Holiday rentals with a hot tub in Southampton

4.78 out of 5 average rating, 143 reviews

The image captures a spacious outdoor area featuring a large heated pool with a fountain and surrounding stone patio. Nearby, lounge chairs are arranged for relaxation, while a generous lawn stretches in the background, accompanied by a well-designed home nestled among trees.

Home in East Hampton

Sprawling Hamptons Estate with Hot Tub & Amenities

Spacious & private Hamptons Oasis. High speed WiFi. Family friendly. Massive home on 1.4 acres hosts 15 guests across 6 bedrooms, 8 beds, 4 full baths plus crib & pack 'n play. Gorgeously decorated by Judy Posey Large heated gunite pool (42 x 20 feet) hot tub and sundeck. Fireplace, over-sized kitchen w/ 3 fridges, electric wood-fired grill, huge yard, firepit, bar/lounge, Golden Tee arcade™, bikes & kayaks. Just 2 miles from towns of East Hampton and Amagansett and several white sand beaches

Hot tubOutdoor spacesQuiet

Guesthouse in East Hampton

A cozy bedroom features a queen bed with a light blue quilt and a green loveseat nearby. Natural light enters through sliding glass doors, revealing a serene outdoor space. A decorative plant and framed artwork add a touch of interest to the room.

4.82 out of 5 average rating, 346 reviews

Detached bungalow w/ private bath

Cozy, simple living, in separate guest house w/ use of amenities (shared with our family of 4) including sauna & hot tub. The bungalow/guesthouse features a Queen bed, its own private bathroom (shower), small kitchenette (countertop oven, Keurig coffee maker & small fridge) and loveseat for relaxing. There is a dedicated separate outdoor seating area for 2 guests. 2 Adult guests ONLY, no children due to size of guesthouse and proximity to the pool. Please NO pets allowed since owners have pets

Outdoor spacesHot tubTV

Holiday home in Shinnecock Hills

The kitchen features dark green cabinetry with natural wood countertops, complemented by a bright tiled backsplash. Stainless steel appliances, including a gas stove and a refrigerator, are present. The area is illuminated by natural light filtering through a window, with a brick wall adding texture.

4.75 out of 5 average rating, 40 reviews

Southampton Duplex with private Hotub + backyard

inside this thoughtfully renovated 2 bedroom duplexed cottage you will find hardwood floors, high ceilings, brand new furniture and fixtures and a gorgeous kitchen. Outside you will find a beautiful patio, garden, and deck equally perfect for enjoying your morning coffee or a cocktail after a long day in the private hot tub. while there are two other guest cottages on the property this unit is completely private and sectioned off from the rest of the world. Built for friends and families alike

Outdoor spacesHot tubComfort

4.96 out of 5 average rating, 108 reviews

A vibrant pool scene is captured, featuring a colorful unicorn float positioned on the water. Lush hydrangea blooms frame the area in shades of pink, complementing the surrounding greenery and the wooden fence that provides privacy.

Apartment in Southampton

Swimming pool w/Hot tub Fire Pit Coffee Bar

Relax in this cozy loft filled with amenities that will create lasting memories. Recently renovated so fresh and clean. Located on a wooded lot. Large fenced in landscaped yard with hammocks and firepit. Heated pool seasonal. We are just minutes from the beach. Spend time in our 6 person jacuzzi. 10 min to Southampton village. 15 min to Sag Harbor. Centrally located. Fresh farm (home of Tate’s Cookies) around the corner with fresh meats and produce. A tasty restaurant near by and a deli too.

Outdoor spacesBathroomAccess

4.98 out of 5 average rating, 144 reviews

A crystal-clear swimming pool is surrounded by a landscaped garden featuring lush greenery and blooming flowers. Natural stone patio borders the pool, offering space for lounging and relaxation in a private setting nestled among trees.

Home in East Hampton

Explore the Water & Woods at a Relaxing Retreat

Flick through records under soaring ceilings and hang out in the year-round hot tub at this East Hampton open-plan retreat. Unwind in the wooded backyard, take a dip in the pool or spa, detox in the sauna, grill on BBQ, relax in the movie-theatre seats to watch a film, then snuggle up to fireplace or firepit before drifting to sleep in super comfy beds. Minutes to village, beaches and hiking trails. Terrific for families & friends looking for a relaxing getaway. (No AI used in these photos!)

Hot tubOutdoor spacesPool

Guesthouse in Southampton

A charming outdoor area features a black cottage in the background, with large glass doors reflecting the surroundings. The deck is adorned with potted red geraniums and wooden seating. A hot tub is positioned adjacent to the cottage, emphasizing a tranquil retreat atmosphere.

4.98 out of 5 average rating, 120 reviews

5 Star Rated Private Cottage Southampton/Sag Hrbr

The Honeycomb Cottage is a little retreat located on a lush acre of evergreens in Southampton rated 5 Star by every guest that has stayed. One block to Peconic Bay Beach - perfect for a day in the sun. A cozy space with TV, WiFi and Sun Deck. Luxury soaps provided, amazing shower and crisp white linens. Exclusive use of the Hot Tub for Cottage guests. Easy parking and located 15 minutes drive to Sag Harbor or Southampton Village. Koi pond with waterfall will sooth the mind and spirit.

Hot tubBathroomCondition

4.97 out of 5 average rating, 163 reviews

A contemporary house exterior features a combination of wood and metal finishes, set against a backdrop of lush greenery. Large glass windows provide ample natural light, and a pathway of stepping stones leads through a manicured lawn, enhancing the inviting atmosphere.

Home in East Hampton

East Hampton (walking distance to village)

Relax by the hot tub and fire pit with local wines or walk to the village for shopping and dining. House is just a few blocks from Serafina and the famous Nick and Toni’s. Complimentary cruiser bikes included to get around town. IGA supermarket is around the corner and gas grill is on site and ready to use. The house is also walking distance to the train station if your coming from Manhattan. The second bedroom features a Murphy Bed that folds out of the wall and over the couch pictured.

Hot tubOutdoor spacesLaundry

4.96 out of 5 average rating, 183 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

Outdoor spacesBathroomBeach

Luxe

Villa in East Hampton

4.99 out of 5 average rating, 67 reviews

SERENITY AT SHOREWOOD Pool is Open April 1 - November 1. Must be 25+ to book. Luxurious Newly Renovated Mid Century Modern Home in East Hampton with Beach Car! Peaceful and stylish with three bedrooms, 3 1/2 baths, spectacular great room, huge deck, heated pool and more, less than four miles to the heart of East Hampton Village, world renowned for its restaurants, shopping and ocean beaches. A designer-curated architectural gem! Kick back and relax in this calm, stylish space.

BathroomOutdoor spacesComfort

4.93 out of 5 average rating, 270 reviews

The open living area features a custom slate pool table with a vibrant arrangement of billiard balls. A modern kitchen is visible in the background, including sleek cabinetry and a refrigerator. A tasteful seating area includes a fireplace and a large wall-mounted television.

Home in Shirley

By NYC & Hamptons - Hot Tub, Pool Table, Speakeasy

Welcome to Coast to Coast - the perfect getaway from NYC! You may have heard about our new little secret - but you’ll have to come see it for yourself to believe it! Step back into prohibition era Long Island in our hidden speakeasy! Right by Smith Point Beach, we provide accommodations that go above and beyond- this is not your average AirBnB! Soak up the sun at one of LI's top beaches, then enjoy complimentary Netflix, Hulu, cable and more while you shoot pool or play games.

Hot tubBathroomPool

4.84 out of 5 average rating, 141 reviews

An outdoor area features a rectangular pool surrounded by a wooden deck. Lounge chairs are positioned along the pool's edge, and a shaded seating area is located nearby under an umbrella. Lush trees provide privacy and a natural backdrop.

Home in Springs

East Hampton Oasis - Pool and Hot Tub

Nestled at the end of a private road in the Springs section of East Hampton, this classic Hamptons home will keep you and your friends/family entertained. Living room with sonos sound system, kitchen, 3 bedrooms, 2 bathrooms, outdoor living area with lounge chairs, a bbq, bar, pool and hot tub. All 3 bedrooms have AC. Towels and linens provided. Washer/dryer available. CLOSE TO BEACH AND EH VILLAGE. The pool is open May 5 through October 5. The hot tub remains open year round.

Hot tubBathroomNearby

4.83 out of 5 average rating, 220 reviews

The living area is characterized by high vaulted ceilings and large windows allowing natural light. A sofa with light cushions is centered around a wooden coffee table on a neutral rug. A decorative fireplace is framed with a modern mantle, adding warmth to the space.

Home in Southampton

Stylish & Chic w hot tub/ Near Beaches & Village

Stylish Hamptons retreat just minutes from Southampton Village and the area's best beaches. Enjoy a private backyard with a brand-new oversized deck, new outdoor shower, hot tub, fire pit, and sun lounge - perfect after a day at the beach. Cozy up by the indoor fireplace on cooler evenings. Next to Shinnecock Hills Golf Club, 15 minutes from Poxabogue, and close to Wölffer Estate, Duck Walk, Channing Daughters, Scallop Pond Preserve, and Elizabeth A. Morton Wildlife Refuge.

Hot tubOutdoor spacesValue

Popular amenities for Southampton hot tub accommodation

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a hot tub

4.81 out of 5 average rating, 418 reviews

A charming red cottage is set among lush greenery, showcasing a manicured lawn leading to the porch. The house features a rustic stone chimney and a welcoming front porch adorned with white railings. Nearby, a small structure complements the main home with a rounded window.

Home in Port Jefferson

The Hilltop Harborview

Hot tubBathroomKitchen

An outdoor space featuring a saltwater pool with a jacuzzi positioned nearby. A patio area includes an umbrella and ample seating options. Lush green grass surrounds the pool, while two white decorative swan floats are visible on the water, enhancing the inviting atmosphere.

4.91 out of 5 average rating, 65 reviews

Hamptons Vacation Rental w/ Heated Pool & Jacuzzi!

BathroomHot tubHospitality

A bright living area features a comfortable white sofa and two accent chairs. A coffee table sits in front, accompanied by a floral centerpiece. Natural light filters through a window, and a wall-mounted TV is positioned across from the seating. Steps lead to the kitchen area.

5 out of 5 average rating, 86 reviews

The Hamptons Surf Cottage!

Outdoor spacesBathroomHospitality

5 out of 5 average rating, 22 reviews

A cozy outdoor space is illuminated by string lights, highlighting comfortable seating arranged around a central fire pit. Soft hues from a nearby hot tub create a tranquil atmosphere among greenery, enhancing the inviting yard setting during the evening hours.

Home in East Quogue

-:Cabin By The Sea:- -Salt Hot Tub- *Dog Friendly*

Hot tubOutdoor spacesBackyard

A hot tub is filled with bubbles, illuminated by soft blue lighting. Two chairs are placed nearby, surrounded by potted plants and flowers, creating a relaxing outdoor atmosphere. The area is enclosed with a white fence, adding privacy and tranquility.

4.96 out of 5 average rating, 57 reviews

Relax Villa ,Hot tub /New pool,7min from the beach

Outdoor spacesHot tubBeach

A charming cottage-style home is set amid lush greenery, featuring a covered porch with white railings. A gravel pathway leads to the entrance, surrounded by manicured shrubs and a well-kept lawn. The exterior is finished with natural wood siding and a sloped gray roof.

5 out of 5 average rating, 7 reviews

Hamptons Waterview Cottage

Outdoor spacesFamilyWalkability

Home in Westhampton Beach

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

Hot tubBathroomTV

4.92 out of 5 average rating, 513 reviews

A spacious living area features a dark leather sofa adorned with colorful throw pillows, complimented by a patterned area rug. A ceiling fan is positioned above, and natural light streams through multiple windows. An adjoining dining area with a black table and chairs is visible.

Home in Greenport

Blue Bay Dream (Outdoor Jacuzzi, Cabana + Office)

Outdoor spacesBathroomDecor

Villa rentals with a hot tub

5 out of 5 average rating, 30 reviews

Villa in Centereach

Summer Retreat: Heated Pool, Game Room, Playground

BathroomOutdoor spacesBeach

Villa in Shelter Island Heights

5 out of 5 average rating, 7 reviews

Superb Shelter Island 4 bed Designer with a Pool

Hot tubOutdoor spacesCleanliness

4.91 out of 5 average rating, 87 reviews

A modern outdoor space features a rectangular pool with crystal clear water, framed by a wooden deck. Comfortable seating arrangements, including two chairs with cushions and a dining table set for six, are complemented by an umbrella for shade.

Villa in Greenport

Year-Round Heated Pool Villa - 3 blocks from town

BathroomOutdoor spacesAir conditioning

4.96 out of 5 average rating, 28 reviews

Villa in Hampton Bays

Hamptons Retreat | Pool, Hot Tub, Sleeps 10

Outdoor spacesBathroomTV

4.95 out of 5 average rating, 97 reviews

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

Hot tubBathroomBeach

Other holiday rentals with a spa

Holiday home in Hampton Bays

An outdoor space is shown with a large, inviting hot tub surrounded by plush seating. A patio area features a dining table and an umbrella, all set against a grassy backyard and a two-story home in the background.

4.98 out of 5 average rating, 66 reviews

Bay Breeze-Mins from Beach, Towns and Activities

Hot tubOutdoor spacesFamily

An outdoor deck features a hot tub surrounded by a white railing, with a wooden dining set nearby. Soft lighting is strung overhead, creating a serene environment. The area is bordered by green foliage, and a barbecue grill is positioned on the deck.

4.88 out of 5 average rating, 25 reviews

Hampton Bays Beach House with a superb location

Outdoor spacesBathroomAccess

Guest suite in East Hampton

5 out of 5 average rating, 20 reviews

Peaceful Suite w/Pool, Hot tub, Private Entry.

BathroomHot tubTV

4.83 out of 5 average rating, 65 reviews

A serene backyard features a heated salt-water pool with stone tile surrounding it. Lounge chairs are positioned beside a shaded cabana and an umbrella. Lush greenery offers a sense of privacy, enhancing the tranquil atmosphere of the outdoor space.

Home in Springs

Salt Pool 4BR Sanctuary w ~Private Beach Access

BathroomOutdoor spacesAmenities

Home in Westhampton Beach

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

BathroomHot tubDecor

5 out of 5 average rating, 18 reviews

Cottage in Bridgehampton

New Bridgehampton Sag Harbor Hamptons Cottage

Hot tubAccuracyGetting around

Guesthouse in Shelter Island Heights

A serene saltwater pool is framed by lush greenery and blooming flowers, enhancing the outdoor space. A hot tub is positioned alongside, inviting relaxation. The guest house is visible in the background, surrounded by trees and well-maintained landscaping.

4.97 out of 5 average rating, 79 reviews

Bayfront 1BR/2BR detached guesthouse with pool

Hot tubBathroomAccuracy