
Vacation rentals with a pool in Hampton Bays
Find and book unique homes with a pool on Airbnb
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 R1,648 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!
Top-rated rentals with a pool in Hampton Bays
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Serene ~ 1 block to water ~ Large pool + privacy
Top 5% Airbnb properties! Escape to your serene, chic, Hamptons oasis. Perfectly located 1 block to waterfront dining + minutes to Main St Enjoy the luxury of your own home nestled in serenity + nature. You'll feel the calmness + zen @ this private property. Swim in your pool, BBQ + spark up the firepit. Walk just 1 block to Sisi, Buongiorno + Wayan for dinner, cocktails + coffee on the water… an ideal spot to watch the yachts + sunset. You'll be 8 mins. to Main St. shopping, beaches + more!

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.

Modern farmhouse w/ pool, beach, horses and winery
A new, modernized farmhouse with a heated saltwater pool in the heart of North Fork. Nestled on an acre of lush, fully fenced yard, the home can easily accommodate up to 8 guests and all pets! Minutes away from Love Lane (Mattituck's charming downtown), Breakwater Beach (one of best beaches in North Fork), Mattituck train station and surrounding the award winning Bridge Lane Vineyards and picturesque Seabrook Horse Farm, this bucolic home offers the perfect setting for a North Fork getaway.

Designer Home w/ Heated, Salt-Water Pool
Welcome to your charming and modern Hamptons retreat, the perfect escape for a weekend getaway, family vacation, business trip, or cozy staycation. Whether you’re relaxing poolside, working remotely, or exploring nearby beaches, this home blends luxury comfort with laid-back Hamptons living. Enjoy a private yard with an 18x36 salt-water heated pool, alfresco dining area, grill, outdoor shower, lounge seating, and fire pit, just five minutes from the ocean beaches in beautiful Hampton Bays.

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.

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.

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.

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 (seasonal) 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!

Luxury Hamptons Home with Heated Saltwater Pool
Get away from it all in this meticulously renovated Westhampton Beach home. Pull up to the cottage in the heart of Westhampton Beach, a place that delivers all the Hamptons have to offer, all while being within a two hour drive of NYC. No detail was overlooked in the renovation of this cottage… the beauty is only matched by the comfort and function. With the open floor plan, sunny kitchen, furnished open air patio, you won’t want to leave.

*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.
Popular amenities for Hampton Bays rentals with a pool
House rentals with a pool

Bright, updated w/ AC (pool & hottub open May)

Stunning Southampton Star

Luxury retreat w/ heated pool, steps to the Beach!

East Hampton Rental w/ Pool, Moments to Amenities

Light-filled Retreat by the Bay

East Hampton Secluded Escape with Gunite Pool

Cozy Home with Pool - Near Beach and Restaurants

Recently renovated 4 bed/4 bath with heated pool
Condo rentals with a pool

Greenport Getaway at Cliffside Condos

Beautiful condo on Long Islands Northfork

Montauk Royal Atlantic Beach Resort North

Waterfront Escape | Private Beach, Pool & Views

Montauk Waterfront Condo w/ Sunset Views

Waterfront Elevated Bungalow - Spectacular Views

Beautiful Waterview Condo on the North Fork of LI

Beachside Waterview 2Br Condo w/ Pool in Greenport
Home rentals with a private pool
East Hampton Villa | Heated Saltwater Pool & Beach

Explore the Water & Woods at a Relaxing Retreat
Enchanting Home with Large Decks and Heated Pool
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 | R9,096 ZAR | R10,117 ZAR | R10,595 ZAR | R9,277 ZAR | R11,534 ZAR | R13,297 ZAR | R15,538 ZAR | R15,258 ZAR | R12,358 ZAR | R9,886 ZAR | R10,661 ZAR | R9,853 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 |
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