pool right outside the room, FREE Happy Hour from 4-5 and very accommodating hosts. Good for families or couples alike. Awesome!"