Fitness-friendly vacation rentals in Montauk

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Top-rated fitness-friendly rentals in Montauk

Guests agree: these fitness-friendly rentals are highly rated for location, cleanliness, and more.

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Guest favourite

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.

Feb. 16 – 23

$979 CAD per night

Guest favourite

Apartment in Patchogue

4.88 out of 5 average rating, 151 reviews

1 Bedroom Apartment on Long Island

Bright & clean 1br apartment with private entrance on a quiet street. Refrigerator, microwave, keurig incl 2 miles to downtown restaurants, bars, breweries, shopping 10 miles to winery & vineyards 3 miles to beaches 3 miles to Fire Island Ferry 30miles to NYC 3 miles to Baseball Heaven 10 miles to Stonybrook University & hospital 1 mile to public horse farm & stable 3 miles to St Joseph's College .5 mile to Long Island Community Hospital 1 mile to hiking 45min to JFK 10min to McArthur airport

Sep. 18 – 25

$170 CAD per night

Superhost

Home in East Hampton

4.93 out of 5 average rating, 60 reviews

Oasis backyard, Pool, Gym, and Sunroom!

Oasis pool and landscaping makes it feel like your on a private island. Sunroom with smart TV over looking oasis back yard. Decks in the back yard with lounge chairs and 2 patio dining tables. Front deck with lounge chairs and fire pit. Outdoor gym located in the corner of the yard. Paddle boards, boogie boards, beach chairs, and beach towels provided. Walk to EHP Resort (SiSi Restaurant), and Harbor Bistro featured on Delicious Destinations. Paddle Diva paddle board/kayak rentals also nearby.

Sep. 25 – Oct. 2

$1,141 CAD per night

Guest favourite

Home in East Hampton

5.0 out of 5 average rating, 14 reviews

Hamptons Oasis, 5bed/4bath, 1 acre w/ Heated Pool

Welcome to your luxurious getaway in East Hampton! Nestled on a serene 1-acre of cleared land, this spacious 5-bedroom, 4-bathroom, home offers the perfect retreat for families or groups. The house is perfectly located on a tranquil cul-du-sac road, with ample amounts of indoor and outdoor entertainment space overlooking a fully fenced-in backyard and 20x40 heated pool. Just 3-mins to neighboring bay beaches, restaurants, & shops and 10-mins to Amagansett, EH Village and Atlantic Beaches.

Dec. 24 – 31

$1,294 CAD per night

Guest favourite

Vacation home in Southampton

4.98 out of 5 average rating, 42 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. 26 – Feb. 2

$1,549 CAD per night

Guest favourite

Apartment in New Haven

4.96 out of 5 average rating, 279 reviews

Luxury Apt with Parking and Gym | Downtown at Yale

Nestled in the vibrant core of New Haven's historic downtown, our stunning luxury apartment promises an unmatched experience in urban living. Immerse yourself in a world where modern comforts meet timeless charm. Highlights: - Steps away from Yale - Rigorous deep-cleaning for each guest - Complimentary coffee, fresh linens, and essentials - State-of-the-art 24/7 fitness center - Expansive rooftop terrace featuring grills and relaxation areas - Spacious 700+ sqft bathed in natural light

Sep. 7 – 14

$555 CAD per night

Guest favourite

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.

Nov. 25 – Dec. 2

$1,473 CAD per night

Guest favourite

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. 10 – 17

$1,072 CAD per night

Superhost

Home in Montauk

4.92 out of 5 average rating, 54 reviews

Bright & Tidy Cottage. 10 min Walk to Beach & Town

Slip into relaxation mode in this bright & tidy family getaway located in one of Montauk's most adorable neighborhoods. A short walk to the beach & downtown. Designed by Studio MTK, this lovingly remodeled home is full of good energy & natural light. Two queen size beds, one full size bed & one twin size bed sleep 6 people comfortably. Discounts available for longer stays. Find us on insta @studiomtk to inquire about pricing and availability. EH Rental Registry: 24 426

Aug. 14 – 21

$1,497 CAD per night

Guest favourite

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. 10 – 17

$1,328 CAD per night

Guest favourite

Condo in Montauk

4.88 out of 5 average rating, 17 reviews

1 BR Loft Apt- Montauk Manor- Pools, Tennis & Gym!

This is our 4th season as the owners of Unit #126, which is of the nicest units at Montauk Manor. We are hosting our one BR loft corner unit with cathedral high ceilings, brand new kitchen and bathrooms plus with a sleeper sofa and TVs on both floors. Montauk Manor is an amazing property that features 3 tennis courts, indoor & outdoor pools, a nice sized fitness center, an on-site restaurant/bar with room service and more!

Dec. 25 – Jan. 1

$750 CAD per night

Guest favourite

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!

Oct. 3 – 10

$1,373 CAD per night