Holiday rentals with a pool in Montauk
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Montauk
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 Montauk rentals with a pool
House rentals with a pool
Home in Stony Brook
4.93 out of 5 average rating, 491 reviewsSpacious Studio Apartment- near SBU
Home in Southampton
4.95 out of 5 average rating, 137 reviewsWaterview, Pool, DogsStayFree! Kayaks, PingPong
Home in Sag Harbor
4.94 out of 5 average rating, 109 reviewsSag Harbor Village Cottage with Pool
Home in Water Mill
4.93 out of 5 average rating, 111 reviewsAstounding Watermill 5 Bedroom home with Pool
Home in Southampton
4.94 out of 5 average rating, 259 reviewsSouthampton Village Classic
Home in Westhampton Beach
4.98 out of 5 average rating, 104 reviewsLuxury Hamptons Home with Heated Saltwater Pool
Home in East Hampton
5 out of 5 average rating, 17 reviewsEast hampton 3 bedroom home w/ pool great location
Home in East Hampton
5 out of 5 average rating, 8 reviewsWaterfront Oasis + Pool/Spa & Private Beach
Apartment rentals with a pool
Apartment in North Fork
4.91 out of 5 average rating, 127 reviewsBeachside Waterview 2Br Condo w/ Pool in Greenport
Apartment in North Fork
5 out of 5 average rating, 101 reviews"Breathtaking Waterfront Water's Edge view"
Apartment in North Fork
4.89 out of 5 average rating, 138 reviewsBeautiful Waterview Condo on the North Fork of LI
Apartment in North Fork
4.85 out of 5 average rating, 170 reviewsSound front condominium
Apartment in Montauk
4.64 out of 5 average rating, 11 reviewsImmersed in Montauk's Mesmerizing Waterfront Bliss
Apartment in Montauk
5 out of 5 average rating, 17 reviewsMontauk Retreat - Steps from Beach and Town
Apartment in Montauk
4.9 out of 5 average rating, 21 reviews1 BR Loft Apt- Montauk Manor- Pools, Tennis & Gym!
Apartment in Montauk
5 out of 5 average rating, 13 reviewsSun N Sound Resort, Montauk, NY
Home rentals with a private pool
Home in East Hampton
4.98 out of 5 average rating, 123 reviewsExplore the Water & Woods at a Relaxing Retreat
Bungalow in East Hampton
4.93 out of 5 average rating, 102 reviewsEast Hampton Ranch with Access to Clearwater Private Beach
Home in East Hampton
4.94 out of 5 average rating, 16 reviewsWalk to Water. Stunning Home with Gorgeous Pool & Grounds.
Home in East Hampton
4.73 out of 5 average rating, 15 reviewsHistorical Estate Home with Backyard Pool
Home in Southampton
4.94 out of 5 average rating, 18 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
Home in East Hampton
4.81 out of 5 average rating, 43 reviewsEnchanting Home with Large Decks and Heated Pool
Quick stats about holiday rentals with a pool in Montauk
Total rentals
390 properties
Total number of reviews
6.9K reviews
Family-friendly rentals
190 properties are a good fit for families
Pet-friendly rentals
70 properties allow pets
Rentals with dedicated workspaces
190 properties have a dedicated workspace
Wifi availability
390 properties include access to wifi
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