Fitness-friendly holiday rentals in The Hamptons

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.

Private 1br 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

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.

POOL + Beach Oasis! Winter deals 2+ nights!

Chef kitchen: 2 ovens/lux app's/coffee bar w/ Nespresso/Keurig 2 living rooms Dining room seats 10 1st floor Primary Suite: king bed, gas fireplace, furnished deck overlooking pool, 4 piece bath: huge shower & jacuzzi tub 2 of 4 Guest rooms on 1st fl Gym/yoga rm: bench + weights (no treadmill) TV's in bedrooms inc. Firesticks Fenced backyard oasis w/ heated mineral spring pool, loungers, shaded cabana, outdoor dining, & Weber BBQ, outdoor shower Kitchenette in den/office Central AC/heat/fans

THE MULBERRY OASIS

Bring your family to the custom luxurious mansion on Long Island carefully curated furnishings. No need to lift a finger - wonderfully comfortable and professionally decorated spaces are ready for you to enjoy. Many bespoke items such as a large crystal entry chandelier- custom living room furniture that add unique character and charm. Amazing entertainer's kitchen with gray cabinet. A premier basement with amazing entertainer's, pool table, game table, theater room, exercise /sauna room.

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.

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!

*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.

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.