Holiday 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.
Holiday 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 Southampton
4.9 out of 5 average rating, 72 reviewsClassic Southampton Village Home w/ Pool
Home in Southampton
5.0 out of 5 average rating, 36 reviewsLuxury Hamptons Poolside Paradise w/ Outdoor Sauna
Home in Southampton
4.91 out of 5 average rating, 22 reviewsSpectacular Southampton Retreat!
Home in Southampton
4.97 out of 5 average rating, 37 reviewsBeautiful Southampton Village Home with Pool
Home in Sag Harbor
5.0 out of 5 average rating, 27 reviewsSag Harbor Modern Oasis
Home in Southampton
4.96 out of 5 average rating, 24 reviewsSouthampton Estate 5 min to beach, village, tennis
Home in Sag Harbor
4.96 out of 5 average rating, 25 reviewsThe Hamptons Casita: Summer Meets Perfect Pool
Home in Southampton
5.0 out of 5 average rating, 19 reviewsBeautiful Southampton Home w/ Pool, Close to Beach
Apartment rentals with a pool
Apartment in Greenport
4.9 out of 5 average rating, 111 reviewsBeachside Waterview 2Br Condo w/ Pool in Greenport
Apartment in Montauk
4.99 out of 5 average rating, 184 reviewsMontauk Waterfront Condo w/ Sunset Views
Apartment in Montauk
4.95 out of 5 average rating, 111 reviewsDeluxe Studio Apt@The Montauk Manor
Apartment in Greenport
4.91 out of 5 average rating, 126 reviewsBeautiful Waterview Condo on the North Fork of LI
Apartment in Greenport
4.83 out of 5 average rating, 150 reviewsSound front condominium
Apartment in Montauk
4.8 out of 5 average rating, 232 reviewsMontauk Royal Atlantic Beach Resort North
Apartment in Montauk
4.82 out of 5 average rating, 158 reviewsCoastline View Studio
Apartment 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
4.97 out of 5 average rating, 116 reviewsExplore the Water & Woods at a Relaxing Retreat
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 East Hampton
4.8 out of 5 average rating, 40 reviewsEnchanting Home with Large Decks and Heated Pool
Home in Remsenburg
4.95 out of 5 average rating, 64 reviewsExperience a Quiet Hamptons Getaway
Home in Southampton
4.94 out of 5 average rating, 16 reviewsPerfect Getaway at Sunny Modern Shampton Lake House
Quick stats about holiday 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
£8 before taxes and fees
Destinations to explore
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