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Check prices for these dates

Next weekend
May 9 - May 11
In two weeks
May 16 - May 18
In one month
May 30 - Jun 1
In two months
Jun 27 - Jun 29

Compare 51 Condo Rentals in Orient with updated reviews, rates, and availability.

Montauk Mansion INDOOR + OUTDOOR POOLS
Interior

Montauk Mansion INDOOR + OUTDOOR POOLS

9.6 out of 10, Exceptional, (90)
"Beautiful location, resort and spotless."
Montauk Mansion INDOOR + OUTDOOR POOLS
Driftwood Resort
Apartment, 1 Bedroom | Private kitchen | Fridge, microwave, cookware/dishes/utensils

Driftwood Resort

3.5 star property
9.0 out of 10, Wonderful, (216)
"Beautiful property would definitely stay there again. Loved the ease of communication via text and for check-in and check out. Perfectly clean, beautifully decorated accommodations. Will definitely stay here again."
The price is $162
includes taxes & fees
$142 per night
May 7 - May 8
Driftwood Resort
Mystic Refuge w/ Patio < 1 Mi to Downtown!
Fridge, microwave, stovetop, dishwasher

Mystic Refuge w/ Patio < 1 Mi to Downtown!

9.8 out of 10, Exceptional, (30)
"It was a great stay! We were even offered to check in early! Everything was great! "
Mystic Refuge w/ Patio < 1 Mi to Downtown!
Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound
Interior

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

9.4 out of 10, Exceptional, (32)
"Great stay"
The price is $610
includes taxes & fees
$534 per night
May 26 - May 27
Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound
Book by April 30th - Receive a 15% Credit! Great Location! Beach Parking Pass!!
Terrace/patio

Book by April 30th - Receive a 15% Credit! Great Location! Beach Parking Pass!!

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."
Book by April 30th - Receive a 15% Credit! Great Location! Beach Parking Pass!!
Newly Renovated Montauk Oceanfront Condo- steps to Beach, Fishing, Golf, & Town!
On the beach

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

9.8 out of 10, Exceptional, (85)
"Phenomenal view of the sea shore and modern amenities. "
Newly Renovated Montauk Oceanfront Condo- steps to Beach, Fishing, Golf, & Town!
Waterfront Condo C204 At The Cliffside Resort With Amazing Water & Sunset Views
Property grounds

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

10.0 out of 10, Exceptional, (73)
"Very clean, very cozy, very convenient location. Great view."
Waterfront Condo C204 At The Cliffside Resort With Amazing Water & Sunset Views
Beachside Bliss at Montauk's Surf Club - 2BR Condo with Resort Amenities!
Outdoor dining

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"
The price is $601
includes taxes & fees
$526 per night
May 1 - May 2
Beachside Bliss at Montauk's Surf Club - 2BR Condo with Resort Amenities!
The Saltbox - Watch Hill's Award-Winning Waterfront Retreat.
Property grounds

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

10.0 out of 10, Exceptional, (2)
"Great stay!"
The Saltbox - Watch Hill's Award-Winning Waterfront Retreat.
Spectacular Montauk Sunset in Gated Community - Perfect for Families!
Smart TV, books

Spectacular Montauk Sunset in Gated Community - Perfect for Families!

3.5 star property
10.0 out of 10, Exceptional, (10)
"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!
Brand New Waterfront - Chic & Sophisticated
Terrace/patio

Brand New Waterfront - Chic & Sophisticated

9.0 out of 10, Wonderful, (2)
"This condo was perfect for our Labor Day vacation. Great location. Easy access to beaches and restaurants. Clean and perfect size for our family of 4. We will certainly return. Steve the host was extremely responsive and answered all my questions."
Brand New Waterfront - Chic & Sophisticated
Amazing Location 2-bedroom Townhouse - Sleeps 8
Dining

Amazing Location 2-bedroom Townhouse - Sleeps 8

10.0 out of 10, Exceptional, (22)
"Had an amazing stay at this property, very clean and very close to the beach! Could walk into town and the check in process was seamless Definitely would come back"
Amazing Location 2-bedroom Townhouse - Sleeps 8
Updated Modern Waterfront condo with private beach, pool, tennis, pier & more.<br>
Smart TV, DVD player, books, stereo

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

10.0 out of 10, Exceptional, (51)
"Beautiful apartment ! We had such a great time. Everything was perfect."
Updated Modern Waterfront condo with private beach, pool, tennis, pier & more.<br>
Available for Fall Winter and Spring monthly rental, incredible Ocean View. .
Property grounds

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

10.0 out of 10, Exceptional, (43)
"Wonderful property!"
Available for Fall Winter and Spring monthly rental, incredible Ocean View. .
SUMMER 2025 GETAWAY!! Great rates and Beach Parking included!!
Exterior detail

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

9.6 out of 10, Exceptional, (39)
"This is my third time staying at this property I love it here it's such a wonderful spot beautiful beaches, restaurants, stores,and tons of things to do. Everything in walking distance. Short drive to watch Hill beach."
SUMMER 2025 GETAWAY!! Great rates and Beach Parking included!!
Serene Montauk Condo with Stunning Bay View and Pool
Sun loungers, beach towels

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
PERFECT, BEAUTIFULLY NEWLY DESIGNED 1,000 FT. MONTAUK OCEANFRT 3-LEVEL TOWNHOUSE
On the beach, sun loungers, beach towels

PERFECT, BEAUTIFULLY NEWLY DESIGNED 1,000 FT. MONTAUK OCEANFRT 3-LEVEL TOWNHOUSE

9.8 out of 10, Exceptional, (68)
"Wonderful location and place to stay."
PERFECT, BEAUTIFULLY NEWLY DESIGNED 1,000 FT. MONTAUK OCEANFRT 3-LEVEL TOWNHOUSE
Condo on the Sound w/Beautiful Sunsets!
Fridge, microwave, oven, stovetop

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!
Winter Rental Available Immediately ~ Penthouse stunning Ocean and Bay Views
Property grounds

Winter Rental Available Immediately ~ Penthouse stunning Ocean and Bay Views

10.0 out of 10, Exceptional, (24)
"I recomend this stay. It was perfectly located overlooking the main street and the ocean."
Winter Rental Available Immediately ~ Penthouse stunning Ocean and Bay Views
Bright Condo only a short walk to 3 private beaches
Property grounds

Bright Condo only a short walk to 3 private beaches

Bright Condo only a short walk to 3 private beaches
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
Front of property - evening/night

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1167)
"excellent overall stay"
The price is $192
includes taxes & fees
$168 per night
May 13 - May 14
Montauk Manor
Montauk Oceanside Suites
Apartment | Private kitchen | Fridge, microwave, stovetop

Montauk Oceanside Suites

3.0 star property
8.6 out of 10, Excellent, (374)
"Good for a short stay "
The price is $186
includes taxes & fees
$163 per night
May 1 - May 2
Montauk Oceanside Suites
Windward Shores Ocean Resort
View from property

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (283)
"Love the ocean view from the balcony"
The price is $185
includes taxes & fees
$162 per night
May 1 - May 2
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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