Villa vacation rentals in Wemyss Settlement

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Popular amenities for Wemyss Settlement villa rentals

Private villa rentals

Guest favorite
A beachfront villa is framed by delicate white sand and gentle waves. The property is surrounded by lush greenery and rises above the shore, showcasing large windows and a light-colored exterior. The sky is bright with scattered clouds, emphasizing the serene coastal setting.
Villa in McKann's Settlement
4.91 out of 5 average rating, 11 reviews

Entire Home - Private, Tranquil, Ocean Front

KimRating, 5 stars1 month ago
No Plans was just incredible! The hosts were amazing and followed up with us very quickly with any questions we had. The home was beautiful and very private with a lovely front beach and palm trees. Everything you could ask for was in the home and the decor was very beachy and relaxing. The sunsets from the screened porches were straight out of a movie stunning. They provided linens and towels, bath & beach and had every appliance or kitchen need you could think of. The furniture was comfortable and clean. The beds felt like clouds! lol I even asked for the name of the mattresses! We hope to return to No Plans many times in the future. If you’re looking for water front, private beach, boat mooring, all the comforts of home, this is the place! Thank you so much for allowing us to have the privilege of staying in your Long Island home! A+++++, 5 Stars
An aerial view captures the stunning coastline, featuring vibrant turquoise water meeting rocky shores. Lush greenery blankets the landscape, with scattered buildings visible along winding paths. The natural beauty of the island is enhanced by the sunlight reflecting off the water's surface.
Villa in Buckley's Settlement
4.94 out of 5 average rating, 18 reviews

Ocean Front Villa 2/2

MeganRating, 5 stars26 months ago
Robin is super helpful and the place was perfect for our stay. The views are amazing. The snorkeling is challenging with some of the tides out front, but if you time it right, well worth the effort! Would definitely stay here again.
Guest favorite
A spacious dining area features a large wooden table arranged for ten, with sweeping views of the ocean through expansive glass doors. Natural light floods the room, and the inviting outdoor terrace is visible beyond.
Villa in Stella Maris
5 out of 5 average rating, 14 reviews

Modern Villa with Pool

AshleyRating, 5 stars2 months ago
Our stay at this home and Stella Maris exceeded all expectations! The accommodations were even better than imagined, and the staff were incredibly friendly and beyond helpful. If you can make the journey, this is a place you won't want to miss out on. It's certain to recharge your batteries and leave you and your family with lasting memories. Our boys will never forget their days and nights in our private pool and your lovely property -- and the evening walks to Moonshine for a strawberry daquiri and to explore the natural tide and all of its creatures. Thank you, Jill, for an unforgettable experience at the most beautiful place on Long Island! 🌴✨
Superhost
A spacious pool terrace features a clear blue swimming pool bordered by a white lattice wall. In the background, the lush green landscape meets the vibrant blue of the Atlantic Ocean under a bright sky, providing a serene outdoor setting.
Villa in Stella Maris
5 out of 5 average rating, 10 reviews

Tropical Villa w/ Private Pool and Panoramic Views

LaurenRating, 5 stars11 months ago
We had a great stay at RH Pool House! The living area and bedrooms were spacious, the view was beautiful, and it was conveniently located to Stella Maris Resort and all their amenities. It was extremely clean and had everything we needed, including a cooler to use. Bruno was incredibly friendly and helpful and we appreciated him checking in on us and going above and beyond to help when we had trouble connecting to the Internet the first day. The pool was a nice bonus at the end of the day. We would definitely stay again!
A spacious balcony is seen, featuring a wooden deck and white railing, with large windows allowing natural light to flow inside. Green foliage is visible in the background, along with a clear blue sky, creating a peaceful setting.
Villa in Clarence Town

HarborBreeze Villas- Two Bedroom Villa

BertramRating, 5 stars109 months ago
Hi everything was just perfect. clean, and very quiet. I cant wait to do it again. My family loved every moment we spent.
Two distinct villas are visible, one painted blue and the other pink, each featuring spacious screened porches. Lush greenery surrounds the properties, with a pathway leading to the lagoon below. The villas are situated in a serene coastal setting.
Villa in Buckley's Settlement
4.93 out of 5 average rating, 45 reviews

Ocean Front Villa 1/1

MichelleRating, 5 stars2 months ago
It was a great place to stay and exceeded my expectations. Thank you for the memories.
A bright kitchen area is equipped with modern appliances, including a refrigerator and oven. A round dining table with four chairs is positioned in the space. Large windows allow natural light to illuminate the room, while the walls are painted in a warm orange hue.
Villa in Clarence Town
4.86 out of 5 average rating, 14 reviews

Harbor Breeze Villas- One Bedroom Villa

SamanthaRating, 5 stars2 months ago
The Harbor Breeze Villas are beautiful! All situated on a hill one after another but yet it feels so private. The walk down the beach is on a nicely lit path. Theres chairs, umbrellas, kayaks and paddle boards all for use. Our issue was no response from the host. No instructions on how to check in or where. We eventually were able had to find other guests and ask them how to check in. There’s a separate building down the road called Great Harbor Club House, no signs for it until you drive down the street and unclear on google maps that they were even associated. Check in was easy once we found it. There was a small shop, restaurant and amazing pool all situated there. We would definitely stay there again!
Superhost
A coastal villa is depicted with a bright turquoise exterior. The entrance features a covered porch with a seating area. Large windows allow ample natural light, and a path leads to the front door, surrounded by a simple landscape framing the home.
Villa in William's Town
4.5 out of 5 average rating, 8 reviews

SugarApple Villa

CandrikaRating, 5 stars13 months ago
Great Location, the beach is walking distance, host was amazing, place was extremely clean! I will definitely stay here again!!

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