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Holiday rentals with a hot tub in Montauk

Find and book unique rentals with a hot tub on Airbnb

Top-rated rentals with a hot tub in Montauk

Guests agree: these rentals with a hot tub are highly rated for location, cleanliness and more.

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Home in Sag Harbor

4.82 out of 5 average rating, 132 reviews

New! Sag Harbor Village Pool, Hot Tub &Beach House

New, immaculate, all-season home by the beach with crisp designer details. Every detail was considered for maximum enjoyment. The heated saltwater pool (open April-Nov) hot tub, fenced in yard & deck gets sun all day. Located in the village of Sag Harbor, steps from the Bay and Main Street & all the Hamptons has to offer. Come feel the vacation vibes as soon as you arrive. The central location, luxurious finishes, breathtaking sunsets on the sandy beach make this the perfect year-round getaway.

15–22 Nov

$1,043 SGD per night

Home in East Hampton

5.0 out of 5 average rating, 5 reviews

Waterfront Oasis + Pool/Spa & Private Beach

Waterfront in East Hampton! This perfectly renovated 5br | 3.5ba modern home with frontage on 2 bodies of water, offers stunning views year round. Relax by the saltwater heated pool & built-in spa or cozy up by the mid-century fireplace. WALK TO OUR PRIVATE BEACH & enjoy our 7 bikes, 4 paddle-boards & 3 kayaks, or take in the sunset over the water while you prepare dinner in the fully stocked chef's kitchen. Designer furniture promotes indoor-outdoor living w/refined simplicity. Registry#24-14

10–17 Jan

$1,437 SGD per night

Guest favourite

Flat in Southampton

5.0 out of 5 average rating, 62 reviews

Private w/Heated Pool 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.

14–21 Oct

$554 SGD per night

Guest favourite

Apartment in Montauk

4.99 out of 5 average rating, 181 reviews

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 area only open Late May - early October). The property is great for walks along the boardwalk and many guests enjoy fishing and 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)

16–23 Nov

$418 SGD per night

Guest favourite

Home in Montauk

4.98 out of 5 average rating, 43 reviews

Cozy 2 bedroom in Ditch Plains - walk to the beach

Soak in the magic of Montauk in a cozy 2 bedroom house in Ditch Plains! Whether to surf, fish, or just enjoy, anytime of year, the house is less than a ten minute walk to either Ditch Plains Beach or Lake Montauk! There are two outdoor patios, a Weber grill, Traeger smoker, and a fire pit. The driveway and carport easily fits two cars. Included are two beach cruisers with surf racks, a surfboard, three beach chairs, an umbrella, and a wagon to transport everything! Great for small families.

14–21 May

$518 SGD per night

Guest favourite

Home in East Hampton

5.0 out of 5 average rating, 8 reviews

Chic & Sun-Filled Modern Oasis, Heated Pool & Spa

Ideally situated between East Hampton & Sag Harbor, this stunning 5br & 4ba home is the perfect year-round escape. A gated entrance brings you inside a private 1 acre compound & up a 300ft long landscaped & lighted driveway. Greeted with sunny interiors, a modern floor plan, designer furniture & a 20x40ft sun-drenched heated saltwater pool, hot tub & roof deck, this beach house is perfect for large family gatherings and is an entertainer's dream with a fully stocked chef’s kitchen. #22-1,284

6–13 Nov

$1,288 SGD per night

Guest favourite

Home in East Hampton

4.97 out of 5 average rating, 120 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.

30 Oct – 6 Nov

$970 SGD per night

Guest favourite

Guest suite in Bridgehampton

4.92 out of 5 average rating, 48 reviews

Bridgehampton New & Modern Design

Located about a mile away from downtown Bridgehampton and less than three miles away from downtown Sag Harbor. This brand new unit includes everything. Everything in this unit is brand new and of high quality. The unit has its own separate parking area and entrance and it totally private from the main house. POOL AND HOT TUB USE WILL BE AVILABLE FOR MOST OF THE YEAR, use of the pool and hot tub amenities will be made available. The pool is now open for the season as of March24.

8–15 Jul

$1,103 SGD per night

Guest favourite

Guest house in Southampton

4.98 out of 5 average rating, 45 reviews

Southampton Modern Barn, Private Hot Tub and Pool

This magical getaway delivers peace and relaxation. Wake up to coffee on your private deck with bucolic views. Play in your heated, saltwater pool, and relax under the stars in your hot tub (open year round). During your stay, these amenities and more will be for your personal use. Stroll to the owner’s dock on Big Fresh Pond, for paddle boarding, kayaking and sunsets. You can also drive 8 minutes to Southampton Village for shopping, restaurants, art galleries and Ocean Beaches.

7–14 Sep

$910 SGD per night

Guest favourite

Home in Sag Harbor

4.84 out of 5 average rating, 45 reviews

Modern Home in Sag Harbor, NY

Set on high ground sits a sleek modern home, Published Richard Moger Modernist built the house for himself in the iconic Amagansett-style beach cottage of Charles Gwathmey. With over 2 acres of privacy is a perfect study in stylish modern design. The open plan, and floor to ceiling glass floods the home with light, showcasing the beautiful natural surroundings. Including a monthly tick and mosquitos professional treatments An updated velvety grey hues hot tub and jacuzzi

29 May – 5 Jun

$1,385 SGD per night

Guest favourite

Home in East Hampton

5.0 out of 5 average rating, 9 reviews

EH Cottage with Hot Tub and heated pool

This small beach bungalow is the ultimate spot for a family getaway in the Hamptons. An open floor plan and double height beamed ceilings showcase the casual living space that flows seamless into front and back decks and a backyard with tons of amenities 3 bedroom / 2 bathroom - With heated pool & hot tub. Bike or walk to private community beach Sleeps 5 adults or 4 adults and 2-3 kids Private home, no other house on the property, this is not a guest cottage

7–14 Apr

$1,115 SGD per night

Guest favourite

Home in East Hampton

4.97 out of 5 average rating, 116 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.

13–20 Nov

$1,266 SGD per night

Holiday rentals for every style

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Popular amenities for rentals with a hot tub in Montauk

Free parking on premises

Air conditioning

House rentals with a hot tub

Guest favourite

Home in Manorville

4.99 out of 5 average rating, 200 reviews

Ultimate House with Heated Pool, Hot Tub and Sauna

11–18 Oct

$799 SGD per night

Guest favourite

Home in Greenport

4.98 out of 5 average rating, 144 reviews

Greenport Village walking distance to all

10–17 May

$1,065 SGD per night

Guest favourite

Home in Hampton Bays

4.94 out of 5 average rating, 111 reviews

Beautiful Hampton’s Home Pool/Tennis/HotTub/Sauna

12–19 Mar

$1,362 SGD per night

Guest favourite

Home in Southold

4.92 out of 5 average rating, 12 reviews

Beach/Lake house Fireplace & Hot Tub, By Wineries

11–18 Jun

$1,015 SGD per night

Home in East Hampton

4.9 out of 5 average rating, 51 reviews

Bright & Modern E Hampton Getaway w/ Pool & Spa

24 Apr – 1 May

$921 SGD per night

Guest favourite

Home in East Hampton

4.93 out of 5 average rating, 61 reviews

Family Friendly Springs Beach House

30 Sep – 7 Oct

$814 SGD per night

Guest favourite

Home in East Hampton

5.0 out of 5 average rating, 21 reviews

Designer Beach Retreat in Heart of East Hampton

25 Nov – 2 Dec

$1,588 SGD per night

Guest favourite

Home in Hampton Bays

4.94 out of 5 average rating, 52 reviews

Beautiful Hampton’s Getaway

11–18 Jun

$875 SGD per night

Villa rentals with a hot tub

Villa in Guilford

4.91 out of 5 average rating, 11 reviews

Private Luxury Waterfront Home

19–26 Apr

$1,118 SGD per night

Villa in Greenport

4.84 out of 5 average rating, 32 reviews

Year-Round Heated Pool Villa - 3 blocks from town

22–29 Oct

$1,277 SGD per night

Guest favourite

Villa in Guilford

5.0 out of 5 average rating, 11 reviews

TREETOPS! An upscale, unique 5 bdrm home with POOL

27 Sep – 4 Oct

$727 SGD per night

Guest favourite

Villa in Hampton Bays

4.9 out of 5 average rating, 30 reviews

Enjoy the Summer in your own private Oasis!

12–19 Nov

$919 SGD per night

Guest favourite

Villa in Water Mill

5.0 out of 5 average rating, 16 reviews

Incredible 9+ Bedroom Watermill Home w Heated Pool

3–10 May

$659 SGD per night

Quick stats about holiday rentals with a hot tub in Montauk

Total rentals
90 properties
Rentals with a pool
60 properties have a pool
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
80 properties are a good fit for families
Total number of reviews
980 reviews
Nightly prices starting at
$231 SGD before taxes and fees

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