Naples Pier featuring a beach and landscape views as well as a large group of people

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Browse Select Naples Holiday Homes

Walk along the weathered boardwalk to the beach, surrounded by lush greenery.

"Everything about our stay was top notch. The property is beautiful, clean and the perfect location!"

Guests can enjoy a serene beach experience with palm trees and a clear view.

"Very nice place. "

Relax by the pool surrounded by lush surroundings.

"A true gem in the vacation rental jungle. I’ll for sure come back to the Seashore Cottage next year. Beach is walkable, restaurants are walkable, supermarket is walkable… nice & quiet neighborhood.Amazing pool!"

includes taxes & fees

5 Aug - 6 Aug

Relax by the serene pool surrounded by lush tropical plants and palm trees, with a hot tub nearby.

"Excellent trip for Family get-together "

includes taxes & fees

15 Aug - 16 Aug

"College golf team had a great time at "Island Time". Plenty of space and large gathering areas for family and team activities"

"We loved our stay and plan to return. The kids were very comfortable and slept well all trip! Great location and amazingly kind neighbor. "

Walk along the boardwalk to the beach, surrounded by lush greenery.

"The house was perfect for myself and my sister and her family- Thomas was extremely prompt with responding to my questions. Pool was perfect and the spa! Bright, airy, spacious house. "

Relax by the pool surrounded by a transparent roof and lush views.

"Great house as described. Host was very communicative and amenities were amazing. Would definitely book again!!"

includes taxes & fees

16 Aug - 17 Aug

Enjoy a serene beach experience with access to the ocean via boat.

"We had a wonderful time. The Owner was great to work with. A couple cleaning issues, but quickly resolved thanks to the owner. "

Enjoy cooking in this kitchen with a coffee maker, microwave, and ample workspace at the central island with sink.

"Enjoyed our stay and the experience of the dome. "

Escape to a serene coastal haven with a tranquil sea view.

"Once again had a lovely time at the White Cottage."

includes taxes & fees

12 Aug - 13 Aug

Enjoy cooking in this well-equipped kitchen with a dishwasher, oven, and microwave.

"Great place, and the host was awesome!!"

Relax by the serene pool surrounded by lush greenery and palm trees.

"Beautiful property and quiet neighborhood! We enjoyed our stay and the Bonita Springs area! "

Relax in this inviting living space with a central island, high ceiling, and comfortable seating area.

"Charming, well equipped and very comfortable home. The location is great; close to Old Naples along with it’s parks, shopping, restaurants and beaches. The neighborhood is quiet, friendly and safe. The Host thought of everything! This rental would be comfortable for a family of 4 or two couples. Lots of spots to relax and to gather."

Relax by the serene pool surrounded by lush greenery and palm trees, framed by elegant columns.

Surrounded by trees and a wooden fence, this pool area offers a serene ambiance.

"We’ve stayed here for several years and it’s always a great stay. Very clean and well appointed. We enjoy using the private pool and the free bikes to ride to Vanderbilt Beach. "

Relax in this serene bedroom with a large bed, ceiling fan, flat-screen TV, and a desk for work or reading.

"The property was excellent and the check in process was seamless"

Relax in a stylish outdoor space with a sofa and glass-top table, surrounded by a stone wall and ceiling fan.

Relax on the waterfront deck with a view of the surrounding landscape.

"It was a beautiful area and close to everything we did including beaches ...boat rentals... fishing charter... restaurants...outside area was very nice.....could use updating of fire pit table n seating outside.....other than that it was perfect n just like it looked in photos....there were 5 of us....would def recommend "