The 4 Best Boutique Hotels with Private Pool in Long Island (2025)

Nestled in the heart of Garden City, the Garden City Hotel exudes an exquisite blend of luxury and warmth, inviting couples and discerning travelers to indulge in its sophisticated charm. With its chic boutique ambiance, every corner whispers elegance, from the plush interiors adorned with Italian furniture to the serene outdoor dining patio that beckons for intimate gatherings under the stars.

Romantic Escape - Immerse yourself in romance with our penthouse suites offering breathtaking balconies overlooking the vibrant village, where sunsets paint the sky in hues of amber and rose, creating a perfect backdrop for memorable evenings.

Culinary Delights - Savor a gastronomic journey at the Red Salt Room by David Burke, where sizzling steaks meet bold flavors, and each meal is transformed into a delightful experience infused with the aromas of culinary artistry.

Wellbeing Retreat - Rejuvenate your spirit in our tranquil indoor pool or energize at the 24-hour fitness center, surrounded by elegant design and the gentle sounds of water lapping—a perfect sanctuary for wellness enthusiasts seeking total relaxation.

Guest Experiences - As the delicate scent of freshly brewed coffee wafts through the air, guests have marveled at the attentive staff who seem to anticipate their needs—whether it's a perfectly crafted cocktail at the bar or a warm welcome that instantly makes you feel at home.

Nestled in the heart of Westbury, NY, the Viana Hotel and Spa invites you to immerse yourself in an oasis of tranquility and modern elegance. With a captivating blend of nature-inspired design and luxury amenities, each moment spent here is a step into a serene retreat where romance and relaxation harmoniously intertwine.

Spa Retreat - Indulge in holistic rejuvenation at our Zen-inspired full-service spa, where the soothing scents of essential oils mingle with soft ambient music, creating a sanctuary for your senses. Enjoy a blissful massage or unwind in the sauna, allowing the world outside to fade away.

Culinary Delights - Savor exquisite flavors at Marco Polo’s restaurant, where Italian and Asian cuisine meet in a vibrant culinary dance. The inviting aroma of freshly prepared dishes fills the air, making dining here an experience that lingers—whether over a shared plate of pasta or a well-crafted cocktail in the adults-only game room.

Elegant Accommodations - Retreat to spacious guest rooms adorned with natural decor, where every detail whispers comfort—from the plush bed linens that invite you to sink in, to the sleek marble bathrooms that offer a touch of opulence. Each room serves as a personal sanctuary, equipped with thoughtful amenities that cater to your every need.

Guest Experiences - As guests wander through the hotel, they often remark on the delightful warmth of the staff, whose genuine smiles and attentive service make every visit feel like a homecoming. Many have enjoyed unwinding with a glass of wine by the indoor pool, where the gentle splash of water creates a soothing backdrop, enhancing the sense of escape.

Nestled along the stunning shores of Montauk, Gurney's Montauk Resort & Seawater Spa offers a tranquil escape where luxury meets the rhythmic whispers of ocean waves. The air is imbued with a blend of salty breezes and the soothing scent of seawater, creating an intimate ambiance perfect for couples seeking romance or serenity seekers yearning for revitalization.

Total Relaxation - Indulge in holistic wellness at the ocean-fed seawater spa, where healing treatments and rejuvenating experiences await. Let the sound of gentle waves lull you into tranquility as you immerse yourself in the warm embrace of the indoor pool.

Romantic Break - Each room is a serene sanctuary offering breathtaking ocean views that capture both sunrise and sunset; the soft crash of the surf becomes your backdrop for idyllic evenings spent together, enhancing every moment of your romantic getaway.

Spa Breaks - Revel in the luxurious pampering provided by Gurney’s dedicated staff, whose attentive service ensures every detail—from personalized treatments to lounging in the sauna—is perfectly curated for an unforgettable retreat.

Guest Experiences - Guests rave about the inviting decor, noting how the fresh ocean air mingles with hints of sea salt, transporting them to a serene paradise. Families delight in the cozy one-bedroom apartments where laughter echoes off the walls, and children joyfully splash in the indoor pool, while parents unwind in the exquisite bathhouse.

Nestled in the heart of Middletown, Connecticut, the Inn at Middletown beckons with its blend of historic charm and modern elegance. With soft light cascading through large windows and the gentle sounds of nature nearby, this boutique inn serves as a tranquil escape for couples and travelers seeking romance and adventure alike.

Romantic Retreat - Experience intimate moments by the poolside or unwind in the soothing hot tub, where soft music and the scent of fresh blossoms envelop you in tranquility, making it an ideal haven for honeymooners and romantic getaways.

Culinary Delight - Savor the essence of New England at the Tavern at the Armory, where the tantalizing aroma of seasonal dishes mingles with warm laughter from friendly staff, creating a vibrant atmosphere that lingers long after your meal.

Artful Exploration - Stroll along Main Street to discover local art galleries and shops, each offering unique treasures that reflect the town's rich culture and history, inviting cultural explorers to delve deeper into the tapestry of Middletown.

Guest Experiences - As you sink into the plush comfort of your elegantly adorned room, take a moment to appreciate the cheerful decor and the soft hum of distant conversations, echoing the warmth and friendliness that the Inn’s staff are known for, particularly Lisa, whose vibrant spirit leaves a lasting impression.