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Compare 41 Condo Rentals in Orient with updated reviews, rates, and availability.

Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound

9.4 out of 10, Exceptional, (31)
"A great corner condo in the Montauk Manor. Had a wonderful weekend. The condo was clean, and a great size for 3 adults. Got to use all the facilities at the manor. Indoor pool beautiful, sauna. Great restaurant and free shuttle bus to take you to town. Just a great weekend. "
Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound

Beachside Bliss at Montauk's Surf Club - 2BR Condo with Resort Amenities!

10.0 out of 10, Exceptional, (1)
"Such a great property that was truly more than enough space. Very close to the beach and the community includes tons of perks such as free food, drinks, etc. 100% recommend"
Beachside Bliss at Montauk's Surf Club - 2BR Condo with Resort Amenities!

Mystic Refuge w/ Patio < 1 Mi to Downtown!

10.0 out of 10, Exceptional, (27)
"Ram’s place was perfect for our family of 4! It was stocked with everything we needed and super clean. The house was walking distance to downtown Mystic and only a 5 minute drive to Old Mystic Village and the aquarium. Highly recommend!"
Mystic Refuge w/ Patio < 1 Mi to Downtown!

Montauk Mansion INDOOR + OUTDOOR POOLS

9.6 out of 10, Exceptional, (88)
"Well kept unit. Easy access. Very quiet. Pool and spa area beautiful "
Montauk Mansion INDOOR + OUTDOOR POOLS

Newly Renovated Montauk Oceanfront Condo- steps to Beach, Fishing, Golf, & Town!

9.8 out of 10, Exceptional, (84)
"Everything about this condo is perfect! The views are breathtaking and condo is clean and modern. Would love to come back again. "
Newly Renovated Montauk Oceanfront Condo- steps to Beach, Fishing, Golf, & Town!

Driftwood Resort

3.5 star property
9.0 out of 10, Wonderful, (214)
"We were visiting our so. And just needed an inexpensive..relatively..place to stay….. this was quite convenient…. We had a good night sleep…took a walk to beach..had a great chat with one of the ‘beach boys’ and thought it was lovely……"
Driftwood Resort

Waterfront Condo C204 At The Cliffside Resort With Amazing Water & Sunset Views

10.0 out of 10, Exceptional, (73)
"The condo was clean and as advertised with an unbelievable view looking over the water with amazing sunsets. We were in Greenport for a Wedding and found the area full of things to do with many wineries and a fun downtown area with restaurants, bars and shopping. Highly recommend the Waterfront Condo for your next visit to Greenport. "
Waterfront Condo C204 At The Cliffside Resort With Amazing Water & Sunset Views

Available for Fall Winter and Spring monthly rental, incredible Ocean View. .

10.0 out of 10, Exceptional, (43)
"The condo was spotless on our arrival. Our host, Erich, had prepped us with all we needed in advance, and was an excellent communicator. We found a box of chocolates waiting for us on the kitchen counter when we arrived - what a nice surprise! The location is everything it seems to be in the pictures: right across the street from the old carousel and beach entrance. Lots of walkable shops and eateries nearby. We were there post-season, so Saturday and Sunday were the days when most of them were...
Available for Fall Winter and Spring monthly rental, incredible Ocean View. .

Serene Montauk Condo with Stunning Bay View and Pool

8.8 out of 10, Excellent, (17)
"Great location and even better view - Chris made the process easy from start to finish. "
Serene Montauk Condo with Stunning Bay View and Pool

Now Booking Summer 2025!!! Beach Parking Included!

9.8 out of 10, Exceptional, (9)
"Bright, cozy condo with open floor plan was the perfect size for a family of 4. The area was very quiet. Sidewalks made the short walk to the beach easy."
Now Booking Summer 2025!!! Beach Parking Included!

The Saltbox - Watch Hill's Award-Winning Waterfront Retreat.

10.0 out of 10, Exceptional, (2)
"Four friends since grade school on our annual girls getaway. The property was perfect. Excellent location. The space was beautiful with lovely touches throughout. Shopping, dining and the beach all as you stepped outside. I would highly recommend."
The Saltbox - Watch Hill's Award-Winning Waterfront Retreat.

Updated Modern Waterfront condo with private beach, pool, tennis, pier & more.<br>

10.0 out of 10, Exceptional, (51)
"This is the third summer that my husband and I have visited Montauk and it was, by far, our best week. Debra was an amazing, gracious host who clearly wants the best for her guests. The condo lived up to our expectations, and the adjoining grounds offered some beautiful views of the sunset. The complex is well situated and an easy walk into town. We would definitely come back!"
Updated Modern Waterfront condo with private beach, pool, tennis, pier & more.<br>

Winter Rental Available Immediately ~ Penthouse stunning Ocean and Bay Views

10.0 out of 10, Exceptional, (24)
"We loved the property and its location. The condo itself was spacious, clean and well equipped. The rooftop was the real winner. We travelled with little ones and were able to put them to bed and then enjoy the rooftop. Thanks!"
Winter Rental Available Immediately ~ Penthouse stunning Ocean and Bay Views

Brand New Waterfront - Chic & Sophisticated

9.0 out of 10, Wonderful, (2)
"A few things wrong like no light in bathroom. Needed bulbs.Received them. One bedroom light not working. Handle fell of going out to deck. "
Brand New Waterfront - Chic & Sophisticated

SUMMER 2025 GETAWAY!! Great rates and Beach Parking included!!

9.6 out of 10, Exceptional, (39)
"Perfect week. Everyday was a beach day. Provided Beach pass was fabulous. Condo was a perfect size for 3. Clean. Convenient walk to beach, restaurants and ice cream."
SUMMER 2025 GETAWAY!! Great rates and Beach Parking included!!

Condo on the Sound w/Beautiful Sunsets!

10.0 out of 10, Exceptional, (2)
"The condo was great and perfect for a getaway! Erica was very responsive and this was a great waterfront stay. Thanks, Erica!"
Condo on the Sound w/Beautiful Sunsets!

Bright Condo only a short walk to 3 private beaches

Bright Condo only a short walk to 3 private beaches

Spectacular Montauk Sunset in Gated Community - Perfect for Families!

3.5 star property
10.0 out of 10, Exceptional, (8)
"The place was a perfect size for our family of four - spacious living room to hang out in, and comfortable beds, wich is all we needed. All very clean, and a beautiful view to the bay. Beautiful area to visit in winter!"
Spectacular Montauk Sunset in Gated Community - Perfect for Families!

ON THE BEACH <br>2 bed 1 bath 350 feet of private beach on Misquamicut Beach

10.0 out of 10, Exceptional, (1)
"As usual, my family and I thoroughly enjoyed our stay. Looking forward to next year!"
ON THE BEACH <br>2 bed 1 bath 350 feet of private beach on Misquamicut Beach

Relaxing water front newly renovated condo

Relaxing water front newly renovated condo
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Orient

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1106)
"The King size bed was very nice to sleep on for my back "
The price is SAR 491
SAR 634 total
includes taxes & fees
10 Feb - 11 Feb
Montauk Manor

Montauk Oceanside Suites

3.0 star property
8.4 out of 10, Very Good, (361)
"I rented a room with a kitchen. And all it had was a fridge and microwave… otherwise I love it there"
The price is SAR 421
SAR 518 total
includes taxes & fees
27 Feb - 28 Feb
Montauk Oceanside Suites

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (269)
"Was a winter wonderland. Quiet and clean. Staff were very helpful and kind!"
The price is SAR 494
SAR 645 total
includes taxes & fees
9 Feb - 10 Feb
Windward Shores Ocean Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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