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 Hampton Bays
4.98 out of 5 average rating, 112 reviewsBeach House Feel - newly renovated backyard Oasis
9–16 Sep
Home in Southampton
4.96 out of 5 average rating, 130 reviewsWaterview, PoolOpenNow! DogsFree+Kayaks+PingPong
29 Nov – 6 Dec
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 Montauk
4.98 out of 5 average rating, 55 reviewsMontauk Home: Pool, Backyard Oasis + Private Beach
6–13 May
Home in Montauk
4.94 out of 5 average rating, 31 reviewsLUXE,Waterviews,Redesigned,Renovated&Refurnished!
2–9 Apr
Home in Amagansett
4.98 out of 5 average rating, 54 reviewsBright Amagansett getaway w/ private pool & tennis
18–25 Sep
Home in Montauk
5.0 out of 5 average rating, 33 reviews3 BR/Pool. Walk to Beach & Town!
12–19 Feb
Home in Montauk
4.88 out of 5 average rating, 24 reviewsModern Renovation-Indoor/Outdoor Living w/ Pool
25 Dec – 1 Jan
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
4.82 out of 5 average rating, 158 reviewsCoastline View Studio
29 Oct – 5 Nov
Apartment in Greenport
4.83 out of 5 average rating, 145 reviewsSound front condominium
28 Apr – 5 May
Apartment in Greenport
4.92 out of 5 average rating, 125 reviewsBeautiful Waterview Condo on the North Fork of LI
22–29 Sep
Apartment in Montauk
4.74 out of 5 average rating, 39 reviewsThe Exclusive Resort in Montauk
30 Dec – 6 Jan
Apartment in Montauk
4.82 out of 5 average rating, 87 reviewsBeautiful Condo on the Ocean Bluffs
18–25 Oct
Apartment in Montauk
4.88 out of 5 average rating, 17 reviews1 BR Loft Apt- Montauk Manor- Pools, Tennis & Gym!
6–13 Dec
Apartment in Montauk
4.81 out of 5 average rating, 26 reviewsMontauk Sunsets
31 Aug – 7 Sep
Home rentals with a private pool
Home in Remsenburg
4.95 out of 5 average rating, 64 reviewsExperience a Quiet Hamptons Getaway
27 Jan – 3 Feb
Home in Southampton
4.94 out of 5 average rating, 16 reviewsPerfect Getaway at Sunny Modern Shampton Lake House
12–19 Jan
Home in East Hampton
5.0 out of 5 average rating, 13 reviewsSaltbox with Separate Poolhouse in Northwest Woods
1–8 Apr
Home in East Hampton
4.79 out of 5 average rating, 39 reviewsEnchanting Home with Large Decks and Heated Pool
25 Mar – 1 Apr
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
Quick stats about holiday 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
6.4T reviews
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