Vacation 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.
Vacation 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 East Hampton
5 out of 5 average rating, 7 reviewsEast Hampton Getaway
Home in East Hampton
5 out of 5 average rating, 10 reviewsBrand New Amagansett: Heated Pool, 5-beds and more
Home in Sag Harbor
5 out of 5 average rating, 22 reviewsSunny Sag Harbor Retreat
Home in Southampton
4.94 out of 5 average rating, 270 reviewsSouthampton Village Classic-Summer Special!
Home in Southampton
4.92 out of 5 average rating, 86 reviewsClassic Southampton Village Home w/ Pool
Home in Water Mill
4.99 out of 5 average rating, 84 reviewsPristine 5 bedroom Home - South of the Highway
Home in Southampton
4.93 out of 5 average rating, 92 reviewsVillage Charmer, 5 bedrooms with pool
Home in Sag Harbor
5 out of 5 average rating, 34 reviewsSag Harbor Modern Oasis
Condo rentals with a pool
Condo in North Fork
4.82 out of 5 average rating, 97 reviewsBeautiful condo on Long Islands Northfolk
Condo in North Fork
4.83 out of 5 average rating, 124 reviewsSeaside Escape w Pool, Private Beach + Patio
Condo in North Fork
4.88 out of 5 average rating, 147 reviewsBeautiful Waterview Condo on the North Fork of LI
Condo in Bridgehampton
4.88 out of 5 average rating, 17 reviewsBridgehampton w/ Pool steps to town 3 bd 2.5 Bath
Condo in North Fork
5 out of 5 average rating, 107 reviews"Breathtaking Waterfront Water's Edge view"
Condo in Hampton Bays
4.95 out of 5 average rating, 42 reviewsA Unique Piece of Paradise, Water Front pool
Condo in North Fork
4.92 out of 5 average rating, 137 reviewsBeachside Waterview 2Br Condo w/ Pool in Greenport
Home rentals with a private pool
Home in East Hampton
4.94 out of 5 average rating, 16 reviewsWalk to Water. Stunning Home with Gorgeous Pool & Grounds.
Bungalow in East Hampton
4.93 out of 5 average rating, 107 reviewsEast Hampton Ranch with Access to Clearwater Private Beach
Home in Southampton
5 out of 5 average rating, 81 reviewsBest of Country and Beach Living
Home in East Hampton
4.82 out of 5 average rating, 45 reviewsEnchanting Home with Large Decks and Heated Pool
Home in Southampton
4.93 out of 5 average rating, 61 reviewsSouthampton Quiet Private Home/Pool 6min to Villag
Home in Southampton
4.95 out of 5 average rating, 20 reviewsPerfect Getaway at Sunny Modern Shampton Lake House
Home in East Hampton
5 out of 5 average rating, 13 reviewsSaltbox with Separate Poolhouse in Northwest Woods
Quick stats about vacation rentals with a pool in Sag Harbor
Total rentals
120 properties
Nightly prices starting at
$90 before taxes and fees
Total number of reviews
1.8K reviews
Family-friendly rentals
110 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
70 properties have a dedicated workspace
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