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.
Vacation rentals for every style
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Popular amenities for The Hamptons rentals with a pool
House rentals with a pool
Home in East Hampton
4.97 out of 5 average rating, 31 reviewsPretty East Hampton Village Fringe - Hansom Hills
Home in Cutchogue
4.88 out of 5 average rating, 123 reviewsThe Perfect North Fork Escape
Home in Hampton Bays
4.94 out of 5 average rating, 120 reviewsPeaceful Retreat in Immaculate Architect’s House
Home in East Hampton
4.9 out of 5 average rating, 42 reviewsBright Modern Home With Stunning Yard & Pool
Home in East Hampton
4.82 out of 5 average rating, 91 reviewsEast Hampton Oasis - Pool and Hot Tub
Home in Holbrook
4.97 out of 5 average rating, 33 reviewsSummer fun
Home in Rocky Point
4.96 out of 5 average rating, 90 reviewsLuxury modern farmhouse with heated pool & hot tub
Home in Montauk
4.9 out of 5 average rating, 30 reviewsModern Renovation-Indoor/Outdoor Living w/ Pool
Condo rentals with a pool
Condo in Montauk
4.91 out of 5 average rating, 23 reviews1 BR Loft Apt- Montauk Manor- Pools, Tennis & Gym!
Condo in Greenport
4.83 out of 5 average rating, 122 reviewsSeaside Escape w Pool, Private Beach + Patio
Condo in Montauk
5 out of 5 average rating, 208 reviewsMontauk Waterfront Condo w/ Sunset Views
Condo in Montauk
4.89 out of 5 average rating, 9 reviewsEndless Summer Studio Condo w Balcony Bayview
Condo in Greenport
4.89 out of 5 average rating, 145 reviewsBeautiful Waterview Condo on the North Fork of LI
Condo in Bridgehampton
4.88 out of 5 average rating, 17 reviewsBridgehampton w/ Pool steps to town 3 bd 2.5 Bath
Condo in Greenport
5 out of 5 average rating, 107 reviews"Breathtaking Waterfront Water's Edge view"
Condo in Hampton Bays
4.95 out of 5 average rating, 42 reviewsA Unique Piece of Paradise, Water Front pool
Home rentals with a private pool
Home in East Hampton
4.98 out of 5 average rating, 128 reviewsExplore the Water & Woods at a Relaxing Retreat
Home in East Hampton
4.88 out of 5 average rating, 33 reviewsChic Poolside Hideaway in East Hampton
Home in Water Mill
4.92 out of 5 average rating, 120 reviewsBeach Barn w/ Sauna and Heated Pool - Dog Friendly
Home in Southampton
5 out of 5 average rating, 81 reviewsBest of Country and Beach Living
Home in East Hampton
4.82 out of 5 average rating, 45 reviewsEnchanting Home with Large Decks and Heated Pool
Home in Southampton
4.93 out of 5 average rating, 61 reviewsSouthampton Quiet Private Home/Pool 6min to Villag
Home in Southampton
4.95 out of 5 average rating, 20 reviewsPerfect Getaway at Sunny Modern Shampton Lake House
Home in East Hampton
5 out of 5 average rating, 13 reviewsSaltbox with Separate Poolhouse in Northwest Woods
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