Vacation rentals with a pool in Southampton
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Southampton
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Southampton rentals with a pool
House rentals with a pool
Home in East Hampton
4.96 out of 5 average rating, 48 reviewsEast Hampton Sag Harbor Fringe Pool, Hot Tub, Gym
Home in Hampton Bays
4.91 out of 5 average rating, 11 reviewsDesigner Home w/ Heated, Salt-Water Pool
Home in East Hampton
4.87 out of 5 average rating, 97 reviews4 BD w/ Heated Pool in E Hampton, Fully Furnished
Home in Water Mill
4.91 out of 5 average rating, 106 reviewsPeaceful 1850s barn w/Pool
Home in Southampton
5 out of 5 average rating, 8 reviewsNew Private Chic SH Villa with Pool Sauna Gym
Home in Water Mill
5 out of 5 average rating, 26 reviewsNew Hamptons Escape — Tennis, Pool, Privacy
Home in Southampton
5 out of 5 average rating, 4 reviewsCharming- In village/bike2beach
Home in East Hampton
5 out of 5 average rating, 19 reviewsSecluded Luxury: New Gunite Pool, Walk to Bay
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 Montauk
5 out of 5 average rating, 20 reviewsSun N Sound Resort, Montauk, NY
Condo in North Fork
4.83 out of 5 average rating, 124 reviewsSeaside Escape w Pool, Private Beach + Patio
Condo in Montauk
5 out of 5 average rating, 210 reviewsMontauk Waterfront Condo w/ Sunset Views
Condo in North Fork
4.88 out of 5 average rating, 147 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 North Fork
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
4.94 out of 5 average rating, 16 reviewsWalk to Water. Stunning Home with Gorgeous Pool & Grounds.
Bungalow in East Hampton
4.93 out of 5 average rating, 107 reviewsEast Hampton Ranch with Access to Clearwater Private Beach
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
Quick stats about vacation rentals with a pool in Southampton
Total rentals
380 properties
Nightly prices starting at
$10 before taxes and fees
Total number of reviews
4.6K reviews
Family-friendly rentals
330 properties are a good fit for families
Pet-friendly rentals
170 properties allow pets
Rentals with dedicated workspaces
230 properties have a dedicated workspace
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