
Vacation rentals with a pool in Hampton Bays
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Hampton Bays
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Hampton Bays village summer home!
2 min away from Hampton Bays town. Heated pool, newly furnished, brand new wood floors, freshly painted living room with a classic gray look for a clean refreshing atmosphere !. This 1 story home offers 3 bedrooms, 2 full baths, lovely living room with high ceilings, windows for your perfect summer rental in the Hamptons! This house also offers 2 car garage for visitors! H.B has a verity of restaurants, bars, & beautiful beach etc!! NOTE: there is NO inside cameras / only outside to secure.

Stylish+Modern Cape w/Saltwater Pool-5min to Beach
Stylish+Modern Cape Beach House nestled in Hampton Bays South of the highway, 5 min drive to beaches. Heated Saltwater Pool. 4 Bedrooms+Crib room & Office. 2 Bathrooms. Outdoor deck w/family dining+BBQ. Fully-fenced, tree-lined back yard w/ beautiful sunsets. Upstairs King bedroom w/ensuite bthrm + Twin bedroom directly off master. Main floor has another King bedroom+Twin bedroom, master bath, lounge+kitchen w/huge sit-around island. TV Den. Central AC. 15 min walk/ 2 min drive to shops+train.

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!)

The Quail’s Nest
A beautifully landscaped tranquil oasis. Newly constructed private two bedroom, one bathroom guest extension to owner occupied house. Guests share large yard and pool with owner, and have private deck and seating area. Private entry and parking. Guest's may enjoy outdoor shower and BBQ. Please note there is no kitchen, however a small fridge, Keurig coffeemaker and microwave, plates/utensils are provided. Conveniently located to beaches, shopping and local restaurants in East Hampton.

Brand new house with an all year round hot tub.
Your family will be close to everything when you stay at this centrally-located place. Very close beaches near dune road. Movie theaters, supermarkets, liquor store, farms and a bunch of local restaurants that you can visit.DJs are not allowed. Loud music and parties are strictly prohibited. It's a very quiet, relaxing, and peaceful neighborhood. No smoking inside the house.check in 3pm check out 11am extra charge. If you don't check out 11am.a minimum of 5 cars, no more than 5 cars

Beach House Feel - Newly renovated Backyard Oasis
You will love this sunny, completely renovated three bedroom ranch. It's beautifully decorated with beach and nautical themes throughout the house. You can cook or barbeque at home on your private deck or go out and enjoy the many award winning restaurants in the area. Come home from the beach or shopping and lounge by the pool. At night, gather around the fire pit while making smores or just admiring the stars. This house is perfect for families, couples, or a girls/guys getaway.

Stunning Farmhouse in NoFo I Heated Pool, Wineries
Modern Farmhouse Oasis | Private Pool | Near Hamptons & North Fork Escape to a stylish sanctuary where modern design meets pastoral charm. Set on a private, one-acre land, this farmhouse is a masterclass in coastal living. Enjoy sun-drenched lounge areas, a sparkling pool, and the constant, cooling luxury of Atlantic breezes. Inside, the home offers a seamless blend of contemporary interiors, and high-speed Wi-Fi—perfect for a peaceful retreat or a "work-from-anywhere" getaway.

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.

Coastal Retreat|Heated Saltwater Pool|5 MinToBeach
Unwind in Hamptons Bliss! A coastal oasis awaits at this exquisite vacation house. Immerse yourself in luxury, from the elegant interiors to the serene outdoor retreat including a massive fenced-in salt water heated pool (Memorial Day to Labor Day) that will leave you in awe. Indulge in beachside bliss, upscale shopping, and culinary delights. Create memories that will linger long after the sun sets over the horizon. Your dream Hamptons getaway starts here!

Private Oasis W/Stunning Vinyard and Pool Views
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.

*Hamptons Oasis* 4BR Cool Getaway
Can't beat autumn in the Hamptonsl. The beaches, sun, shopping, restaurants & nightlife. Or just stay at the house. It has everything you might need for a family vacation. With a spacious deck and firepit, the backyard might be all you need. And it's walking distance from town (groceries, coffee, train station & more). The neighborhood is super quiet. 55in LG TV, WiFi, X-Box, board games. Pool closes in September. Families only please.

Private Cozy Cottage with Pool / Private Beach
**POOL CLOSES SEPTEMBER 30TH** **POOL opens last week of May** This is a guest house for 1 or 2 adults. Its separate from the main house. Kids are allowed but must bring own sleeping arrangements. You do NOT have to do any chores before checking out. **PETS NOT ALLOWED** I hate to do this but someone ruined it for everyone. Max Occupancy: 4 Guests can only bring 1 vehicle since there is not enough room in the driveway
Popular amenities for Hampton Bays rentals with a pool
House rentals with a pool

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Gorgeous Waterfront and Indoor Pool Family Oasis!

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1856 Trading House close to water
Home rentals with a private pool
Enchanting Home with Large Decks and Heated Pool
East Hampton Villa | Heated Saltwater Pool & Beach

Perfect Getaway at Sunny Modern Shampton LakeHouse
Saltbox with Separate Poolhouse in Northwest Woods
When is the best time to visit Hampton Bays?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R9,660 ZAR | R10,553 ZAR | R10,569 ZAR | R9,141 ZAR | R11,365 ZAR | R13,102 ZAR | R15,310 ZAR | R15,034 ZAR | R12,177 ZAR | R9,741 ZAR | R10,504 ZAR | R9,709 ZAR |
| Avg. temp | 0°C | 1°C | 4°C | 10°C | 15°C | 21°C | 24°C | 23°C | 19°C | 13°C | 8°C | 3°C |
Quick stats about vacation rentals with a pool in Hampton Bays

Total vacation rentals
Explore 330 vacation rentals in Hampton Bays

Nightly prices starting at
Hampton Bays vacation rentals start at R1,624 ZAR per night before taxes and fees

Verified guest reviews
Over 6,400 verified reviews to help you choose

Family-friendly vacation rentals
300 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 140 rentals that welcome pets

Rentals with dedicated workspaces
210 properties have a dedicated workspace

Wi-Fi availability
330 of Hampton Bays vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Hampton Bays rentals

4.9 Average rating
Hampton Bays stays are highly rated by guests—averaging 4.9 out of 5!
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- Beach
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