Vacation 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.
Vacation 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 Hampton Bays
4.98 out of 5 average rating, 112 reviewsBeach House Feel - newly renovated backyard Oasis
Oct 25 – Nov 1
Home in Southampton
4.96 out of 5 average rating, 130 reviewsWaterview, PoolOpenNow! DogsFree+Kayaks+PingPong
Mar 12 – 19
Home in Montauk
4.94 out of 5 average rating, 32 reviewsHeated Pool Open 5.1.24 - Private West Lake
Nov 25 – Dec 2
Home in Montauk
4.94 out of 5 average rating, 31 reviewsLUXE,Waterviews,Redesigned,Renovated&Refurnished!
Mar 30 – Apr 6
Home in Montauk
5.0 out of 5 average rating, 32 reviews3 BR/Pool. Walk to Beach & Town!
Jan 3 – 10
Home in East Hampton
4.85 out of 5 average rating, 75 reviewsFully Furnished 4 BD in E Hampton w/ Heated Pool
Oct 4 – 11
Home in East Hampton
4.96 out of 5 average rating, 55 reviewsEast Hampton Family Vacation Home
Jan 22 – 29
Home in Sag Harbor
4.98 out of 5 average rating, 88 reviewsPerfection in Sag Harbor 5 Br 1 block from water
Nov 4 – 11
Condo rentals with a pool
Condo in Greenport
4.91 out of 5 average rating, 107 reviewsBeachside Waterview 2Br Condo w/ Pool in Greenport
Oct 8 – 15
Condo in Greenport
4.83 out of 5 average rating, 145 reviewsSound front condominium
May 30 – Jun 6
Condo in Montauk
4.82 out of 5 average rating, 158 reviewsCoastline View Studio
Oct 26 – Nov 2
Condo in Greenport
4.93 out of 5 average rating, 124 reviewsBeautiful Waterview Condo on the North Fork of LI
Nov 10 – 17
Condo in Montauk
4.74 out of 5 average rating, 39 reviewsThe Exclusive Resort in Montauk
Apr 19 – 26
Condo in Montauk
4.88 out of 5 average rating, 17 reviews1 BR Loft Apt- Montauk Manor- Pools, Tennis & Gym!
Sep 8 – 15
Condo in Montauk
4.81 out of 5 average rating, 26 reviewsMontauk Sunsets
May 11 – 18
Condo in Montauk
4.82 out of 5 average rating, 87 reviewsBeautiful Condo on the Ocean Bluffs
Mar 27 – Apr 3
Home rentals with a private pool
Home in Remsenburg
4.95 out of 5 average rating, 64 reviewsExperience a Quiet Hamptons Getaway
Jan 24 – 31
Home in Southampton
4.94 out of 5 average rating, 16 reviewsPerfect Getaway at Sunny Modern Shampton Lake House
Jan 14 – 21
Home in East Hampton
5.0 out of 5 average rating, 13 reviewsSaltbox with Separate Poolhouse in Northwest Woods
Apr 4 – 11
Home in East Hampton
4.79 out of 5 average rating, 39 reviewsEnchanting Home with Large Decks and Heated Pool
Apr 2 – 9
Bungalow in East Hampton
4.93 out of 5 average rating, 99 reviewsEast Hampton Ranch with Access to Clearwater Private Beach
May 15 – 22
Quick stats about vacation rentals with a pool in Montauk
Total rentals
360 properties
Wifi availability
360 properties include access to wifi
Rentals with dedicated workspaces
190 properties have a dedicated workspace
Pet-friendly rentals
70 properties allow pets
Family-friendly rentals
180 properties are a good fit for families
Total number of reviews
6.4K reviews
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