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Residential Lease - MLS# 944854

1110 Gillette Drive, Southold, NY

4Bedroom(s)
2Bathroom(s)
35Picture(s)
1,500Sqft
Perfect summer rental, Short Stroll to beautiful Bay Beach, Charming 4 br, 2ba Cape, Family room, views to the West over preserved land, totally upgraded and recently renovated, flexible rental times, 14 days minimum. Rental Permit # 1269. June $7,000.00 July $9,000.00 or $2,500.00 weekly 14 day minimum, August till LD, $12,000.00 or $3,500.
$7,000

Residential Lease - MLS# 945334

47L Ferry Road, Shelter Island, NY

4Bedroom(s)
3Bathroom(s)
35Picture(s)
3,800Sqft
Rental is Available in 2026: August $75,000. Located in our beloved 2,350 acres of Mashomack Nature Preserve, there are a handful of residences. At the end of this long private road through this preserve, one can find this breathtaking newly constructed modern home with no details left behind.
$75,000

Residential Lease - MLS# 938124

400 Youngs Road, Southold, NY

4Bedroom(s)
4Bathroom(s)
35Picture(s)
3,300Sqft
Stunning Orient retreat with a private heated gunite pool; enjoy an ideal location with a beach and village just down the block.
$50,000

Residential Lease - MLS# 922681

3 Spruce Hill, Amenia, NY

3Bedroom(s)
2Bathroom(s)
35Picture(s)
1,680Sqft
Enjoy modern living in the Hudson Valley with this beautifully furnished 3-bedroom, 2-bath contemporary home, built in 2022.
$4,900

Residential Lease - MLS# 906353

9 Shore Drive, Lewisboro, NY

3Bedroom(s)
1Bathroom(s)
35Picture(s)
1,300Sqft
Booked May 19, 2026 - October 20, 2026 Lakeside Retreat - where you can get away from it all! Relax with the family at this peaceful fully furnished home. This is a 3 Bedroom that features a newly renovated open floor plan of kitchen, den, fireplace and living room with lake views and a beautiful back deck overlooking Lake Waccabuc. Enjoy the water views from your private dock on the lake.
$5,500

Residential Lease - MLS# 926397

100 Broadway, Long Beach, NY

2Bedroom(s)
2Bathroom(s)
35Picture(s)
1,000Sqft
Annual or Winter Rental not available until after Labor Day. Resort Living with Breathtaking OCEANVIEWS!!! Resort/Hotel Style Living with INCREDIBLE SOUTHEAST and SOUTHWEST OCEANVIEWS!! Live your best Beach Life! Must see rental in Luxury Resort building. Unbelievable Lifestyle w/tons of amenities. Fully Renovated, Luxury, Oversized, OCEANVIEW Penthouse with 2 Bedrooms, 2.
$5,750

Residential Lease - MLS# 915218

32 Reynolds Drive, Southampton, NY

4Bedroom(s)
4Bathroom(s)
35Picture(s)
3,470Sqft
The ultimate summer property- in the heart of Westhampton Beach, is a four bed, four bath light filled contemporary with pool, tennis and hot tub in the prestigious estate district. This fully renovated home offers over 3000 square feet on two levels, with multiple decks, and a chef's kitchen .
$70,000

Residential Lease - MLS# 913258

28 Old Meeting House Road, Southampton, NY

5Bedroom(s)
5Bathroom(s)
35Picture(s)
4,500Sqft
EXCEPTIONAL QUOGUE VILLAGE RENTAL. This stunning 6+-bedroom, 5.5-bath rental property was completely transformed and expanded in 2024. The grand main floor layout highlights a central 2-story great room and a spectacular open kitchen with seating for 12+.
$30,000

Residential Lease - MLS# 908134

189A South Country Road, Southampton, NY

4Bedroom(s)
5Bathroom(s)
35Picture(s)
4,643Sqft
Nestled in the peaceful hamlet of Remsenburg—renowned for its privacy, charm, and proximity to Westhampton Beach—this newly updated residence offers over 4,600 sq ft of elegant living space on a beautifully landscaped half acre.
$55,000

Residential Lease - MLS# 896996

29 Wood Edge Court, Southampton, NY

7Bedroom(s)
6Bathroom(s)
35Picture(s)
6,461Sqft
Gorgeous Water Mill August-LD Rental with Tennis! Enjoy the luxury and serenity of a private rental retreat in Water Mill North. This impressive modern traditional estate is situated on 1.88 acres, with over 6,430 SF of designer-furnished living space, including 7 bedrooms and 7.5 bathrooms.
$225,000

Residential Lease - MLS# 854065

38 Pheasant Run, Southampton, NY

6Bedroom(s)
4Bathroom(s)
35Picture(s)
3,500Sqft
Tucked away behind beautiful mature landscaping, this fully updated 6-bedroom, 4.5-bathroom home is the perfect summer escape. Open, airy, and filled with natural light, the spacious living areas flow seamlessly into a stunning chef’s kitchen with high-end appliances, custom cabinetry, and a large center island — ideal for relaxed summer living and entertaining.
$35,000

Residential Lease - MLS# L3429044

18 Remsen Lane, Southampton, NY

4Bedroom(s)
4Bathroom(s)
35Picture(s)
3,465Sqft
18 Remsen Lane has everything you need for the ideal getaway: Tennis, Pickleball, Pool and more: four bedrooms (with an extra bedroom and room for ten), newly resurfaced court,, pathway to a natural pond, game room, media room with 85-inch screen, eat-in cook's kitchen, light-filled open living areas great for entertaining and relaxing.
$60,000
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