Fitness-friendly vacation rentals in Shelter Island

Find and book unique fitness-friendly rentals on Airbnb

Top-rated fitness-friendly rentals in Shelter Island

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

0 of 0 items showing

1 of 3 pages

Guest favorite

Villa in Shelter Island

5 out of 5 average rating, 17 reviews

The Lord‘s Villa & Estate

This stunning waterfront Estate House is a quiet paradise set in 7 private acres on the Menantic Peninsula. Newly renovated with panoramic sea views from every room. Cathedral ceiling and copious skylights create sun-filled, spacious living and dining areas. Enjoy strolls along the water’s edge or use the private, sandy beach area for sunning, soaking, kayaking, and clamming. Watch sunsets from the seaside jacuzzi or commune with nature in this peaceful sanctuary. Concierge services available.

Guest favorite

Home in Hampton Bays

4.94 out of 5 average rating, 109 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

Guest favorite

Rental unit in Patchogue

4.87 out of 5 average rating, 186 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

Guest favorite

Home in Shoreham

4.85 out of 5 average rating, 102 reviews

Lush Waterview rainforest retreat

The view only gets better in winter. Some of the most awesome sites are during extreme weather. When you’re here it’s like you’re in the middle of the ocean think Perfect storm. Modern Contemporary California style design built into Side of the hill. Over 60 feet of glass looking out at over 180 degrees of spectacular water views. Multi level decks. Privacy in your own oasis. This is not a beach bungalow nor a mansion on a bluff but a domicile one with nature. Uniquely individual paradise.

Guest favorite

Villa in East Hampton

4.99 out of 5 average rating, 76 reviews

East Hampton Village Fringe, Renovated with Pool

This remarkable East Hampton home, nestled along a quiet cul-de-sac, is just moments from shopping, restaurants, and ocean beaches. The residence features an abundance of natural light, crisp neutral color tones, and tall, pitched ceilings that enhance the sense of space. The calming, heated pool provides a perfect retreat for relaxation. Please review our disclosures and house manual to ensure this home meets your needs and expectations. We want to make sure it’s the perfect fit for you.

Guest favorite

Home in North Fork

5 out of 5 average rating, 23 reviews

Elegant Victorian in the Heart of Greenport

Winter Harbor House is a stylish Victorian walking distance from the best restaurants, bars and beaches in Greenport Village. Absolutely perfect location. Only a few hundred feet from the Mitchell Park and Marina Waterfront Boardwalk/Beach and the North Ferry to Shelter Island. Enjoy gorgeous marina views and great people watching from the front porch. This 1890's Victorian has all the modern amenities you want while making you feel like you're experiencing a part of Greenport's history.

Guest favorite

Home in Water Mill

4.91 out of 5 average rating, 106 reviews

Peaceful 1850s barn w/Pool

Family, friends and work-friendly 3000 sq ft house set in 1.7 quiet acres off private driveway. Large garden and fenced pool area w/heated pool (season). Sleeps 8 in 4 bedrooms with 3 bathrooms. A simple but stylishly furnished house, very comfortable and easy to enjoy. Fresh in summer, cozy with log fires in the winter. Minutes from beautiful beaches, Water Mill's historic charm, the Hampton Classic and the visual & performing arts. Well-behaved pets with thoughtful owners are welcome.

Superhost

Home in Shelter Island

5 out of 5 average rating, 5 reviews

Beach island oasis, Hamptons w/o the headaches!

Heavenly island oasis, minutes to beach and town.Huge, sunny 4 bedroom home overlooking a pond and a sculpture garden in a park-like setting on a magically peaceful cul-de-sac. Hamptons without the headaches. Kawaii grand piano, fast WiFi. Cathedral entrance, 4 bedrooms, 2 1/2 bathrooms, separate living room, dining room, breakfast room with bay windows, huge deck. Perfect summer beach vacation. Check out the reviews for this beautiful retreat. Ferry ride to the Hamptons or Greenport.

Guest favorite

Home in North Fork

4.96 out of 5 average rating, 24 reviews

NorthFork FarmHouse, Amazing Pool, Beach,Vineyards

Relax with the whole family at this peaceful place to stay. Centrally located surround by best vineyards, farms, great neighborhood, beaches only 5 minutes away, aquarium 15', water park 15' A bustling beach town year-round From boating to wining and dining, it’s all at your fingertips in Mattituck.Locally owned restaurants, bakeries and boutiques on Love Lane; boaters have direct access to Long Island Sound via the Mattituck Inlet; and wine lovers will relish the area’s vineyards.

Guest favorite

Home in Manorville

4.98 out of 5 average rating, 242 reviews

Ultimate House with Heated Pool, Hot Tub and Sauna

Ultimate house with 4 Bds, 3 Baths, finished basement with entertainment area and gym. Minutes from the Hamptons and North Fork. Everything for your rest in any weather and season. Yamaha piano, Japanese massage chair, karaoke, drum set, electric guitars, ping pong, fossball and pool tables,board games. Fully landscaped backyard with flowering plants, outdoor lights. 2 BBQ areas, Gazebo with fireplace and projector. Easy access to beaches, restaurants, farms, vineyards and shopping.

Guest favorite

Home in East Hampton

4.96 out of 5 average rating, 48 reviews

East Hampton Sag Harbor Fringe Pool, Hot Tub, Gym

Welcome to this all brand new 3000 sf beach house with flex 4/5 BR and 3 BA, situated on 3 acres at the end of a private cul-de-sac. Bonus room to 5th BR or flex live/work space. Gym equipment w/ Peloton bike. Heated pool from April to about Thanksgiving weather permitting, hot tub year round, fire table, large outdoor kitchen, outdoor commercial pyramid heaters, private fenced in. Village fringe property is 1.5 mi to Sag Harbor Village and about 2 mi to East Hampton Village

Guest favorite

Home in Southampton

5 out of 5 average rating, 34 reviews

Luxury Waterfront Estate | 5 BR | Cozy Fire Pit

Embrace winter’s charm at this luxurious 5BR/4.5BA waterfront estate. Cozy up by the fireplace, unwind in ensuite bedrooms with a steam shower and soaking tub, or enjoy movie nights in the media room. Step outside to crisp waterfront views and stargaze by the fire pit, creating a serene retreat from the cold. Complete with a chef’s kitchen for hearty, home-cooked meals, this property offers a perfect sanctuary to create warm, unforgettable winter memories