
Beachfront holiday rental in Southampton Beach
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Top-rated beachfront accommodation in Southampton Beach
Guests agree: These beachfront homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Southampton Beach beachfront rentals
Pet-friendly beachfront home rentals

Beach House
So glad I came across this home! The space is great with a beautiful view. Joe was a wonderful host and always responsive and helpful. It was a peaceful getaway to begin the new year. Thanks for everything, looking forward to staying again!

Oceanfront Retreat: Modern Beach House
This is my second time staying in this beautiful home. A friend and I just wanted to get away for the week to relax and decompress, and this was the perfect place to do it. The views of the ocean are extremely beautiful. The sunrises and the sunsets on a clear night are breathtaking. The house is super clean and immaculate and we literally feel right at home. Plenty of good restaurants to eat in the area as well. Very private and very quiet which is much needed. The host is always very responsive and very helpful as far as recommending some of the best places to eat. Will definitely be returning for another stay here in the near future.

Steps from the water!
We had an amazing time staying here! The house was beautiful and looked just like the photos. Super cozy, clean, and comfortable. If we’re ever back in the area, we’d love to stay here again!

Private beach, fully updated cottage, on 2 acres.
This home is beautiful and so spacious! Proximity to East Hampton and Springs, yet very private and peaceful. Couldn’t recommend enough!

Steps2Beach, Fish Pond w/Tropical Backyard Oasis!
Rented this for six weeks while working in the area, was perfect. I enjoyed it very much. Lots of space everything you could possibly need even down to the toothpaste and brushes, you could seriously just show up completely unprepared and you would have an excellent stay. If I am back in the area for long term again this will be my first search.

Pet Friendly Milford Beachfront Home
Lisa’s home is incredible! Beautiful, clean, organized, and a great place to stay for families or group gatherings. Lisa is proactive with communication and shared great recommendations. Best part- watching the sun rise over the water from the patio! And great coffee shops and restaurants walking distance from the home.

Beach & Woods: Cozy Cabin, Hot tub, Peloton, Oh My
We had a fabulous time! Can't wait to come back. Was equally perfect for two toddlers as it was for four adults! Beautiful property, amazing hot tub, comfortable beds, great kitchen... everything was lovely.

Beach Waterview, 3 KING Beds, Golf Putting Green
Amazing stay with a large and beautiful backyard, great for large family’s traveling together! Great neighborhood, very safe!
Beachfront home rentals with a pool

Second Floor Corner Unit Overlooking the Ocean
A brief stay but a great stay. It was offseason but we got lucky with sunny October weather. The stay was less than a 5 minute drive from the main village with tons of shops, cafes, etc.. the room itself had a beautiful ocean view and was very clean and comfy. Nice shower, comfy beds, plenty of linens and towels provided. Parking included. Overall a very nice stay.

Fresh&Crisp 1BR w/Loft, Corner Unit + Amazing View
Great stay!! Beautiful ocean view and the complex itself is recently renovated, much more modern and luxe than expected!

Gorgeous home with saltwater pool. Steps to beach!
We had a fabulous stay at Spencer and Maddie's! Their house is lovely and perfect for a cozy family getaway. We especially loved the kitchen - stocked with all the necessary appliances, the fireplace and a welcoming family room. The house is tucked away in a quiet area, steps away from the beach and a short drive / jogging distance away from Greenport and its lovely cafes, nearby wineries and the beauty of North Fork. We appreciate how friendly, welcoming and responsive Spencer and Maddie were and look forward to coming back!

Waterfront Elevated Bungalow - Spectacular Views
If we don't give a good review, can we keep this to ourselves?! Patti was a perfect host; the views were fantastic, whether from the outdoor porch or inside through the French doors looking out on the water. Access to the small beach and pool were excellent and we were close to several good restaurants (many of which Patti suggested, including some on the water) for take-out during the pandemic. Wifi was great and everything was very clean and as advertised. We generally fly for vacations and long weekends but had to stay closer to home this year and this was a perfect choice.

4 BR Hamptons Oasis w/ Pool,Jacuzzi & Beach Access
We had a great time! The location was convenient and in close proximity to my brother’s wedding. The location of Vanessa’s home was beautiful and private. Vanessa’s home was spacious, clean and organized. There was one minor issue and Vanessa contacted me quickly. Would definitely love to rent Vanessa’s home another time probably spring/summer, since we were unable to enjoy the pool and other outdoor amenities due to season/weather.

Spacious 4 bedroom, oasis with ocean views galore
The absolute best Air B & B we ever stayed at. Allana was a pleasure to work with. The home was spacious, and fully stocked with everything you could possibly need, and more. Fireplace, pool, enclosed porch, sun room with coffee bar, sitting room, sunken living room, dining room with tons of chairs, kitchen bar with stools, dining room bar with stools, mud room with extra refrigerator and freezer, storage space galore, closets stocked with games, linen closets with anything you might need, big bedrooms, master bedroom with en-suite bathroom, balconies to soak in the sun, crib, high chair… too much more to even list. Our family had a fabulous time; the energy in the house is so welcoming! The soft blues are soothing, and quaint beach theme accents throughout the home lend to the relaxed vibe. The rooms flow perfectly, and provided ample space for different family members to have their own area to unwind in. Steps from beach & playground, the neighborhood is perfect for a stroll.

Oceanfront Condo - Incredible Spring Rates!
Julie’s condo right on the water was even better than the photos could show. Check in was super easy. I had two minor snags and Julie was instantly responsive to solve everything immediately-and even make the stay actually better. The place is spotless clean, well appointed, completely comfortable, and waking up to that expanse of water made me excited to get out of bed and see. It’s a multi million dollar view. At least in this off season this is by far the best deal in Greenport when looking at price to value to living for the moment with water for as far as the eye can see. Great apartment. Great host.

Beachside Waterview 2Br Condo w/ Pool in Greenport
Irinas place was exactly as she described. She answered all inquiries in a timely manner. We will definitely be back.
Private beachfront home rentals

Bayfront Fun - 3 BR & 3 Ensuite Bath with Hot Tub!
We loved staying here! Stayed in October but had stunning weather, quick walk to town, walked the Sunken Forrest, which was easy to get too. Quick walk to the ocean for morning sunrises and enjoyed some wildlife friends, loved the deer. Hosts were accommodating, can’t beat three master bedrooms, would absolutely stay again, my family had a wonderful time!

Best View + Private Beach + Putting Green
Our stay was truly amazing! Ryan was very communicative and helpful throughout our entire stay. The house and the surrounding area was beautiful. I went with some friends for three nights and we would definitely all stay again.

Mastic Beach Surf House
The place was absolutely beautiful, clean and had great amenities. The host was also very responsive and attentive to any questions we had to ask. Would come back in a heartbeat!

Sapphire Sandbar, beach house
The neighborhood is peaceful and quiet, and the beach is right next to the house. The home itself is nicely set up, clean, and comfortable. Jenn was incredibly responsive and kind throughout our stay. We’ll definitely miss the time we spent there!

The Lord‘s Villa & Estate
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!

Waterfront Home with Private Beach
Brandon's place was dreamy for our two families with young kiddos -- cozy and quiet winter beach vibes, very atmospheric and peaceful and relaxing. We built a fire in the fireplace, watched movies, enjoyed the sunrise and sunset, and walked along the rocky shore. Would recommend, even in the dead of winter.

Private Boat Ramp| Chefs Kitchen| Mins to Beaches
The place was wonderful and absolutely close to the description. lot of details are added around the house including instructions making it very easy and good experience. would definitely recommend

Stunning sunset charming waterfront home 4 seasons
Absolutely stunning! This house has an amazing view from gigantic glass doors in the main room. Details in the house are well thought out and of great quality, including a high end coffee maker and other appliances. The place has lots of premium touches that make this experience a cut above the rest. Steven is an amazing, friendly, and communicative host. Incredible experience all around, I would definitely book here again.
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- Beach
- Yale University
- Foxwoods Resort Casino
- Ocean Beach Park
- Dunewood
- Quotonset Beach
- Giants Neck Beach
- Woodmont Beach
- Cooper's Beach, Southampton
- Shinnecock Hills Golf Club
- Robert Moses State Park
- Clinton Town Beach
- Walnut Public Beach
- Shennecossett Beach
- Connetquot River State Park Preserve
- Attawan Beach
- Captree State Park
- Steer's Beach
- Jennings Beach
- Seaside Beach
- Wildemere Beach
- Burwells Beach
- Fort Trumbull Beach
- Shoreham Beach