Apartment holiday rentals in Amagansett

Mark's place was exactly what I was looking for to ring in the New Year in style, comfort and complete relaxation! I was able to start each day with a quiet cup of coffee and then head directly to the beach for a long morning walk (just a short drive away). Montauk Manor is an absolute hidden gem for a winter break and the indoor pool and hot tub are a rare find in the Hamptons. Check-in/out could not have been any easier and the Manor staff are wonderfully welcoming and friendly. There were still a good number of local shops open, including Left Hand Coffee. 100% recommend for all seasons and will eagerly book again!

We had a great stay at Julie’s place. There was a slight hiccup with check-in times but Julie was very communicative and sorted it out promptly. The place itself was great, beautiful waterfront views and a private beach. The weather wasn’t the best but we still made the most of it. The apartment was compact but big enough for 4 adults.

We loved Montauk - low key, wild and upmarket at the same time. This apartment was perfect, super quiet yet near everything and loved seeing wild deer from the terrace

We had a great time at Julie’s place. Would love to visit again…perhaps in the Fall. Loved the balcony overlooking the Sound. Julie was very responsive to my questions. She got back to me immediately. I would highly recommend Julie’s home!

We had a great time at Adam’s place! The apartment was cozy, clean, and comfortable — perfect for a relaxing getaway. It’s just a quick 5-minute drive to Sag Harbor, which made it super convenient.

We had a great stay! Instructions were clear and the home had everything we needed.

Really liked the place but our reservation didn’t end up getting entered into the Cliffside system - so I had to call the after hours emergency service to get the code to get in. Not a huge deal but a little scary,

Just had a wonderful stay at Robert’s place! The place was impeccably clean, and Robert was incredibly responsive and friendly throughout our visit. While the manor has a charmingly vintage vibe and could use a bit of modernization, we truly enjoyed our time there. The warmth of the atmosphere made it feel like a home away from home. We recommend for anyone looking for a cozy getaway!

Picture perfect! Newly updated accommodations with all the comforts of home. Extremely clean and very well managed. The view from this place is incredible. The perfect oasis in Montauk. Khrisna was extremely responsive and accommodating in our needs. Will definitely be back again!

Perfect spot for a Montauk getaway. Walking distance to everything dockside has to offer, great pool and lounge chairs on the property, very simple check-in via code with the front desk. Nick was kind and communicative our whole stay. We’ll be coming back!

We very much enjoyed our stay at the Cliffside for our wedding weekend! Alice was very flexible with us, which we appreciated because getting married is chaotic enough LOL. Would highly recommend staying here. The unit was spotless and had a wonderful view. We could not have asked for a better stay!

Great stay for a quick weekend getaway! Highly recommend as you are right by the beach, Montauk's downtown, and have access to a pool area.

Amazing location. Very clean. The place was bigger than expected. Angela was a great host. Will come back for sure !

Our second time renting a condo at Rough Riders in Montauk. Contrary to the name, there is nothing rough about this picturesque location with unobstructed views of the ocean, pier and wonderful wildlife everywhere. The condo we rented Sept 30 -Oct 2, 2023 has a well appointed kitchen with new amenities, including a pot filler faucet over the stove! Pristine/clean condo and lovely deck for lounging w/ book and coffee. The couch is very comfortable and the master bedroom has plenty of closet and bureau space for longer stays. The 2nd bedroom has bunkbeds so not ideal for two couples but perfect for small families. The television was a little tricky (if you bring tv-loving kids). Not walkable to downtown but theres at least one restaurant/bar just outside the entry to this gated community. Short drive to shops/restaurants in downtown Montauk. Horse lovers call Deep Hollow Ranch in advance to book truly memorable trail rides. Enjoy!!

George was a wonderful host , so available and willing to help with local knowledge and suggestions. The Condo is beautiful with a stunning sea view and plenty of amenities. I would definitely recommend this place to all .

Terrific condo, very communicative and friendly host, and easy check in and check out. Would recommend to everyone!

I had such an amazing stay at Diamondos place! I stayed for three weeks and fell in love with it. Her place is EXACTLY like the photos she provides. She was a very pleasant host and responded very quickly. This place is located in a very nice and quiet condominium community with a pool, tennis courts, and even chairs by the water! My favorite part was sitting on the large patio and watching the sunsets and deer! I would highly recommend this place as it is exactly as the listing.

if you are looking for private, quiet, tranquil, beautiful, relaxing stay. This is the place. Private beach with comfy chairs, umbrellas, amazing pool and views, felt like a nature preserve. Walk to town. Apartment was great. I'll be back

Had an amazing stay! Cannot wait to come back!

Very clean apartment! Easy check in/check out. Had a nice stay!

John and Cathy are amazing hosts. This was our second consecutive summer stay in their condo and it does not disappoint. The place and the amenities they provide are amazing and they are a wonderful couple who respects your privacy but are there for anything you need. I recommend anyone to stay here and know they would want to return. Thank you John and Cathy for making our second summer with you a fantastic vacation!

I cannot say enough good things about Michael's place. He was amazingly responsive and incredibly generous in how well-equipped the space is - everything is luxurious and the fridge is stocked! For as nice as it looks in the photos, it is even larger, brighter and more welcoming in person.

This unit is part of a resort so if you book this, contact them directly via phone to manage the reservation vs relying on Airbnb. That said, everything was seamless once we got to the resort. We arrived earlier than the check-in time, but the front desk allowed us to access the unit. It was well-appointed, we had everything we needed for a comfortable stay. The pictures may not show it, but it is a compact 3-bedroom unit - the bedrooms/bathrooms run smaller than the average but are sufficient to fit 7 people. The living room though is very spacious and you also have a sweeping wraparound deck that gives you great views of the beach, with ample deck chairs and umbrellas for lounging. The best part is that it literally is a stone's throw away from the beach, and there's an attendant that will provide beach towels, umbrellas and chairs. Parking in front of the unit is limited, so you may have to walk further to get to the big parking lot (the unit is on the edge of the resort).

This was my second time at Susan’s. The location on the bay with the beautiful views and sparkling clean pool will bring me back again. The house is always extremely clean and comfortable. Great location to walkable Rumba’s Restaurant. Susan is very reachable and a pleasure to rent from. I highly recommend it.