Vacation rentals with a hot tub in Amagansett

An aerial view of a backyard features a spacious wood deck surrounding a gunite pool. Comfortable lounge chairs are positioned near the pool, alongside a shaded area with an umbrella. The natural greenery provides a serene backdrop to the outdoor dining area.

5 out of 5 average rating, 21 reviews

Secluded Luxury: New Gunite Pool, Walk to Bay

Welcome to the beautiful 5-bed, 3-bath Harbor House, located just a short walk from Gardiners Bay beaches. Enjoy open-concept living, fully equipped kitchen, comfy beds, gunite pool, private patio with gas grill & outdoor dining, hot tub, & fully fenced backyard. Walk/bike to harbor, rent kayaks, use our paddleboards, or explore nearby restaurants and shops. Whether you’re looking for a romantic getaway for 2 or a family vacation, our home is the perfect retreat for your next Hamptons adventure!

5 out of 5 average rating, 229 reviews

Two wooden Adirondack chairs are positioned on a spacious sun deck, overlooking expansive views of lush greenery and the waterfront. The bright blue sky complements the serene atmosphere, creating an inviting space for relaxation and enjoyment of the natural surroundings.

Condo in The Hamptons

Montauk Waterfront Condo w/ Sunset Views

Modern 1 Bedroom Condo in gated community (Rough Riders) with sunset views from beautiful deck. The community has multiple tennis courts, pool, jacuzzi, and sauna (pool / sauna / jacuzzi only open Late May - early October). The property is great for walks along the boardwalk and many guests enjoy swimming off the pier. The unit is less than a 5 minute car / Uber ride to town and a short 5-10 minute walk to Navy Beach and Duryea's. Strong wifi in unit, Smart TV ( Netflix, etc, - no cable)

Guesthouse in The Hamptons

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, 107 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.

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.

4.97 out of 5 average rating, 143 reviews

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.

4.93 out of 5 average rating, 476 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 North Fork

Blue Bay Dream (Outdoor Jacuzzi, Cabana + Office)

Ranked #1 AirBNB. Newly renovated 2-Family Home! Located right in Greenport Village providing walking distance to all the restaurants, bars, shopping, coffee shops, and Shelter Island Ferry, Long Island Railroad (LIRR), and Hampton Jitney. My place is close to restaurants and dining, the beach, family-friendly activities, nightlife, and public transport. You’ll love my place because of Location!. My place is good for couples, solo adventurers, business travelers, families (with kids).

4.98 out of 5 average rating, 255 reviews

An aerial view captures a spacious backyard featuring a heated saltwater swimming pool surrounded by lounge chairs. The meticulously maintained lawn is dotted with trees and flowering plants, leading to a paved pathway. A deck with outdoor seating and an umbrella creates inviting outdoor spaces.

Home in Manorville

Ultimate House with Heated Pool, Hot Tub and Sauna

Ultimate house with 4 Bds, 3 Baths, finished basement with entertainment area and gym. Minutes from the Hamptons and North Fork. Everything for your rest in any weather and season. Yamaha piano, Japanese massage chair, karaoke, drum set, electric guitars, ping pong, fossball and pool tables,board games. Fully landscaped backyard with flowering plants, outdoor lights. 2 BBQ areas, Gazebo with fireplace and projector. Easy access to beaches, restaurants, farms, vineyards and shopping.

Superhost

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.

Guesthouse in The Hamptons

4.82 out of 5 average rating, 318 reviews

Detached bungalow w/ private bath

Cozy, simple living, in separate guest house with use of amenities (shared with our family of 4). The bungalow/guesthouse features a Queen bed, its own private bathroom (shower), small kitchenette (countertop oven, micrwave, Keurig coffee maker & small fridge) and loveseat for relaxing. There is a dedicated separate outdoor seating area for 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.

4.96 out of 5 average rating, 163 reviews

A spacious living area features wooden walls and ceilings, highlighted by large windows that offer views of the surrounding trees. A round chandelier with numerous bulbs hangs above a leather sofa, while a dining table with colorful tablecloth is positioned nearby.

Home in Shelter Island

Shelter island retreat

Two bedroom on the top floor of a house on Shelter Island on secluded one-acre. fire pit, wood-burning fireplace, layered decks, stainless steel kitchen, five minutes to beach. close to the south ferry .outdoor sauna and hot tub. Own entrance very private. owner lives on property as well in very separate space. 19W-0009 Own entrance very private. owner lives on premise as well in very separate space.has cat that lives in studio with owner 19W-0009 Long term rental also Available

Superhost

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.

4.84 out of 5 average rating, 100 reviews

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 September 24. The hot tub remains open year round.

Superhost

The exterior of a charming cottage showcases natural wooden shingles, surrounded by lush greenery and vibrant shrubs. A wooden staircase leads to a covered porch, where large windows allow glimpses of the interior. The serene outdoor environment evokes a peaceful setting.

Cottage in The Hamptons

5 out of 5 average rating, 4 reviews

Walk/Bike to East Hampton Village & Ocean Beaches

Enjoy a stylish stay at our home, centrally located in East Hampton. The house on a half acre is about peace, quiet, and harmony. Perfect balance between the indoors and outdoors: inside, feel embraced by the uncluttered aesthetics of the place; outside, feel surrounded by the serenity of nature. We rarely rent our beloved house and are selective about who we rent to. We welcome people who, like us, enjoy quiet time, a delicious home-cooked meal, and a good bottle of wine.

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.

4.98 out of 5 average rating, 130 reviews

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.

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, 149 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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Popular amenities for Amagansett hot tub rentals

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Pool

Free parking on premises

Air conditioning

House rentals with a hot tub

4.97 out of 5 average rating, 206 reviews

A serene outdoor area showcases a saltwater pool with a spa, surrounded by well-maintained landscaping featuring vibrant yellow flowers. Lush green fields extend into the distance, framed by a clear sky with scattered clouds.

Home in North Fork

Private Oasis W/Stunning Vinyard and Pool Views

RebeccaRating, 5 stars4 weeks ago

We loved staying at this home - it was the perfect place for our group of ten. The outdoor space was definitely the highlight, with the pool & spa being our favorite part of the trip. The only thing to note is that we weren’t supplied quite enough toilet paper or paper towels, though I did not reach out for more - It was the last evening when we ran out and we were leaving early the next morning. The trash requirements were a surprise after booking, but going to the transfer station was easy enough, and it is listed on the house rules. Overall, an excellent stay and would absolutely return!

4.98 out of 5 average rating, 182 reviews

A screened-in patio features a wooden ceiling and overhead fans, providing a comfortable space for relaxation. A navy blue sofa pairs with a coffee table, while tall chairs surround a dining table. Views of a spacious yard and trees are visible through the screens.

Home in North Fork

Greenport Village walking distance to all

ChelseyRating, 5 stars1 week ago

Kristin’s house was perfect!!! It was even more beautiful in person and had absolutely everything we needed to have the best stay at Greenport! Not only was it beautiful, but it was also in the best location, making it easy to get to and from the Main Street and wineries! I traveled with 8 friends and we all said we’d book again without a doubt! Thank you Kristin for an unforgettable stay!

4.93 out of 5 average rating, 59 reviews

A hot tub is shown illuminated with soft blue light, positioned on a patio surrounded by tall greenery. String lights hang overhead, enhancing the inviting ambiance. Outdoor furniture and a gas grill are visible in the background, providing a welcoming space for relaxation and enjoyment.

Home in Shirley

Beach Getaway w/ Heated Pool & Hot tub

AmyRating, 5 stars2 weeks ago

My husband, our dogs, and I just returned home after spending a month at Sarah's house on Long Island. we truly didn't want to leave, it was so relaxing! The lousy May weather notwithstanding, the property was absolutely perfect for us. Everything was as described and we felt right at home. Sarah was super proactive/responsive. While we were only able to use the pool a couple of times (weather), it was great and the spa was awesome, especially in the evening under the pretty lights in the backyard! There were great spaces to work (hubby didn't have the full month off like I did) and to just chill. The house is located near many conveniences (I'm looking at you, Walmart) to pick up necessities and while we didn't cook for ourselves quite a bit, we were thrilled that unlike at home, the food delivery services were fast, reliable, and everything arrived at the perfect temperature! we can't say enough good things about our stay and will definitely be returning!

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.

4.96 out of 5 average rating, 23 reviews

Magnificent Bayfront Retreat

ErinRating, 5 stars4 weeks ago

Ashley’s house is the perfect get away. I booked this house for my family to stay for my wedding weekend. My mom had never stayed in an Airbnb before and I’ve never seen her so happy and relaxed. She truly enjoyed her first Airbnb experience at Ashley’s place. It was exactly as described and the view is beautiful. Ashley was very responsive and made sure to answer any questions I had.

The exterior of the vacation rental is shown, featuring a two-story structure with a light-colored facade. A set of stairs leads to the entrance, surrounded by greenery and autumn leaves. A garage is visible on the right, and sunlight casts gentle shadows on the front yard.

5 out of 5 average rating, 9 reviews

Cozy Oasis in Sag Harbor

RobertRating, 5 stars9 months ago

Wow! Brian's place is great. Extremely convenient location. Lots of space for guests. Brian was extremely responsive and answered all the questions I had throughout. The next time I go to Sag Harbor, I'll definitely book this place. Thank you for hosting us!

4.95 out of 5 average rating, 146 reviews

A well-maintained putting green lies in a spacious backyard, flanked by two shaded seating areas. Umbrellas provide shade over the chairs, while a swing set and a relaxing seating area with a tent can be seen in the background beyond the greenery.

Home in Mastic

Paradise Citadel hottub, Htd pool golf basketball

AvrahamRating, 5 stars2 weeks ago

We had a great time at the Airbnb. It was clean, well maintained and had a lot of amenities. The Hot tub was very nice and spacious and clean. The host was very nice and responsive, Overall it was a very nice stay.

4.85 out of 5 average rating, 34 reviews

An open living area features high ceilings and large windows that bring in natural light. A sectional sofa in deep blue surrounds a vibrant orange rug, while an artwork adorns the wall. A dining area with a wooden table and chairs can be seen in the background.

Home in Riverhead

North Fork True Beachfront Home

RickRating, 5 stars4 days ago

We have had several family vacations on the North Shore now, but this was beyond our expectations. Pretty much a private beach on LI Sound in your backyard. Amazing layout with a wrap around deck with three daybeds for lounging outside among the tall hardwood trees and listening to the waves. Hammocks, hot tub and sauna below with a private gym and knocked out theater setup for streaming movies. There were 5 adults and two three year olds on this trip so the 3 full baths were great. The house felt like home for 7 great days and nights. Rainy days were filled with train museums, an aquarium and butterfly gardens and a fabulous library. And the North Atlantic waves are a 25 minute drive. Oh , and everyone said the beds were super comfortable.

A spacious outdoor deck features a hot tub and comfortable seating area, surrounded by lush greenery. The inviting hot tub offers a relaxing retreat, while the seating includes a large sofa and a coffee table, creating an ideal space for outdoor gatherings.