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Vacation rentals with a hot tub in Shelter Island Heights

Find and book unique hot tub rentals on Airbnb

Top-rated hot tub rentals in Shelter Island Heights

Guests agree: these hot tub rentals 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.

Nov 7 – 14

R14,190 ZAR per night

Cottage in Old Lyme

4.79 out of 5 average rating, 170 reviews

Private Beach Cottage

Point 0'Woods Beach: Safe/quiet private community. Private roads & dedicated security. Walk to the beach. Tennis, Playground, Bocce, basketball, Movies on beach, Boat basin: "Golf cart" 15 mph community. 16 New York Times best-selling books about Point O'Woods, including 1 book about the property: "The Beach Inn" by Joanne DeMaio Easy access to nearby CT attractions: 15-25 minutes to Mohegan Sun casino, historic Mystic Seaport and Essex CT. 10-20 min:Amtrak (OSB or NLC)/Ferry $15-22 dollar Uber

Jun 22 – 29

R7,362 ZAR per night

Cottage in Guilford

4.96 out of 5 average rating, 159 reviews

Luxury cottage by the sea with hot tub and pool

We built this guest cottage to provide an ultimate luxury experience for people wanting to escape from hectic life!With incredible coastal views, this home is a haven of tranquility. It sits on a special stretch of the Connecticut coast, with spectacular bird and wild life-watching year-round. Enjoy great shopping in Guilford's boutiques around the historic town green. Watch the sun set over the water and relax in the hottub for some night time star gazing year round (pool open June-beg/mid Oct)

Dec 3 – 10

R6,320 ZAR per night

Home in Center Moriches

4.98 out of 5 average rating, 189 reviews

Walk to beach and playground. Outdoor hot tub.

My goal is for all guests to relax & enjoy my quaint home. Have a Keurig coffee on the covered front porch, kick back on the second floor & rooftop outdoor decks. Bay beach and playground are a 3 min. walk from the house. Sunsets are beautiful. Ocean beaches are a 15 min. drive to the west (Smith Point) and to the east (Westhampton). The street borders a 263 acre park with trails. There is an outdoor shower (April thru Oct), hot tub, gas BBQ, fire pit, wifi & AC. 20 min. to wineries.

Oct 14 – 21

R6,800 ZAR per night

Condo 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)

Apr 2 – 9

R8,245 ZAR per night

Cottage in Southampton

4.96 out of 5 average rating, 164 reviews

Secluded Southampton Cottage w/Pool & Spa

*Follow Us on Insta @SimmerCottage* This designer-decorated cozy cottage near Southampton Village & a short drive or bike to the beach has a stocked chef's kitchen, cozy living room with wood-burning stone fireplace, 2 SmartTVs, whimsical dining room, 3 bedrooms, one bath & charming sunroom w/reading nooks. The Cottage has central heating/air & is set on a gated 1/2 acre w/hot-tub, outdoor dining for 8 on a stone patio, outdoor string lights, fire pit, gardener's potting station & gas BBQ.

Sep 6 – 13

R20,185 ZAR per night

Home in Sag Harbor

4.89 out of 5 average rating, 166 reviews

Kiddo Approved! Heated Pool/Hotub Renovated Home

Family friendly Sag Harbor one level beach house close to Main Street. Heated pool (for a fee), hot tub, enclosed grass yard, kids play area with sandbox and toys, crib, highchair, outdoor fireplace, outdoor shower, yard is fenced and gated with separate safety fence for pool area. Backs up to a nature preserve for privacy. Quiet Neighborhood. Short drive to the beach and Main Street. Pool open April 13th-Oct 1. Pool can be heated June-August (for a fee). Hot Tub open April- November.

May 8 – 15

R10,037 ZAR per night

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.

Nov 20 – 27

R13,191 ZAR per night

Guest suite in Stonington

4.99 out of 5 average rating, 146 reviews

Morgan Suite

The Morgan Suite is a totally private Airbnb located in a quiet neighborhood along the Pawcatuck River. Minutes to downtown Westerly, downtown Mystic, beaches, breweries, wineries and much more. This Airbnb a perfect for a romantic getaway or a relaxing memorable vacation with friends. If you are looking to explore a new area and feel right at home, Morgan Suite is for you! The home is spacious, newly renovated with amenities that make you feel right at home. Newly added - hot tub!

Oct 21 – 28

R4,534 ZAR per night

Home in Manorville

4.99 out of 5 average rating, 201 reviews

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.

May 28 – Jun 4

R20,222 ZAR per night

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.

Nov 4 – 11

R17,220 ZAR per night

Home in Cutchogue

4.96 out of 5 average rating, 190 reviews

Stunning Vinyard Views - Spring Special $475/Nt!

Enjoy spectacular wine country sunset views from the living room that extend to the gorgeous saltwater gunite pool and spa. (Please note THE POOL AND SPA (attached hot tub) are OPEN FROM MAY 1 - OCTOBER 15 only). Beautifully decorated, comfortable home with an updated chef's kitchen and fireplace. Fabulous restaurants, wineries, farms, beaches and exquisite small towns all nearby. Simply put, a magical, peaceful paradise for you and your group.

Dec 31 – Jan 7

R15,689 ZAR per night

Vacation rentals for every style

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Popular amenities for Shelter Island Heights hot tub rentals

Free parking on premises

Air conditioning

House rentals with a hot tub

Home in Southampton

4.82 out of 5 average rating, 199 reviews

Cozy & Chic Summer Getaway near village/beaches

Jun 3 – 10

R13,978 ZAR per night

Home in Shelter Island

4.88 out of 5 average rating, 69 reviews

Charming 4BR Cottage on Shelter Island

Sep 5 – 12

R10,854 ZAR per night

Home in Southold

4.92 out of 5 average rating, 12 reviews

Beach/Lake house Fireplace & Hot Tub, By Wineries

Jun 11 – 18

R12,192 ZAR per night

Home in East Hampton

5.0 out of 5 average rating, 7 reviews

Springs Retreat Renovated Home, New Pool, Bay Walk

Mar 18 – 25

R11,219 ZAR per night

Home in Sag Harbor

4.84 out of 5 average rating, 45 reviews

Modern Home in Sag Harbor, NY

May 29 – Jun 5

R18,838 ZAR per night

Home in East Hampton

5.0 out of 5 average rating, 5 reviews

Waterfront Oasis + Pool/Spa & Private Beach

Mar 24 – 31

R19,552 ZAR per night

Home in Sag Harbor

4.72 out of 5 average rating, 25 reviews

Steps to Long Beach + jacuzzi

May 13 – 20

R7,603 ZAR per night

Home in East Hampton

5.0 out of 5 average rating, 9 reviews

EH Cottage with Hot Tub and heated pool

Mar 29 – Apr 5

R15,170 ZAR per night

Villa rentals with a hot tub

Villa in New Haven

4.99 out of 5 average rating, 75 reviews

Dove Haven | Find Your Peace

Nov 21 – 28

R13,618 ZAR per night

Villa in Greenport

4.85 out of 5 average rating, 33 reviews

Year-Round Heated Pool Villa - 3 blocks from town

Sep 17 – 24

R20,264 ZAR per night

Villa in Guilford

5.0 out of 5 average rating, 11 reviews

TREETOPS! An upscale, unique 5 bdrm home with POOL

Nov 12 – 19

R9,774 ZAR per night

Villa in Hampton Bays

4.9 out of 5 average rating, 30 reviews

Enjoy the Summer in your own private Oasis!

May 8 – 15

R10,228 ZAR per night

Villa in Water Mill

5.0 out of 5 average rating, 16 reviews

Incredible 9+ Bedroom Watermill Home w Heated Pool

May 13 – 20

R21,111 ZAR per night

Villa in East Hampton

4.92 out of 5 average rating, 12 reviews

Modern Farmhouse in East Hampton with beach access

Oct 14 – 21

R18,357 ZAR per night

Room in New Haven

4.95 out of 5 average rating, 21 reviews

Spacious large room in Yale neighborhood

Sep 29 – Oct 6

R2,109 ZAR per night

Villa in Guilford

4.91 out of 5 average rating, 11 reviews

Private Luxury Waterfront Home

Mar 26 – Apr 2

R15,202 ZAR per night

Quick stats about vacation rentals with a hot tub in Shelter Island Heights

Total rentals
30 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Rentals with a pool
20 properties have a pool
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
890 reviews
Nightly prices starting at
R2,405 ZAR before taxes and fees

Destinations to explore