Villa vacation rentals in Water Mill

Find and book unique villas on Airbnb

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Popular amenities for Water Mill villa rentals

Private villa rentals

Superhost
A modern outdoor space features a rectangular pool with crystal clear water, framed by a wooden deck. Comfortable seating arrangements, including two chairs with cushions and a dining table set for six, are complemented by an umbrella for shade.
Villa in North Fork
4.88 out of 5 average rating, 56 reviews

Year-Round Heated Pool Villa - 3 blocks from town

JaimieRating, 5 stars4 days ago
George was an excellent Air BnB host!!!! His responses were prompt and answered any questions we had. The location was ideal in Greenport as everything was walking distance. We had an amazing time!
The spacious home is framed by lush green grass and features a welcoming wrap-around porch. Large windows illuminate the exterior, while a stone pathway leads to the entrance. Surrounding trees provide a natural backdrop, emphasizing the serene setting.
Villa in Southampton
4.95 out of 5 average rating, 22 reviews

Chic 4 Bed, 3 Bath Home w/ Pool - Walk to Beach

HeidiRating, 5 stars8 months ago
Mona's home has an incredible energy that instantly makes you feel welcome. Inside, the house is well appointed ensuring every comfort and convenience at your fingertips. The outdoor space is incredibly accommodating, featuring a large, clean pool, a spacious deck, plenty of seating and a barbecue grill perfect for entertaining or relaxing. The garden is a true sanctuary offering a peaceful retreat complete with butterflies, hummingbirds and a serene water element. The caretaker was exceptionally helpful, providing valuable suggestions for things to do, including nearby beaches and places to see the sunset.
Top guest favorite
The exterior of the estate house is surrounded by lush greenery, with ample sunlight filtering through tall trees. A spacious wooden deck extends from the main structure, featuring several seating areas. Skylights atop the roof contribute to the bright and airy feel of the property.
Villa in Shelter Island
5 out of 5 average rating, 19 reviews

The Lord‘s Villa & Estate

RobinRating, 5 stars4 months ago
Aimee’s house on Shelter Island was the perfect getaway for Thanksgiving. The home is warm, inviting, and beautifully maintained, with thoughtful touches that made our stay extra special. The location is serene and peaceful, offering a true escape from the hustle and bustle. Aimee was a fantastic host—responsive, friendly, and helpful throughout. We truly enjoyed our time here and wouldn’t hesitate to return!
The exterior of a contemporary home is framed by lush greenery and trees. A red door adds a pop of color, while a patio area is visible with outdoor seating set amidst manicured landscaping. The design emphasizes a connection to nature.
Villa in Southampton
4.75 out of 5 average rating, 4 reviews

Private & Tranquil 1.03 Acre House

MichaelRating, 5 stars46 months ago
Lydia was an excellent host. She communicated all information clearly and kindly. The house was very clean and as described in the ad. We 100% recommend staying here and will definitely be back ourselves. 💯
Top guest favorite
An open-concept living space displays high ceilings with exposed beams. A modern kitchen features wooden cabinetry and stainless steel appliances. Two stylish cream-colored chairs are positioned on a light wood floor, with large windows allowing natural light to illuminate the room.
Villa in Hampton Bays
5 out of 5 average rating, 16 reviews

Hamptons Bungalow With Pool

LiliRating, 5 stars7 months ago
Wow, this has been one of the most beautiful homes I have stayed at. Straight out of Architectural Digest indeed - Jenna has a true eye for outstanding decor! Jenna is a host to dream of! Thank you we had a beautiful weekend!
Guest favorite
An aerial view displays the modern farmhouse nestled among greenery, featuring a spacious rear yard with a heated pool and landscaped garden. Paths and outdoor seating areas are arranged around the property, offering a harmonious blend of natural surroundings and designed outdoor spaces.
Villa in East Hampton
4.95 out of 5 average rating, 19 reviews

Modern Farmhouse in East Hampton with beach access

MatthewRating, 5 stars4 months ago
We had a lovely stay at Jeffrey’s place during Thanksgiving weekend! The house is in a great location and was perfect for our group - the master bedroom is in one wing of the house and two other (large) bedrooms are in the other wing. That was ideal for us with two infants in the group. Highly recommend staying here!
Top guest favorite
Villa in Southampton
5 out of 5 average rating, 96 reviews

Hamptons WaterLiving-Dock, Kayak, Beach, EV charge

IkhelowaRating, 5 stars3 months ago
This place was awesome and the host was extremely gracious.
Guest favorite
A spacious backyard features a well-maintained heated gunite pool, surrounded by lush green grass. The house, with its light-colored exterior, is visible in the background, complemented by minimal seating areas for relaxation.
Villa in Southampton
4.96 out of 5 average rating, 28 reviews

Heavenly SH Village Escape W Heated Pool

AnneRating, 5 stars5 months ago
What a perfect spot! Aleeza made everything seamless from check-in to check-out. The house is charming- immaculate and tastefully appointed. Great beds! (Always important!) The yard was beautiful and serene- as it is October we didn’t use the pool, but still enjoyed the beautiful yard and trees! Would definitely come back and stay again! Wonderful house in a wonderful location !

Luxury villa rentals

Superhost
A modern outdoor space features a rectangular pool with crystal clear water, framed by a wooden deck. Comfortable seating arrangements, including two chairs with cushions and a dining table set for six, are complemented by an umbrella for shade.
Villa in North Fork
4.88 out of 5 average rating, 56 reviews

Year-Round Heated Pool Villa - 3 blocks from town

JaimieRating, 5 stars4 days ago
George was an excellent Air BnB host!!!! His responses were prompt and answered any questions we had. The location was ideal in Greenport as everything was walking distance. We had an amazing time!
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 North Fork
4.89 out of 5 average rating, 9 reviews

Spend the weekend at the beach in my studio grd fl

JohnRating, 5 stars32 months ago
The place was great! Perfect if you are looking for a quiet, serene place to relax. Just steps from a beautiful, secluded pebble beach where we had a picturesque sunset stroll. Check in was seamless and everything was just as described. We are looking forward to going back!
The spacious home is framed by lush green grass and features a welcoming wrap-around porch. Large windows illuminate the exterior, while a stone pathway leads to the entrance. Surrounding trees provide a natural backdrop, emphasizing the serene setting.
Villa in Southampton
4.95 out of 5 average rating, 22 reviews

Chic 4 Bed, 3 Bath Home w/ Pool - Walk to Beach

HeidiRating, 5 stars8 months ago
Mona's home has an incredible energy that instantly makes you feel welcome. Inside, the house is well appointed ensuring every comfort and convenience at your fingertips. The outdoor space is incredibly accommodating, featuring a large, clean pool, a spacious deck, plenty of seating and a barbecue grill perfect for entertaining or relaxing. The garden is a true sanctuary offering a peaceful retreat complete with butterflies, hummingbirds and a serene water element. The caretaker was exceptionally helpful, providing valuable suggestions for things to do, including nearby beaches and places to see the sunset.
Top guest favorite
The exterior of the estate house is surrounded by lush greenery, with ample sunlight filtering through tall trees. A spacious wooden deck extends from the main structure, featuring several seating areas. Skylights atop the roof contribute to the bright and airy feel of the property.
Villa in Shelter Island
5 out of 5 average rating, 19 reviews

The Lord‘s Villa & Estate

RobinRating, 5 stars4 months ago
Aimee’s house on Shelter Island was the perfect getaway for Thanksgiving. The home is warm, inviting, and beautifully maintained, with thoughtful touches that made our stay extra special. The location is serene and peaceful, offering a true escape from the hustle and bustle. Aimee was a fantastic host—responsive, friendly, and helpful throughout. We truly enjoyed our time here and wouldn’t hesitate to return!
The exterior of a contemporary home is framed by lush greenery and trees. A red door adds a pop of color, while a patio area is visible with outdoor seating set amidst manicured landscaping. The design emphasizes a connection to nature.
Villa in Southampton
4.75 out of 5 average rating, 4 reviews

Private & Tranquil 1.03 Acre House

MichaelRating, 5 stars46 months ago
Lydia was an excellent host. She communicated all information clearly and kindly. The house was very clean and as described in the ad. We 100% recommend staying here and will definitely be back ourselves. 💯
Guest favorite
An aerial view displays the modern farmhouse nestled among greenery, featuring a spacious rear yard with a heated pool and landscaped garden. Paths and outdoor seating areas are arranged around the property, offering a harmonious blend of natural surroundings and designed outdoor spaces.
Villa in East Hampton
4.95 out of 5 average rating, 19 reviews

Modern Farmhouse in East Hampton with beach access

MatthewRating, 5 stars4 months ago
We had a lovely stay at Jeffrey’s place during Thanksgiving weekend! The house is in a great location and was perfect for our group - the master bedroom is in one wing of the house and two other (large) bedrooms are in the other wing. That was ideal for us with two infants in the group. Highly recommend staying here!
Top guest favorite
Villa in Southampton
5 out of 5 average rating, 96 reviews

Hamptons WaterLiving-Dock, Kayak, Beach, EV charge

IkhelowaRating, 5 stars3 months ago
This place was awesome and the host was extremely gracious.

Villa rentals with a pool

Superhost
Villa in North Fork
4.88 out of 5 average rating, 56 reviews

Year-Round Heated Pool Villa - 3 blocks from town

JaimieRating, 5 stars4 days ago
George was an excellent Air BnB host!!!! His responses were prompt and answered any questions we had. The location was ideal in Greenport as everything was walking distance. We had an amazing time!
The spacious home is framed by lush green grass and features a welcoming wrap-around porch. Large windows illuminate the exterior, while a stone pathway leads to the entrance. Surrounding trees provide a natural backdrop, emphasizing the serene setting.
Villa in Southampton
4.95 out of 5 average rating, 22 reviews

Chic 4 Bed, 3 Bath Home w/ Pool - Walk to Beach

HeidiRating, 5 stars8 months ago
Mona's home has an incredible energy that instantly makes you feel welcome. Inside, the house is well appointed ensuring every comfort and convenience at your fingertips. The outdoor space is incredibly accommodating, featuring a large, clean pool, a spacious deck, plenty of seating and a barbecue grill perfect for entertaining or relaxing. The garden is a true sanctuary offering a peaceful retreat complete with butterflies, hummingbirds and a serene water element. The caretaker was exceptionally helpful, providing valuable suggestions for things to do, including nearby beaches and places to see the sunset.
The exterior of a contemporary home is framed by lush greenery and trees. A red door adds a pop of color, while a patio area is visible with outdoor seating set amidst manicured landscaping. The design emphasizes a connection to nature.
Villa in Southampton
4.75 out of 5 average rating, 4 reviews

Private & Tranquil 1.03 Acre House

MichaelRating, 5 stars46 months ago
Lydia was an excellent host. She communicated all information clearly and kindly. The house was very clean and as described in the ad. We 100% recommend staying here and will definitely be back ourselves. 💯
Top guest favorite
Villa in Hampton Bays
5 out of 5 average rating, 16 reviews

Hamptons Bungalow With Pool

LiliRating, 5 stars7 months ago
Wow, this has been one of the most beautiful homes I have stayed at. Straight out of Architectural Digest indeed - Jenna has a true eye for outstanding decor! Jenna is a host to dream of! Thank you we had a beautiful weekend!
Guest favorite
An aerial view displays the modern farmhouse nestled among greenery, featuring a spacious rear yard with a heated pool and landscaped garden. Paths and outdoor seating areas are arranged around the property, offering a harmonious blend of natural surroundings and designed outdoor spaces.
Villa in East Hampton
4.95 out of 5 average rating, 19 reviews

Modern Farmhouse in East Hampton with beach access

MatthewRating, 5 stars4 months ago
We had a lovely stay at Jeffrey’s place during Thanksgiving weekend! The house is in a great location and was perfect for our group - the master bedroom is in one wing of the house and two other (large) bedrooms are in the other wing. That was ideal for us with two infants in the group. Highly recommend staying here!
Guest favorite
A spacious backyard features a well-maintained heated gunite pool, surrounded by lush green grass. The house, with its light-colored exterior, is visible in the background, complemented by minimal seating areas for relaxation.
Villa in Southampton
4.96 out of 5 average rating, 28 reviews

Heavenly SH Village Escape W Heated Pool

AnneRating, 5 stars5 months ago
What a perfect spot! Aleeza made everything seamless from check-in to check-out. The house is charming- immaculate and tastefully appointed. Great beds! (Always important!) The yard was beautiful and serene- as it is October we didn’t use the pool, but still enjoyed the beautiful yard and trees! Would definitely come back and stay again! Wonderful house in a wonderful location !
Superhost
A spacious grassy yard is bordered by tall trees and bushes, providing a serene and private setting. The lawn is well-maintained, with sunlight filtering through the leaves, and a glimpse of a pool nestled in the background.
Villa in Hampton Bays
4.5 out of 5 average rating, 8 reviews

Serene 3-bedroom villa (Heated Pool)

MounRating, 5 stars7 months ago
Harry’s place was what we needed, perfect for a family of 4 (or 5). Its cozy and has what you need for a few days escape from the city. I particularly like how responsive Harry was, even things outside of their control (weather, storm) he looked for immediate solutions. You can see that they care about their place and renters. The pool was a plus for our kids. The location is also good, of course you need a car but there are nice restaurants within 10 min drive and the beach is close too. All in all a very positive experience for us. Thanks Harry!
An outdoor heated pool is surrounded by lush greenery, featuring built-in loungers along the pool's edge. A spill-over pool spa adds tranquility, while several white poolside loungers offer ample space for relaxation under the sun.
Villa in North Fork
New place to stay

Villa Emilio -pool/beach retreat

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