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Vacation rentals with a pool in East Hampton

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in East Hampton

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

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Home in Sag Harbor

4.82 out of 5 average rating, 132 reviews

New! Sag Harbor Village Pool, Hot Tub &Beach House

New, immaculate, all-season home by the beach with crisp designer details. Every detail was considered for maximum enjoyment. The heated saltwater pool (open April-Nov) hot tub, fenced in yard & deck gets sun all day. Located in the village of Sag Harbor, steps from the Bay and Main Street & all the Hamptons has to offer. Come feel the vacation vibes as soon as you arrive. The central location, luxurious finishes, breathtaking sunsets on the sandy beach make this the perfect year-round getaway.

Oct 31 – Nov 7

G$163,959 GYD per night

Home in East Hampton

4.92 out of 5 average rating, 128 reviews

Heated pool, games room, near beach, kid-friendly

Contemporary 4-bed + 4 1/2 bath home sitting on a park-like acre of gardens. Swim in the large pool (open 04/19 - additional charge for heating - see below), relax in a hammock or bbq on the deck. Play ping-pong, darts, pool, shoot hoops, or take a 15 minute walk to the private (and empty) bay beach where you can use my paddle board. Or drive to the famous Atlantic beaches and visit picturesque Sag Harbor, Montauk. Reduced cleaning fee for small groups. RentReg 22-1590 Local taxes included

Oct 23 – 30

G$144,425 GYD per night

Condo in Montauk

4.99 out of 5 average rating, 181 reviews

Montauk Waterfront Condo w/ Sunset Views

Modern 1 Bedroom Condo in gated community (Rough Riders) with sunset views from beautiful deck. The community has multiple tennis courts, pool, jacuzzi, and sauna (pool area only open Late May - early October). The property is great for walks along the boardwalk and many guests enjoy fishing and swimming off the pier. The unit is less than a 5 minute car / Uber ride to town and a short 5-10 minute walk to Navy Beach and Duryea's. Strong wifi in unit, Smart TV ( Netflix, etc, - no cable)

Mar 18 – 25

G$79,946 GYD per night

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

Cottage in East Hampton

5.0 out of 5 average rating, 30 reviews

Storybook Cottage Seconds to East Hampton Village

Beach Cottage at edge of East Hampton Village. This fresh and bright cottage with three bedrooms and two new bathrooms is a compact and convenient jewel box with everything you'd expect in the Hamptons - including a beautiful pool with built-in hot tub. Just blocks from the heart of East Hampton on a quiet no-traffic cul-de-sac, not far from beach, shopping, dining and train... sparkling kitchen with new 'retro style' appliances, gleaming hardwood floors throughout, and a cozy front porch.

Oct 23 – 30

G$113,967 GYD per night

Guesthouse in East Hampton

5.0 out of 5 average rating, 71 reviews

The Quail’s Nest

A beautifully landscaped tranquil oasis. Newly constructed private two bedroom, one bathroom guest extension to owner occupied house. Guests share large yard and pool with owner, and have private deck and seating area. Private entry and parking. Guest's may enjoy outdoor shower and BBQ. Please note there is no kitchen, however a small fridge, Keurig coffeemaker and microwave, plates/utensils are provided. Conveniently located to beaches, shopping and local restaurants in East Hampton.

Apr 17 – 24

G$143,581 GYD per night

Guest suite in East Hampton

4.96 out of 5 average rating, 142 reviews

Be our guest! Peaceful private proximity to all.

Beautiful, bright, spacious king suite w fireplace, two bathrooms & private separate poolside entrance in the country. We are just minutes to golf, hiking, biking, yoga, wineries and beaches. Play games, grill poolside or cozy up fireside w a good book or movie! The space is creatively designed with a nod to natural elements and luxe comfort. Sleep your very best on our super deluxe king sized bed w your choice of pillows. Complimentary coffee/tea/snacks and breakfast treats provided.

Jun 6 – 13

G$124,087 GYD per night

Home in East Hampton

4.97 out of 5 average rating, 116 reviews

Explore the Water & Woods at a Relaxing Retreat

Flick through records under soaring ceilings and hang out in the year-round hot tub at this East Hampton open-plan retreat. Unwind in the wooded backyard, take a dip in the pool or spa, detox in the sauna, grill on BBQ, relax in the movie-theatre seats to watch a film, then snuggle up to fireplace or firepit before drifting to sleep in super comfy beds. Minutes to village, beaches and hiking trails. Terrific for families & friends looking for a relaxing getaway.

Nov 9 – 16

G$190,654 GYD per night

Guest suite in East Hampton

4.89 out of 5 average rating, 222 reviews

Private Cozy Cottage with Pool / Private Beach

**POOL CLOSES SEPTEMBER 30TH** **POOL opens last week of May** This is a guest house for 1 or 2 adults. Its separate from the main house. Kids are allowed but must bring own sleeping arrangements. You do NOT have to do any chores before checking out. **PETS NOT ALLOWED** I hate to do this but someone ruined it for everyone. Max Occupancy: 4 Guests can only bring 1 vehicle since there is not enough room in the driveway

Oct 3 – 10

G$56,043 GYD per night

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

Home in East Hampton

4.88 out of 5 average rating, 101 reviews

Gorgeous East Hampton Getaway

Enjoy the Hamptons in this gorgeous, spacious, light-filled home featuring 4 bedrooms, 4.5 baths, fireplace and open kitchen/dining area. There's a screened-in porch, a large deck beside the pool and a pool house. The house is in a secluded area, surrounded by nature, just minutes to the beach, town, shopping, restaurants and you can walk to the bay. Note: Parties are absolutely not permitted. Registry #20-1658

Nov 8 – 15

G$168,074 GYD per night

Home in Water Mill

4.91 out of 5 average rating, 110 reviews

Beach Barn w/ Sauna and Heated Pool - Dog Friendly

Dog friendly (upon request) Hampton Beach Barn with heated pool and infrared sauna. POOL OPEN - May 3, 2024 - October 28, 2024 This impressive house, nestled within a rustic, woodland plot, promises a tranquil stay. Eclectic modern decor is complemented by striking rustic touches, such as Dutch-style farm doors, exposed beams, and vintage wood-burning stove.

Nov 16 – 23

G$203,864 GYD per night

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Popular amenities for East Hampton rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Hampton Bays

4.98 out of 5 average rating, 112 reviews

Beach House Feel - newly renovated backyard Oasis

Oct 8 – 15

G$113,025 GYD per night

Home in East Hampton

4.93 out of 5 average rating, 14 reviews

Cozy Beach Oasis in East Hampton + Pool

Sep 16 – 23

G$216,215 GYD per night

Home in East Hampton

4.96 out of 5 average rating, 25 reviews

Bright Modern Home With Stunning Yard & Pool

Dec 4 – 11

G$154,829 GYD per night

Home in East Hampton

5.0 out of 5 average rating, 18 reviews

Sparkling East Hampton Oasis 3/2, heated pool

Oct 28 – Nov 4

G$145,509 GYD per night

Home in East Hampton

5.0 out of 5 average rating, 5 reviews

Hampton Oasis with private Tennis, Pool, Theater

Dec 6 – 13

G$144,587 GYD per night

Home in East Hampton

5.0 out of 5 average rating, 8 reviews

Chic & Sun-Filled Modern Oasis, Heated Pool & Spa

Nov 10 – 17

G$193,930 GYD per night

Home in East Hampton

5.0 out of 5 average rating, 13 reviews

East hampton 3 bedroom home w/ pool great location

Dec 26 – Jan 2

G$144,989 GYD per night

Home in East Hampton

5.0 out of 5 average rating, 14 reviews

Hamptons Oasis, 5bed/4bath, 1 acre w/ Heated Pool

Nov 4 – 11

G$181,058 GYD per night

Condo rentals with a pool

Condo in Montauk

4.95 out of 5 average rating, 107 reviews

Deluxe Studio Apt@The Montauk Manor

Aug 26 – Sep 2

G$100,974 GYD per night

Condo in Montauk

4.8 out of 5 average rating, 232 reviews

Montauk Royal Atlantic Beach Resort North

Jul 20 – 27

G$111,665 GYD per night

Condo in Greenport

4.91 out of 5 average rating, 107 reviews

Beachside Waterview 2Br Condo w/ Pool in Greenport

Oct 25 – Nov 1

G$60,194 GYD per night

Condo in Greenport

4.83 out of 5 average rating, 145 reviews

Sound front condominium

Oct 9 – 16

G$92,664 GYD per night

Condo in Greenport

4.92 out of 5 average rating, 125 reviews

Beautiful Waterview Condo on the North Fork of LI

Nov 10 – 17

G$81,756 GYD per night

Condo in Montauk

4.82 out of 5 average rating, 158 reviews

Coastline View Studio

Oct 26 – Nov 2

G$238,778 GYD per night

Condo in Bridgehampton

4.92 out of 5 average rating, 13 reviews

Bridgehampton w/ Pool steps to town 3 bd 2.5 Bath

Nov 15 – 22

G$91,552 GYD per night

Condo in Montauk

4.82 out of 5 average rating, 87 reviews

Beautiful Condo on the Ocean Bluffs

Sep 28 – Oct 5

G$78,884 GYD per night

Home rentals with a private pool

Home in Remsenburg

4.95 out of 5 average rating, 64 reviews

Experience a Quiet Hamptons Getaway

Jan 6 – 13

G$125,451 GYD per night

Home in Southampton

4.94 out of 5 average rating, 16 reviews

Perfect Getaway at Sunny Modern Shampton Lake House

Jan 14 – 21

G$156,819 GYD per night

Home in East Hampton

5.0 out of 5 average rating, 13 reviews

Saltbox with Separate Poolhouse in Northwest Woods

Apr 5 – 12

G$155,933 GYD per night

Home in East Hampton

4.79 out of 5 average rating, 39 reviews

Enchanting Home with Large Decks and Heated Pool

Oct 25 – Nov 1

G$120,354 GYD per night

Bungalow in East Hampton

4.93 out of 5 average rating, 99 reviews

East Hampton Ranch with Access to Clearwater Private Beach

May 14 – 21

G$100,327 GYD per night

Quick stats about vacation rentals with a pool in East Hampton

Total rentals
90 properties
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Pet-friendly rentals
40 properties allow pets
Family-friendly rentals
80 properties are a good fit for families
Total number of reviews
1K reviews
Nightly prices starting at
G$25,090 GYD before taxes and fees

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