Holiday rentals with a pool in Sag Harbor
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Sag Harbor
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 Sag Harbor rentals with a pool
House rentals with a pool
Home in Hampton Bays
4.98 out of 5 average rating, 112 reviewsBeach House Feel - newly renovated backyard Oasis
25 Oct – 1 Nov
Home in Sag Harbor
4.89 out of 5 average rating, 71 reviewsSag Harbor Wonder, 3 bedroom 2 Bath & Heated Pool
6–13 Oct
Home in Sag Harbor
5.0 out of 5 average rating, 9 reviewsSunny Sag Harbor Retreat
6–13 Nov
Home in Sag Harbor
5.0 out of 5 average rating, 6 reviewsSag Harbor Dream Home: Heated Pool
27 Nov – 4 Dec
Home in Southampton
5.0 out of 5 average rating, 41 reviewsBay View Stunner, Modern 6 Bedroom w Heated Pool
18–25 May
Home in Sag Harbor
4.91 out of 5 average rating, 33 reviewsSag Harbor Amazing Beach house Awaits!
26 Jan – 2 Feb
Home in Sag Harbor
4.96 out of 5 average rating, 24 reviewsThe Hamptons Casita: Modern Elegance Meets Cozy
17–24 Jun
Home in Sag Harbor
4.84 out of 5 average rating, 45 reviewsModern Home in Sag Harbor, NY
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
8–15 Oct
Apartment in Montauk
4.99 out of 5 average rating, 181 reviewsMontauk Waterfront Condo w/ Sunset Views
24–31 Mar
Apartment in Montauk
4.95 out of 5 average rating, 107 reviewsDeluxe Studio Apt@The Montauk Manor
12–19 Apr
Apartment in Greenport
4.93 out of 5 average rating, 124 reviewsBeautiful Waterview Condo on the North Fork of LI
31 Mar – 7 Apr
Apartment in Montauk
4.8 out of 5 average rating, 231 reviewsMontauk Royal Atlantic Beach Resort North
20–27 Jul
Apartment in Greenport
4.83 out of 5 average rating, 145 reviewsSound front condominium
19–26 Apr
Apartment in Montauk
4.82 out of 5 average rating, 158 reviewsCoastline View Studio
25 Oct – 1 Nov
Apartment in Greenport
4.89 out of 5 average rating, 80 reviewsSeaside Escape w Pool, Private Beach & Patio
28 Sep – 5 Oct
Home rentals with a private pool
Home in Remsenburg
4.95 out of 5 average rating, 64 reviewsExperience a Quiet Hamptons Getaway
24–31 Jan
Home in Southampton
4.94 out of 5 average rating, 16 reviewsPerfect Getaway at Sunny Modern Shampton Lake House
14–21 Jan
Home in East Hampton
5.0 out of 5 average rating, 13 reviewsSaltbox with Separate Poolhouse in Northwest Woods
4–11 Apr
Bungalow in East Hampton
4.93 out of 5 average rating, 99 reviewsEast Hampton Ranch with Access to Clearwater Private Beach
30 May – 6 Jun
Home in East Hampton
4.79 out of 5 average rating, 39 reviewsEnchanting Home with Large Decks and Heated Pool
25 Jan – 1 Feb
Quick stats about holiday rentals with a pool in Sag Harbor
Total rentals
130 properties
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Pet-friendly rentals
50 properties allow pets
Family-friendly rentals
110 properties are a good fit for families
Total number of reviews
1.7K reviews
Nightly prices starting at
$123 SGD before taxes and fees
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