Vacation rentals with a pool in Amagansett

Find and book unique homes with a pool on Airbnb

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Popular amenities for Amagansett rentals with a pool

House rentals with a pool

Guest favorite
Home in Hampton Bays
4.93 out of 5 average rating, 58 reviews

Splendid private cottage

JasonRating, 5 stars8 months ago
We enjoy our stay. Mike provided instructions ahead of time and answered questions quickly. The cottage is clean and peaceful. Coffee maker and coffee, the shower is great. An excellent place to rest after running a half marathon. Thank you Mike !
Top guest favorite
Home in North Fork
5 out of 5 average rating, 11 reviews

Stylish Beach Getaway: pool & walking location

CaitlynRating, 5 stars3 weeks ago
This was the perfect getaway from the city and Maher was so helpful along the way! We had the best time in Southhold and also Greenport with his recommendations and will definitely be back again. The house is also the perfect little retreat for relaxing and unwinding. We felt right at home every night watching tv and we can’t recommend staying here enough.
Guest favorite
Home in Southampton
4.93 out of 5 average rating, 14 reviews

Southampton Escape, Heated Pool, hot tub, 3 bed,

LaurenRating, 5 stars11 months ago
The house was great! Our two infants loved the large deck and pool. So close to town and the beach. It was a perfect getaway!
Superhost
Home in Westhampton
4.86 out of 5 average rating, 7 reviews

Contempory Pool Home

AlainRating, 5 stars19 months ago
Donald was a great host. He was responsive and helpful, especially in times of need. His property accommodated five people very well for our business needs. Would highly recommend. Thanks, Donald!
Guest favorite
Home in North Fork
4.92 out of 5 average rating, 25 reviews

North Fork Farmhouse with Saltwater Pool

MikeRating, 5 stars6 months ago
Had a great stay at Andrew’s Air Bnb. It was very close to numerous wineries, breweries, and restaurants. It was the perfect location for a weekend get away, with a house that would’ve been worth it in the middle of nowhere! We will be back!
Top guest favorite
Home in North Fork
5 out of 5 average rating, 13 reviews

Long Island home w/ large pool

AllieRating, 5 stars1 month ago
Beautiful house, even nicer than the photos. Great location to tour local wineries and close to the greenport’s Main Street! The house is stocked with plenty of cooking utensils and has whatever you might need. Would definitely consider coming back in the summer to enjoy the backyard when the pool is open!
Guest favorite
Home in Westhampton
5 out of 5 average rating, 14 reviews

1940’s Westhampton renovated bungalow

Anne.Vigier@Gmail.ComRating, 5 stars1 week ago
Sarah’s home was wonderful and very conveniently located. Sarah was very proactive and pleasant to interact with. Highly recommend !
Superhost
Home in Rocky Point
4.92 out of 5 average rating, 103 reviews

Luxury modern farmhouse with heated pool & hot tub

DesmondRating, 5 stars4 weeks ago
Kerry is a great host and the house was perfect for our weekend of cooking, eating, and enjoying the pool! Great to bring friends and family together in a beautiful backyard to catch up over a long weekend! I highly recommend Kerry and her home to future guests!

Condo rentals with a pool

Superhost
Condo in Montauk
5 out of 5 average rating, 14 reviews

Second Floor Corner Unit Overlooking the Ocean

KyraRating, 5 stars1 month ago
Beach plum was extremely hospitable and the apartment was a good size amd had amazing views of the ocean. Will definitely recommend and be returning.
Guest favorite
Condo in Montauk
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!
Superhost
Condo in North Fork
4.84 out of 5 average rating, 134 reviews

Seaside Summer Escape: 2BR Waterfront Condo w/Pool

CariseRating, 5 stars3 weeks ago
The Airbnb was so cute, Julie was a great host no complaints!
Superhost
Condo in Hampton Bays
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.
Superhost
Condo in Montauk
4.89 out of 5 average rating, 9 reviews

Endless Summer Studio Condo w Balcony Bayview

StephenRating, 5 stars21 months ago
We really enjoyed staying at Lynn’s place! Very clean and had a great view of the ocean from the deck. Lynn was very responsive and made the experience seamless. We would definitely stay with Lynn again.
Superhost
Condo in Bridgehampton
4.88 out of 5 average rating, 17 reviews

Bridgehampton w/ Pool steps to town 3 bd 2.5 Bath

StaceyRating, 5 stars8 months ago
Had a wonderful stay with my family. Clean, comfortable, great location. Good communication. Had a little trouble with the front door first day but someone was available quickly to help. A+
Guest favorite
Condo in North Fork
4.92 out of 5 average rating, 139 reviews

Beachside Waterview 2Br Condo w/ Pool in Greenport

MorganRating, 5 stars1 week ago
We had a great stay! Instructions were clear and the home had everything we needed.
Superhost
Condo in Montauk
4.82 out of 5 average rating, 94 reviews

Beautiful Condo on the Ocean Bluffs

AdrianeRating, 5 stars9 months ago
You can not beat this location - quiet private beach right across the street, nice pool and about a 20 minute walk to town or super short car ride. The place is clean, as pictured and John was great to deal with. Will definitely be back!

Home rentals with a private pool

Guest favorite
Home in East Hampton
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 favorite
Bungalow in East Hampton
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.
Guest favorite
Home in Southampton
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 East Hampton
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 vacation rentals with a pool in Amagansett

  • Total rentals

    230 properties

  • Nightly prices starting at

    $150 before taxes and fees

  • Total number of reviews

    2.7K reviews

  • Family-friendly rentals

    200 properties are a good fit for families

  • Pet-friendly rentals

    100 properties allow pets

  • Rentals with dedicated workspaces

    120 properties have a dedicated workspace

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