Holiday houses in Tiana Bay

4.85 out of 5 average rating, 158 reviews

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!

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Guesthouse in Hampton Bays

A private outdoor space is showcased with a wooden deck, featuring two lounge chairs and a dining table shaded by an umbrella. Potted flowers add color, while a path leads through the well-maintained garden, enhancing the serene atmosphere of the yard.

4.97 out of 5 average rating, 231 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.

HospitalityCleanlinessLocationPetsBeachNearbyOutdoor spacesComfortBackyardAccuracySleep qualityIndoor spacesAmenitiesQuietBathroomDecorGetting aroundFamilyWalkabilityConditionCheck-inKitchenBarbecueHeatingTVCheckoutParksLayoutParkingViewValueAir conditioningBiking

A bright living area features a comfortable white sofa and two accent chairs. A coffee table sits in front, accompanied by a floral centerpiece. Natural light filters through a window, and a wall-mounted TV is positioned across from the seating. Steps lead to the kitchen area.

5.0 out of 5 average rating, 85 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

HospitalityCleanlinessComfortLocationBackyardOutdoor spacesIndoor spacesNearbyCheck-inAccuracyFamilyHot tubConditionBeachCheckoutDecorKitchenTVAmenitiesQuietBathroomLayoutSleep qualityPetsParksLaundryGetting aroundViewValueAir conditioning

4.96 out of 5 average rating, 318 reviews

Apartment in East Quogue

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!

HospitalityCleanlinessLocationDecorComfortAmenitiesBeachIndoor spacesKitchenOutdoor spacesCheck-inAccuracyNearbySleep qualityQuietGetting aroundValueFamilyBarbecueCheckoutBathroomTVParkingAccessLayoutConditionAir conditioningWi-FiWalkabilityLong stayBackyardParksBreakfastViewNoiseEV chargingBiking

Apartment in Hampton Bays

4.93 out of 5 average rating, 29 reviews

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.

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Apartment in Hampton Bays

A calm waterfront scene shows a serene body of water reflecting the sky. A sandy beach is visible, framed by natural vegetation, with a wooden barrier along the shoreline. The peaceful setting invites relaxation and enjoyment of the outdoors.

4.97 out of 5 average rating, 434 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.

HospitalityLocationPetsComfortCleanlinessBeachNearbyIndoor spacesOutdoor spacesSleep qualityWalkabilityDecorQuietAmenitiesBackyardAccuracyKitchenGetting aroundAccessBathroomFamilyCheck-inBarbecueValueBikingCheckoutAir conditioningTVWi-FiParkingLayoutBreakfastConditionParksNoise

An open living space features a comfortable sofa adorned with patterned cushions, complemented by a light wood coffee table. A dining area with a round table is visible, and large glass doors provide access to the backyard, bringing in natural light.

4.93 out of 5 average rating, 137 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!

HospitalityCleanlinessLocationNearbyBackyardBeachComfortOutdoor spacesAccuracyFamilyAmenitiesConditionDecorIndoor spacesCheck-inBathroomSleep qualityKitchenCheckoutQuietGetting aroundBarbecueParkingAccessValueAir conditioningTVLayoutWi-FiLaundryNoise

A serene scene features a well-kept pool surrounded by lounge chairs, reflecting the colors of the sunset. The main house and pool house are visible, each with large windows and inviting outdoor spaces. Lush greenery outlines the property, enhancing the tranquil setting.

4.87 out of 5 average rating, 136 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 open May 23, 2026 and close on Labor Day.

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5.0 out of 5 average rating, 15 reviews

A bright sleeping area features a spacious bed with white linens and a blue accent pillow. Natural wood elements are present, including a light-colored bed frame and a woven rug. A soft glow is provided by a pendant light, alongside a piece of coastal artwork on the wall.

Apartment in East Quogue

Beachy and cozy private room.

This apt has its own private entrance and bath. You will be close to beach, restaurants, gym and shopping when you stay at this centrally-located place. Has a microwave , smart tv , small refrigerator, WiFi It also has a split unit for ac/heat with controller. This apartment is located south of the highway in a quiet area. This studio apt has your own private space will not be shared with others there will be no access to rest of house

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Home in Westhampton Beach

A charming cottage exterior features wood shingles and white trim. An American flag hangs proudly from the front, while window boxes with greenery add a touch of color. The light blue front door complements the natural elements, inviting guests inside.

4.98 out of 5 average rating, 171 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.

HospitalityCleanlinessLocationComfortFamilyIndoor spacesPoolKitchenDecorNearbyBeachAccuracyWalkabilityAmenitiesSleep qualityConditionOutdoor spacesBathroomBackyardQuietCheck-inBikingBarbecueLayoutGetting aroundValueCheckoutWi-FiLong stayAccess

Apartment in Hampton Bays

4.97 out of 5 average rating, 103 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.

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5.0 out of 5 average rating, 18 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.

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Popular amenities for Tiana Bay holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Tiana Bay

Guesthouse in East Quogue

A bright pool cottage is set amid a lush, green backyard. The cottage features a white exterior and is surrounded by landscaped gardens. A saltwater pool reflects the surrounding trees, while a spacious lawn offers ample room for relaxation and outdoor activities.

5.0 out of 5 average rating, 31 reviews

Charming & Bright Pool Cottage

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4.97 out of 5 average rating, 39 reviews

Brand New Modern 3 BDR Home

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A charming two-story home is surrounded by lush greenery, featuring a well-maintained lawn and a small ornamental tree in the foreground. The front porch is designed with steps leading to a welcoming entrance, complemented by large windows that enhance natural light.