Holiday Homes in Plantation Key

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Featured Holiday Homes in Plantation Key

Relax in this serene beachside retreat with an outdoor space featuring a wicker table and chairs.

"Everything just great except need better vaccum"

Beach nearby, sun-loungers, beach towels

"Beautiful place. Our stay was quiet and wonderful. Very clean and comfortable. "

includes taxes & fees

21 Aug - 22 Aug

Relax by the ocean with a clear view, lounge chairs, and a curved pool surrounded by lush greenery.

"We had such a nice time at the Windley Cottage. The owners effectively communicated information about the home and check in before the stay, making arrival very easy. The home was very clean and had everything that we needed. The Anglers Reef area was nice and quiet. We enjoyed walks to the docks, kayaking, and swimming in the pool. We absolutely loved Islamorada and hope to visit again!"

Relax by the pool surrounded by palm trees and lounge chairs.

"Clean , beautiful location and pools . "

Relax under the shade of thatched-roof structures, surrounded by sandy ground and natural rocks.

"We used this as accommodation to explore the keys for 6days and it did not disappoint. Very accurate description of the house. Nice, clean and tidy. Thank you"

Relax by the serene waterfront, where a dock invites you to unwind with a meal or a moment of tranquility.

"Best sunrise site."

includes taxes & fees

25 Aug - 26 Aug

Enjoy ocean views from the resort's two-story buildings with balconies.

"Great location. Beautiful, comfortable accommodations. Would absolutely return. "

Kitchen features a central island with a countertop, surrounded by cabinetry and a refrigerator, microwave, and oven.

"Amazing spot in the Keys. Stayed there the weekend for a wedding in Tavernier and was close to everything we needed. Would definitely stay here again when I come back. "

includes taxes & fees

13 Aug - 14 Aug

"My wife and I stayed here for our honeymoon , and we were absolutely thrilled with everything. We loved that the house had a bunch of mini splits to keep it nice and chilly. We also loved that the house was very clean and well kept. The tiki hut on the water with the tv and great lighting at night makes a perfect place to relax at the end of a fun filled day. All around this was a fantastic place to stay!"

includes taxes & fees

21 Aug - 22 Aug

"This property was amazing basically brand new definitely recommend "

Relax by the pool under the stars, surrounded by lush trees and a thatched-roof structure.

"We have stayed in one of this Hosts properties for 5 years in a row. Always clean, always great communication and we always have a great time. We highly recommend."

Relax on the beach with lounge chairs and enjoy the tranquil atmosphere.

"beautiful and quite neighborhood. "

Relax in a shaded beachside haven with a thatched-roof structure, comfortable seating, and stunning ocean views.

"The porperty had everything we needed for a great family spring break. The kids especially enjoyed trips to the jetty on the golf cart!"

Enjoy expansive views from the multiple balconies with railings, overlooking a central courtyard and swimming pool.

"Our family of 9 stayed in this lovely home for almost a week. We had EVERYTHING we needed available and then some. The home is very spacious and inviting with plenty of amenities. Loved that there was so much room even with all of us, we never felt like anyone was “under-foot”. Beds were super comfortable, and the house was nice and clean. The most amazing sunrises were enjoyed up on the large patios. I would definitely recommend this home. The pictures of the home are spot on."

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

"This condo and the club is awesome. The pool is wonderful. We loved everything about or stay would come back! "

Relax by the central pool surrounded by lush greenery and palm trees, with sun loungers and umbrellas at your disposal.

"We stayed at this property for our spring break trip and thoroughly enjoyed our stay. The home was clean, comfortable, and well-equipped with everything we needed. The location was great—close to local attractions yet peaceful enough for a relaxing getaway. The host was responsive and accommodating, making the entire experience seamless. We would definitely stay here again!"

Relax by the resort's pool surrounded by lush greenery and comfortable lounge chairs.

"This is the best location we have stayed at in Islamorada. The community was safe and quiet, plenty to do right on site with swimming, private beach, kayaks and paddleboards, fishing off dock. We saw manatees most days in the marina. The house is exactly as listed, the owners were quick to respond and fix any issues we had. Would definitely rent again! "

Enjoy a beach view from the large windows in this room, featuring a seating area with a sofa and armchairs.

Relax by the pool surrounded by palm trees and enjoy the serene atmosphere.

"The unit was set up perfect for my family as well as my brother-in-law‘s for a family wedding in Key Largo. The pools were beautiful. The property was well maintained and we had a wonderful time. "