
Family-friendly holiday rentals in Amagansett
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Amagansett
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Modern Southampton Cottage | Heated Pool & Peloton
Modern Hamptons cottage with mid-century modern interior, our 3 bedroom/ 2 bathroom cottage is set on manicured grounds and perfectly equipped for your stay. Heated gunite pool (summer months only) with retractable cover, Peloton bike and Central Air throughout. Newly renovated kitchen with high end appliances, large outdoor deck perfect for entertaining with new Weber grill. Private driveway accommodates 4 cars. 4 adult bicycles. 8 min ride to Southampton village. 15 min to Coopers Beach.

Silver House: 3BR Home with Private Beach Access
Located on a half-acre property surrounded by tall oak trees, this three-bedroom, two-bathroom home is the perfect getaway. The house is part of the Clearwater Beach community with private beach access. The recently renovated kitchen and bathrooms are modern and minimal. Natural light floods the space throughout the entire house. Here is your perfect getaway from the chaos of city life The fireplace is NOT available for guest use. Early check-in and late check-out are NOT available in season

Detached bungalow w/ private bath
Cozy, simple living, in separate guest house w/ use of amenities (shared with our family of 4) including sauna & hot tub. The bungalow/guesthouse features a Queen bed, its own private bathroom (shower), small kitchenette (countertop oven, Keurig coffee maker & small fridge) and loveseat for relaxing. There is a dedicated separate outdoor seating area for 2 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

1 block to waterfront~chic + serene Hamptons oasis
Escape to your serene, chic, Hamptons oasis, set on a large private piece of property located just 1 block to the water! Swim in your pool all day + night, rinse off in the outdoor shower, spark up the BBQ + firepit under the starry sky. Stream on your 80' TV + cook in your Chef's kitchen +dine at your indoor or outdoor dining areas. Walk 1 block to the best waterfront dining where you can enjoy dinner, cocktails + magnificent sunsets. You'll be 5 minutes to Main St, shopping, beaches + more!

Amazing Home close to Everything -
Elegantly designed home featuring modern appliances, a seasonal heated pool, and situated just moments away from ocean beaches, Wolffer Vineyard, and the vibrant Bridgehampton/Sag Harbor villages. Set within meticulously curated landscaping, this property embodies perfection and meticulous attention to detail. Familiarize yourself with our disclosures, guidelines, and house rules. We maintain a strict no events, no parties, and no smoking policy — our home and property grounds are smoke-free.

Explore the Water & Woods at a Relaxing Retreat
No AI used in these photos! 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.

Serene East Hampton Escape - Stars Forest Sauna
A luxuriously curated woodland escape with massive pool, outdoor dining living and play areas, fully fenced and just minutes from EH Village & Ocean Beaches. This impeccably renovated four-bedroom, four-and-a-half-bath home offers refined comfort in a serene, private setting. Sunlight floods the expansive interiors, featuring rich luxurious finishes, a separate office with a french privacy door, a freestanding soaking tub, and a chef’s kitchen with dining table for ten or more.

Sag Harbor Wonder, 3 bedroom 2 Bath & Heated Pool
Situated on a half-acre of land, this classic shingle cottage with brand new designer interiors offers the ideal Hamptons getaway. Located in the picturesque village of Sag Harbor, less than a mile from town, bay beaches. 10 minute drive to Wolffer & ocean beaches. 3 bedrooms, 2 modern bathrooms and heated pool with mature landscaping offers a relaxing escape. Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking – no exceptions!

3 BR/Pool. Walk to Beach & Town!
Welcome to Good Tauk – a cheerful, retro-inspired 3BR, 2BA cottage tucked in the heart of Montauk and walkable to town and the beach. Thoughtfully renovated and full of personality, it’s perfect for families or longer stays. The vibe is fun, relaxed, and unmistakably Montauk. Outside, unwind in your private backyard with a pool, grill, and dining patio—ideal for lazy afternoons and sunset dinners. Just minutes from the beach, town, and everything that makes Montauk magical.

Dream Home with a wonderful heated pool in SH
Situated on a half-acre of land, this designer, updated, modern residence offers a peaceful and quiet Hamptons getaway. 4 wonderful bedrooms 3 modern bathrooms and a solar heated pool with mature landscaping offers a relaxing escape. Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking –

Carriage House - Cottage in East Hampton Village
Darling cottage in East Hampton Village. Situated in a historic picturesque tree-canopied neighborhood. Easy stroll to Newtown Lane and Main Street shops. (1/2 mile). Classic atmosphere. Very comfortable, bright, and clean. A perfect place from which to enjoy East Hampton and the surrounding area. Fully renovated (2019).

4 BD w/ Heated Pool in E Hampton, Fully Furnished
Rent a beautiful and spacious 4 bedroom/3 bathroom property in East Hampton with a heated swimming pool in the backyard. This three level house with large kitchen, central A/C, BBQ in the backyard, and a garage is the perfect place to entertain guests or to relax and escape in East Hampton.
Popular amenities for Amagansett family-friendly rentals
Family-friendly home rentals with a hot tub

Private Oasis W/Stunning Vinyard and Pool Views

Greenport Village walking distance to all

By NYC & Hamptons - Hot Tub, Pool Table, Speakeasy

Brand new house with an all year round hot tub.

East Hampton Oasis - Pool and Hot Tub

Beach & Woods: Cozy Cabin, Hot tub, Peloton, Oh My

Pool|GOLFSim|HotTub|Movie|Games|Firepit|Dogs

Calf Creek Cottage (Water Mill/Bridgehampton)
Family- and pet-friendly home rentals

Private beach, fully updated house, on 2 acres.

Whaling Captain Pierson's Cottage

Modern Farmhouse Steps to Beach & Love Lane

Classic Southampton Village Home w/ Pool

Sag Harbor, Designer w large Pool (3 bed/2.5 bath)

Private paradise 3 min from town ice skating pond!

Southampton Charmer, 5 bedrooms w pool - Location

Twin Pond Ocean View Studio 3
Family-friendly home rentals with a pool

Montauk Royal Atlantic Beach Resort North

The Quail’s Nest

Hamptons Dream Suite

East Hampton Secluded Escape with Gunite Pool

Private central cozy king suite 2 baths fireplace

Waterfront Summer Escape in Wine Country: 2BR

Mini Estate Walk to Ocean & Town

Remarkable Montauk Views: 4 Bedroom, Pool
When is the best time to visit Amagansett?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £739 | £650 | £607 | £663 | £739 | £768 | £907 | £918 | £709 | £637 | £632 | £650 |
| Avg. temp | -2°C | -1°C | 3°C | 8°C | 13°C | 18°C | 21°C | 21°C | 17°C | 11°C | 6°C | 1°C |
Quick stats about holiday rentals that are family-friendly in Amagansett

Total holiday rentals
Explore 320 holiday rentals in Amagansett

Nightly prices starting at
Amagansett holiday rentals start at £148 per night before taxes and fees

Verified guest reviews
Over 3,830 verified reviews to help you choose

Pet-friendly holiday rentals
Find 140 rentals that welcome pets

Holiday rentals with a pool
210 properties feature pools

Rentals with dedicated workspaces
170 properties have a dedicated workspace

Wifi availability
320 of Amagansett holiday rentals include wifi access

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

4.9 Average rating
Amagansett stays are highly rated by guests – averaging 4.9 out of 5!
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