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
25 Oct – 1 Nov
Home in Southampton
4.96 out of 5 average rating, 130 reviewsWaterview, PoolOpenNow! DogsFree+Kayaks+PingPong
12 – 19 Mar
Home in Montauk
4.94 out of 5 average rating, 32 reviewsHeated Pool Open 5.1.24 - Private West Lake
25 Nov – 2 Dec
Home in Montauk
4.94 out of 5 average rating, 31 reviewsLUXE,Waterviews,Redesigned,Renovated&Refurnished!
30 Mar – 6 Apr
Home in Montauk
5.0 out of 5 average rating, 32 reviews3 BR/Pool. Walk to Beach & Town!
3 – 10 Jan
Home in East Hampton
4.85 out of 5 average rating, 75 reviewsFully Furnished 4 BD in E Hampton w/ Heated Pool
4 – 11 Oct
Home in East Hampton
4.96 out of 5 average rating, 55 reviewsEast Hampton Family Vacation Home
22 – 29 Jan
Home in Sag Harbor
4.98 out of 5 average rating, 88 reviewsPerfection in Sag Harbor 5 Br 1 block from water
4 – 11 Nov
Condo rentals with a pool
Condo in Greenport
4.91 out of 5 average rating, 107 reviewsBeachside Waterview 2Br Condo w/ Pool in Greenport
8 – 15 Oct
Condo in Greenport
4.83 out of 5 average rating, 145 reviewsSound front condominium
30 May – 6 June
Condo in Montauk
4.82 out of 5 average rating, 158 reviewsCoastline View Studio
26 Oct – 2 Nov
Condo in Greenport
4.93 out of 5 average rating, 124 reviewsBeautiful Waterview Condo on the North Fork of LI
10 – 17 Nov
Condo in Montauk
4.74 out of 5 average rating, 39 reviewsThe Exclusive Resort in Montauk
19 – 26 Apr
Condo in Montauk
4.88 out of 5 average rating, 17 reviews1 BR Loft Apt- Montauk Manor- Pools, Tennis & Gym!
8 – 15 Sept
Condo in Montauk
4.81 out of 5 average rating, 26 reviewsMontauk Sunsets
11 – 18 May
Condo in Montauk
4.82 out of 5 average rating, 87 reviewsBeautiful Condo on the Ocean Bluffs
27 Mar – 3 Apr
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
Home in East Hampton
4.79 out of 5 average rating, 39 reviewsEnchanting Home with Large Decks and Heated Pool
2 – 9 Apr
Bungalow in East Hampton
4.93 out of 5 average rating, 99 reviewsEast Hampton Ranch with Access to Clearwater Private Beach
15 – 22 May
Quick stats about holiday rentals with a pool in Montauk
Total rentals
360 properties
Wi-Fi availability
360 properties include access to Wi-Fi
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
Destinations to explore
- Cape Cod Accommodation & holiday rentals
- Long Island Accommodation & holiday rentals
- Martha's Vineyard Holiday rentals
- Nantucket Accommodation & holiday rentals
- New Haven Holiday rentals
- Newport Holiday rentals
- Providence Holiday rentals
- Philadelphia Accommodation & holiday rentals
- Jersey City Holiday rentals
- New York Accommodation & holiday rentals
- The Hamptons Holiday rentals
- Boston Accommodation & holiday rentals
- Rentals with pools United States
- Rentals with pools The Hamptons
- Rentals with pools Queens
- Rentals with lake access Montauk
- Apartment rentals Montauk
- Pet-friendly rentals Montauk
- Rentals with a fireplace Montauk
- Rentals with outdoor seating Montauk
- Rentals with a fire pit Montauk
- Waterfront rentals Montauk
- Beach condo rentals Montauk
- Condo rentals Montauk
- Beachfront rentals Montauk
- Rentals with a kayak Montauk
- Fitness-friendly rentals Montauk
- Beach house rentals Montauk
- Rentals with breakfast Montauk
- Rentals with a washing machine and dryer Montauk
- Monthly Rentals Montauk
- Rentals with a patio Montauk
- Rentals with a hot tub Montauk
- Rentals with beach access Montauk
- Cottage rentals Montauk
- Kid-friendly rentals Montauk
- House rentals Montauk
- Bungalow rentals Montauk
- Family-friendly rentals Montauk
- Rentals with pools Cape Cod
- Rentals with pools New York
- Rentals with pools Suffolk County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom