Vacation rentals with a patio in Amagansett

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Top-rated accommodations with an outdoor patio in Amagansett

Guests agree: these accommodations with an outdoor patio are highly rated for location, cleanliness, and more.

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Guest favourite

Cottage in Montauk

4.97 out of 5 average rating, 31 reviews

Sharkey Cottage

Booking now for spring, summer & fall 2024! Lovely Sharkey waterfront, large 1BR cottage sits on a great lawn w/4 other cottages on Ft Pond Bay. Sharkey is steps away from our private beach w/ private beach path & benches, has indoor & outdoor showers, dining areas, wrap around patio, full kitchen, gas grill & is dog-friendly. A unique Montauk experience w/ quiet beach & the best sunsets in town! Walking distance to LIRR, Duryea's Lobster Deck-Market, Roberta's Pizza, Surf Lodge & The Montauket.

Oct. 15 – 22

$587 CAD per night

Guest favourite

Cottage in Sag Harbor

5.0 out of 5 average rating, 30 reviews

Luxury Gem At The Heart of Sag Harbor Village

An impeccably renovated, luxury cottage at the heart of Sag Harbor village. Walkable within minutes to the downtown shops, restaurants, marinas and local beach! In one of the most coveted historic streets, enjoy this two-bedroom house, its large living & dining rooms, two fireplaces, designer kitchen (and latest appliances). Countless details and gorgeous wide planked floors, mixed with technology throughout the house. The private backyard has a brick patio, landscaped garden and outdoor shower.

May 7 – 14

$1,030 CAD per night

Superhost

Home in East Hampton

5.0 out of 5 average rating, 5 reviews

Waterfront Oasis + Pool/Spa & Private Beach

Waterfront in East Hampton! This perfectly renovated 5br | 3.5ba modern home with frontage on 2 bodies of water, offers stunning views year round. Relax by the saltwater heated pool & built-in spa or cozy up by the mid-century fireplace. WALK TO OUR PRIVATE BEACH & enjoy our 7 bikes, 4 paddle-boards & 3 kayaks, or take in the sunset over the water while you prepare dinner in the fully stocked chef's kitchen. Designer furniture promotes indoor-outdoor living w/refined simplicity. Registry#24-14

Dec. 12 – 19

$1,574 CAD per night

Guest favourite

Home in East Hampton

5.0 out of 5 average rating, 8 reviews

Chic & Sun-Filled Modern Oasis, Heated Pool & Spa

Ideally situated between East Hampton & Sag Harbor, this stunning 5br & 4ba home is the perfect year-round escape. A gated entrance brings you inside a private 1 acre compound & up a 300ft long landscaped & lighted driveway. Greeted with sunny interiors, a modern floor plan, designer furniture & a 20x40ft sun-drenched heated saltwater pool, hot tub & roof deck, this beach house is perfect for large family gatherings and is an entertainer's dream with a fully stocked chef’s kitchen. #22-1,284

Nov. 10 – 17

$1,358 CAD per night

Guest favourite

Home in East Hampton

5.0 out of 5 average rating, 18 reviews

Sparkling East Hampton Oasis 3/2, heated pool

This freshly renovated modern beach cottage with serene deck and pool area is nestled on a quiet cul-de-sac in Springs. You'll feel away from it all, but still within a 10 minute drive to towns, beaches, and restaurants. With 3 bedrooms, 2 new baths, and a gorgeous kitchen, the home also boasts 2 separate open living areas. This spot is relaxing and convenient to all the East End offers. Pool can be heated upon request at an additional cost starting Memorial Day! Welcome to Hello Haven!

Oct. 28 – Nov. 4

$1,009 CAD per night

Guest favourite

Home in East Hampton

4.89 out of 5 average rating, 19 reviews

Springs Bungalow Retreat

Be one of the first guests to stay at this updated, cedar-shingle bungalow in the heart of East Hampton Springs. This warm, laid-back, all-seasons property is the perfect blend of a cozy beach shack and a quiet woodsy retreat. Our home provides quick access to the beautiful bay and ocean beaches of the East End, near a selection of excellent restaurants, farmers markets, and coffee shops. A fun getaway for couples or families that want to enjoy a relaxing, low-key Hamptons vacation.

Mar. 7 – 14

$927 CAD per night

Guest favourite

Cottage in Southampton

4.96 out of 5 average rating, 101 reviews

Charming Southampton Light filled Cottage

Escape and relax in this beautiful tranquil Southampton retreat! Newly remodeled cottage just blocks from the water. The home is nestled on 1/2acre quiet park-like setting located at the end of a long gravel driveway. Enjoy the private outdoor space with a fire pit, outdoor dining table, new dual BBQ and lounge chairs. Inside, the large dining room table easily sits 8. This stylish Coastal farmhouse has all new beds and furniture. Complete with Wifi, Cable, AC and Nespresso maker!

Oct. 13 – 20

$1,136 CAD per night

Guest favourite

Vacation home in Montauk

4.98 out of 5 average rating, 63 reviews

2 BR apartment near ocean in Hither Hills

Relax and enjoy a peaceful stay that is a short , 3 block walk to one of the most beautiful ocean beaches in the Hampton's! This apartment is located in beautiful, wooded quiet neighborhood. It is a short drive into town where you will find restaurants and shops. This apartment has an open concept living space with a fully equipped kitchen with everything you need ,2 cozy bedrooms and one bath with a walk in shower. We supply beach towels, chairs, umbrella and beach wagon.

Oct. 10 – 17

$654 CAD per night

Guest favourite

Home in Amagansett

4.9 out of 5 average rating, 21 reviews

Classic Hamptons Cottage - Heart of Amagansett

This historic Amagansett artist's beach cottage is perfectly located close to Main Street shops, restaurants & beaches. It has been recently renovated and freshly painted. This two-level traditional cottage offers 2 bedrooms, 2 bathrooms. Great access to the beautiful backyard, and an outdoor shower, surrounded by mature landscaping, this first-time offered retreat makes for the perfect short-term or long-term visit to Amagansett. A great house for all seasons.

Oct. 27 – Nov. 3

$1,023 CAD per night

Guest favourite

Home in East Hampton

4.93 out of 5 average rating, 14 reviews

Cozy Beach Oasis in East Hampton + Pool

Relax with the whole family at this peaceful place to stay. This gorgeous house is located in a quiet neighborhood perfect for a relaxing getaway. Situated on a corner half acre lot in the heart of East Hampton Springs is this luxurious 4 bedroom 3 bath home with a friendly backyard and a pool (pool heater available upon request). This home is perfectly located in a family-friendly neighborhood just minutes away from the best beaches of East Hampton.

Sep. 16 – 23

$1,495 CAD per night

Guest favourite

Cottage in East Hampton

5.0 out of 5 average rating, 20 reviews

Chic cottage on lush, secluded acre by the beach.

Charming cottage with spacious lawn surrounded by lush vegetation and protected land. 5-minute walk to a secluded and serene Northwest Harbor beach. An approximately 10-minute drive from both East Hampton and Sag Harbor restaurants and stores. Chic and modern rooms with brand-new, high-end bathrooms. Perfect rental for those who want a mix of quiet time and quick access to everything else. Relax and unwind at this unique and tranquil getaway.

Oct. 22 – 29

$503 CAD per night

Guest favourite

Home in Amagansett

4.92 out of 5 average rating, 13 reviews

Chic Walk to the Beach in Amagansett

Located on the idyllic Amagansett Lanes, this dream-like two bedroom, one bath home marries nature, art and design to create the ultimate, sun-filled beach getaway. Moments from the Amagansett Square and Ocean Beaches - everything you need is within walking distance, whether it be a morning coffee at Jack's Stir Brew, fresh local produce from Amber Waves Farm or a stroll along Atlantic Beach.

Jun. 9 – 16

$989 CAD per night