Vacation Rentals with Pool in Great South Bay, NY: Compare 10+ Sites & Save

AirbnbBooking.comVrboExpediaKayakTripadvisorHotels.comAgoda.com
  1. VBOR
  2. Vacation Rentals with Pool
  3.  USA

  4.  New York

  5.  Great South Bay

Refine your search

Price per night

Amenity Filter

Rating

69 Best Vacation Rentals with Pool in Great South Bay (Starting from $493)

15 Seneca
15 Seneca
House
Ocean Bay Park, NY, USA
4.7k from Great South Bay center

Cheap, Accommodations, Pools, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

3 Bedrooms10 Guests
10.0

Exceptional

2 reviews

$1871
Average price / night
Check Availability
Gatsby's - Heated Plunge Pool & Hot Tub in OBP, Sleeps 26, Steps From The Beach
Gatsby's - Heated Plunge Pool & Hot Tub in OBP, Sleeps 26, Steps From The Beach
House
Ocean Bay Park, NY, 11770, United States
4.5k from Great South Bay center

AC, Barbecue, Dryer, Hot Tub, Internet, Kitchen, Laundry, Living Area, Microwave

7 Bedrooms24 Guests
10.0

Exceptional

2 reviews

$2933
Average price / night
Check Availability
Poolside Chic by the Sea
Poolside Chic by the Sea
House
Ocean Bay Park, NY, USA
4.8k from Great South Bay center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Beach rentals

5 Bedrooms10 Guests
5.0

Review score

1 reviews

$2958
Average price / night
Check Availability
4 Houses from Ocean- Heated Pool Rooftop deck
4 Houses from Ocean- Heated Pool Rooftop deck
House
Ocean Bay Park, NY, 11770, United States
4.6k from Great South Bay center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

5 Bedrooms14 Guests
9.8

Exceptional

6 reviews

$1418
Average price / night
Check Availability
Sea La Vie
Sea La Vie
House
Ocean Beach, NY, USA
5.6k from Great South Bay center

Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Hot tubs, Places to stay

3 Bedrooms12 Guests
6.4

Good

9 reviews

$1307
Average price / night
Check Availability
Spacious beach cottage with private pool, hot tub, outdoor area & amazing suite
Spacious beach cottage with private pool, hot tub, outdoor area & amazing suite
House
Ocean Bay Park, NY, 11770, United States
4.7k from Great South Bay center

AC, Barbecue, Dryer, Fireplace, Heater, Hot Tub, Kitchen, Laundry, Living Area

3 Bedrooms10 Guests
9.0

Fabulous

24 reviews

$1381
Average price / night
Check Availability
Paradiso
Paradiso
House
Ocean Beach, NY, USA
5.7k from Great South Bay center

Accommodations, Pools, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

5 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$2095
Average price / night
Check Availability
Fire Island White House - Ocean Bay Park \n5 Bedroom Bayview Home - Sleeps 18!
Fire Island White House - Ocean Bay Park \n5 Bedroom Bayview Home - Sleeps 18!
House
Ocean Bay Park, NY, 11770, United States
4.8k from Great South Bay center

AC, Balcony, Barbecue, Dryer, Extra Bed, Heater, Hot Tub, Internet, Kitchen

5 Bedrooms18 Guests
10.0

Exceptional

3 reviews

$3379
Average price / night
Check Availability
The Madison Fire Island Pines
The Madison Fire Island Pines
House
Great South Bay, New York, USA
5.9k from Great South Bay center

B&bs, Accommodations, Pools, Guest houses, Homestays, Lodgings, Places to stay

9 Bedrooms17 Guests
8.8

Fabulous

7 reviews

$493
Average price / night
Check Availability
Beautiful home located in OBP. Located on a beach block. Great home when visiting the island, all the amenities included.
Beautiful home located in OBP. Located on a beach block. Great home when visiting the island, all the amenities included.
House
OCEAN BEACH, NY, 11770, United States
4.8k from Great South Bay center

AC, Balcony, Barbecue, Dryer, Heater, Internet, Kitchen, Living Area, Microwave

3 Bedrooms20 Guests
New to Booking
$2069
Average price / night
Check Availability
The Pines Men-Only Stay
The Pines Men-Only Stay
House
Fire Island Pines, NY, USA
6.4k from Great South Bay center

Cheap, Accommodations, Pools, Homestays, Pet-friendly, Lodgings, Vacation rentals, Places to stay

12 Bedrooms24 Guests
9.1

Superb

36 reviews

$559
Average price / night
Check Availability
Luxury Beachfront Home with Pool
Luxury Beachfront Home with Pool
House
Ocean Bay Park, NY, 11770, United States
4.8k from Great South Bay center

AC, Balcony, Barbecue, Crib, Dryer, Heater, Internet, Kitchen, Laundry

5 Bedrooms12 Guests
10.0

Exceptional

18 reviews

$2556
Average price / night
Check Availability
The Secluded Pines • Steps to Beach • Pool • Views
The Secluded Pines • Steps to Beach • Pool • Views
Villa
Brookhaven, NY, USA
6.5k from Great South Bay center

Child Friendly, Pool, Laundry, Balcony/Terrace, Breakfast, Kitchen, Smoking

4 Bedrooms8 Guests
New to Booking
$3150
Average price / night
Check Availability
Ocean View Home w/ a Rooftop Sundeck, Free WiFi, Private Pool, & Central A/C
Ocean View Home w/ a Rooftop Sundeck, Free WiFi, Private Pool, & Central A/C
House
Ocean Bay Park, NY, 11770, United States
4.8k from Great South Bay center

AC, Barbecue, Dryer, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

5 Bedrooms10 Guests
8.0

Good

11 reviews

$1403
Average price / night
Check Availability
Incredible New Construction Ocean & Bay View with Pool located in Ocean Bay Park
Incredible New Construction Ocean & Bay View with Pool located in Ocean Bay Park
House
Ocean Beach, NY, 11770, United States
4.9k from Great South Bay center

AC, Barbecue, Dryer, Heater, Internet, Laundry, Microwave, No Smoking, Pool

5 Bedrooms10 Guests
10.0

Exceptional

3 reviews

$3898
Average price / night
Check Availability
Oceanfront Home in Ocean Bay Park with POOL
Oceanfront Home in Ocean Bay Park with POOL
House
Ocean Bay Park, NY, 11770, United States
4.9k from Great South Bay center

AC, Balcony, Barbecue, Crib, Dryer, Heater, Internet, Kitchen, Laundry

5 Bedrooms12 Guests
10.0

Exceptional

19 reviews

$2547
Average price / night
Check Availability
Contemporary and Newly Renovated beach house steps from beach.
Contemporary and Newly Renovated beach house steps from beach.
House
Ocean bay park, NY, 11770, United States
4.9k from Great South Bay center

Dryer, Kids Pool, Kitchen, Laundry, No Smoking, Patio, Pool, TV, Washer

3 Bedrooms7 Guests
New to Booking
$1149
Average price / night
Check Availability
Fun and fabulous 3br in Cherry Grove with pool and hot tub
Fun and fabulous 3br in Cherry Grove with pool and hot tub
House
Fire Island, NY, 11782, United States
4.9k from Great South Bay center

AC, Balcony, Barbecue, Dryer, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$898
Average price / night
Check Availability
Windows on the Sea ★ Modern Pool & Beach Retreat ★ 100 ft to Beach ★ 2 Masters
Windows on the Sea ★ Modern Pool & Beach Retreat ★ 100 ft to Beach ★ 2 Masters
House
Ocean Beach, NY, 11770, United States
5.0k from Great South Bay center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Hot Tub, Internet

5 Bedrooms12 Guests
10.0

Exceptional

59 reviews

$2295
Average price / night
Check Availability
Beach house located in Ocean Beach/ Seaview - steps away from the waves!
Beach house located in Ocean Beach/ Seaview - steps away from the waves!
House
Ocean Beach, NY, 11770, United States
5.1k from Great South Bay center

AC, Barbecue, Dryer, Fireplace, Heater, Internet, Laundry, Microwave, No Smoking

5 Bedrooms10 Guests
New to Booking
$1928
Average price / night
Check Availability
Designer 5 Bedroom, 3.5 bath home. Pool, Hot Tub, Pizza Oven, BBQ, bicycles.
Designer 5 Bedroom, 3.5 bath home. Pool, Hot Tub, Pizza Oven, BBQ, bicycles.
House
Ocean Beach, NY, 11770, United States
5.2k from Great South Bay center

AC, Dryer, Heater, Hot Tub, Internet, Kitchen, Laundry, No Smoking, Outdoor Space

5 Bedrooms10 Guests
New to Booking
$1257
Average price / night
Check Availability
Private Home with Pool and Best Views in Ocean Beach! Docking for Private Boat.
Private Home with Pool and Best Views in Ocean Beach! Docking for Private Boat.
House
Ocean Beach, NY, 11770, United States
5.2k from Great South Bay center

AC, Balcony, Barbecue, Dryer, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms9 Guests
10.0

Exceptional

6 reviews

$2608
Average price / night
Check Availability
Spacious 5-bedroom house in Ocean Beach with Heated Saltwater Pool!!
Spacious 5-bedroom house in Ocean Beach with Heated Saltwater Pool!!
House
Ocean Beach, NY, 11770, United States
5.3k from Great South Bay center

AC, Barbecue, Dryer, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

5 Bedrooms14 Guests
10.0

Exceptional

1 reviews

$2088
Average price / night
Check Availability
Beach house just steps from the Ocean, in Ocean Beach
Beach house just steps from the Ocean, in Ocean Beach
House
Ocean Beach, NY, 11770, United States
5.3k from Great South Bay center

AC, Balcony, Barbecue, Dryer, Fireplace, Heater, Internet, Kitchen, Laundry

5 Bedrooms11 Guests
New to Booking
$2317
Average price / night
Check Availability
Great Family Rental - Sun, Sand & Sea
Great Family Rental - Sun, Sand & Sea
House
Ocean Beach, NY, 11770, United States
5.3k from Great South Bay center

AC, Balcony, Barbecue, Dryer, Fireplace, Heater, Internet, Kitchen, Laundry

4 Bedrooms10 Guests
10.0

Exceptional

38 reviews

$1009
Average price / night
Check Availability
4BR Ocean Beach Luxury Getaway with Plunge Pool
4BR Ocean Beach Luxury Getaway with Plunge Pool
House
Ocean Beach, NY, 11770, United States
5.3k from Great South Bay center

AC, Barbecue, Dryer, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

4 Bedrooms10 Guests
New to Booking
$786
Average price / night
Check Availability
Beautiful Beach House with Large Swimming Pool in Ocean Beach
Beautiful Beach House with Large Swimming Pool in Ocean Beach
House
Ocean Beach, NY, 11770, United States
5.4k from Great South Bay center

AC, Balcony, Barbecue, Crib, Dryer, Extra Bed, Heater, Internet, Kitchen

4 Bedrooms10 Guests
10.0

Exceptional

36 reviews

$1505
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals 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 Great South Bay.

Great South Bay Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 69 verified vacation rentals with a pool in Great South Bay. 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 Great South Bay vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $493 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Great South Bay 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 Great South Bay welcome pets. Currently, 32 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 Great South Bay often include additional outdoor features such as Pool, Balcony/Terrace, and Laundry. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Great South Bay 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.