Vacation rentals with a patio in Sagaponack

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Top-rated patio rentals in Sagaponack

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Guest favorite

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 9 – 16

G$150,104 GYD per night

Guest favorite

Home in Sag Harbor

5.0 out of 5 average rating, 25 reviews

Sag Harbor Modern Oasis

Luxury 5 bedroom, 3 1/2 bathroom home designed around a central courtyard/non heated pool area (5300sqft) Grill & contemporary seating area with fire pit; perfect entertainment area against a backdrop of arboreal gardens. Split across 3 levels; light filled main living, dining and eat in kitchen; two entertainment rooms with built in wet bars. Lower level has 5th bedroom with en-suite and dedicated office.Quiet neighborhood; walkways, bike paths. 5mins by car to Sag town beach. 12mins to village

Feb 7 – 14

G$228,330 GYD per night

Guest favorite

Home in Sag Harbor

4.92 out of 5 average rating, 60 reviews

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

Relax with friends / family at this home in a magical setting overlooking Lily pond. Completely private but 5 mins to Sag Harbor downtown / restaurants / Havens beach, and 10 mins to Bridgehampton. Location, location! And Views! - 3 Beds and 2.5 baths + pool house - Pool house with sofa bed + full bath - 50ft heated Gunite pool (125/d extra to heat) - Outdoor deck overlooking pond - Amazing views! - Fire pit with Adirondack chairs Unique house to unwind while being close to all the action

Jun 11 – 18

G$234,862 GYD per night

Guest favorite

Apartment in Southampton

5.0 out of 5 average rating, 62 reviews

Private w/Heated Pool Hot tub Fire Pit Coffee Bar

Relax in this cozy loft filled with amenities that will create lasting memories. Recently renovated so fresh and clean. Located on a wooded lot. Large fenced in landscaped yard with hammocks and firepit. Heated pool seasonal. We are just minutes from the beach. Spend time in our 6 person jacuzzi. 10 min to Southampton village. 15 min to Sag Harbor. Centrally located. Fresh farm (home of Tate’s Cookies) around the corner with fresh meats and produce. A tasty restaurant near by and a deli too.

May 7 – 14

G$84,284 GYD per night

Superhost

Condo in Bridgehampton

4.92 out of 5 average rating, 13 reviews

Bridgehampton w/ Pool steps to town 3 bd 2.5 Bath

Beautiful duplex corner townhouse unit completely renovated in 2021 & in the heart of Bridgehampton Village. 2 min walk to shops, restaurants, main street and a bicycle ride to the beach. Situated all the way at the end of the building it provides ample privacy with Pool open July 4 - Labor Day only. Free parking (2 spots) w/ extra guest parking. Central air conditioning, private patio, ring doorbell/cam, self check in, curated kitchen w/ all supplies. Linens, towels, soap & shamp included

Oct 4 – 11

G$92,121 GYD per night

Guest favorite

Home in Southampton

5.0 out of 5 average rating, 18 reviews

Southampton Stunner: Pool, Beach & more!

Beautiful light and airy modern home, nestled in amongst the trees on a beautiful private property. Ideally situated between Southampton and Sag Harbor and walking distance to a beautiful beach and nature trails. Designer chic, but comfortable for all. Hi speed wifi, streaming services, beach gear, and more! Huge private yard with large in-ground swimming pool, lounge chairs, expansive deck w/grill, sweet balcony and separate 2 car garage. Truly the perfect place for your east end summer.

Dec 12 – 19

G$169,336 GYD per night

Superhost

Guesthouse in Bridgehampton

4.83 out of 5 average rating, 63 reviews

Central Hamptons Guesthouse

This is a quiet + cozy guesthouse located at the rear corner of the property. The Guesthouse is nearby both Bridgehampton and Sag Harbor and has its own private dining and seating area. If you would like to use hot tub it is private for the guesthouse use only, their is also a separate pool area available for guest use however please be respectful of the other guests and the neighbors. The pool also is open for the season as of Mar24 and the hot tub is available for use year around.

Dec 12 – 19

G$73,199 GYD per night

Guest favorite

Cottage in Southampton

4.96 out of 5 average rating, 102 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!

Nov 7 – 14

G$130,695 GYD per night

Guest favorite

Home in Sag Harbor

4.96 out of 5 average rating, 24 reviews

The Hamptons Casita: Summer Meets Perfect Pool

Welcome to The Hamptons Casita! Our newly-renovated home is ready to greet you this summer for month-long stays. Envisioned by award-wining architectural firm Sommet, this house was designed to have all modern conveniences in a coastal setting that expands through two floors, 3 main decks, a pool and a rooftop deck. We are close to Foster Memorial Beach, many wineries including Wolffer Estate Vineyard, and historic downtown Sag Harbor with its fantastic dinning and shopping.

Sep 23 – 30

G$219,934 GYD per night

Guest favorite

Home in Sag Harbor

4.89 out of 5 average rating, 72 reviews

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!

Oct 25 – Nov 1

G$205,095 GYD per night

Guest favorite

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.

Dec 2 – 9

G$73,822 GYD per night

Guest favorite

Home in Southampton

5.0 out of 5 average rating, 58 reviews

Dream home in SH with Heated Pool OPEN from May 4

Beautiful three bedroom-three bathroom house situated on almost an acre. This newly renovated stylish home is located in North Sea - 1 mile drive to the Bay. Perfect for a relaxing get-away this Fall/Winter and for the upcoming Spring/Summer. Heated Pool is available/open from May 17th to first weekend of October (October 6 - 2024)

Nov 12 – 19

G$112,611 GYD per night