Find Hotels with a Pool in Flanders, NY

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Flanders Hotels with a Pool

Next weekend
In two weeks

Top Flanders Hotels with a Pool

Wainscott Woods Retreat

2.5 star property
Wainscott
  • Near the beach
7.0 out of 10, Good, (9)
Seasonal outdoor pool beckons from May through September with ocean breezes enhancing the experience. Guests appreciate vineyard tours, wine events, and bicycle rentals, all complemented by garden terraces perfect for afternoon relaxation.
The price is AED 1,100
AED 1,256 total
includes taxes & fees
2 Dec - 3 Dec
Wainscott Woods Retreat

Private, Charming, Lovely Farmhouse in Wainscott, East Hampton

Wainscott
  • Outdoor pool
10.0 out of 10, Exceptional, (112)
The price is AED 2,644
AED 5,841 total
includes taxes & fees
30 Nov - 1 Dec
Private, Charming, Lovely Farmhouse in Wainscott, East Hampton

The Sagaponack

3.0 star property
Wainscott
  • Pool loungers
8.8 out of 10, Excellent, (208)
Sparkling seasonal waters await at this boutique Hamptons bed & breakfast. Guests unwind poolside from May to September, enjoying loungers, umbrellas, and thoughtfully provided beach towels, all steps from renowned Wolffer Estates Vineyard.
The price is AED 518
AED 781 total
includes taxes & fees
8 Dec - 9 Dec
The Sagaponack

A Room At The Beach

3.0 star property
Bridgehampton
  • Outdoor pool
  • Near the beach
9.2 out of 10, Wonderful, (92)
Surrounded by lush gardens, the outdoor pool provides a serene escape after cycling adventures on complimentary bikes. Beach passes grant access to nearby shorelines, while the furnished terrace creates a perfect spot for afternoon relaxation.
The price is AED 1,208
AED 1,381 total
includes taxes & fees
30 Nov - 1 Dec
A Room At The Beach

Topping Rose House

4.5 star property
Bridgehampton
  • Outdoor pool
  • Full-service spa
9.2 out of 10, Wonderful, (136)
Poolside bliss awaits at this luxury Hamptons hotel where guests enjoy an outdoor oasis after biking complimentary cycles or hiking nearby trails. The rooftop terrace and on-site spa complete a perfect day of indulgent relaxation.
The price is AED 1,888
AED 2,170 total
includes taxes & fees
6 Dec - 7 Dec
Topping Rose House

Sag Harbor Inn

3.5 star property
Sag Harbor
  • Outdoor pool
  • Near the beach
9.4 out of 10, Exceptional, (569)
Swimming enthusiasts splash into vacation mode at the seasonal outdoor pool, open May through October. After a refreshing dip, guests savor continental breakfast on the furnished patio with lovely views, creating a quintessential Hamptons getaway experience.
The price is AED 711
AED 812 total
includes taxes & fees
2 Dec - 3 Dec
Sag Harbor Inn

Sag Harbor Water View w Dock 1.5ml from town

Bay Point
  • Outdoor pool
  • Hot tub
Poolside relaxation defines this waterfront escape, featuring both an outdoor pool and private pool option. Families appreciate the playground nearby, while the soothing hot tub offers perfect evening unwinding after exploring charming Sag Harbor.
The price is AED 16,528
AED 23,482 total
includes taxes & fees
12 Dec - 13 Dec
Sag Harbor Water View w Dock 1.5ml from town

Spacious 5-bedroom house with water views and 2 houses from the bay.

Sag Harbor
  • Pool
  • Washer
  • Dryer
  • Air conditioning
  • Parking available
  • Barbecue grill
The price is AED 14,691
AED 23,624 total
includes taxes & fees
3 Dec - 4 Dec
Spacious 5-bedroom house with water views and 2 houses from the bay.

Head of Pond House

3.0 star property
Water Mill
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
10.0 out of 10, Exceptional, (2)
The price is AED 1,934
AED 2,209 total
includes taxes & fees
30 Nov - 1 Dec
Head of Pond House

NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach

Water Mill
  • Outdoor pool
  • Near the beach
10.0 out of 10, Exceptional, (6)
The price is AED 14,994
AED 26,580 total
includes taxes & fees
9 Dec - 10 Dec
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels

Top Flanders Hotel Reviews

Explore a world of travel with Expedia

Frequently asked questions

What are some hotels with pools in Flanders?
SpringHill Suites by Marriott Long Island Brookhaven: Offers a health club, an indoor pool, and daily. Home2 Suites by Hilton Long Island Brookhaven: Provides a private beach, a seasonal outdoor pool, and 2 bars. Sound View Greenport: Features 2 outdoor tennis courts, a seasonal outdoor pool, and free self parking. The Atlantic Hotel: Offers free self parking, a seasonal outdoor pool, and complimentary wireless internet access. The Bentley Hotel Southampton: Features free self parking, a seasonal outdoor pool, and sun loungers.
What is there to see and do in Flanders?
Take in the natural beauty with a stop at The Hamptons Beaches. During your stay, check out sights such as Suffolk Theater, Jamesport Vineyards, and Riverhead Raceway.
When is the best time to book a hotel with a pool in Flanders?
You may want to consider an accommodation that offers an outdoor pool if you plan to visit Flanders in the warmest months of July, August, or September when the average temp is 71°F. Lodging with an indoor pool may be what you want if you visit during the coldest months of January, February, or March when the average temp is 38°F.