
Holiday rentals with breakfast in Amagansett
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Top-rated Holiday Accommodation with Breakfast in Amagansett
Guests agree: These breakfast rentals are highly rated for location, cleanliness and more.

1 Bedroom Beach Cottage - beach, pool and tennis
1 bedroom cottage with living room, dinnette, full kitchen, bath (shower only) and a front and beck (private) deck. Sleeps 4 people. Queen size bed and with pull out living room sofa, plus 1 extra person can sleep on 5ft long ottoman. It is in a luxury beachfront resort community. Cottage guests will have access to Pool, Tennis, Recreation Room and Private Beach with awaiting Umbrellas, Lounge Chairs and Towels. There is ample parking and 2 excellent seafood restaurants are within walking distance of cottage. Washer-dryer on premises

Greenport Getaway
This is the retreat you have been looking for that's centrally located to local wineries, farms, and downtown Greenport village. This comfy & airy 2500 sq ft home is located in a quiet Greenport neighborhood boasts a HUGE master bedroom (clawfoot tub & shower) balcony + 3 oversized guest rooms (Queen w/ WIC/King bed or 2 Twins/Den with Queen sleeper w/ memory foam mattress). 2 newly reno'd full Baths and outdoor shower. Multi purp room -great for a home office 5 min walk to private HOA beach.

NEW: Charming East Hampton home w/ POOL!
Welcome to our charming 3 bedroom, 2.5 bath, 1,700+ SF home. Enjoy the heated pool all summer or relax by the fireplace in the fall and winter months. Sunlight shines through two skylights and oversized windows for the beautiful natural light that East Hampton Springs are famous for. We are just a few minutes drive to all EH bay and ocean beaches as well as EH Town and Amagansett Village. Countless restaurants, shops, farmer's markets, vineyards, art galleries, etc. are all very close by!

Chic, Modern, Family-Friendly Home in East Hampton
This clean, beautiful, well appointed home is the perfect place for your summer (or winter) getaway! With updated appliances and designer furniture, this chic getaway is both fun and sophisticated. Whether you're a family or a small group of friends, you will make wonderful memories swimming in the heated gunite pool, playing badminton in the yard, grilling on the deck or sipping wine on the balcony. Close to the village, and both bay and ocean beaches! Rental Registry Certificate: RR-25-371

A Cheerful 2 - Bedroom Cottage
The cottage is the perfect resting spot for travelers. While staying here you can enjoy nature, farms, vinyards, beaches, golfing, and local attractions. We are conveniently located between the North and South Forks of Long Island. We are in walking distance to the Hampton's Jitney. A 2 min drive to the LIE. And just a 40 min drive to the Orient Pt Ferry. We are 30 mins to The Hamptons, and 5 mins to the LIRR. Most importantly we can assure your stay with us will be, peaceful and comfortable.

POOL + Beach Oasis! Winter deals 2+ nights!
Chef kitchen: 2 ovens/lux app's/coffee bar w/ Nespresso/Keurig 2 living rooms Dining room seats 10 1st floor Primary Suite: king bed, gas fireplace, furnished deck overlooking pool, 4 piece bath: huge shower & jacuzzi tub 2 of 4 Guest rooms on 1st fl Gym/yoga rm: bench + weights (no treadmill) TV's in bedrooms inc. Firesticks Fenced backyard oasis w/ heated mineral spring pool, loungers, shaded cabana, outdoor dining, & Weber BBQ, outdoor shower Kitchenette in den/office Central AC/heat/fans

Beautiful 4/bedroom Sag Harbor Home /Heated pool
Spacious 4 bedroom, 3 1/2 bathrooms,Heated pool with outdoor shower.Located on one acre, in beautiful upscale neighborhood,at end of quiet cul-de-sac street. Large 65"TV in huge cathedral ceiling main living room . 65'screen TV in large separate den,with treadmill. King size bed on 1st floor bedroom with 2 beds next door New large Spa bathroom on 1st floor. King size master bedroom 2nd floor,55"TV,with en-suite 2 beds in add bedroom, with en-suite bath July and August are Monthly Rentals

Summer Cottage
Cottage in Roses Groves, Southampton, NY. Great location to avoid traffic on 27. Cottage has access to a private beach on the Peconic Bay (5 min walk). 15 min drive to ocean beaches in Southampton, and Southampton village. 10 min drive to Watermill, 20 min to Sag Harbor and BH. A farm and a deli are less than a mile away. Two restaurants nearby Perfect for artists, ocean lovers, book lovers and families. A/C in living room and bedrooms. Located on a quiet street, very relaxing

The Waterfront Suite on the Peconic River 💙
One spectacular suite by the water's edge, specially designed to bring the natural beauty of the Peconic River into a room full of comfort and leisure. Featuring coastal designed furnishings, indulgent fabrics and timeless colors, this second-floor suite overlooking the Peconic River has a relaxing living room, kitchen, dining area, along with a king bedroom, modern bathroom with shower, and an intimate wraparound veranda with cozy outdoor seating to enjoy the panoramic views.

Sag Harbor Beach Cottage
Quaint, clean beach cottage with designer gardens that offer privacy. Conveniently located 2 1/2 blocks from Circle beach and Hidden Cove Marina, it is a short drive into downtown Sag Harbor and a 1/4 mile walk to Trout Pond. and nature trails. Up the street we have a grocery store, liquor store, restaurant and deli. Kayak rentals nearby. Outdoor shower with hot water for rinsing off and a gas grill for outdoor dining. Central AC/Heating system.

2Br Hampton Family Escape: Beaches, kayaks, BBQ
Holiday Retreat ready for you to enjoy. Welcome to our charming 2BR, 1BA Hampton's Retreat apt. in Hampton Bays, NY! Your stay offers a bright, airy space with a large screen TV, board games, and a private work area. The split-unit AC/heating ensures comfort w/ a fenced back yard with BBQ for your family’s pleasure. We're just 1 mile from the bay, 2 miles from the ocean, and only 1.5 miles to the town’s shops, dining, and local happenings.

Family friendly home close to town w/ a huge pool
Have fun with the whole family at this stylish place. -3 Bedroom (2 King / 1 Queen) -2 Bathroom (1 renovated and off master bedroom) other not renovated, shared by 2 other bedrooms -EXTRA LARGE, heated, saltwater pool (BRAND NEW) with automatic cover and lights. -Huge backyard, great for entertaining with multiple seating areas. -5 minutes to East Hampton Town and 7 to Sag Harbor Town -Basketball hoop in driveway
Popular amenities for Amagansett Holiday Accommodation with Breakfast
Holiday House Rentals with breakfast

The Bay & Vine Retreat

Sag Harbor Home, Perfect for the Solo Traveler

Beautiful Hampton Home, 4 bedroom, heated pool

Shinnecock Hills — South of the Highway

Private floor with views of Shinnecock Bay!

Sag Harbor King 1st Floor Bdr + Pool Private Bath

Kayaks Serenity Sag Harbor Village

Noreen's Get Away No 1
Bed and breakfast rentals with breakfast

SEVEN on Shelter - Queen Guest Room

1 King, Water Views, Beaches/Golf/Vineyard

Village ~ Summer Classic Southampton Private Room

Vine + Sand Southold, NY's Newest B&B-Room 2

Southampton Center ~ Light & Airy Private Room

Head of Pond House - The Mill Pond Suite

Cottage King, Water Views, Beaches/Golf/Vineyard

Head of Pond House- Edge of Woods Room
Other holiday rentals with breakfast

Sag Harbor King Bedroom + Pool Private Bath

Direct Waterfront Stay | Free Breakfast. Pool. Bar

Hampton King / Journey EH Hotel

SEVEN on Shelter - Luxury King Guest Room

Sag Harbor Queen Bedroom + Pool Private Bath

Greenport Waterfront | Free Breakfast. Pool+ Bikes

Greenport Harbor Stay | Pool. Free Breakfast. Bike

Steps to the Sound | Free Breakfast. Pool. Bar.
Quick stats about holiday rentals with breakfast included in Amagansett

Total holiday rentals
Explore 20 holiday rentals in Amagansett

Nightly prices starting at
Amagansett holiday rentals start at $351 AUD per night before taxes and fees

Verified guest reviews
Over 520 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Amagansett holiday rentals include Wi-Fi access

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

5 Average rating
Amagansett stays are highly rated by guests—averaging 5 out of 5!
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- Beach
- Yale University
- Cooper's Beach, Southampton
- Charlestown Beach
- East Matunuck State Beach
- Ocean Beach Park
- Mohegan Sun
- Foxwoods Resort Casino
- Mystic Seaport Museum
- Narragansett Town Beach
- Point Judith Lighthouse
- Hammonasset Beach State Park
- Sleeping Giant State Park
- Powder Ridge Mountain Park & Resort
- Blue Shutters Beach
- Yale University Art Gallery
- Long Island Aquarium
- Orient Beach State Park
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- Wölffer Estate Vineyard
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- Stonington Vineyards





