Holiday rentals with a pool in Westhampton Beach

Find and book unique homes with a pool on Airbnb

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Popular amenities for Westhampton Beach rentals with a pool

House rentals with a pool

Guest favourite
Home in The Hamptons
4.93 out of 5 average rating, 59 reviews

Splendid private cottage

AndrewRating, 5 stars2 days ago
The house was perfect for a weekend in Hampton Bays! Michael was very responsive and accommodating and the house had everything we needed. Beautiful little house tucked away in a quiet neighborhood.
Guest favourite
Home in The Hamptons
4.89 out of 5 average rating, 36 reviews

Hamptons 3/2 - New Gunite Pool &Bluestone Patio

LaurenRating, 5 stars9 months ago
My friends and I had such a great visit at Sean's and would definitely visit again!
Superhost
Home in The Hamptons
4.88 out of 5 average rating, 34 reviews

Close to Beach | With Pool | Hampton Bays

HunterRating, 5 stars5 days ago
We loved the location and the place was beautiful. Its was nice and clean. Definitely will be booking again
Guest favourite
Home in The Hamptons
5 out of 5 average rating, 45 reviews

Hamptons Getaway/ Backyard OASIS/Monthly available

MichaelRating, 5 stars9 months ago
Great vacation…the house and pool were very enjoyable and relaxing. The pool was always heated, the host was always responsive and the area was close to some great restaurants and beaches. Thanks again
Superhost
Home in The Hamptons
4.9 out of 5 average rating, 30 reviews

Bright Hamptons Getaway ☀️ Pool▪︎ Beach▪︎FamilyFun

CassandraRating, 5 stars3 weeks ago
we had a quiet girls getaway to celebrate my sister getting married-upon arrival we checked out the entirety of the home…to which we were pleasantly surprised every corner we turned! exquisite home with comfortable, aesthetically pleasing furnishing and so much gorgeous natural light. the outdoor shower was a huge BONUS! heated pool had us outside moving our bodies more than we’d imagined and was such a fun way to spend time together. the living room is so cozy and a great space to have a game-night-in! i could go on and on about each detail but you should simply stay here and enjoy for yourself all this property has to offer!
Guest favourite
Home in The Hamptons
5 out of 5 average rating, 13 reviews

New Private Chic SH Villa with Pool Sauna Gym

Lawrence LuisRating, 5 stars1 week ago
We had an absolutely fantastic stay at Brandon’s Airbnb in the Hamptons! From the moment we arrived, everything exceeded our expectations. The home was spotless, beautifully designed, and perfectly equipped for a relaxing getaway. Every detail—from the cozy linens to the well-stocked kitchen—was thoughtfully prepared to make us feel right at home. The outdoor space was a true highlight: peaceful, private, and perfect for enjoying the Hamptons vibe. Whether we were sipping coffee on the patio in the morning it felt like our own little slice of paradise. Brandon was a phenomenal host—warm, responsive, and incredibly helpful. He made sure we had everything we needed and offered great local tips that made our trip even more special. We truly didn’t want to leave and are already looking forward to coming back. Highly, highly recommend this gem of a stay!
Guest favourite
Home in Commack
4.99 out of 5 average rating, 139 reviews

GOOD VIBEZ HOUSE! MiniGolf-Pool-HotTub-GameRm!

AliceRating, 5 stars2 weeks ago
We liked how easy it was to punch the code in to get into the home. Once in the home, it was really nice to see the welcome placard. We enjoyed access to robes, skincare, slippers, towels, etc. The game room was loads of fun. The indoor and outdoor ping pong tables were fun. We enjoyed billiards, arcade games and table games. The icing on the cake were the hot tub, the four mode shower and bidet. The Smart Home technology took a little getting used to, but it was very convenient once we did. We love the quick response time whenever we had a question or concern. This place allowed for a rejuvenating relaxing atmosphere and we are so glad that we chose “The Good Vibes” home for our debut AirBNB experience. Thanks again for hosting us in your charming abode!
Guest favourite
Home in The Hamptons
4.89 out of 5 average rating, 103 reviews

Hamptons Escape minutes from Beaches and Nightlife

DanielRating, 5 stars3 weeks ago
Aida was a great host and very approachable. The house was beautiful in a very pleasant neighborhood

Apartment rentals with a pool

Superhost
Apartment in The Hamptons
5 out of 5 average rating, 15 reviews

Second Floor Corner Unit Overlooking the Ocean

AlexandraRating, 5 stars2 weeks ago
This was a wonderful place to stay! The rooms were clean, and the ocean view was absolutely beautiful. 10/10 — I would definitely return!
Guest favourite
Apartment in The Hamptons
4.89 out of 5 average rating, 28 reviews

1 BR Loft Apt- Montauk Manor- Pools, Tennis & Gym!

MarielRating, 5 stars5 months ago
Mark's place was exactly what I was looking for to ring in the New Year in style, comfort and complete relaxation! I was able to start each day with a quiet cup of coffee and then head directly to the beach for a long morning walk (just a short drive away). Montauk Manor is an absolute hidden gem for a winter break and the indoor pool and hot tub are a rare find in the Hamptons. Check-in/out could not have been any easier and the Manor staff are wonderfully welcoming and friendly. There were still a good number of local shops open, including Left Hand Coffee. 100% recommend for all seasons and will eagerly book again!
Top guest favourite
Apartment in The Hamptons
5 out of 5 average rating, 228 reviews

Montauk Waterfront Condo w/ Sunset Views

MarieRating, 5 stars6 days ago
we had s great time staying at the apartment! it was way more spacious than we thought from the pictures, the balcony was amazing, you‘ll have sun through the whole day. Doug was a phenomenal host! We got their by LIRR and back with the hampton jitney. We rented two bikes in Montauk and it was amazing exploring the area by bike. Cannot recommend this area and the airbnb enough!
Superhost
Apartment in Old Saybrook
4.89 out of 5 average rating, 73 reviews

Seashore getaway - CT shoreline

ScottRating, 5 stars2 weeks ago
Lauren was great and her home was exactly as promised! Great stay and will stay again!
Superhost
Apartment in The Hamptons
4.78 out of 5 average rating, 23 reviews

Waterfront Elevated Bungalow - Spectacular Views

SteveRating, 5 stars56 months ago
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.
Guest favourite
Apartment in Mount Sinai
5 out of 5 average rating, 34 reviews

1856 Trading House close to water

JohnRating, 5 stars5 months ago
Jeff's place has a lot of character and is spacious. The setting is excellent, near the water, with Satterly Landing right down the road. We enjoyed our stay.
Superhost
Apartment in North Fork
4.9 out of 5 average rating, 125 reviews

Seaside Summer Escape –2BR Waterfront Condo w/Pool

DebbieRating, 5 stars3 weeks ago
We had a great time at Julie’s place. Would love to visit again…perhaps in the Fall. Loved the balcony overlooking the Sound. Julie was very responsive to my questions. She got back to me immediately. I would highly recommend Julie’s home!
Guest favourite
Apartment in North Fork
4.92 out of 5 average rating, 139 reviews

Beachside Waterview 2Br Condo w/ Pool in Greenport

MorganRating, 5 stars2 weeks ago
We had a great stay! Instructions were clear and the home had everything we needed.

Home rentals with a private pool

Guest favourite
Bungalow in The Hamptons
4.93 out of 5 average rating, 107 reviews

East Hampton Ranch with Access to Clearwater Private Beach

KateRating, 5 stars7 months ago
We had a wonderful stay at Peter's home. It was beautifully decorated, very comfortable and a quick drive to Springs. Access to the private clearwater beach was a plus! Thank you for sharing your beautiful home with us.
Top guest favourite
Home in The Hamptons
4.98 out of 5 average rating, 130 reviews

Explore the Water & Woods at a Relaxing Retreat

LaelRating, 5 stars1 month ago
Absolutely beautiful home and wonderful experience!! The host was quick to respond and the amenities were excellent. There was zero lack! Would definitely return for another stay!
Guest favourite
Home in The Hamptons
4.82 out of 5 average rating, 45 reviews

Enchanting Home with Large Decks and Heated Pool

LynnRating, 5 stars7 months ago
Beautiful home worked perfect for our wedding visit. Loved sitting on the deck! Beautiful landscaping and very private! We were very confortable and able to relax between events and visit. Donna wad very flexible and allowed us to enter early so a dew of our family members could do s little remote eork. I hope to rent here again in the future! As a special surprise we saw the northern lights from the deck one night!!
Guest favourite
Home in The Hamptons
4.95 out of 5 average rating, 20 reviews

Perfect Getaway at Sunny Modern Shampton Lake House

ScottRating, 5 stars8 months ago
One could not ask for a better hosts than Christina and Phil - they are extremely communitive, proactive and helpful. Their house is beautiful - gourmet kitchen, in-ceiling speakers throughout the house, nice deck, pool and a picturesque location. The master bedroom has access to the back deck and a great shower. We had all three bedrooms full and everyone enjoyed their stay. We did not take advantage of the kitchen, but if we come back to the Hamptons we would stay here for longer and cook some meals. We are art collectors, so definitely appreciated the works Christina & Phil have amassed. The one thing I would bring to the attention of future renters is that you definitely know you are in somebody else's home - this is the first time we have unpacked only to find that every drawer was full, so we had to place stuff on top of the dresser or on the few open shelves in the closet. That said - totally worth it and would definitely recommend this Airbnb. Hope to be back soon!
Home in The Hamptons
5 out of 5 average rating, 13 reviews

Saltbox with Separate Poolhouse in Northwest Woods

KatieRating, 5 stars35 months ago
Mike’s place made for the perfect Hamptons vacation. The location was the perfect starting point for day trips to Montauk and the harbors and we enjoyed the short walk to the beach daily… but there really is no need to leave this amazing property. Our family cannot stop raving about the amazing outdoor setup that we took full advantage of every day. Mike was very responsive and provided a detailed guide for the house and excellent recommendations for the area. We would 100% book again when we’re in the area and would recommend this place to anyone looking for an amazing Hamptons experience.

Quick stats about holiday rentals with a pool in Westhampton Beach

  • Total rentals

    130 properties

  • Nightly prices starting at

    ₹8,564 before taxes and fees

  • Total number of reviews

    1.4K reviews

  • Family-friendly rentals

    120 properties are a good fit for families

  • Pet-friendly rentals

    60 properties allow pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

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