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
4.92 out of 5 average rating, 129 reviewsHeated pool, games room, near beach, kid-friendly
Home in Westhampton Beach
4.93 out of 5 average rating, 136 reviewsHampton's Haven
Home in Shelter Island
4.97 out of 5 average rating, 201 reviewsHuge Island Getaway Pool HotTub Walk To Beach
Home in Southampton
5.0 out of 5 average rating, 36 reviewsLuxury Hamptons Poolside Paradise w/ Outdoor Sauna
Home in Southampton
5.0 out of 5 average rating, 58 reviewsDream home in SH with Heated Pool OPEN from May 4
Home in Southampton
4.9 out of 5 average rating, 71 reviewsClassic Southampton Village Home w/ Pool
Home in Southampton
4.9 out of 5 average rating, 21 reviewsSpectacular Southampton Retreat!
Home in Southampton
4.97 out of 5 average rating, 36 reviewsBeautiful Southampton Village Home with Pool
Condo rentals with a pool
Condo in Greenport
4.9 out of 5 average rating, 109 reviewsBeachside Waterview 2Br Condo w/ Pool in Greenport
Condo in Montauk
4.99 out of 5 average rating, 182 reviewsMontauk Waterfront Condo w/ Sunset Views
Condo in Montauk
4.94 out of 5 average rating, 109 reviewsDeluxe Studio Apt@The Montauk Manor
Condo in Greenport
4.91 out of 5 average rating, 126 reviewsBeautiful Waterview Condo on the North Fork of LI
Condo in Greenport
4.83 out of 5 average rating, 148 reviewsSound front condominium
Condo in Montauk
4.8 out of 5 average rating, 232 reviewsMontauk Royal Atlantic Beach Resort North
Condo in Montauk
4.82 out of 5 average rating, 158 reviewsCoastline View Studio
Condo in Bridgehampton
4.92 out of 5 average rating, 13 reviewsBridgehampton w/ Pool steps to town 3 bd 2.5 Bath
Home rentals with a private pool
Home in East Hampton
5.0 out of 5 average rating, 13 reviewsSaltbox with Separate Poolhouse in Northwest Woods
Home in East Hampton
4.77 out of 5 average rating, 13 reviewsHistorical Estate Home with Backyard Pool
Home in Remsenburg
4.95 out of 5 average rating, 64 reviewsExperience a Quiet Hamptons Getaway
Home in East Hampton
4.79 out of 5 average rating, 39 reviewsEnchanting Home with Large Decks and Heated Pool
Home in Southampton
4.94 out of 5 average rating, 16 reviewsPerfect Getaway at Sunny Modern Shampton Lake House
Quick stats about vacation rentals with a pool in Southampton
Total rentals
340 properties
Rentals with dedicated workspaces
200 properties have a dedicated workspace
Pet-friendly rentals
150 properties allow pets
Family-friendly rentals
300 properties are a good fit for families
Total number of reviews
4.7K reviews
Nightly prices starting at
$14 CAD before taxes and fees
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