Holiday houses in Tiana Bay

Hamptons Oceanfront Oasis

Escape the hustle & bustle of city life and unwind at this stunning home in the Hamptons. The oceanfront oasis is the perfect way to wake up to ocean views, beaches and nearby restaurants. Relax on our spacious deck - perfect for morning coffees & sunset cocktails. It is just a short drive to the train station & only 15 minutes from the airport for quick getaways. For your safety, the home is equipped with Ring cameras and one-use key codes. Book now and experience the ultimate Hamptons escape!

Value · Location · Bathroom

WELCOME TO THE LOVE SHACK BY THE SEA

Escape the city, work in nature! Totally private cottage with garden views , central air and heated floors. 1 mile from pristine beaches and center of town, LIRR, Hampton Jitney, 3 large grocery stores, Starbucks, organic market, shopping & restaurants. King bed, cable TV, refrigerator w/ice, microwave, outdoor grill, private yard, Perfect for couples, solo, 1-2 small kids. We welcome small dogs for a $100 fee. Please message us with the size and type. Working couple/owners in main house.

Value · Family · Parking

The Hamptons Surf Cottage!

Newly renovated and professionally decorated Hamptons home. Located in Hampton Bays just a 5 min drive to beaches, catering venues, waterfront restaurants, wineries & golf. Open floor plan w/ modern flair. 2 bedrooms, 1 full bath, spacious living room with games and arcade. Comfortably fits a group of 8! Enjoy amenities including our classic arcade games, hot tub, smart tvs, WiFi, a large deck and patio w/ string lights, BBQ, and a fire-pit! Brand new arcade games like Miss PacMan and more

Value · Location · Bathroom

The House of the Mermaid aka La Casa della Sirena

Welcome to The House of the Mermaid! Come stay in this newly renovated and decorated basement apartment in my house in a quiet and residential area of Hampton Bays. Close to all that you could ever want; restaurants, bars, shopping, and beaches. Perfect getaway for any season. The Hamptons are known for their amazing Summers at the beach, but don't forget about all that Long Island has to offer throughout the seasons. Shopping at Tanger Outlets, apple/pumpkin picking, and the N.F. vineyards!

Value · Location · Check-in

Hidden Garden Cottage|Beach|Pet Friendly

Tucked among lush rhododendrons, this refined one-bedroom retreat offers a rare Hamptons escape - intimate, thoughtfully curated, and quietly luxurious. This private garden cottage is just minutes from beaches, marinas, and waterfront dining, yet feels completely secluded. A serene queen bedroom pairs with a softly styled loft lounge featuring a sleeper sofa for two, ideal for relaxing mornings, reading, or hosting additional guests in comfort. Meticulously cleaned with eco-luxury products.

Location · Condition · Cleanliness

Private & Cozy Cottage with short walk to beach!

Walking distance to Bay Beach & Rumba, & short drive to town & ocean. Quiet neighborhood, great for couples, King bed upstairs, bit of a steep staircase, so may not be suited for anyone with mobility challenges. Kayaks, paddle-boards, available to enjoy. Dog friendly with fenced in patio and doggy door. Private outdoor patio, with charcoal grill. A/C & Heat for year-round enjoyment. Easy to get in/out from the city. Close drive to visit Westhampton and Southampton Main Streets.

Location · Family · Amenities

Stunning Hamptons Waterfront Escape w/ Sunset View

Experience an unforgettable trip in the Hamptons at our waterfront haven! Savor the views and sunset from our spacious deck. Vaulted ceilings and large windows flood the space with natural light. Brand new Weber Grill (2025). We have completed renovations of 3 bathrooms, 2 kitchens, and the entire pool house over the last 18 months. Our home is <10 minutes drive to the beach, groceries, and restaurants! Our pool will open May 23, 2026 and close on Labor Day.

Location · Family · Indoor spaces

Coastal Retreat|Heated Saltwater Pool|5 MinToBeach

Unwind in Hamptons Bliss! A coastal oasis awaits at this exquisite vacation house. Immerse yourself in luxury, from the elegant interiors to the serene outdoor retreat including a massive fenced-in salt water heated pool (Memorial Day to Labor Day) that will leave you in awe. Indulge in beachside bliss, upscale shopping, and culinary delights. Create memories that will linger long after the sun sets over the horizon. Your dream Hamptons getaway starts here!

Location · Family · Nearby

Southamp Waterview, DogsFREE! Kayaks, Ping-Pong

Beachy casual feel-good home easily located at the entrance to The Hamptons. Lovely views of Bay, Nightly Sunsets & birds! Launch our Kayaks at street's tiny beach flowing from Cold Spring Pond into Bay. Or cuddle by the fireplace and play our many available games. We provide soft sheets & towels for the showers and & beach...priding ourselves on your comfort! Our Private-Pool is heatable & plant-surrounded with Outdoor Shower.

Value · Location · Layout

Hamptons Cozy Cottage

My cottage for "2" or perfect for “1” (Are you a medical professional, or Golf caddy, tennis pro?) Perfect! We are just minutes to the Bay and Ocean beaches , Many great nearby restaurants, Charter boat/Sunset Cruise are within walking distance. The town is opposite direction 2 miles. North Fork 10 Miles: Shop: Tanger Outlets and Wineries, Breweries. Beach Chairs/Towels and Bikes are available upon request.

Family · Value · Kitchen

Charming Apt in the Heart of the Hamptons

Welcoming studio apartment with queen bed, living room and spacious full bathroom. Kitchenette complete with laundry. Small deck with delightful creek-side views. And this unit includes cable TV and Wi-Fi. Please note that there is an extra fee of $75. per stay for each pet, There is a queen sofa bed in living area for quests at $75 additional fee. This unit is attached to the main house.

Family · Location · Bathroom

Hamptons Retreat • Hot Tub • Minutes to Beaches

This inviting 3-bedroom, 2-bathroom home with a hot tub in the Hamptons sleeps up to 5 guests. Perfect for families and small groups. Located close to popular beaches and highly acclaimed restaurants & attractions, only an 8-minute drive to Ponquogue Beach. Whether you're looking to relax or explore all that the Hamptons has to offer, this serene, luxurious rental property is the perfect choice.

Family · Kitchen · Nearby