Holiday rentals in Islandia

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Top-rated holiday rentals in Islandia

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Home in Mastic
4.96 out of 5 average rating, 186 reviews

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

Top guest favourite
A studio apartment is presented, featuring a spacious bed, a small kitchenette, and a comfortable seating area. Natural light enters through a window, while a door leads to the outside. The flooring includes a mix of carpet and hardwood, creating a cozy ambiance.
Flat in Ronkonkoma
5.0 out of 5 average rating, 66 reviews

Hotel-Style Studio in Ronkonkoma

Suite 2283, a hotel-inspired studio apartment in Ronkonkoma, is a guest suite for one person. Featuring a private entrance, private fenced-in yard, patio with bistro set, onsite parking, AC, kitchen, Roku TV and free Wi-Fi, it's ideal for traveling medical and business professionals. And, it's just minutes from the airport, hospitals, corporate parks, major roadways, restaurants, parks, the mall, and nightlife at the new Station Yards complex at the LIRR hub.

Top guest favourite
A comfortable living area features a light-colored sofa facing a wall-mounted television. A small dining table with two chairs is positioned nearby. Natural light enters through a door leading to an exterior space, and wooden flooring complements the overall layout.
Flat in Central Islip
4.95 out of 5 average rating, 175 reviews

Cozy studio w/ private entrance

Perfect for solo travelers or couples.This new, cozy studio is part of a larger home but fully self-contained w/ its own entrance. Inside, you’ll find: - A comfy living area - A kitchen with essentials for light cooking - A private bathroom with shower, towels, and toiletries - High-speed Wi-Fi and a flat-screen TV Though attached to our home, your space is private. Located in a quiet neighborhood, close to attractions, restaurants, and transportation.

Top guest favourite
The exterior of a charming lake house is displayed, featuring a well-maintained lawn and a walkway leading to the entrance. Large windows provide plenty of natural light, while the surrounding greenery complements the inviting facade. A porch is visible, enhancing the overall appeal.
Home in Ronkonkoma
4.95 out of 5 average rating, 42 reviews

Ronkonkoma Residence by the Lake

Discover the enchanting allure of our stunning lake house retreat nestled in the quaint town of Lake Ronkonkoma. A 9 min drive to the Smith Haven Mall and variety of grocery stores within 10 min drives from the house, assortment of restaurants, etc. All close by the house and a 10 min. drive to MacArthur Airport. This charming and modern house is the perfect place in any season for families or groups of friends to indulge in a relaxing getaway.

Superhost
Flat in Central Islip
4.92 out of 5 average rating, 24 reviews

Stylish 2BR Pet-Friendly Suite Near Islip Airport!

Kick back and relax in this stylish, newly renovated 2-bedroom basement apartment with beautiful white floors throughout. Perfect for work trips, court visits, sports tournaments, or weekend getaways. Enjoy two cozy bedrooms, a comfortable sofa bed, Smart TVs, fast Wi-Fi, and a modern bathroom with a Bluetooth speaker. Clean, comfortable, and thoughtfully designed to make you feel right at home during your stay.

Top guest favourite
Home in Setauket-East Setauket
4.9 out of 5 average rating, 50 reviews

White Cottage East Setauket

Nestled in East Setauket, this charming White Cottage offers a cozy retreat surrounded by landscaped grounds. Inside, bright living areas with hardwood floors and large windows fill the home with natural light. The peaceful backyard is perfect for unwinding. Conveniently located near shops, schools, and scenic trails, this cottage offers the ideal escape on Long Island’s North Shore.

Top guest favourite
A vibrant sunset fills the sky with shades of pink, purple, and orange over the calm waterfront. Silhouettes of trees and nearby boats create a serene backdrop against the colorful horizon, complementing the tranquil scene by the dock.
Home in Bay Shore
4.99 out of 5 average rating, 86 reviews

Bay Shore Boat House

Waterfront retreat with stunning views, a designer kitchen, serene interiors, and outdoor amenities including a fire pit, bluestone raised patio, and cabana bar. Ideal for couples and families. Walking distance to downtown Bay Shore, close to Fire Island Ferries and Captain Bill's. Unwind, fish off the dock, and witness unforgettable sunsets. Your perfect escape awaits.

Guest favourite
Flat in Central Islip
4.83 out of 5 average rating, 115 reviews

Cozy apartment with private entrance

Cozy apartment for single or couple in the heart of Long Island. This new listing is located on the first floor of a 2 story house with its own entrance. As you walking you are greeted with a nice living room with a pull sofa, a dining table a well equipped kitchen and a nice size bathroom. The bedroom has a queen size with comfortable bed set for a wonderful night.

Superhost
An outdoor patio area features a rectangular dining table surrounded by several woven chairs. A private pool sparkles in the background, framed by lush greenery. Shaded areas created by large umbrellas provide comfort for outdoor gatherings.
Villa in Centereach
4.91 out of 5 average rating, 32 reviews

Summer Retreat: Heated Pool, Game Room, Playground

POOL CLOSES 1st-2nd WEEK OF OCTOBER 2026: Escape to the ultimate summer retreat! Enjoy a private saltwater heated pool, fire pit, game room, and family-friendly fun in this spacious Long Island oasis. Just minutes from Cedar Beach and perfect for groups, families, or couples. Relax, play, and make unforgettable memories—your perfect getaway starts here!

Superhost
A cozy living room is presented, featuring a large television mounted above a fireplace. A comfortable reclining chair faces a decorative area rug, surrounded by plants and framed photos on the wall. Soft lighting accentuates the neutral color scheme.
Flat in Islip Terrace
4.86 out of 5 average rating, 167 reviews

Large 1 bedroom apartment

Relax with the whole family at this peaceful place to stay. This is a one bedroom apartment which includes a kitchen, bathroom w/ tub, living room, refrigerator, stove, oven, large bedroom w/ closet. There is a closet in the living room available as well. Sofá bed queen size in the living room.

Top guest favourite
An open concept living area features cathedral ceilings with wooden beams, providing a spacious ambiance. A comfortable seating arrangement is positioned towards a wall-mounted television, with natural light filtering through curtains. A dining table is visible alongside a well-furnished sideboard.
Guest suite in Centereach
4.99 out of 5 average rating, 312 reviews

Private New Apartment

Open concept living. Cathedral ceilings. 1 Bedroom, Full Bath. Private parking. Patio. 5 minutes from train, 15 minutes to MacArthur Airport. Close to Stony Brook, South shore ocean beaches, and the north shore of Long Island. Perfect if you are planning on heading out east to the wineries!

Top guest favourite
Flat in East Islip
5.0 out of 5 average rating, 33 reviews

Spacious one bedroom apartment w/private entrance

Located in a quiet friendly neighborhood, close to major highways, shopping and restaurants. LIRR within walking distance. 15 min away from McArthur airport. Ferry to fire island 20 min away.

Popular amenities for Islandia holiday rentals