Looking for an exciting rental with a pool in Montauk? Discover a curated collection of vacation homes featuring indoor or outdoor swimming pools. Owner Direct makes it simple to cross-reference verified properties for your pool-side relaxation.
Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Beach, Places to stay
Very Good
40 reviews
AC, Dryer, Free Parking, Heater, Internet, Laundry, No Smoking, Pool, Washer
Accommodations, Pools, Resorts, Parking, Romantic, 3-star, Lodgings, Beach, Places to stay
Good
992 reviews
AC, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry
Exceptional
2 reviews
Parking, Security/Safety, Air Conditioner, Pool, Internet, Fireplace/Heating, Restaurant
Superb
4 reviews
AC, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area
Exceptional
90 reviews
Cheap, Accommodations, Pools, Resorts, Parking, Romantic, 3-star, Lodgings, Beach
Fabulous
836 reviews
AC, Fitness Equipment, Housekeeping, Internet, Kitchen, Laundry, Living Area, Microwave, Outdoor Space
Fabulous
286 reviews
Cheap, Accommodations, Pools, Resorts, Parking, Romantic, 3-star, Lodgings, Places to stay
Fabulous
182 reviews
AC, Dryer, Elevator, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave
Apartments, Accommodations, Pools, Parking, Serviced apartments, Pet-friendly, Lodgings, Places to stay, Family
Very Good
10 reviews
AC, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave
Exceptional
5 reviews
Accommodations, Pools, Resorts, Parking, 3-star, Lodgings, Beach, Places to stay
Good
159 reviews
AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry
Accommodations, Pools, Resorts, Parking, 3-star, Lodgings, Beach, Places to stay, Family
Good
281 reviews
AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Internet, Kitchen, Laundry
Exceptional
11 reviews
AC, Dryer, Internet, Laundry, Living Area, No Smoking, Pool, TV, Washer
Exceptional
1 reviews
AC, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet
Exceptional
12 reviews
AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet
Exceptional
25 reviews
AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry
Exceptional
13 reviews
AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen
Pro Tip:
OwnerDirectVacationRental aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals with Pool in Montauk.
OwnerDirectVacationRental can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.
What makes our vacation rentals with pool stand out?
Every vacation rentals with pool shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.
Compare a range of properties and find fair, transparent pricing—no hidden fees.
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
Some of the best vacation rentals with pool in Montauk are:
There are a lot of options in Montauk. If you plan on staying in the Montauk area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals wint Pool in Montauk
You can explore 165 verified vacation rentals with a pool in Montauk. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.
Prices for vacation rentals with a pool in Montauk vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $109 per night, with private pool homes and peak travel periods often costing more.
Many rentals in Montauk offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.
Yes, some vacation rentals with pools in Montauk welcome pets. Currently, 15 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.
Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.
Vacation rentals with pools in Montauk often include additional outdoor features such as Pool, Balcony/Terrace, and View. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.
Some vacation rentals in Montauk offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.