
Vacation rentals with a pool in The Hamptons
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in The Hamptons
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Sprawling Hamptons Estate with Hot Tub & Amenities
Spacious & private Hamptons Oasis. High speed WiFi. Family friendly. Massive home on 1.4 acres hosts 15 guests across 6 bedrooms, 8 beds, 4 full baths plus crib & pack 'n play. Gorgeously decorated by Judy Posey Large heated gunite pool (42 x 20 feet) hot tub and sundeck. Fireplace, over-sized kitchen w/ 3 fridges, electric wood-fired grill, huge yard, firepit, bar/lounge, Golden Tee arcade™, bikes & kayaks. Just 2 miles from towns of East Hampton and Amagansett and several white sand beaches
4.78 out of 5 average rating, 146 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. 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.
4.97 out of 5 average rating, 158 reviews
East Hampton Escape | Heated Pool + Outdoor Living
Escape to a 5* rated Hamptons retreat designed for effortless summer living. Set on a quiet property surrounded by mature landscapes, this light-filled designer home offers the perfect balance of privacy, comfort, and indoor-outdoor flow. The open concept layout is filled with natural light, feat a modern kitchen, multiple living areas, and thoughtfully designed bedrooms for a relaxed, and comfortable stay. Ideal for small groups looking for elevated escape minutes from beaches and town.
4.99 out of 5 average rating, 126 reviews
Southampton Village Newly Built Gem
Enjoy a stylish experience at this 3765+ sq ft., just built, SH Village gem! Beautiful and bright spacious home with 5 well appointed bedrooms, multiple custom closets and 5.5 baths (4 ensuite). Luxurious lighting fixtures throughout the home. Living room fireplace, vaulted wooden beam kitchen ceiling with formal dining for 10 plus. Gunite pool and spa, with multiple outdoor seating areas. Expansive media room with 75 inch TV and room length comfy cloud sofa. Two sets of washers and dryers.
4.97 out of 5 average rating, 103 reviews
Modern farmhouse w/ pool, beach, horses and winery
A new, modernized farmhouse with a heated saltwater pool in the heart of North Fork. Nestled on an acre of lush, fully fenced yard, the home can easily accommodate up to 8 guests and all pets! Minutes away from Love Lane (Mattituck's charming downtown), Breakwater Beach (one of best beaches in North Fork), Mattituck train station and surrounding the award winning Bridge Lane Vineyards and picturesque Seabrook Horse Farm, this bucolic home offers the perfect setting for a North Fork getaway.
4.93 out of 5 average rating, 138 reviews
Serene East Hampton Escape - Warm Pool til Nov
A luxuriously curated woodland escape with massive pool (heated and open May through October), fully fenced and just minutes from EH Village & Ocean Beaches. This impeccably renovated four-bedroom, four-and-a-half-bath home offers refined comfort in a serene, private setting. Sunlight floods the expansive interiors, featuring rich luxurious finishes, a separate office with queen sofa bed, a freestanding soaking tub, and a designer chef’s kitchen with a custom dining table for ten or more.
4.99 out of 5 average rating, 156 reviews
Hamptons Oasis: pool, grill, lush landscape
Kick back and relax in this calm, stylish, contemporary masterpiece. 4 beds, 3 baths, eco pool, and expansive outdoor living space. Architecturally impressive structure surrounded by lush landscape and tastefully decorated. The outdoor space includes a pool, a new outdoor grill, a fire pit, pool lounge chairs, a dining table under a wisteria pergola and an outdoor sofa area big enough to fit your entire party. Fully equipped kitchen. Short drive to the beach and to downtown Westhampton.
4.95 out of 5 average rating, 146 reviews
Pool|Golf Sim|HotTub|Movie|Games|Firepit|Golf Open
Insta: @staywithhamptonsmama PINKWOOD PLAYHOUSE is the perfect spot for your Hamptons stay, offering elevated design and relaxed luxury with laid back beach vibes. Perfect for families, friends or couples. This stylish and serene home features 4 bedrooms, 2.5 bathrooms, a fully equipped kitchen, soaring ceilings, games room and movie room. Bring the outdoors in with oversized windows and over 1000 square feet of deck space overlooking the gorgeous pool (can be heated for a fee).
4.95 out of 5 average rating, 101 reviews
Stunning Hamptons Waterfront Escape w/ Sunset View
Experience an unforgettable trip in the Hamptons at our waterfront haven! Savor the views and sunset from our spacious deck. Vaulted ceilings and large windows flood the space with natural light. Brand new Weber Grill (2025). We have completed renovations of 3 bathrooms, 2 kitchens, and the entire pool house over the last 18 months. Our home is <10 minutes drive to the beach, groceries, and restaurants! Our pool will close on September 15th, 2026 and will reopen May 29, 2027.
4.87 out of 5 average rating, 144 reviews
Coastal Retreat|Heated Saltwater Pool|5 MinToBeach
Unwind in Hamptons Bliss! A coastal oasis awaits at this exquisite vacation house. Immerse yourself in luxury, from the elegant interiors to the serene outdoor retreat including a massive fenced-in salt water heated pool (Memorial Day to Labor Day) that will leave you in awe. Indulge in beachside bliss, upscale shopping, and culinary delights. Create memories that will linger long after the sun sets over the horizon. Your dream Hamptons getaway starts here!
4.94 out of 5 average rating, 119 reviews
Luxury Hamptons Home with Heated Saltwater Pool
Get away from it all in this meticulously renovated Westhampton Beach home. Pull up to the cottage in the heart of Westhampton Beach, a place that delivers all the Hamptons have to offer, all while being within a two hour drive of NYC. No detail was overlooked in the renovation of this cottage… the beauty is only matched by the comfort and function. With the open floor plan, sunny kitchen, furnished open air patio, you won’t want to leave.
4.98 out of 5 average rating, 179 reviews
Luxury Hamptons Getaway w/ Private pool- sleeps 14
Escape to this private Hamptons retreat in the exclusive Bay-Woods enclave of Hampton Bays. Set on a beautifully landscaped acre, the home is just 10 minutes to ocean beaches, 5 minutes to the bay, and 10–15 minutes to Southampton Village for dining, shopping, nightlife, and Cooper’s Beach. Enjoy peaceful luxury, outdoor living, and the perfect location for a relaxing Hamptons getaway. Shinnecock Hills Golf Club is also just minutes away.
4.84 out of 5 average rating, 131 reviewsPopular amenities for The Hamptons rentals with a pool
House rentals with a pool

Southampton Charmer, 5 bedrooms w pool - Location
4.93 out of 5 average rating, 138 reviews
5 min to EH town w/pool, playground, self check-in
4.93 out of 5 average rating, 142 reviews
East Hampton Oasis - Pool and Hot Tub
4.83 out of 5 average rating, 144 reviews
Astounding Watermill 5 Bedroom home with Pool
4.94 out of 5 average rating, 167 reviews
Dream Home with a wonderful heated pool in SH
4.96 out of 5 average rating, 225 reviews
Modern East Hampton Home w/ Heated Saltwater Pool
4.89 out of 5 average rating, 118 reviews
East Hampton Home: Heated Pool, Gym, Fully Fenced
4.97 out of 5 average rating, 112 reviews
Luxury modern farmhouse with heated pool & hot tub
4.93 out of 5 average rating, 148 reviewsCondo rentals with a pool

Montauk Waterfront Condo w/ Sunset Views
5.0 out of 5 average rating, 261 reviews
Waterfront Escape | Private Beach, Pool & Views
4.85 out of 5 average rating, 177 reviews
Coastline View Studio
4.84 out of 5 average rating, 220 reviews
Beautiful Condo on the Ocean Bluffs
4.85 out of 5 average rating, 113 reviews
Beautiful Waterview Condo on the North Fork of LI
4.9 out of 5 average rating, 200 reviews
Beautiful condo on Long Islands Northfork
4.86 out of 5 average rating, 136 reviews
Sound Front Condominium
4.89 out of 5 average rating, 284 reviews
Montauk Royal Atlantic Beach Resort North
4.8 out of 5 average rating, 248 reviewsHome rentals with a private pool

Explore the Water & Woods at a Relaxing Retreat
4.98 out of 5 average rating, 148 reviews
Southampton Private House with Pool / Peaceful
4.91 out of 5 average rating, 74 reviewsEast Hampton Villa | Heated Saltwater Pool & Beach
4.91 out of 5 average rating, 116 reviewsEnchanting Home with Large Decks and Heated Pool
4.85 out of 5 average rating, 52 reviewsPerfect Getaway at Sunny Modern Shampton LakeHouse
4.96 out of 5 average rating, 25 reviewsSaltbox with Separate Poolhouse in Northwest Woods
5.0 out of 5 average rating, 13 reviewsDestinations to explore
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- Yale University
- Mohegan Sun
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- Fairfield Beach
- Ocean Beach Park
- Charlestown Beach
- Mystic Seaport Museum
- Mystic Aquarium
- Southampton Beach
- Sunken Meadow State Park
- Soundview Beach
- Hammonasset Beach State Park
- Powder Ridge Mountain Park & Resort
- Wölffer Estate Vineyard
- Ocean Beach
- Sleeping Giant State Park
- Meschutt Beach
- Orient Beach State Park
- Ditch Plains Beach
- Wesleyan University
- Splish Splash Water Park
- Long Island Aquarium
- Stonington Vineyards





