House holiday rentals in Remsenburg - Speonk

4.95 out of 5 average rating, 159 reviews

Home in Hampton Bays

Spacious Modern 5BR • Close to Town & Beach

⭐ Rated 4.95 with 145+ glowing reviews! Welcome to your modern Hampton Bays retreat, perfect for families and groups. Ideally located just minutes from beaches, town, dining, and shops. Enjoy bright, open living spaces with Smart TVs and fast WiFi throughout. Enjoy a finished basement with ping pong, gym, and tv lounge, plus a backyard with BBQ and outdoor seating. Whether you're here to explore, relax, or reconnect, this home offers the ideal Hamptons getaway with thoughtful touches throughout.

FamilyLocationLayout

4.98 out of 5 average rating, 243 reviews

An expansive deck offers a view of the Great South Bay, with a mix of comfortable seating options, including lounge chairs and a sectional sofa. The area is complemented by manicured green grass and a wooden railing, providing a serene backdrop for outdoor relaxation.

Home in Shirley

Luxurious Waterfront Beach House On The Bay

Relax and enjoy your time at this beautiful east end waterfront getaway. This house is located right on the relaxing and exclusive Great South Bay with private beach... The experience will bring you the feel of tranquility everyone desires with vacationing out east. While offering all the enjoyments the island has at your fingertips. Centrally located to all island destinations. 90 minutes from Manhattan - 15 minutes to West Hampton - 15 minutes to Fire Island Ferrys. Visit top winery’s WiFi

LocationValueBreakfast

A bright and airy living space features a cozy beige sofa facing large windows with water views. A staircase leads to the upper level, and natural light illuminates the open layout. Light-colored furniture and decorative accents create a relaxing coastal ambiance.

4.97 out of 5 average rating, 38 reviews

Magnificent Bayfront Retreat

Welcome to the Hamptons! The view from this home, that sits right on the water, boasts the most beautiful sunsets that need to be seen to be believed. Whether you’re spending the day in the sun on the beach (a short 5 minute walk), grilling on the deck watching the sunset over the bay, soaking in the hot tub, fishing on the private dock, or lounging on the couch watching a movie on our 75 inch TV after a day of fun in the sun, this home is a perfect getaway for you, your family, and friends!

LocationFamilyView

4.96 out of 5 average rating, 184 reviews

Home in Mastic

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

LocationFamilyHospitality

4.87 out of 5 average rating, 108 reviews

A charming entrance features a white gate framed by decorative stonework. American flags adorn the front of the house, which is surrounded by lush greenery. The pathway is lined with manicured grass, creating a welcoming approach to the front door.

Home in Shirley

House of peace.

Welcome to my families heart. This house may be old but it is filled with so much love its truly the heart of our family. For many generations we have gathered here. Lovely 3 bedroom house with large property on quiet road. Dining room, kitchen, living room, laundry room. Small sitting room off the master bedroom . There are puzzles and some games for children. Please feel free to use what you want. Close to shopping, beach, casino, ferry, LIRR, LIE, sunrise and The Hamptons.

LocationFamilyTV

4.87 out of 5 average rating, 149 reviews

A spacious living room features a large sectional sofa adorned with colorful cushions, offering comfort and relaxation. A sleek television is mounted on the wall, while natural light streams through wide windows, illuminating a wooden coffee table and a decorative fireplace in the corner.

Home in Mastic

Cozy home. Comfy living

The whole group will enjoy access to everything from this centrally located home. three comfy bedroom, two bathrooms, large living room, dining and kitchen. close to the beach, nature reserved, kayaking, sky diving and Tanger outlet mall, restaurant and all the fast food located nearby. long island vast array of winery and farms stand etc. Guest is expected to follow house rules. 15 mins after check out time is given after that fees will incur at nightly rate

ValueFamilyOutdoor spaces

A contemporary ranch-style home is surrounded by lush greenery. The custom-shaped heated pool features a waterfall and is bordered by a stone patio with lounge chairs and umbrellas. A state-of-the-art hot tub is positioned nearby, enhancing the outdoor relaxation space.

4.93 out of 5 average rating, 165 reviews

Hampton's Haven

5 bedroom, 3.5 bath contemporary ranch style home, with custom shaped heated pool and meticulously maintained 7 seater hot tub. Expansive patio w/outdoor dining for 10 - close to beach, town and more! Our home has comfortable office space with gigabit wifi throughout! Fabulous game room with ping pong, 4 person air hockey, smart tv and board game lounge. Everything you'll need for a memorable gathering of friends or the perfect family vacation!

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Home in Remsenburg - Speonk

5.0 out of 5 average rating, 19 reviews

Westhampton Retreat to the Woods

Newly renovated 3-bedroom, 2-bath home on 1.5 private acres just minutes from the beach. Features an open kitchen, two new bathrooms, and modern finishes. Outdoors, enjoy a hammock lounge, al fresco dining, outdoor shower, and expansive grounds. The highlight: a heated saltwater pool kept at 80°. Perfect for family, friends, or a romantic Hamptons getaway. Pool is open from Memorial Day until late September, d pending on weather conditions.

FamilyLocationQuiet

A charming cottage exterior features wood shingles and white trim. An American flag hangs proudly from the front, while window boxes with greenery add a touch of color. The light blue front door complements the natural elements, inviting guests inside.

4.98 out of 5 average rating, 173 reviews

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.

FamilyValueNearby

Home in Remsenburg - Speonk

A landscaped garden features vibrant purple and orange flowers, set against a backdrop of lush greenery. A heated pool is visible nearby, surrounded by lounge chairs and shaded by umbrellas, under a blue sky with scattered clouds.

4.97 out of 5 average rating, 58 reviews

5-Star Listing: Hamptons Oasis, Easy from NYC

Welcome to our coastal retreat. Minutes away from Westhampton Beach and a super-easy commute from NYC. Perfect for families or a group of close friends to get away from it all. A bright, spacious, recently renovated home with light-filled rooms, new floors, coastal decor. Ultrafast Wifi, Alexas, and a new kitchen with the latest appliances. Beautifully landscaped gardens, heated pool, 6-person salt water hot tub (in winter or summer)!

LocationFamilyKitchen

Home in Remsenburg - Speonk

A serene waterfront scene is presented, featuring a small boat docked alongside a gently flowing waterway. Wooden Adirondack chairs are positioned on sandy ground, surrounded by lush green grass and coastal plants, enhancing the connection to nature.

4.96 out of 5 average rating, 25 reviews

Peaceful Hamptons Waterfront 3 bedroom, 2 bath

Minutes to U S Open Golf! Relax in nature at this unique and tranquil Hamptons waterfront getaway. Enjoy outdoor dining, entertainment and recreation at this bird lovers paradise. Stroll our lovely neighborhood, minutes from Westhampton Beach, and explore the beauty of the North and South forks of Long Island's east end. Close to world class ocean beaches, vineyards, and farm stands. Perfect year round get away!

FamilyValueCheckout

A charming two-story house with wooden siding is set within a landscaped yard featuring lush green grass. Sunlight reflects off the windows, and a small balcony is visible on the upper level. A patio area with outdoor seating is located to the side.

4.98 out of 5 average rating, 52 reviews

Walk to the village! Modern beach house

Have fun with the whole family at this stylish place. Enjoy outdoor dining, BBQ, and Solo Stove fire pit area. Morning coffee and breakfast couldn't be easier with Hampton Coffee just steps away. Walk to the village for shopping and dining or bike to the beach. Get the best of both forks with Westhampton Beach only a 20 minute drive to the North Fork wineries.

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Popular amenities for Remsenburg - Speonk house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.97 out of 5 average rating, 153 reviews

A heated saltwater pool is surrounded by a spacious green lawn and lounge chairs, with a tree-lined white fence in the background. The house features a charming design with large windows and a wide patio area, suitable for outdoor dining and relaxation.

Home in Hampton Bays

Stylish+Modern Cape w/Saltwater Pool-5min to Beach

ValueFamilyBeach

4.91 out of 5 average rating, 141 reviews

Home in Springs

Serene w/ large pool ~1 block to waterfront dining

LocationFamilyWi-Fi

4.92 out of 5 average rating, 144 reviews

A modern farmhouse is set on a spacious lot. The architecture features a blend of dark and light siding with a white chimney. A well-maintained path leads to a front porch, surrounded by landscaped greenery, enhancing the inviting curb appeal.

Home in Sound Beach

Luxury modern farmhouse with heated pool & hot tub

FamilyValueAir conditioning

4.91 out of 5 average rating, 201 reviews

Home in Sag Harbor

Barefoot Bliss | Quiet Family Retreat Heated Pool

ValueFamilyBarbecue

4.94 out of 5 average rating, 100 reviews

Est.1840 Farmhouse | Heated Pool & by Bay

LocationFamilyHospitality

4.94 out of 5 average rating, 166 reviews

A well-maintained outdoor pool area is surrounded by a wooden deck and lush greenery. Lounge chairs are positioned along the pool, with a shaded area provided by a large tree. The clear blue water of the pool reflects the sunlight, inviting relaxation.

Home in Water Mill

Astounding Watermill 5 Bedroom home with Pool

ValueFamilyPets

A landscaped outdoor area features a stone fire pit surrounded by bright blue chairs on a gravel surface. Lush greenery and tall trees provide privacy, while a spacious pool bordered by lounge chairs is situated in the background.

4.99 out of 5 average rating, 151 reviews

Beach House Feel - Newly renovated Backyard Oasis

ValueFamilyAmenities

4.96 out of 5 average rating, 272 reviews

A modern kitchen space features a granite countertop with high-backed bar stools positioned for dining. Glass-front cabinets display dishware, and a sliding door opens to a sunny outdoor area with a pool and patio seating.

Home in Southampton

Stunning 3 bed 2 bath home W Pool

FamilyLocationGetting around

Weekly house rentals

4.92 out of 5 average rating, 52 reviews

A two-story blue house is set in a well-maintained yard with green grass and neatly trimmed hedges. A double garage doors are visible on the left, and a front porch with steps leads to the main entrance, framed by decorative shrubs.

Home in Center Moriches

Peaceful and Bright 4 Bedroom Getaway Home

LocationFamilyParks

5.0 out of 5 average rating, 4 reviews

Home in Westhampton

Westhampton Summer Retreat!

LocationBeachAccess

4.98 out of 5 average rating, 66 reviews

Home in Mastic

Modern Hamptons Home

FamilyValueWalkability

4.92 out of 5 average rating, 62 reviews

A serene waterfront scene is presented, showcasing calm blue waters extending towards the horizon under a clear sky sprinkled with a few clouds. The sandy shoreline gently curves along the edge, bordered by sparse greenery for a peaceful coastal ambiance.

Home in Mastic Beach

Mastic Beach Surf House

LocationFamilyBeach

4.9 out of 5 average rating, 94 reviews

A spacious living area features a comfortable blue sectional sofa adorned with colorful accent pillows. A dining table with light-colored chairs is visible, complemented by a modern kitchen in the background. Artwork is displayed on the wall above, enhancing the vibrant atmosphere.

Home in Mastic Beach

“The Cool House” Waterfront Oasis, 3 Bedrm 2 bath

ValueFamilyAccuracy

4.8 out of 5 average rating, 66 reviews

Tennis & Sea Escape - Hydrangeas in the Hamptons

FamilyLocationOutdoor spaces

4.99 out of 5 average rating, 88 reviews

A spacious backyard features a large heated pool, surrounded by multiple lounge chairs. A gazebo provides shaded seating, and a wooden deck extends towards the house, which is complemented by lush greenery and trees in the background under a clear blue sky.

Home in Shirley

Beach Retreat - Heated Pool, Game Room & Bar

ValueFamilyDecor

A comfortable living room features a cozy sofa adorned with plaid pillows. A fireplace is positioned beneath a wall-mounted television. Natural light enters through well-dressed windows, illuminating the space and providing a view of the green yard outside.

4.98 out of 5 average rating, 53 reviews

Cozy Home with Pool - Near Beach and Restaurants

FamilyLocationAccess

Private house rentals

5.0 out of 5 average rating, 44 reviews

An outdoor deck features a large dining table surrounded by multiple chairs, shaded by a sun umbrella. In the background, beach chairs and an umbrella are set on the sand, with calm waters extending toward the horizon.

Home in North Fork

Hang by the (Chel)SEA

LocationFamilyCleanliness

4.91 out of 5 average rating, 11 reviews

New 7-BR w/Yr-round HotTub/MovieTheat/Firepit/Pool

FamilyLocationPool

4.98 out of 5 average rating, 58 reviews

A charming two-story home is surrounded by lush greenery, featuring a well-maintained lawn and a small ornamental tree in the foreground. The front porch is designed with steps leading to a welcoming entrance, complemented by large windows that enhance natural light.

Home in Hampton Bays

Vacation home in the Hamptons.

ValueFamilyCleanliness

4.87 out of 5 average rating, 63 reviews

The spacious living area features a light-colored sofa adorned with decorative pillows, positioned atop a soft area rug. Large windows provide natural light and views of greenery outside. A modern chandelier hangs from the vaulted ceiling, and a fireplace is situated below a mounted television.

Home in Mastic Beach

Dahlia by the bay

LocationValueNearby

4.95 out of 5 average rating, 59 reviews

A panoramic view captures the lush greenery of a residential area, bordered by a vibrant blue body of water. The azure expanse of the sound contrasts against the treetops, while scattered homes can be seen nestled among the trees, creating a serene landscape.

Home in Rocky Point

RP modern cozy cabin

LocationFamilyHospitality

4.95 out of 5 average rating, 59 reviews

A large outdoor pool is surrounded by lounge chairs and umbrellas, inviting relaxation. Well-maintained gardens and trees frame the area, with a spacious deck along one side. The bright blue sky enhances the tranquil atmosphere of this inviting outdoor retreat.

Home in Shinnecock Hills

Spectacular Southampton Retreat!

LocationFamilyNearby

4.94 out of 5 average rating, 34 reviews

An outdoor dining area is visible, featuring a dark wicker table surrounded by six matching chairs. Steps lead down to a serene waterfront, framed by lush trees displaying autumn colors. The calm water reflects the clear blue sky, creating a tranquil setting.

Home in Ridge

Waterfront Home w Private Beach & Firepit

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