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 Hampton Bays
4.94 out of 5 average rating, 111 reviewsBeautiful Hampton’s Home Pool/Tennis/HotTub/Sauna
8–15 Mar
Home in Sag Harbor
4.82 out of 5 average rating, 132 reviewsNew! Sag Harbor Village Pool, Hot Tub &Beach House
31 Oct – 7 Nov
Home in Shelter Island
4.97 out of 5 average rating, 194 reviewsHuge Island Getaway Pool HotTub Walk To Beach
6–13 Feb
Home in Sag Harbor
4.81 out of 5 average rating, 109 reviewsSag Harbor Gem, private, 4 Bedrooms, Pool w Summer
6–13 Jun
Home in East Hampton
4.92 out of 5 average rating, 128 reviewsHeated pool, games room, near beach, kid-friendly
23–30 Oct
Home in Southampton
5.0 out of 5 average rating, 20 reviewsModern Southampton home, heated pool, pickleball
21–28 Mar
Home in Southampton
4.97 out of 5 average rating, 35 reviewsBeautiful Southampton Village Home with Pool
21–28 Oct
Home in Southampton
4.9 out of 5 average rating, 67 reviewsClassic Southampton Village Home w/ Pool
29 May – 5 Jun
Apartment rentals with a pool
Apartment in Greenport
4.91 out of 5 average rating, 107 reviewsBeachside Waterview 2Br Condo w/ Pool in Greenport
25 Oct – 1 Nov
Apartment in Montauk
4.99 out of 5 average rating, 181 reviewsMontauk Waterfront Condo w/ Sunset Views
18–25 Mar
Apartment in Greenport
4.92 out of 5 average rating, 125 reviewsBeautiful Waterview Condo on the North Fork of LI
10–17 Nov
Apartment in Greenport
4.83 out of 5 average rating, 145 reviewsSound front condominium
9–16 Oct
Apartment in Montauk
4.95 out of 5 average rating, 107 reviewsDeluxe Studio Apt@The Montauk Manor
26 Aug – 2 Sep
Apartment in Montauk
4.8 out of 5 average rating, 232 reviewsMontauk Royal Atlantic Beach Resort North
20–27 Jul
Apartment in Montauk
4.82 out of 5 average rating, 158 reviewsCoastline View Studio
26 Oct – 2 Nov
Apartment in Greenport
4.89 out of 5 average rating, 80 reviewsSeaside Escape w Pool, Private Beach & Patio
22–29 Oct
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
5–12 Apr
Home in Remsenburg
4.95 out of 5 average rating, 64 reviewsExperience a Quiet Hamptons Getaway
26 Mar – 2 Apr
Bungalow in East Hampton
4.93 out of 5 average rating, 99 reviewsEast Hampton Ranch with Access to Clearwater Private Beach
14–21 May
Home in East Hampton
4.79 out of 5 average rating, 39 reviewsEnchanting Home with Large Decks and Heated Pool
25 Oct – 1 Nov
Home in Southampton
4.94 out of 5 average rating, 16 reviewsPerfect Getaway at Sunny Modern Shampton Lake House
14–21 Jan
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
4.7T reviews
Nightly prices starting at
₹834 before taxes and fees
Destinations to explore
- New City Holiday rentals
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