Holiday rentals in Tiana Bay

5 out of 5 average rating, 30 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, smart TVs/appliances, WiFi, a large deck and patio w/ string lights, BBQ, and a fire-pit! Brand new arcade games like Miss PacMan and more

Superhost

4.83 out of 5 average rating, 72 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!

Guest house in Hampton Bays

4.97 out of 5 average rating, 192 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.

4.96 out of 5 average rating, 108 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.

4.96 out of 5 average rating, 296 reviews

Flat in Hampton Bays

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!

4.96 out of 5 average rating, 27 reviews

The Beach Bungalow!

If you are looking for an unforgettable beach getaway in the Hamptons, look no further. Located on a quiet residential block located in a very desirable beach area all within walking distance to outside dining on the water to the finest beaches in the world. From biking around town to the coastline of the Infamous Dune Road estates. We are minutes away from Wineries and Pumpkin patches located on both, the North Fork & the Hamptons. Come take a look! You will not be disappointed.

4.95 out of 5 average rating, 131 reviews

5BR Hamptons Retreat • Near Beach • Sleeps 10

🌟 Rated 4.95 with over 130 glowing reviews – book with confidence! Escape to this stylish 5BR retreat in the heart of Hampton Bays—just minutes from beaches, dining, and shops. Enjoy open-concept living, a finished basement with a ping pong table, home gym, and a spacious backyard for relaxing or entertaining. Perfect for family getaways or group trips, this modern home offers comfort, convenience, and Hamptons charm. Close to some of the Hamptons' most popular beaches and attractions.

4.98 out of 5 average rating, 129 reviews

Beach House Feel - newly renovated backyard Oasis

You will love this sunny, completely renovated three bedroom ranch. It's beautifully decorated with beach and nautical themes throughout the house. You can cook or barbeque at home on your private deck or go out and enjoy the many award winning restaurants in the area. Come home from the beach or shopping and lounge by the pool. At night, gather around the fire pit while making smores or just admiring the stars. This house is perfect for families, couples, or a girls/guys getaway.

4.96 out of 5 average rating, 390 reviews

Flat in Hampton Bays

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.

4.96 out of 5 average rating, 171 reviews

Home in Southampton

Waterview+Pool, FreeForDogs! Kayaks/PingPong/Bikes

Beachy casual feel-good home easily located at the entrance to The Hamptons. Lovely views of the 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.

Superhost

4.94 out of 5 average rating, 131 reviews

Peaceful Retreat in Immaculate Architect’s House

This "like new" contemporary home features 4 bedrooms, 3.5 baths, open living spaces, soaring ceilings, abundant natural light, and a modern kitchen. Nestled in tranquil West Tiana Shores, minutes from bay & ocean beaches, and charming Hampton villages (Southampton, Westhampton, Quogue). The living room directly faces your private pool, cedar deck, and lush garden—a perfect getaway for vibrant summers and relaxing winters

4.99 out of 5 average rating, 107 reviews

Full House Two miles from the Ocean

Entire House! Large fenced in yard, great for pets. Two bedrooms, less than two miles from Ponquogue Beach with great bars and restaurants on the water. Perfect beach vacation for a reasonable price. Serene and stylish, located on a quiet residential street close to the hamlet of Hampton Bays. Enjoy the patio and fire pit (use non-windy days) on 1/4 acre property. Come unwind with us for some low key relaxation!

Holiday rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodation and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Tiana Bay holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Tiana Bay

4.94 out of 5 average rating, 17 reviews

Designer Home w/ Heated, Salt-Water Pool

KanwalRating, 5 stars1 month ago

Great spot. Easy to get to places. Comfortable. Great backyard + pool. We had a good time, zero complaints here. We are a family of 3 and found everything convenient.

Guest house in East Quogue

5 out of 5 average rating, 41 reviews

Petite Central Cottage

JulieRating, 5 stars10 months ago

Marty and Connie are lovely hosts and extremely helpful and welcoming in every way. This is our second stay and we shall return!

5 out of 5 average rating, 8 reviews

Modern home with Backyard Oasis & Pool

SariRating, 5 stars10 months ago

My family had such a wonderful stay at Malins. The weather was a little colder than expected and she turned up the pool heater for us no questions asked. It’s a lovely place and we hope to visit again soon!

Bungalow in Hampton Bays

New place to stay

Seaside Bungalow 2 Near the Beach

BriannaRating, 5 stars3 weeks ago

It was a nice peaceful place to unwind. I didn’t expect the parking situation (it was a busy weekend in a parking lot shared with a restaurant) so the valet drivers wanted to know if they could block me in for the night but they were nice/easy to communicate with. The restaurant is closer than I expected but closes at 10pm even on the weekends which surprised me. I was bummed the fire pits were mentioned in the listing but not functional although I guess that was in the restaurant’s control too. My only criticism is I think the rug should be replaced… but bed linens bathroom etc was all really clean and I would come back.

4.84 out of 5 average rating, 133 reviews

Flat in Hampton Bays

Vacation at the Beach: Entire Home

EmilyRating, 5 stars10 months ago

We had a great stay! This was our first time in the Hamptons and the space was welcoming, well located to the beach, and a nice place to chill with a beautiful garden. Check in was smooth and all instructions were clear.

Home in East Quogue

5 out of 5 average rating, 4 reviews

Cozy Home Near Beach and Restaurants

ChristopherRating, 5 stars3 days ago

Had a great stay. Host was always responsive and helpful. The space was clean, had a large backyard and a great location!

4.88 out of 5 average rating, 8 reviews

Modern, relaxing, bay-side vacation home getaway!

KennediRating, 5 stars23 months ago

We had amazing stay for 5 nights. The pool and view of the bay are absolutely unbeatable, perfect porch and even view from the living room for watching sunsets and relaxing by the water. Less than 10mins from multiple great restaurants. Saeid was very responsive and helpful as well. Would definitely stay again!

Superhost