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 Hampton Bays
4.94 out of 5 average rating, 111 reviewsBeautiful Hampton’s Home Pool/Tennis/HotTub/Sauna
Jan 25 – Feb 1
Home in Watermill
4.88 out of 5 average rating, 128 reviewsModern House close to the beach
Oct 16 – 23
Home in Southampton
5.0 out of 5 average rating, 22 reviewsModern Southampton home, heated pool, pickleball
Apr 23 – 30
Home in Southampton
5.0 out of 5 average rating, 34 reviewsLuxury Hamptons Poolside Paradise w/ Outdoor Sauna
Feb 10 – 17
Home in Southampton
5.0 out of 5 average rating, 58 reviewsDream home in SH with Heated Pool OPEN from May 4
Jan 13 – 20
Home in Southampton
4.9 out of 5 average rating, 68 reviewsClassic Southampton Village Home w/ Pool
Oct 11 – 18
Home in Hampton Bays
4.97 out of 5 average rating, 29 reviews3 bedroom house with heated, salt water pool
Jan 28 – Feb 4
Home in Southampton
5.0 out of 5 average rating, 18 reviewsBeautiful Southampton Home w/ Pool, Close to Beach
Jan 11 – 18
Condo rentals with a pool
Condo in Greenport
4.9 out of 5 average rating, 108 reviewsBeachside Waterview 2Br Condo w/ Pool in Greenport
Oct 20 – 27
Condo in Greenport
4.92 out of 5 average rating, 125 reviewsBeautiful Waterview Condo on the North Fork of LI
Apr 19 – 26
Condo in Greenport
4.83 out of 5 average rating, 145 reviewsSound front condominium
Sep 18 – 25
Condo in Montauk
4.99 out of 5 average rating, 181 reviewsMontauk Waterfront Condo w/ Sunset Views
Sep 10 – 17
Condo in Montauk
4.8 out of 5 average rating, 232 reviewsMontauk Royal Atlantic Beach Resort North
Aug 12 – 19
Condo in Montauk
4.95 out of 5 average rating, 108 reviewsDeluxe Studio Apt@The Montauk Manor
Jul 31 – Aug 7
Condo in Montauk
4.82 out of 5 average rating, 158 reviewsCoastline View Studio
Nov 4 – 11
Condo in Bridgehampton
4.92 out of 5 average rating, 13 reviewsBridgehampton w/ Pool steps to town 3 bd 2.5 Bath
Nov 18 – 25
Home rentals with a private pool
Home in East Hampton
4.77 out of 5 average rating, 13 reviewsHistorical Estate Home with Backyard Pool
Jan 23 – 30
Home in East Hampton
5.0 out of 5 average rating, 13 reviewsSaltbox with Separate Poolhouse in Northwest Woods
Apr 8 – 15
Home in Remsenburg
4.95 out of 5 average rating, 64 reviewsExperience a Quiet Hamptons Getaway
Feb 4 – 11
Bungalow in East Hampton
4.93 out of 5 average rating, 99 reviewsEast Hampton Ranch with Access to Clearwater Private Beach
May 8 – 15
Home in East Hampton
4.79 out of 5 average rating, 39 reviewsEnchanting Home with Large Decks and Heated Pool
Jan 1 – 8
Home in Southampton
4.94 out of 5 average rating, 16 reviewsPerfect Getaway at Sunny Modern Shampton Lake House
Jan 1 – 8
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
G$2,086 GYD before taxes and fees
Destinations to explore
- New City Vacation rentals
- Long Island Vacation rentals
- Martha's Vineyard Vacation rentals
- Newark Vacation rentals
- Montauk Vacation rentals
- Hoboken Vacation rentals
- Washington Vacation rentals
- Philadelphia Vacation rentals
- New York Vacation rentals
- Jersey City Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Rentals with pools New York
- Rentals with pools United States
- Rentals with pools Manhattan
- Rentals with pools Brooklyn
- Rentals with pools New York
- Luxury rentals Southampton
- Rentals with a patio Southampton
- Beach house rentals Southampton
- House rentals Southampton
- Cottage rentals Southampton
- Rentals with a hot tub Southampton
- Rentals with breakfast Southampton
- Rentals with a fireplace Southampton
- Rentals with outdoor seating Southampton
- Pet-friendly rentals Southampton
- Waterfront rentals Southampton
- Rentals with beach access Southampton
- Rentals with an EV charger Southampton
- Fitness-friendly rentals Southampton
- Rentals with a fire pit Southampton
- Rentals with a washer and dryer Southampton
- Family-friendly rentals Southampton
- Kid-friendly rentals Southampton
- Apartment rentals Southampton
- Monthly Rentals Southampton
- Rentals with pools Suffolk County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom