luxury apartment / penthouse for rent Sag Harbor, United States

Southampton Village Condo available for rent in the desirable Southampton Meadows Complex. Enjoy the summer in this beautifully renovated end unit decorated in a mid-century modern style. The condo features a sunny and open downstairs layout with a large foyer, hardwood floors, vaulted ceilings, fireplace with tv above, wet bar, open kitchen dining areas, full bathroom plus washer and dryer. The second floor has two sunny bedrooms, ample closet space and a newly renovated bathroom with a large shower and tub. There is a bonus room/ library area perfect for a peaceful retreat. To complete your stay enjoy the spacious private patio area perfect for outdoor entertaining.The community is set on 17 lush acres featuring an oversized heated salt water pool, two newly refurbished tennis courts, and mature landscaping throughout with numerous specimen trees. Conveniently located to the village and ocean beaches. Must see! Rental Terms: July: $22,000 July - Labor Day: $48,000 August: $22,000

Enjoy this elegant fully renovated condo in the desirable Southampton Meadows Condominium community. This condo features a designer furnished living room with fireplace, chef's kitchen, hardwood floors throughout, three bedrooms, and a beautiful spa like master bathroom. The outside blue stone patio area is completely private with magnificent gardens perfect for outdoor entertaining. This community boasts an oversized heated salt water pool, two newly refurbished tennis courts, and mature landscaping throughout. Conveniently located to the village and ocean beaches. Also available any three consecutive weeks in July or August for 21k. Rental Terms: August: $24,000

This beautifully decorated turn-key end unit is located in the highly desirable Southampton Meadows Complex. The condo was fully renovated in 2023. It features a sunny private elevated blue stone patio perfect for entertaining. There are 3 bedrooms and 2.5 baths, hardwood floors, marble/tile bathrooms, high end appliances, fireplace, and a wine refrigerator and wet bar. The community is on 17 lush acres, with an oversized heated salt water pool, and newly renovated tennis courts. Close proximity to the village and ocean beaches. Must see! Rental Terms: August - Labor Day: $26,000

Experience refined summer living in Unit 12, a beautifully renovated (2026) residence located in 155 Whitefield, one of Southampton Village's most desirable luxury garden communities. Set on 16 acres in the prestigious Estate Section, this exclusive enclave features just 29 residences, offering privacy, serenity, and upscale Hamptons living at its best. Only two blocks from the Village shopping district and restaurants, you can avoid the traffic both to the beach and dinner. This spacious 2-story home offers 3 bedrooms, 3 full baths, and 1 half bath across 2,352 sq. ft. of bright and sophisticated living space. Thoughtfully updated with modern, designer finishes and an effortless layout, the home is ideal for summer relaxation and entertaining. Enjoy access to premier community amenities, including a swimming pool, two tennis courts, and pickleball, all surrounded by mature landscaping and meticulously cared-for grounds. The private garden area of this unit has a grill and outdoor dining area. Village beaches, dining, boutiques, and cultural attractions are just minutes away. A rare opportunity to spend the season in an elegant, turnkey home within a sought-after Southampton setting. Rental Terms: Other / Short Term - 5/22/2026 - 6/30/2026: $60,000 Two Weeks: $40,000 June: $55,000

Beautifully decorated, situated in the best part of Southampton Village, a stone's throw from world-class private golf courses, Shinnecock Hills, National Golf Links of America and Sebonac Golf Club, as well as minutes to premier Ocean Beaches and Southampton Village shopping boutiques and art galleries. Enter the front door into a foyer to decompress; head up the stairs to a large, open floorplan with dining room and living room with 11 foot ceilings, drenched in natural light, as well as a comfortable den or office. Enjoy the sunlight and tranquil surroundings from the second story covered porch. The gourmet eat-in kitchen features premium stainless appliances including Wolf Oven and Sub-Zero Fridge and polished granite countertops. In addition, this immaculate corner unit includes Four B/R'S, three full bathrooms as well as a guest powder room. The primary bedroom with two walk-in closets and a luxury spa-like bathroom. The greater community, Bishops Pond, offers many luxurious amenities, including but not limited to premium gunite pool with Iifeguard on duty, two lounge areas, tennis court, covered veranda with barbecue and exterior fireplaces. Rental Terms: Other / Short Term - Year Round: $125,000

Wonderful rental opportunity--a three-bedroom condo that has been completely renovated in 2021. Easy living all on one floor. New kitchen, bathrooms, wood flooring and freshly painted. Upon entering the house there is a grand living room with wood burning fireplace, vaulted ceiling, flat screen tv, a dining room and a new kitchen with white cabinets, granite countertops and stainless appliances. Enjoy the south east view from living room and back deck across the large lawn towards the pond. The condo is situated with an abundance of privacy from the other units in the complex. Saint Andrews offers lush manicured grounds on 75 acres as well as a community heated gunite pool, pickle ball and tennis courts. It's located very close to Southampton Village and ocean beaches. [[Rental Registration # RP260980]] EH RR #: RP260980 Rental Terms: Two Weeks: $5,000 October: $7,000 Other / Short Term - Year Round: $85,000 November: $5,000 September: $10,000