Fitness-friendly vacation rentals in Montauk

Amazing Home close to Everything -

Elegantly designed home featuring modern appliances, a seasonal heated pool, and situated just moments away from ocean beaches, Wolffer Vineyard, and the vibrant Bridgehampton/Sag Harbor villages. Set within meticulously curated landscaping, this property embodies perfection and meticulous attention to detail. Familiarize yourself with our disclosures, guidelines, and house rules. We maintain a strict no events, no parties, and no smoking policy — our home and property grounds are smoke-free.

East Hampton Escape | Heated Pool + Outdoor Living

Escape to a 5* rated Hamptons retreat designed for effortless summer living. Set on a quiet property surrounded by mature landscapes, this light-filled designer home offers the perfect balance of privacy, comfort, and indoor-outdoor flow. The open concept layout is filled with natural light, feat a modern kitchen, multiple living areas, and thoughtfully designed bedrooms for a relaxed, and comfortable stay. Ideal for small groups looking for elevated escape minutes from beaches and town.

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. 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.

Bright & Tidy Family Cottage steps to Beach & Town

Welcome to our Montauk Cottage, a bright & tidy coastal escape perfect for families. Nestled in a calm and quiet neighborhood steps to Sole East, the beach and downtown Montauk, our 3bd cottage is ideal for families or a small group of friends looking to relax, recharge and reconnect. Owned by the husband and wife team behind Studio MTK, a local interior design studio, this dreamy cottage is Montauk at its best! Follow us @studiomtk EH Rental Registry: 24 426

Beach & Woods: Cozy Cabin, Hot tub, Peloton, Oh My

Welcome to nature's retreat, our secluded North Fork haven where 2+ acres of wild beauty and private beach access promise unparalleled relaxation. Delight in our hot tub's warmth under the stars, unwind on swings, or glide on bay waters with our kayak. With enchanting porch views, an invigorating outdoor shower, and nearby organic farms, our cabin is an idyllic escape. Experience the local charm with vineyard tours and return to a haven of comfort and adventure.

After Beach Family Retreat

A Newly Renovated 3 Bedroom Post Modern Ranch including new bathrooms, updated kitchen with granite tops, refinished hardwood floors, outdoor deck, new salt water pool an outdoor cedar shower, and a pristine lawn. Location is just a short ride to Ponquogue or Tiana Beach. This house is perfect for family fun. Great restaurants, golf, fishing, wineries, bowling, Tanger Outlets, the Long Island Aquarium, & Splish Splash water park are all nearby!

Oceanfront Corner Studio Bungalow on the beach

Kick back and relax in this calm, stylish space and listen to the waves. Best rental unit in entire resort. Corner oceanfront studio, 700 sq feet with 1500 sq ft private patio with ocean and dune views, outdoor bbq, with outdoor dining table. Kitchen has a full size fridge and dishwasher. queen bed and queen size pull out sofa accommodates 4. Resort Property includes heated pool, tennis courts, gym, beach with towels, umbrellas and chairs.

*Hamptons Oasis* 4BR Cool Getaway

Can't beat autumn in the Hamptonsl. The beaches, sun, shopping, restaurants & nightlife. Or just stay at the house. It has everything you might need for a family vacation. With a spacious deck and firepit, the backyard might be all you need. And it's walking distance from town (groceries, coffee, train station & more). The neighborhood is super quiet. 55in LG TV, WiFi, X-Box, board games. Pool closes in September. Families only please.

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

This is our 5th season as the owners of Unit #126, which is of the nicest units at Montauk Manor. We are hosting our 925 sq. ft. one BR loft corner unit with a cathedral high ceiling, 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 and much more!

Designer East Hampton with Bay Views + Pool

Direct Harbor & Bay Views- Designer renovated 4 bedroom/3.5 bath East Hampton pool home has the wow factor! Nestled on a half acre in prime East Hampton, the home sits on the highest lot in the neighborhood allowing incredible views of Three Mile Harbor and Gardiners Bay. A short 5 minute drive to Main Street and 8 minutes to East Hampton Beach! Please note: Pool is open from June 1- September 15

Secluded Oasis salt water pool near beach

Kick back and relax in this calm, stylish, Zen appeal home! A stunning mid-century design home in East Hampton with indoor and outdoor fireplaces, generous terraces, dreamy starlit nights, and a private pool opening late May. Immaculate, design-forward, and hosted by a responsive Superhost. Authentic Smeg kitchen, hotel-quality beds — a rare Easter / Passover vacation find🔥

Family Fun House by the Bay #chateaustclair

QUIET NEIGHBORHOOD PRIVATE FENCED IN BACK YARD HUGE MAHOGANY DECK 3BR/1.5BA, Roomy Deck for Lounging & Dining, Fire Pit, State-of-the-Art Kitchen Chateau StClair is a family friendly home in the heart of Hampton Bays, that is a 2min drive to Tiana bay and 12mins to Ponquague beach. Equipped with outdoor shower and amazing fire pit in a huge fenced in 1/2 acre backyard.