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 Sag Harbor
4.82 out of 5 average rating, 132 reviewsNew! Sag Harbor Village Pool, Hot Tub &Beach House
15–22 Nov
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
4.97 out of 5 average rating, 35 reviewsBeautiful Southampton Village Home with Pool
10–17 May
Home in Southampton
5.0 out of 5 average rating, 21 reviewsModern Southampton home, heated pool, pickleball
10–17 Nov
Home in Sag Harbor
4.98 out of 5 average rating, 88 reviewsPerfection in Sag Harbor 5 Br 1 block from water
25 Mar – 1 Apr
Home in Southampton
4.9 out of 5 average rating, 67 reviewsClassic Southampton Village Home w/ Pool
29 May – 5 Jun
Home in Southampton
5.0 out of 5 average rating, 45 reviewsPerfect Family Escape with Heated Pool
13–20 May
Home in Hampton Bays
4.97 out of 5 average rating, 29 reviews3 bedroom house with heated, salt water pool
9–16 Feb
Apartment rentals with a pool
Apartment in Greenport
4.91 out of 5 average rating, 107 reviewsBeachside Waterview 2Br Condo w/ Pool in Greenport
20–27 Oct
Apartment in Montauk
4.95 out of 5 average rating, 107 reviewsDeluxe Studio Apt@The Montauk Manor
12–19 Mar
Apartment in Montauk
4.99 out of 5 average rating, 181 reviewsMontauk Waterfront Condo w/ Sunset Views
16–23 Nov
Apartment in Greenport
4.92 out of 5 average rating, 125 reviewsBeautiful Waterview Condo on the North Fork of LI
22–29 Sept
Apartment in Greenport
4.83 out of 5 average rating, 145 reviewsSound front condominium
28 Apr – 5 May
Apartment in Montauk
4.8 out of 5 average rating, 232 reviewsMontauk Royal Atlantic Beach Resort North
2–9 Aug
Apartment in Montauk
4.82 out of 5 average rating, 158 reviewsCoastline View Studio
29 Oct – 5 Nov
Apartment in Bridgehampton
4.92 out of 5 average rating, 13 reviewsBridgehampton w/ Pool steps to town 3 bd 2.5 Bath
9–16 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
1–8 Apr
Home in Remsenburg
4.95 out of 5 average rating, 64 reviewsExperience a Quiet Hamptons Getaway
27 Jan – 3 Feb
Bungalow in East Hampton
4.93 out of 5 average rating, 99 reviewsEast Hampton Ranch with Access to Clearwater Private Beach
29 May – 5 Jun
Home in East Hampton
4.79 out of 5 average rating, 39 reviewsEnchanting Home with Large Decks and Heated Pool
25 Mar – 1 Apr
Home in Southampton
4.94 out of 5 average rating, 16 reviewsPerfect Getaway at Sunny Modern Shampton Lake House
12–19 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
4.7K reviews
Nightly prices starting at
£8 before taxes and fees
Destinations to explore
- New City Holiday rentals
- Long Island Holiday rentals
- Martha's Vineyard Holiday rentals
- Newark Holiday rentals
- Montauk Holiday rentals
- Hoboken Holiday rentals
- Washington Holiday rentals
- Philadelphia Holiday rentals
- Jersey City Holiday rentals
- New York Holiday rentals
- The Hamptons Holiday rentals
- Boston Holiday rentals
- Rentals with pools New York
- Rentals with pools United States
- Rentals with pools Manhattan
- Rentals with pools Brooklyn
- Rentals with pools New York
- Family-friendly rentals Southampton
- Rentals with outdoor seating Southampton
- House rentals Southampton
- Rentals with a washing machine and dryer Southampton
- Rentals with an EV charger Southampton
- Monthly Rentals Southampton
- Flat rentals Southampton
- Rentals with a patio Southampton
- Fitness-friendly rentals Southampton
- Rentals with beach access Southampton
- Family-friendly rentals Southampton
- Rentals with a fireplace Southampton
- Rentals with a firepit Southampton
- Waterfront rentals Southampton
- Rentals with a hot tub Southampton
- Rentals with breakfast Southampton
- Luxury rentals Southampton
- Pet-friendly rentals Southampton
- Beach house 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