Vacation rentals with a pool in Hampton Bays

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Hampton Bays

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

Home in Hampton Bays

4.96 out of 5 average rating, 69 reviews

Stylish+Modern Cape w/Saltwater Pool-5min to Beach

Stylish+Modern Cape Beach House nestled in Hampton Bays South of the highway, 5 min drive to beaches. Heated Saltwater Pool. 4 Bedrooms+Crib room & Office. 2 Bathrooms. Outdoor deck w/family dining+BBQ in fully fenced tree-lined back yard w/ beautiful sunsets. Upstairs King bedroom w/ensuite bthrm + Twin bedroom directly off master. Main floor has another King bedroom+Twin bedroom, master bath, lounge+kitchen w/huge sit-around island. TV Den. Central AC. 15 min walk/ 2 min drive to shops+train.

Jan 13 – 20

G$94,319 GYD per night

Guest favorite

Guest suite in East Hampton

4.98 out of 5 average rating, 117 reviews

Hamptons Dream Suite

Hampton's Dream Suite- Is a guest suite in East Hampton, NY. From relaxing by the pool, to taking a day trip to Montauk, or visiting some of the best beaches in the Hamptons, the opportunities here are endless! It offers a bedroom with a Queen size Select Comfort bed, living room has two queen sofa beds and a full bathroom. It has a Kitchenette, Central AC/Heat with a 65" smart TV with surround sound and DVD, Blue ray and Xbox Games . There is also at TV and blue Ray player in the bedroom.

Jun 14 – 21

G$72,959 GYD per night

Guest favorite

Home in Hampton Bays

4.94 out of 5 average rating, 111 reviews

Beautiful Hampton’s Home Pool/Tennis/HotTub/Sauna

Beautiful Hampton home down a long secluded driveway on 1.3 acres of land. Our one level luxurious home offers a heated inground pool, hot tub, full size tennis court and sauna. Our modern open floor concept contains six bedrooms and four baths all newly renovated with an enclosed sunroom. Close to Tiana Bays and 10 minute drive to Ponquogue Beach. Hampton Bays is the closest of the Hamptons which makes it the easiest to get to - less than 2 hours from Manhattan; escape to serenity.

Mar 8 – 15

G$204,918 GYD per night

Guest favorite

Home in Hampton Bays

4.98 out of 5 average rating, 112 reviews

Beach House Feel - newly renovated backyard Oasis

You will love this sunny, completely renovated three bedroom ranch. It's beautifully decorated with beach and nautical themes throughout the house. You can cook or barbeque at home on your private deck or go out and enjoy the many award winning restaurants in the area. Come home from the beach or shopping and lounge by the pool. At night, gather around the fire pit while making smores or just admiring the stars. This house is perfect for families, couples, or a girls/guys getaway.

Oct 25 – Nov 1

G$111,492 GYD per night

Guest favorite

Home in Manorville

4.98 out of 5 average rating, 199 reviews

Ultimate House with Heated Pool, Hot Tub and Sauna

Ultimate house with 4 Bds, 3 Baths, finished basement with entertainment area and gym. Minutes from the Hamptons and North Fork. Everything for your rest in any weather and season. Yamaha piano, Japanese massage chair, karaoke, drum set, electric guitars, ping pong, fossball and pool tables,board games. Fully landscaped backyard with flowering plants, outdoor lights. 2 BBQ areas, Gazebo with fireplace and projector. Easy access to beaches, restaurants, farms, vineyards and shopping.

Oct 3 – 10

G$120,292 GYD per night

Guest favorite

Home in Cutchogue

4.96 out of 5 average rating, 190 reviews

Stunning Vinyard Views - Spring Special $475/Nt!

Enjoy spectacular wine country sunset views from the living room that extend to the gorgeous saltwater gunite pool and spa. (Please note THE POOL AND SPA (attached hot tub) are OPEN FROM MAY 1 - OCTOBER 15 only). Beautifully decorated, comfortable home with an updated chef's kitchen and fireplace. Fabulous restaurants, wineries, farms, beaches and exquisite small towns all nearby. Simply put, a magical, peaceful paradise for you and your group.

Jan 9 – 16

G$173,559 GYD per night

Guest favorite

Home in Sag Harbor

4.85 out of 5 average rating, 250 reviews

Exclusive Sag Harbor Compound

A private country compound in heart of Sag Harbor. House just gut renovated with all top of line (all Wolf and Subzero appliances). The main house is 3 bedrooms, 3.5 bath main house PLUS separate large guest cottage (with a King bed, bar fridge, and full bathroom). Gunite pool (i.e., salt chlorinated which makes it feels like clean freshwater). Walk to town, bay beach, public tennis courts, 1000 acre nature preserve.

Dec 4 – 11

G$109,511 GYD per night

Guest favorite

Guesthouse in East Quogue

5.0 out of 5 average rating, 29 reviews

Petite Central Cottage

We are centrally located giving you access to both the North and South Forks of the East End. The cottage has a 3 night minimum on Thursdays with longer stays available. If you have something in mind, please send us a message and hopefully we will be able to accommodate your special request. Be sure to read the caption on our main picture for detailed information.

Apr 12 – 19

G$97,355 GYD per night

Guest favorite

Home in Hampton Bays

4.95 out of 5 average rating, 21 reviews

Hamptons 3/2 - New Gunite Pool &Bluestone Patio

* 3Bed/2Bath with Brand new Gunite Pool and Bluestone Patio (Propane for heating must be paid separately based on usage) * Walking distance to: -HB town (Deli, Groceries, Reasturants, Church) - 10min drive to Southampton town/beach - HB Train (Montauk 40 min away) - 5min drive to Peconic Bay - 5min drive Ponquogue Ocean Beach

May 13 – 20

G$118,950 GYD per night

Guest favorite

Guesthouse in Westhampton

5.0 out of 5 average rating, 18 reviews

The “Birdy” Guest house

Take it easy at this peaceful guesthouse near Westhampton Beach village, Country Club, wine country (North folk), Moriches Bay and Westhampton Beaches. An amazing location for birding and kayaking. Ideal place for a couple looking to escape the city, attend a wedding, or explore wine country for a weekend to get some fresh air and experience nature.

Sep 12 – 19

G$68,661 GYD per night

Guest favorite

Loft in Southampton

4.89 out of 5 average rating, 145 reviews

Getaway cottage privet and quiet

Cottage is on the property with the owner but it is completely separate from our own home. We are in a lovely quiet neighborhood. We are friendly with animals we have our own dog as well. 5 Minute drive to the bay and 10-minute drive to the ocean. Baby crib can be additionally installed. Pool is shared with my family on property

Nov 16 – 23

G$82,633 GYD per night

Guest favorite

Home in Southampton

4.96 out of 5 average rating, 130 reviews

Waterview, PoolOpenNow! DogsFree+Kayaks+PingPong

Beachy casual feel-good home easily located entrance The Hamptons. Lovely views of Bay, sunsets & birds! Launch our Kayaks at street's tiny beach flowing from Cold Spring Pond into Bay! Our private pool is heatable and plant-surrounded. Bike less than a mile to Bay / Drive 4 miles to famous Cooper's Beach on the Atlantic!

Jun 7 – 14

G$228,170 GYD per night