Vacation rentals with breakfast in Amagansett

Very close to the beach, the house is well equipped with everything you might need. The owners leave easy instructions so you do not have any doubt.

A lovely, updated ranch house with extra rooms in the basement and a spacious back deck and yard. The house is so close to the beach, quiet and secluded.

We had an absolutely lovely stay with Chris, Joey and their sweetest dogs, Dino and Dash. We were looking to escape for the weekend and have some quiet time with access to pool and the place had it all. Chris + Joey were communicative throughout the process, got the pool heated for us when we wanted to use it and we were welcome to use the shared areas for relaxing and cooking. The morning coffee + bread was awesome. We also had a great time chatting with them during our stay. Overall, a very fulfilling experience and we'd be back in a heartbeat. I highly recommend staying here, even if it's for a weekend.

Beautiful place, tastefully decorated, well situated (walking distance to town), beautiful backyard and pool. It was a perfect weekend for my family! Romain was very communicative throughout and made the process easy, pleasant and convenient. Will be back!

Loved staying at Rita’s for the amazing view and huge bathtub!! Rita was also very nice and let us use her kayaks on the private beach!

Sabrina was an amazing host! She was very responsive and proactive when helping me and my friends locate the Airbnb, and was always available in the event we had any questions. Her place was lovely and walkable for the wedding we attended. Thank you again Sabrina for trusting us with your space!

Beautiful place. Very clean and highly equipped. Great hosts. Definitely would visit again.

There were 6 of us - 3 generations with a 3 year old and a 9 month old The house was perfect Immaculate when we got there, great fenced in yard, swimming, tremendous kitchen, etc etc etc Can’t say anything bad You will love it

Perfect place for my husband and I, our twins and my dad to stay for a family wedding. Would love to come back and just explore the awesome area in the future!

We really enjoyed staying in the barn room at the Candle Lite Inn on Shelter Island. The room was small but well appointed. It was perfect for a long weekend. The bed was very comfortable and the breakfast facilities was really nice and well provided for. The inn was really well located for cycling and all the lovely beaches on Shelter Island. It reminded us of a European BnB, simple but comfortable.

Mary Ann’s home is a beautiful gem in the right spot. Perfect for birding, a short walk to the beach, or a quick drive to the wineries. Mary Ann was respectful of our privacy, was great at communicating, & always kept us in the loop. She is the ideal hostess & I would definitely recommend her place. We had a fantastic time.

Lovely b&b in a cute town with everything you could want/need. Michael was a great host and the breakfast was delicious. Comfy sleeping arrangements and just all around a lovely experience. Will definitely be back!

What a perfect spot in Shelter Island! Beth and team were amazing - we were visiting one night for a wedding on the island and the ceremony was at 2 PM the day we were arriving. I messaged Beth and she was extremely helpful with providing early check in to ensure we could get ready prior to the event! The actual B&B is beautiful - fantastic design, super clean, cool art and the backyard area with the pool is so dreamy. There is even a little workout area near the pool with a Peloton and a Lululemon mirror. Its a short drive from the North ferry, lots of restaurants and cafes and only a short walk to the beautiful Crescent beach. It is such a serene setting and I truly feel like I am on vacation.The room was beautiful and the bed was comfy, I am OBSESSED with the hand soap and have to find it for myself because it smells SO GOOD! I would 100000% recommend staying here and I will definitely be back!

Adrianna was very helpful with a mistake I made on my reservation- she accommodated me with another room . She really tried to help and I appreciated that- Check-in was smooth and checkout was even smoother. Great place - Front desk staff were super friendly. I will definitely visit again…, Thanks Adrianna!

Thank you so much for sharing your lovely home with us! We had the best time and will definitely be back! Thank you!

Monika was a great host - really responsive and proactive giving clear directions and offering lots of local knowledge and tips for our stay. We stayed in the cottage which was quaint and so quiet. The location is beautiful. The weather was not great, but the house was cosy and comfortable. It is well located near restaurants in Southhampton and Bridgehampton and other attractions. Nothing is far. Would highly recommend.

What an amazing stay and such fabulous hosts! The home has so much charm and character with exquisite detail and high end amenities. Mark and Johnny went above and beyond to make our stay incredible! When I left, I felt like I was leaving my family! I can't wait to return!

Dale’s place was great. I had a wedding to attend in East Hampton, and this was a perfect crash-pad between wedding events. The bed was comfy, the room was clean, and he provided us with much needed coffee, tea, yogurt and fruit for our mornings. Check in was simple and he communicated well. Definitely recommend!

we had such a lovely time at Jayne’s place! The room was very clean, we loved the garden and her cats! It was perfect for a little city getaway! We definitely want to come back:)