Villa vacation rentals in Long Island

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Top-rated villa rentals in Long Island

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A spacious living area is highlighted by large windows, allowing natural light to illuminate hardwood floors. A large, comfortable sofa and two vibrant yellow chairs are arranged around a central coffee table. Decorative artwork adorns the walls, contributing to a welcoming atmosphere.

Villa in Monroe

4.72 out of 5 average rating, 79 reviews

Awesome Country Retreat - 4BR - Private & Peaceful

Just an hour from downtown NYC, my spacious country home offers the perfect retreat for families or friends. Whether you're soaking in the jacuzzi-style bath, roasting marshmallows by the fire pit, or enjoying the warm grass beneath your feet, this property is designed for ultimate relaxation with loved ones. Secluded and private, yet only a 5-minute drive to the charming town of Monroe, this home offers both tranquility and convenience. Professionally cleaned and managed for your peace of mind

Superhost

The living area features a comfortable sofa arranged around a coffee table. A wall-mounted television is positioned across from the seating. Natural light enters through a window beside the door, complemented by decorative plants placed on the shelf and window sill.

Villa in Jersey City

4.88 out of 5 average rating, 8 reviews

New! Sweet home near NYC

This is a brand new construction furnished home which can comfortably accommodate corporate travelers and families. Walking distance to local shops, stores What's Nearby: *12mins to Newport mall-Jersey City, NJ *12mins to Hoboken, NJ *25mins to World Trade Center, NYC *25 mins to Empire State Building, NYC *40 mins bus ride to Manhattan, NJ (Bus station in Time Square) *45 mins to Williamsburg-Brooklyn,NY *14 mins to Newark Airport,NJ *45 mins to Laguardia Airport,NY *55 mins to JFK Airport,NY

Guest favorite

Adirondack chairs are positioned on a grassy area by the water, surrounded by autumn foliage. Gentle waves lap against the shore, while trees with colorful leaves frame the serene view of the river and distant houses.

Villa in New London

4.87 out of 5 average rating, 30 reviews

Waterfront Holiday Vacation Villa New England

Have fun with the whole family at this stylish VILLA with water (kayak) access to Ocean State Beach Park and a 4 minute drive to the quaint Waterford Beach. This idyllic leisure home has everything you need to enjoy your gateway. SECLUDED setting with 300 ft of waterfront access for kayaking , fishing. Sauna, bicycles, waterfront gazebo with fire pit , basketball hoop and hammocks. All spaces are newly renovated and tastefully decorated. New fully stocked kitchen . Close to Mystic - Foxwoods

Top guest favorite

The exterior of the house is framed by lush greenery, with a wrap-around deck highlighted by large windows. The warm glow from the interior lights contrasts with the natural surroundings, while the fieldstone chimney adds an element of rustic charm. A pathway leads towards the entrance.

Villa in Guilford

5 out of 5 average rating, 28 reviews

TREETOPS! An upscale, unique 5 bdrm home with POOL

TREETOPS is a 4850 square ft 5 bedroom Mid century Modern perched on an outcropping of granite cliffs, surrounded by 2 acres of beautiful forest. *Property not suitable for children under 8 years old* Stroll along the loop trail in our woods, sit in the garden, have a fire in the fire pit, or relax and get some sun by the marine-blue, stone-decked pool! Birdwatching, breakfast, and evening cocktails are best on the spacious wrap-around deck. Hiking is just steps away at "Westwoods Trailhead".

Guest favorite

A modern, two-story home is showcased with neatly manicured landscaping. A concrete driveway leads to a garage, with a white car parked nearby. Trees in the background display autumn colors, providing a subtle contrast to the home's exterior.

Villa in Deer Park

4.85 out of 5 average rating, 75 reviews

A Modern Getaway Perfect for Families & Business

Discover the perfect blend of style and functionality in this modern two-story home, ideal for both family retreats and business gatherings. It boasts 4 bedrooms, 3 bathrooms, 2 fully-equipped kitchens, and 3 spacious living rooms. With 6 comfortable beds, an authentic wood-burning fireplace, and 4 smart TVs, you’ll find all the comforts of home. Enjoy the private balcony, 2 outdoor furnished patios, BBQ grill for entertaining, 3 bicycles and 6 private parking spots for you and your guests.

The outdoor space features an inviting inground pool surrounded by a stone patio. Lounge chairs are positioned nearby, with greenery and trees in the background. Clear skies and sunlight illuminate the area, creating a serene ambiance.

Villa in Lido Beach

4.67 out of 5 average rating, 3 reviews

Beachside 4 Bedroom Villa in Lido w/In-ground Pool

Massive beachside property with private entrance that is walking distance to lido beach. The property which spans more than half an acre features and inground pool with a deep-end and miniature basketball hoop. On the patio, you can enjoy a granite bar with seating for five and a built-in fridge and gas grill - no propane required! Enjoy beautiful dinners at the patio table or lounge on the chairs next to the pool. When you're done with it all, rinse off with the outdoor shower!

Superhost

A Mediterranean-style villa is set against a backdrop of lush greenery, featuring a central fountain surrounded by well-maintained landscaping. The two-story structure showcases arched entryways and large windows, reflecting a harmonious blend with the natural surroundings.

Villa in Monroe

4.89 out of 5 average rating, 28 reviews

Mediterranean Villa

Whether you’re looking for a relaxing getaway or a family trip filled with adventure, you’ll love staying at the ‘Mediterranean Villa’ in the scenic Hudson Valley. Tucked away in Monroe, NY this Villa offers 5-bedrooms, 4-bathrooms, a wood-burning fireplace & enough space for your family to come together and make new memories. Location provides easy access to local attractions: take a day trip to the Catskills, shop locally at the Woodbury Commons or check out the local wineries.

Guest favorite

Expansive green lawn extends towards the horizon, bordered by white fencing and mature trees. A serene landscape is visible with grazing horses in the background. Bright blue sky complements the lush surroundings, creating a peaceful outdoor environment.

Villa in East Quogue

4.91 out of 5 average rating, 23 reviews

Farm reserve sunset views

Beautiful villa in beginning part of the Hamptons for a more convenient commute. A private hideaway surrounded by nature where you can relax. It’s perfect for families and friends who love nature, horses and beautiful sunsets. Since our property is spread out over an acre (and surrounded by greater than acre properties), we have the space to allow our guests the ability to maintain a safe distance while still being able to relax comfortably during their stay.

Superhost

A playful game room is showcased with vibrant blue and red walls featuring Mario-themed decals. A pool table is set up in the center, ready for play, while a dartboard hangs adjacent, illuminated by neon lights. Natural light filters into the room from large windows.

Villa in Linden

5 out of 5 average rating, 5 reviews

Fire & Fun | Luxe Stay w Pool, Hot Tub & Game Room

Step into Fire & Fun, where luxury meets excitement in the heart of Linden, NJ! This stunning 2-story retreat features a heated pool (seasonal), hot tub, Mario-themed game room, outdoor oasis, and elegant interiors with high-end comfort. Perfectly located 30 minutes from NYC & 15 minutes from Newark Airport, this family-friendly home includes a fully stocked chef’s kitchen, private deck, firepit, and more! Your unforgettable getaway starts here!

Guest favorite

A well-designed outdoor area features a pristine pool with colorful floats, bordered by a spacious deck. Lounge chairs, adorned in striped blue and white, provide comfortable seating under large umbrellas. The house is illuminated, showcasing a welcoming atmosphere amidst lush greenery.

Villa in East Hampton

4.98 out of 5 average rating, 47 reviews

PINKWOOD PLAYHOUSE is the perfect spot for your Hamptons stay, offering elevated design and relaxed luxury with laid back beach vibes. Perfect for families or couples. This stylish and serene home features 4 bedrooms, 2.5 bathrooms, a fully equipped kitchen, soaring ceilings and an open floorplan. Bring the outdoors in with oversized windows and over 1000 square feet of deck space overlooking the gorgeous pool.

Superhost

The exterior of the home is portrayed at dusk, surrounded by trees. A spacious deck with outdoor seating is visible, along with an oversized hot tub lit by soft lights. Large windows reveal an inviting interior, contributing to the serene ambiance.

Villa in Tuxedo Park

4.95 out of 5 average rating, 75 reviews

Private Hilltop Retreat with a Large Hot Tub

Welcome to our peaceful getaway home set in the stunning Sterling Forest Park in the Hudson Valley, only an hour from New York City. Enjoy the tranquil outdoors, the oversized hot tub, the wrap-around balcony, and the spacious deck. Relax in a great room overlooking the forest and unique natural rock formations. And for the ski enthusiasts our home is only 10mi or an easy 20 min drive to Mt. Peter Ski Area.

Top guest favorite

The exterior view showcases a charming home surrounded by tall trees and autumn foliage. A circular wooden deck encircles a hot tub, providing an inviting outdoor space. The covered pergola offers shade, while bright flowers add color to the landscaped area.

Villa in New Haven

4.98 out of 5 average rating, 130 reviews

Group Getaway near Yale | Hot Tub & Cozy vibes

Enjoy a bright, spacious home just minutes from Yale and downtown New Haven. Perfect for families, friends, or coworkers looking to relax, connect, and recharge. Features a fully equipped kitchen, 5 comfy bedrooms, fast Wi-Fi, a private backyard with a hot tub, and a peaceful vibe. Walk to parks, cafes, and local spots. Ideal for mindful gatherings, work trips, or celebrating special moments together.