Villa vacation rentals in Suffolk County

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Top-rated villa rentals in Suffolk County

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A sandy beach stretches along the coastline, bordered by lush greenery and scattered rock formations. The calm waters reflect the clear blue sky, creating a serene view. Nearby trees provide shade, contributing to the peaceful setting of the oceanfront escape.
Private room in Orient
4.89 out of 5 average rating, 9 reviews

Spend the weekend at the beach in my studio grd fl

Take it easy at this unique and tranquil getaway. wake up to the sound of the waves and birds signing. 12 minutes from quaint town of Greenport. your private studio is in the back of my house facing the ocean. your only neighbors are the seagulls. park in the driveway or pull you car right up on the lawn in front of your studio. sliding glass door onto deck, lawn, sandy dune and steps down to my private beachfront. ok to bring dogs to beach, running on lawn, off the lease. I do not mind barking

Guest favourite
The modern house is presented with large windows that reflect surrounding greenery. A spacious wooden deck features outdoor seating arrangements and shade umbrellas. A clear pool invites relaxation, completing a serene outdoor setting.
Villa in East Hampton
5 out of 5 average rating, 18 reviews

Stylish Beauty with Tennis

Due to last minute cancellation, 40% off now Peace and quiet awaits in this stylish modern house on the village fringe. Featuring a first floor Master suite with spa-style master bath, flatscreen TV and direct access to the pool and outdoor shower. The double height, 600 sqft great room is open towards the kitchen and perfect for entertaining. It is equipped with a stunning 82'' flatscreen TV. The south facing deck and heated pool (MD through September) overlook a 6 acre nature reserve.

Guest favourite
The exterior of the house is framed by lush greenery, with a wrap-around deck highlighted by large windows. The warm glow from the interior lights contrasts with the natural surroundings, while the fieldstone chimney adds an element of rustic charm. A pathway leads towards the entrance.
Villa in Guilford
4.89 out of 5 average rating, 36 reviews

TREETOPS! An upscale, unique 5 bdrm home with POOL

TREETOPS is a 4850 square ft 5 bedroom Mid century Modern perched on an outcropping of granite cliffs, surrounded by 2 acres of beautiful forest. *Property not suitable for children under 8 years old* Stroll along the loop trail in our woods, sit in the garden, have a fire in the fire pit, or relax and get some sun by the marine-blue, stone-decked pool! Birdwatching, breakfast, and evening cocktails are best on the spacious wrap-around deck. Hiking is just steps away at "Westwoods Trailhead".

Guest favourite
A heated salt water pool is surrounded by a stone patio, reflecting sunlight on its clear surface. A Japanese Maple tree provides shade along one edge, enhancing the serene outdoor space. Lush green grass and a white fence enclose the area, creating a private setting.
Villa in Southampton
4.95 out of 5 average rating, 75 reviews

Just renovated Southampton retreat w/ heated pool

JUST RENOVATED! INQUIRE ABOUT MONTHLY RENTALS! Come and enjoy with family and friends your own beautiful house in Southampton. 5-minute drive to Cooper’s Beach and to Southampton Village. Enjoy beautiful ocean beaches, have brunch in the Village, swim in your 32’ heated salt water pool, enjoy a BBQ on your patio under the shadow of a Japanese Maple, indulge in a quiet evening with a book by the fireplace, or take advantage of the home office while your family & friends enjoy the property.

Guest favourite
An open-concept living space features a dining area with a rectangular wooden table adorned with a decorative bowl. A spacious couch is positioned near a fireplace, with large windows allowing ample natural light. A stylish chandelier hangs above, complementing the high, pitched ceiling.
Villa in East Hampton
4.99 out of 5 average rating, 108 reviews

East Hampton Village Fringe, Renovated with Pool

This remarkable East Hampton home, nestled along a quiet cul-de-sac, is just moments from shopping, restaurants, and ocean beaches. The residence features an abundance of natural light, crisp neutral color tones, and tall, pitched ceilings that enhance the sense of space. The calming, heated pool provides a perfect retreat for relaxation. Please review our disclosures and house manual to ensure this home meets your needs and expectations. We want to make sure it’s the perfect fit for you.

Villa in Norwalk
4.8 out of 5 average rating, 10 reviews

Cottage in Silvermine: Norwalk New Canaan Wilton

Nestled in a leafy Norwalk neighborhood filled with historic houses, this newly remodeled charming guest cottage/Barndominum on 1 acres in opposite the Silvermine river (where New Canaan, Wilton, and Norwalk meet). The guest cottage is separate from the main house. It is a quaint, quiet and cozy. 1 bedroom 1 bathroom new kitchen including range, dishwasher, Keurig and washer and dryer. The bedroom has a queen bed and the living room has a sofa and chairs. Twin cots can be brought in.

Top guest favourite
A lush backyard features a children's playset alongside a hammock. Adirondack chairs are arranged around a fire-pit, framed by trees and greenery. A serene waterfront view is visible, with a dock extending into the calm waters, enhancing the natural landscape.
Villa in Southampton
5 out of 5 average rating, 104 reviews

Hamptons WaterLiving-Dock, Kayak, Beach, EV charge

[FOLLOW US on INSTA @29watersedge] 1-mile from the beach, this child-friendly waterfront Southampton home is a perfect family getaway. Ready for watersports: kayak, paddleboard, boat, or jet ski. Walk down to the beach for a swim in the bay. At home, the backyard has it all: large dock, fire pit, swing/playset, hammock, grill, & oversized deck to take in the views. Surrounded by nature and water, you are just minutes from restaurants and shopping in Southampton Village &Sag Harbor.

Superhost
An inviting living area features a stone fireplace accompanied by a large flat-screen TV. Colorful artwork and decorative accents include modern furniture and plush seating. Large windows allow natural light to fill the space, while a dining area is visible in the background.
Villa in Bridgeport
4.81 out of 5 average rating, 16 reviews

Indulge in Prime Luxury 3BR 3-7 Guest

Experience luxury and convenience at our stunning villa! Whether you're planning a group retreat or a family escape, our exquisite property is your ideal haven. Located just moments away from major hospitals, universities, and transportation hubs, our villa provides unmatched accessibility to all your needs. Note: lower level unit listing it might be someone staying/living on the lower unit. They will not be able to disturb or enter the listing separately entrance

Expansive green lawn extends towards the horizon, bordered by white fencing and mature trees. A serene landscape is visible with grazing horses in the background. Bright blue sky complements the lush surroundings, creating a peaceful outdoor environment.
Villa in East Quogue
4.76 out of 5 average rating, 34 reviews

Farm reserve sunset views

Beautiful villa in beginning part of the Hamptons for a more convenient commute. A private hideaway surrounded by nature where you can relax. It’s perfect for families and friends who love nature, horses and beautiful sunsets. Since our property is spread out over an acre (and surrounded by greater than acre properties), we have the space to allow our guests the ability to maintain a safe distance while still being able to relax comfortably during their stay.

Guest favourite
The exterior of the Mid Century Modern home is showcased against a twilight sky, featuring wooden cladding and expansive windows. A spacious deck with an umbrella and outdoor dining area is visible, along with nicely landscaped grassy surroundings, creating an inviting outdoor space.
Villa in East Hampton
4.98 out of 5 average rating, 43 reviews

Luxe| Pool|Game Room |Outdoor Movie|HotTub|Firepit

SERENITY AT SHOREWOOD Luxurious Newly Renovated Mid Century Modern Home in East Hampton with Beach Car! Peaceful and stylish with three bedrooms, 3 1/2 baths, spectacular great room, huge deck, heated pool and more, less than four miles to the heart of East Hampton Village, world renowned for its restaurants, shopping and ocean beaches. A designer-curated architectural gem! Kick back and relax in this calm, stylish space.

A serene shoreline extends along a calm bay, bordered by lush greenery. The sandy beach is flanked by gentle waves, with a distant view of the horizon under a clear blue sky. Coastal trees add a natural touch to the peaceful landscape.
Private room in Orient

balcony entrance to ensuite room with king bed +

Take it easy at this private beachfront. wake up to the sound of the waves and birds signing. 12 min from quaint town of Greenport. your room is in the back of my house, up the stairs to balcony entrance facing the ocean. your only neighbors are the seagulls. park in the driveway or pull you car right up on the lawn + sandy dune, stairs down to my private pebble beachfront. lots of waterfront dining.

Superhost
An open concept living area is presented, featuring a large dining table adorned with a floral centerpiece. A modern kitchen is visible in the background, equipped with white cabinetry and stainless-steel appliances. A comfortable seating area is highlighted by a green sofa and a mounted television.
Villa in Bridgeport
4.5 out of 5 average rating, 14 reviews

Cheerful 3-bedroom vacation home with fire pit

Kick back and relax in this calm, stylish space. freshly renovated where everything from the fixtures to the furnishings are brand new. This home features a large, fully-fenced backyard, 3 bedrooms, 2 bathrooms, fully appliance kitchen, and popcorn machine with Candy dispenser. As you enter this home, you are greeted by an open concept living room with a 75" smart tv

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