
Holiday rentals in Tiana Bay
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Top-rated holiday rentals in Tiana Bay
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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!
4.85 out of 5 average rating, 165 reviews
Stylish+Modern Cape w/Saltwater Pool-5min to Beach
Stylish+Modern Cape Beach House nestled in Hampton Bays South of the highway, 5 min drive to beaches. Heated Saltwater Pool. 4 Bedrooms+Crib room & Office. 2 Bathrooms. Outdoor deck w/family dining+BBQ. Fully-fenced, tree-lined back yard w/ beautiful sunsets. Upstairs King bedroom w/ensuite bthrm + Twin bedroom directly off master. Main floor has another King bedroom+Twin bedroom, master bath, lounge+kitchen w/huge sit-around island. TV Den. Central AC. 15 min walk/ 2 min drive to shops+train.
4.97 out of 5 average rating, 156 reviews
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.
4.97 out of 5 average rating, 238 reviews
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
5.0 out of 5 average rating, 97 reviews
Modern farmhouse w/ pool, beach, horses and winery
A new, modernized farmhouse with a heated saltwater pool in the heart of North Fork. Nestled on an acre of lush, fully fenced yard, the home can easily accommodate up to 8 guests and all pets! Minutes away from Love Lane (Mattituck's charming downtown), Breakwater Beach (one of best beaches in North Fork), Mattituck train station and surrounding the award winning Bridge Lane Vineyards and picturesque Seabrook Horse Farm, this bucolic home offers the perfect setting for a North Fork getaway.
4.93 out of 5 average rating, 138 reviews
Savor Ocean Sunsets at a Soothing Beachfront Haven
Newly renovated and featured as a top Airbnb by New York Magazine, The Beach Cottage has been designed and decorated in a modern organic style, with a palette of whites and neutrals to create a serene and peaceful escape. Relax in the airy, light and open living room, which features a wall of glass for indoor/outdoor living with expansive, uninterrupted water views. Stay on the property for swimming, beach walks, sunsets and BBQs - or venture out to enjoy all the North Fork has to offer.
4.98 out of 5 average rating, 184 reviews
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.
4.97 out of 5 average rating, 448 reviews
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 close on September 15th, 2026 and will reopen May 29, 2027.
4.87 out of 5 average rating, 144 reviews
Hamptons "Get Away" Near Beach/Wineries/Golf
Located in Hampton Bays-the heart of The Hamptons surrounded by water! Close to beaches, waterfront restaurants, wineries, golf & wedding venues. Open floor plan w/ modern flair. 4 bedrooms, 2 full baths, eat-in kitchen, spacious living room and lower level recreation area/ foosball. Enjoy amenities including smart TVs/appliances, EV Charger, 2 fireplaces, 1Gb WiFi, large deck w/ string lites, BBQ, firepit, & outdoor shower. Great for families, couples, coworkers and friends!
4.92 out of 5 average rating, 140 reviews
Luxury Hamptons Home with Heated Saltwater Pool
Get away from it all in this meticulously renovated Westhampton Beach home. Pull up to the cottage in the heart of Westhampton Beach, a place that delivers all the Hamptons have to offer, all while being within a two hour drive of NYC. No detail was overlooked in the renovation of this cottage… the beauty is only matched by the comfort and function. With the open floor plan, sunny kitchen, furnished open air patio, you won’t want to leave.
4.98 out of 5 average rating, 179 reviews
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.
4.96 out of 5 average rating, 107 reviews
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.
5.0 out of 5 average rating, 20 reviewsPopular amenities for Tiana Bay holiday rentals
Other great holiday rentals in Tiana Bay

Hamptons Home, 3bed/2bath Near Beach & Restaurants
4.94 out of 5 average rating, 36 reviews
Designer Home w/ Heated, Salt-Water Pool
4.94 out of 5 average rating, 62 reviews
Cozy Home with Pool - Near Beach and Restaurants
4.97 out of 5 average rating, 58 reviews
Family Fun House by the Bay #chateaustclair
4.99 out of 5 average rating, 85 reviews
Brand New Modern 3 BDR Home
4.98 out of 5 average rating, 40 reviews
Best View + Putting Green + Private Beach
4.95 out of 5 average rating, 77 reviews
Relax & fun home
5.0 out of 5 average rating, 12 reviews
Hamptons Vacation Rental w/ Heated Pool & Jacuzzi!
4.91 out of 5 average rating, 67 reviewsDestinations to explore
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