Fitness-friendly holiday rentals in Hampton Bays

A spacious heated in-ground pool is surrounded by a stone patio and vibrant landscaping. Lounge chairs are arranged along the poolside, accompanied by a large umbrella for shade. Lush greenery and blooming flowers frame the area, creating a serene outdoor retreat.

4.97 out of 5 average rating, 73 reviews

4 BR Hamptons Oasis w/ Pool,Jacuzzi & 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)

4.94 out of 5 average rating, 16 reviews

A serene backyard retreat features a heated pool surrounded by lush greenery. Lounge chairs with black and white stripes are positioned on the grassy area, complemented by shaded umbrellas. The clear sky and sunlight enhance the outdoor space, creating a refreshing ambiance.

Home in Bellport

Stunning 4 Bedroom Bellport Village House W/Pool

Posh & Stylish Martha’s Vinyard-style shingled house in the quaint village of Bellport! Conjuring a Nancy Meyers movie set, The house is a Mid-Century Modern 4 bedroom/3 bath flooded With light from its double height cathedral ceiling. It is decorated with super luxe finishes from Restoration Hardware, Waterworks. Amenities include a pool, patio, washer drier, fireplace , central air. The house is well located to the private beach, restaurants & shopping. Extra fee for pets and heat for pool.

4.86 out of 5 average rating, 28 reviews

The exterior of the beach bungalow is illuminated at dusk, showcasing large windows that reflect warm light. Surrounded by mature trees, the spacious lawn contrasts with the building's neutral tones, creating a serene atmosphere. The driveway hints at the inviting interior.

Bungalow in The Hamptons

Civilian Surf Club: a family-friendly beach house

Iconic 70’s beach bungalow & pool nestled in a private 3/4 acre plot surrounded by mature oaks and evergreens. Our home is intentionally appointed by interior designers, filled with collectibles, art & antiques. Embrace the ‘Hamptons Bohemia’ feel, with a vaulted living room, ample seating, a wood burning fireplace and an outdoor area with a sprawling cedar deck & a heated pool. Located within walking distance of the bay beaches and an 8 min drive to Ponquogue beach & The Bowl Spot for surfing.

4.88 out of 5 average rating, 237 reviews

A living area features a gray futon adorned with decorative pillows, complemented by a small coffee table. A red accent chair provides additional seating. Soft lighting from the ceiling enhances the space, while wall art depicts blooming flowers, contributing to a welcoming atmosphere.

Flat in Patchogue

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

An indoor heated swimming pool is viewed from a spacious area with large glass windows allowing natural light. The pool features a curved shape and is bordered by a stone wall, complemented by a decorative grotto, creating a serene atmosphere.

5 out of 5 average rating, 46 reviews

Hamptons Estate-Indoor & Outdoor Pools- 6,000 sf

Welcome to this modern luxurious new home boasting over 6,000 sf w/ 5 BRs and 4.5 BA, situated at the end of a private cul-de-sac in Estate Section of East Quogue. This property was masterfully finished and boasts an open concept with gorgeous interiors, featuring year-round heated indoor pool & hot tub, outdoor pool, chef’s kitchen, two ground floor en-suite primary bedrooms, private en suite studio apt. Basketball, ping pong, fire tables, outdoor heaters, manicured and fenced-in grounds

5 out of 5 average rating, 5 reviews

New 7-BR w/Yr-round HotTub/MovieTheat/Firepit/Pool

Welcome to our newly renovated Hamptons home on a private 1.9-acre lot at the end of a peaceful cul-de-sac. •Accommodates 16 guests- 5 large rooms, library with pull-out, and den/office with a sofa bed. •Multiple living/sitting areas, dining room, gameroom,gym, 5.5 bathrooms and a mini movie theater. •Kitchen-stainless steel appliances, double oven and six-burner Viking stove •Outdoor: Volleyball/badminton, fire pit, pool with pool beds, year-round hottub, outdoor dining area, hammock

4.96 out of 5 average rating, 49 reviews

A spacious outdoor area features a heated gunite pool surrounded by sun loungers and greenery. The villa is visible in the background, showcasing large windows and a blend of natural materials. Shade is provided by overhanging trees scattered around the property.

Villa in The Hamptons

Incredible 9+ Bed Watermill Home Wellness Retreat

Luxury 9000 SF Southampton villa with a heated gunite pool, hot tub, steam shower & sauna, 9-bedroom, 8.5-bathroom, nestled on a quiet cul-de-sac in Watermill. Bright with large windows, e-shades in bedrooms, indoor/outdoor sound system, W/D on every floor (3 sets). Formal dining/living area, chefs' kitchen, TV room, movie room, gym, outdoor kitchen, arcade, pool table, air hockey and foosball. Please read our disclosures & house manual. Not a party house and no events permitted.

5 out of 5 average rating, 104 reviews

A lush backyard features a children's playset alongside a hammock. Adirondack chairs are arranged around a fire-pit, framed by trees and greenery. A serene waterfront view is visible, with a dock extending into the calm waters, enhancing the natural landscape.

Villa in The Hamptons

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.

An outdoor space featuring a saltwater pool with a jacuzzi positioned nearby. A patio area includes an umbrella and ample seating options. Lush green grass surrounds the pool, while two white decorative swan floats are visible on the water, enhancing the inviting atmosphere.

4.9 out of 5 average rating, 49 reviews

Hamptons Vacation Rental w/ Heated Pool & Jacuzzi!

Located in Hampton Bays just a 5 min drive to beaches, waterfront restaurants, wineries & golf courses. This vacation property offers an open concept single family home w/ 4 bedrooms, 5 baths, a spacious living room, an outdoor deck and patio with a table and chairs, pool, jacuzzi and a pool house! The pool is opened mid May - second week of October and can be heated at an additional cost. Located just 5min away from Hampton Bays town and 5min drive to one of our lovely beaches.

A sparkling pool reflects the clear blue sky, surrounded by a sleek stone patio. Lounge chairs are positioned nearby, inviting relaxation. Lush greenery and vibrant gardens frame the space, enhancing the private outdoor setting.

5 out of 5 average rating, 53 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.

4.96 out of 5 average rating, 106 reviews

A spacious farmhouse is showcased, featuring a welcoming porch with an American flag. The exterior is adorned with dark wooden shingles and large windows. Lush green lawn and well-maintained flower beds enhance the inviting curb appeal under a clear blue sky.

Home in North Fork

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.

A spacious living area is illuminated by natural light from large windows. A comfortable sofa and armchair are arranged around a low coffee table. A dining table with six chairs sits adjacent, while the kitchen is visible in the background. A staircase leads to the upper floor.

4.94 out of 5 average rating, 145 reviews

Modern 5BR Getaway • Close to Beaches & Wineries

⭐ Rated 4.95 with 135+ glowing reviews! This modern 5BR, 4BA Hampton Bays retreat sleeps 10 and is just minutes from beaches, dining, and shops. Enjoy open living spaces, Smart TVs, and fast WiFi. The finished basement features ping pong, a gym, and lounge, while the backyard offers a BBQ, patio, and outdoor seating. Beach gear is included, making it easy to explore. Perfect for families or groups seeking the ultimate Hamptons getaway with comfort and style.

Popular amenities for fitness-friendly rentals in Hampton Bays

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Fitness-friendly apartment rentals

A bright and airy room features two spacious Queen-size beds adorned with soft linens. Natural light floods the space through large glass doors that open to a private balcony. A neutral color palette and minimal furnishings create a calming environment, complemented by a modern TV mounted on the wall.

Flat in Shelter Island Heights

Offshore Hotel - Ocean View Suite w/ Kitchenette

A serene view of the harbor is captured, showcasing gentle waves and sailboats anchored in the water. Lush green grass and tall trees frame the scene, providing a tranquil backdrop to the picturesque waterfront. The expansive sky is clear, allowing ample sunlight to illuminate the landscape.

5 out of 5 average rating, 7 reviews

CHIC WATER VIEW APT. ON SHELTER ISLAND

A spacious suite is showcased, featuring two comfortable beds and large glass doors leading to a balcony. Natural light floods the room, highlighting neutral tones and wood accents. A clear view of the spa-style bathroom with a walk-in shower is visible through the doorway.

4 out of 5 average rating, 3 reviews

Offshore - Coastal Getaway with Ocean View

An inviting living area showcases a spacious layout with plush seating and natural lighting. A wooden dining table, surrounded by chairs, offers a comfortable space for meals. A staircase leads to an upper level, and a rocking chair is positioned nearby, enhancing the cozy ambiance.

Flat in Mount Sinai

Lovely 1-bedroom basement apartment in Mt. Sinai

A spacious sleeping area features a king-sized bed with crisp white linens. Light wood flooring complements the soft, neutral color palette. Natural light enters the room through a nearby doorway, while wall sconces provide gentle illumination.

4.68 out of 5 average rating, 19 reviews

Offshore - Suite Steps from the Shore

Flat in Stratford

Comfort and Cozy

A spacious bedroom features a large bed dressed in crisp white linens, complemented by soft neutral throw pillows. Natural light floods in through sliding glass doors, which lead to a private balcony. A stylish area rug covers the wooden floor, and ceiling fans add to the comfort.

Offshore - Serene Suite by the Sea

A serene bedroom is featured, showcasing a spacious bed with white linens and two bedside lamps. Natural light filters through the soft, neutral-toned curtains. A piece of coastal artwork decorates the wall above the bed, complementing the calming color scheme.

Offshore - Dune King View Suite

Fitness-friendly apartment rentals

A grand entrance is framed by lush trees, with vibrant foliage surrounding a charming brick building. The pathway leads to large double doors, inviting guests inside. Sunlight filters through the leaves, casting playful shadows on the walkway.

4.89 out of 5 average rating, 44 reviews

Romantic and unique treat in Historic Montauk.

A light-filled living space features a large arched window with scenic views. A soft gray couch is positioned near a round dining table, complemented by a cozy area rug. Colorful artwork decorates one wall, enhancing the room's modern design.

4.65 out of 5 average rating, 51 reviews

The Exclusive Resort in Montauk

A compact bathroom features white paneling on the walls and a modern toilet. A small sink is positioned nearby, complemented by a mirror and neatly arranged toiletries on the side. Natural light enhances the bright and clean appearance.

4.3 out of 5 average rating, 10 reviews

2 Bedroom Cottage| Montauk, NY

The exterior of a historic Tudor-style building is framed by large, blooming cherry blossom trees. The soft pink flowers create a vibrant contrast against the architecture. A paved pathway leads to the entrance, where benches are positioned for seating.

4.95 out of 5 average rating, 122 reviews

Deluxe Studio Apt@The Montauk Manor

An expansive hallway features arched doorways and rustic wooden beams overhead. Potted plants add greenery, while large windows dressed with floral curtains allow natural light to illuminate the stone floor. Comfy seating arrangements are positioned along the walls, creating inviting spaces for relaxation.

4.92 out of 5 average rating, 39 reviews

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

Private room in Lake Ronkonkoma

4.88 out of 5 average rating, 16 reviews

Quiet wParking&PublicTransportation

Superhost

A bright and airy living space is highlighted by skylights and white wooden beams. A spacious kitchenette is situated behind a dining table surrounded by light chairs. Large windows invite natural light, and a television sits on a white console between soothing tones of gray and cream.

4.8 out of 5 average rating, 25 reviews

Waterfront Elevated Bungalow - Spectacular Views

A welcoming living room is featured, with two white sofas facing a wooden coffee table. A decorative brick fireplace serves as the focal point, complemented by light-colored walls and soft natural light filtering through a nearby window. A cozy area rug enhances the space.

5 out of 5 average rating, 14 reviews

Newly Renovated Modern Townhouse w/Pool & Tennis

Fitness-friendly house rentals

A spacious living area is filled with natural light from large windows. A decorative fireplace frames the room, accompanied by comfortable seating options including a beige sofa and patterned armchair. Artwork and decorative items adorn the walls, contributing to a welcoming ambiance.

4.96 out of 5 average rating, 55 reviews

East Hampton 3 Bed / 3 Bath Charmer w Pool

The kitchen and dining area feature modern cabinetry in muted tones against light wood flooring. A vintage-inspired Smeg fridge stands opposite a sleek kitchen layout with a black stove. Eye-catching circular wall art accents the space, complemented by a wooden dining table surrounded by six chairs.

4.96 out of 5 average rating, 25 reviews

Secluded Oasis Heated salt Pool 5 min ride beach

A calm beach scene is depicted at sunset, with vibrant colors reflecting off the water's surface. The sandy shore stretches into the distance, bordered by gently lapping waves. Soft clouds create a gradient of hues in the evening sky, enhancing the tranquil atmosphere.

4.86 out of 5 average rating, 36 reviews

The Perfect Bay House Escape

The backyard showcases a serene oasis with a sparkling pool surrounded by lush greenery. A sunroom is visible, providing a view of the inviting outdoor space. The setting offers a sense of privacy, enhanced by the natural landscape.

4.95 out of 5 average rating, 95 reviews

Oasis backyard, Pool, Gym, and Sunroom!

An open living area features a large sectional sofa and a sleek dining table surrounded by several chairs. A modern ceiling fan hangs overhead, while natural light floods through skylights and large windows, enhancing the spacious ambiance of the room.

4.88 out of 5 average rating, 26 reviews

Cozy up in the Hamptons

4.89 out of 5 average rating, 53 reviews

The exterior of a four-square house is shown, featuring a light green facade and a welcoming front porch. Lush shrubs and neatly trimmed hedges enhance the garden. Large windows allow plenty of natural light, and a gravel driveway leads to the entrance.

Home in Sayville

Sunrise Over The Bay

4.86 out of 5 average rating, 43 reviews

An open living area features high ceilings and large windows that bring in natural light. A sectional sofa in deep blue surrounds a vibrant orange rug, while an artwork adorns the wall. A dining area with a wooden table and chairs can be seen in the background.

Home in Riverhead

North Fork True Beachfront Home

A modern ranch-style home is set among lush greenery, featuring a white exterior with a sloped, dark roof. A spacious front porch is flanked by two chairs, and a well-maintained lawn extends to a gravel driveway leading to a gated entry.