Fitness-friendly vacation rentals in Water Mill

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Top-rated fitness-friendly rentals in Water Mill

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Guest favorite

Home in Southampton

4.96 out of 5 average rating, 24 reviews

Southampton Estate 5 min to beach, village, tennis

Escape the city & relax in this charming Southampton Estate! Enjoy this spacious 5 bedrooms/4 bathrooms home with a gym, office, billiards room, and space for nanny & crib. The large fenced-in backyard with a pool, hottub, deck, and gas BBQ grill is perfect for lounging with family and friends. Located in a prime spot "south of the highway." 5 mins to ocean beaches & village main street and just a short walk to the neighborhood tennis court. Perfect for enjoying all the Hamptons has to offer!

Oct 11 – 18

ﺩ.ﺇ3,869 per night

Guest favorite

Home in Hampton Bays

5.0 out of 5 average rating, 37 reviews

4 BR Hamptons Oasis w/ Private Pool & Beach Access

Your dream Hamptons vacation! Located on the border of Southampton and Hampton Bays, this stunning home is nestled at the end of a private cul de sac, just steps away from the gorgeous Peconic Bay Beach. Below are amazing features you can look forward to during your stay: • In-ground Heated Pool w/lounge chairs • Outdoor Shower • 3-Burner Weber Grill • 1 Acre Yard fully fenced in that is child-friendly • Beach Bicycles • Bay Beach Access • Minutes from the ocean beach (Ponquogue Beach)

Nov 24 – Dec 1

ﺩ.ﺇ2,242 per night

Guest favorite

Home in Hampton Bays

4.94 out of 5 average rating, 84 reviews

Hamptons Getaway: Stunning 5BR House near Beach

Welcome to our stunning rental property located in the heart of Hampton Bays. This modern home is the perfect place for you to relax and unwind in style. Located just a short distance from some of the Hamptons' most popular attractions, including pristine beaches, world-class restaurants and boutique shops, this property is the ultimate vacation retreat. Whether you're looking to relax and unwind or explore all that the Hamptons has to offer, this luxurious rental property is the perfect choice.

Nov 6 – 13

ﺩ.ﺇ3,283 per night

Guest favorite

Villa in Southampton

5.0 out of 5 average rating, 76 reviews

NEW Hamptons Water Living: Dock Beach Kayak & Fish

One mile from the beach, this child-friendly waterfront Southampton home is a perfect family destination. Ready for watersports: kayaking, paddleboarding, boating, or jet skiing. Walk down to the beach for a swim in the bay. Return home to a backyard that has it all: a large private dock, fire pit, swing/playset, hammock, Weber grill, and oversized deck to take in the views. Surrounded by nature and water, you are just minutes from restaurants and shopping in Southampton Village and Sag Harbor.

Jun 5 – 12

ﺩ.ﺇ2,767 per night

Superhost

Home in Bridgehampton

4.85 out of 5 average rating, 13 reviews

Bridgehampton Private Rd Fireplace & heated pool

Nestled in the charming town of Bridgehampton this 3BR house offers a luxurious retreat with a heated pool, access to community tennis courts, & a bright and spacious interior. The tastefully furnished living room boasts vaulted ceilings & large windows, creating a welcoming and airy atmosphere. Upon entering the house, you'll be greeted by a generously sized living room that serves as the heart of the home. Its vaulted ceilings and abundance of natural light make it feel open and inviting.

Aug 17 – 24

ﺩ.ﺇ4,275 per night

Guest favorite

Vacation home in Southampton

4.98 out of 5 average rating, 41 reviews

5BR, Luxury Home, Pool, Yard Close to Beach & Town

Magnificent Renovated 4,416 sq ft. Contemporary on .67 acre has 5 bedrooms 5 full bathrooms Enter into light filled living areas, faulted ceiling , fireplace with stone , white panel wainscoting and eat in kitchen with island seating , stainless steel appliances and door to a wrap around rear deck. A family room has French Doors , Bar , to the pool and expansive backyard. The beautifully appointed master suite features a vaulted ceiling in the bedroom, walk in closets & Luxe bath.

Jan 24 – 31

ﺩ.ﺇ3,277 per night

Guest favorite

Home in East Hampton

5.0 out of 5 average rating, 16 reviews

Stunning 3 BR / 2.5 New Construction with Pool

Conveniently located equidistant to East Hampton and Sag Habor Villages, this 3 BR / 2.5 Bath ranch home on 1.3 acres is set back behind a buffer of trees. Offering approximately 1,700 sq. ft. of living space this L shaped home's open concept living areas flow among the living room with fireplace, dining area and kitchen. The primary suite includes a walk-in closet and luxe bath. 2 additional rooms share a Jack and Jill bath. Outdoors relax on the deck overlooking the inground pool.

Oct 24 – 31

ﺩ.ﺇ3,796 per night

Guest favorite

Home in Southampton

5.0 out of 5 average rating, 34 reviews

Luxury Hamptons Poolside Paradise w/ Outdoor Sauna

Chic, 5-bedroom, 3.5 half-bath home is close to the water and the village of Southampton. The sparkling pool has a beautiful backdrop of a lushly landscaped garden. Southern exposure in the backyard brings an abundance of sunshine inside and out. The home includes an outdoor sauna, fire pit and rock garden perched above the pool for your very own spa retreat. The inside of the home is thoughtfully designed with a relaxed, chic & luxury feel making it the perfect Hamptons getaway.

Feb 22 – Mar 1

ﺩ.ﺇ2,751 per night

Guest favorite

Home in Southampton

4.96 out of 5 average rating, 50 reviews

Renovated Southampton Shores pool, tennis, beach

Fully renovated; the house was gutted top to bottom. Heated pool, water views, massive bbq, four bedrooms, three full baths and two pull-out couches. New kitchen, floors, windows, etc. Designed with comfort in view. Everything new! The large master bedroom has two walk in closets and en suite bathroom. Southampton Shores residents and our guests have access to a private bay beach as well as three tennis courts for your use. Heated pool is private to the house.

Dec 8 – 15

ﺩ.ﺇ3,446 per night

Guest favorite

Home in East Hampton

4.96 out of 5 average rating, 27 reviews

Heated pool open May 1- Luxury 4-bed modern home

*HEATED POOL!* Rental Reg Certificate No.: 23-1352 Situated on a corner half acre lot in the heart of East Hampton Springs is this luxurious 4 bedroom 3.5 bath two-story home LOCATION LOCATION LOCATION! This home is perfectly located in a family-friendly neighborhood and just a short bike ride to the best beaches of East Hampton. Neighboring towns of Amagansett, Sagaponack, and Bridgehampton. 20min drive to Montauk!

Oct 3 – 10

ﺩ.ﺇ3,758 per night

Guest favorite

Home in Sag Harbor

5.0 out of 5 average rating, 6 reviews

Sag Harbor Dream Home: Heated Pool

Just minutes from Main Sreet in Sag Harbor, Long Beach, Wolffer Vineyard, and Sagg Main Beach, this home is a perfectly located, brand-new gut remodel, with over 3500sqft interior and an entertainer's dream yard - on a quiet cul-de-sac street. A stylish experience at this centrally-located escape! Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking – no exceptions!

Nov 27 – Dec 4

ﺩ.ﺇ3,035 per night

Guest favorite

Condo in Montauk

4.95 out of 5 average rating, 107 reviews

Deluxe Studio Apt@The Montauk Manor

Beautiful, deluxe studio apartment with every amenity. Registered historical landmark. Magnificent lobby with fireplace, restaurant. Cable TV with HBO, DVD and WI FI. The in-door pool, jacuzzi and sauna are not available due to renovations) The restaurant is open at various dates and times off season. Call the Montauk Manor for more information. Don’t miss out on the fabulous beaches.

Apr 12 – 19

ﺩ.ﺇ1,291 per night