Fitness-friendly holiday rentals in Montauk

Spacious Modern 5BR • Close to Town & Beach

⭐ Rated 4.95 with 145+ glowing reviews! Welcome to your modern Hampton Bays retreat, perfect for families and groups. Ideally located just minutes from beaches, town, dining, and shops. Enjoy bright, open living spaces with Smart TVs and fast WiFi throughout. Enjoy a finished basement with ping pong, gym, and tv lounge, plus a backyard with BBQ and outdoor seating. Whether you're here to explore, relax, or reconnect, this home offers the ideal Hamptons getaway with thoughtful touches throughout.

East Hampton Sag Harbor Fringe Pool Hot Tub Gym

Welcome to this new Hamptons style 3400 sf beach home with 4 BR and 3 BA, situated on 3.5 acres at the end of a private cul-de-sac. Two dedicated work spaces with desk and ultra-comfort chairs. Gym equipment w/ Peloton bike. Pool open from April to about Thanksgiving weather permitting, hot tub year round, fire table, professional grill, outdoor commercial pyramid heaters, deck is private fenced in. Village fringe property is 1.5 mi to Sag Harbor Village and about 2 mi to East Hampton Village.

Secluded Oasis Heated salt Pool 5 min ride beach

Kick back and relax in this calm, stylish, Zen appeal home. Brand new newly renovated house, mid century furniture, electric induction stove, Smeg fridge, 400sq ft mahogany deck (for yoga). HEATED POOL extra fee opens May 20x40 ft saltwater .4Bdr/3Bthr, full kitchen, working fireplace, dedicated workspace room, enjoy the outdoors, propane gas grill, sunbathing chairs, umbrella, wifi, TV, DW, W/D. Located in the artsy Springs area, neighborhood to Maidstone Park Beach, and Pollock Krasner house.

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 grouds are smoke-free.

Hamptons WaterLiving-Dock, Kayak, Beach, EV charge

[FOLLOW US on INSTA @29watersedge] 1-mile from the beach, this child-friendly waterfront Southampton home is a perfect family getaway. Ready for watersports: kayak, paddleboard, boat, or jet ski. Walk down to the beach for a swim in the bay. At home, the backyard has it all: large dock, fire pit, swing/playset, hammock, grill, & oversized deck to take in the views. Surrounded by nature and water, you are just minutes from restaurants and shopping in Southampton Village &Sag Harbor.

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.

Chic East Hampton 7 Bedroom, 7 Bath, heated Pool

Elegantly designed 7 Bedroom / 7 Bath home featuring modern appliances, a seasonal heated pool, and situated just moments away from ocean beaches and the vibrant Easthampton Village. Set within meticulously curated landscaping, this property embodies perfection and meticulous attention to detail. Kindly 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 are smoke-free.

Beachside Escape from NYC

Topping Rose House has been standing on the same intersection of Montauk Highway in Bridgehampton since 1843. The hotel was renovated and reopened in 2012 and is now the preeminent place to feel like a Hamptonite. In the summer, relax by the pool or bike to the Atlantic. In the winter, enjoy the stunning landscape of the villages of the Northeast. The hotel has 22 rooms, and is only listing on AirBnB for a limited time. The specific room type is assigned on the day of arrival.

Stunning Farmhouse in NoFo I Heated Pool, Wineries

Chic & Luxurious North Fork Farmhouse Retreat Set on a private 1-acre lot, this stylish farmhouse offers a pool, lounge areas, and refreshing ocean breezes. Just 1.5 hours from NYC, you’ll be minutes from beaches, wineries, farm stands, hiking, and golf. Inside, enjoy modern interiors, a full kitchen, and fast Wi-Fi. Perfect for families, couples, or friends, this retreat is ideal for a peaceful escape, remote work, or exploring wine country near the Hamptons and North Fork.

Montauk Beach Surf House in Ditch Plains

Early am surf at Ditch Plains beach or bike to town. Open concept first floor, with kitchen, dining area and indoor/outdoor living space with oversized front deck + outdoor shower + large parking area. First-floor primary bedroom + en-suite bath, laundry room. 2nd floor has queen bedroom + 3 twin bedroom + loft bunk room . The walk out lower level has blow up queen bed, gym, sauna, and entertainment space. Short bike or drive to town, marinas, lighthouse and MTK life.

Luxury 4-bedroom in East Hampton [w/private beach]

Welcome to Camelot House East End, where Norman Rockwell meets the South of France. Your home away from home in the Hamptons is close to all the action, and yet, located in a tranquil paradise just steps away from a members-only beach. Camelot House is appropriate for individuals and families alike. The home is fully equipped with high end appliances and finishes, and yet, kid-friendly with a pool fence, stair gates, and a pack-n-play available for use.

East Hampton 3 Bed / 3 Bath Charmer w Pool

Situated on a half-acre of land, this classic shingle cottage with designer interiors offers the ideal Hamptons getaway. Located in the picturesque area of East Hampton, less than 5 miles from town, bay 7 Ocean beaches. 3 bedrooms, 3 modern bathrooms and heated pool with mature landscaping offers a relaxing escape. Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking – no exceptions!