Vacation rentals with a pool in Bellport

NEW*Resort-Style Home w/ Pool, Bar&Outdoor Kitchen

NEW*Welcome to your private Bellport retreat, perfect for families or friends. This comfortable 3-bedroom home features a cozy living area with an enclosed stove and a unique bar room for entertaining. Step outside to a resort-style fully private backyard with a private pool and waterfall, outdoor shower, and full outdoor kitchen with BBQ and dining space. Located near BellportVillage,beaches,and the Fire Island ferry perfect for winter and summer getaways and peaceful weekend away from the city

Chic Retreat: Hot Tub, Heated Pool, Sunroom

Escape the city at our newly renovated @BrookhavenChicRetreat Tucked in a quiet cul-de-sac w/ a fully fenced yard, this home is private and safe for families. Relax or entertain w two living areas thanks to our new sunroom. Summer: Private Pool, outdoor living space Year-Round: Outdoor Hot Tub Work: Fast Wi-Fi & desks in every room Laundry: Washer/dryer Minutes from Deer Run Farm, Post-Morrow Trails, and Bellport Village. The Hamptons are just 25 mins away. Book your coastal getaway!

Trendy Ranch in Bellport Village

Escape to this stylish, luminous, newly remodeled, 3 bedroom, 2 bath ranch home in Bellport Village. Flooded with natural light from skylights & French doors that open to a large, lushly landscaped yard with brand-new, heated, gunite swimming pool. Great room offers a generously spaced open-plan kitchen, dining, and living room with vaulted ceilings that connects to a media room with a 65-inch TV screen. Master BR offers king bed with luxury linens/bedding & open views of spacious yard.

Family Retreat with Heated Pool, Hot Tub, Sauna.

🛏 6 Bedrooms, 9 beds & 3 Full Baths 🏊‍♂️ Heated Pool & Relaxing Hot Tub 4-person Sauna 🏀 Half Basketball Court & 🏐 Volleyball Area 🏌️‍♂️ Private Golf Putting Green 🔥 Cozy Firepit & Outdoor Lounge Area 🛝 Swing Set & Kid-Friendly Yard 🍽 Fully Stocked Kitchen & Spacious Dining 🌐 High-Speed Wi-Fi & Smart TVs 10 min to Smith Point Beach & Boardwalk 15–20 min to Long Island Wine Country Nearby hiking at Wertheim Wildlife Refuge Short drive to Tanger Outlets & restaurants

Joyful Beach House, viewing The Great South Bay

Amazing Great South Bay view with access to Shorefront and Rider Parks. This Ranch has an unobstructed view of the Shorefront Band Shell. Watch concerts and sunsets from the comfort of your patio. Walk down to the Patchogue Beach Club and enjoy the pool and beach. This open-concept home has 2 bedrooms, one bath, a remodeled bathroom, and a kitchen. The kitchen has stainless steel appliances, a farm sink, and a butcher block countertop with natural lighting that will brighten the home.

Port Jefferson Convenient, Cozy and Chic!

Bright, modern, newly renovated and landscaped space can sleep up to 6! Countless amenities including a kitchen with dishwasher, full size refrigerator. 3 bedrooms, 2 full baths, and common living space. Great for boaters or attending events in Port Jefferson, Stony Brook or anywhere on Long Island. We are a 1 minute drive or 10 minute walk from Port Jefferson Harbor and Ferry Dock. Centrally located on LI for easy access to LI rail road and bus routes.

*NEW* Reno Bellport Village Home + Saltwater Pool

This newly renovated 3-bedroom home features a chef's kitchen with an induction range and espresso machine. Heated floors are found throughout the kitchen and bathrooms. Outside, discover a fully fenced backyard with a new saltwater pool, deck sofas, and chaises. Please note: we open the pool from Memorial Day to Labor Day in the summer only. It is a saltwater pool, and they come to clean it each week on a Friday. It is heated, but it is not a hot tub.

Luxury Hamptons Home with Heated Saltwater Pool

Get away from it all in this meticulously renovated Westhampton Beach home. Pull up to the cottage in the heart of Westhampton Beach, a place that delivers all the Hamptons have to offer, all while being within a two hour drive of NYC. No detail was overlooked in the renovation of this cottage… the beauty is only matched by the comfort and function. With the open floor plan, sunny kitchen, furnished open air patio, you won’t want to leave.

Private oasis with pool steps away from the bay

Recently renovated, this charming house has all the comforts of home with the feel of a private country getaway. The long, winding driveway leads you to a charming two story house and large garage. Once inside the house, you will find a large chef's kitchen, a comfortable living room with working fireplace, 3 large bedrooms and two bathrooms. Outside, you will find a beautiful gunite pool and a deck with a Weber grill.

Guest House retreat with amazing pool !!!

Slice of Heaven #2 Bellport Village, a destination town overlooking the great south bay as seen in Coatal Living's top places to vacation. Written by Coastal Living: a gorgeously unassuming little seaport on long Island's South Shore, this village holds a royal flush of pleasures- A small town community feel, colonial style architecture, and even its own performing arts center, all 90mins from NYC.

The Unhampton

This Brookhaven Hamlet detached space (totally separate) is for people who love nature and preserved quiet spaces. Fire Island is a ferry ride away, Manhattan is one hour by train and the Hamptons are a 25 minute ride.15 minutes from the restaurants and coffee shops in Patchogue and just a couple of minutes from Bellport Village. Centrally located and truly peaceful!

Bellport Oasis

Welcome to your perfect getaway in the heart of Bellport Village, NY! This beautifully maintained home offers a peaceful escape with an exceptional backyard designed for relaxation and entertainment. Step onto the expansive back deck—ideal for morning coffee, alfresco dining, or sunset cocktails.