Search Condo Rentals in Southold

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Compare 19 Condo Rentals in Southold with updated reviews, rates, and availability.

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

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
Relaxing water front newly renovated condo
Private kitchen

Relaxing water front newly renovated condo

Relaxing water front newly renovated condo
nice condo
Living area

nice condo

nice condo
Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6
Pool

Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6

Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6
Breathtaking Waterfront Greenport Village Condo, private beach, pool, tennis
Outdoor dining

Breathtaking Waterfront Greenport Village Condo, private beach, pool, tennis

Breathtaking Waterfront Greenport Village Condo, private beach, pool, tennis
Million Dollar Sunsets Overlooking Bayfront Beach
Pool

Million Dollar Sunsets Overlooking Bayfront Beach

Million Dollar Sunsets Overlooking Bayfront Beach
Shelter Island Waterview Villa
Living area

Shelter Island Waterview Villa

Shelter Island Waterview Villa
Beautiful duplex townhouse in the heart of Southampton
Property grounds

Beautiful duplex townhouse in the heart of Southampton

Beautiful duplex townhouse in the heart of Southampton
Southampton Village Condo
Pool

Southampton Village Condo

Southampton Village Condo
Beautiful Waterfront Condo
Living area

Beautiful Waterfront Condo

Beautiful Waterfront Condo
Cozy, Coastal, Colorful, Cottage. Great for beach lovers and families.
Interior

Cozy, Coastal, Colorful, Cottage. Great for beach lovers and families.

Cozy, Coastal, Colorful, Cottage. Great for beach lovers and families.
Mattituck Marvel
Balcony

Mattituck Marvel

4.0 star property
Mattituck Marvel
Beautiful Beach Front 1 Bedroom Triplex
Beach

Beautiful Beach Front 1 Bedroom Triplex

Beautiful Beach Front 1 Bedroom Triplex
Water Edge Spa and Resort
Room

Water Edge Spa and Resort

Water Edge Spa and Resort
Happy Days in Hampton Bays
Living area

Happy Days in Hampton Bays

Happy Days in Hampton Bays
Southampton condo close to beach and village
Outdoor dining

Southampton condo close to beach and village

Southampton condo close to beach and village
Heaven in the Hamptons
Living area

Heaven in the Hamptons

Heaven in the Hamptons
Amagansett Beachfront Beauty
Dining

Amagansett Beachfront Beauty

4.0 star property
Amagansett Beachfront Beauty
Elegant Hamptons Hideaway w/ Path to Beach!
Quogue Vacation Rental Condo | 1BR | 1.5BA | 2 Stories | Stairs Required

Elegant Hamptons Hideaway w/ Path to Beach!

6.0 out of 10, (1)
"The property is very well located near the beach and has a nice outdoor area. It's important to know that the three spaces are separate, and the only full bathroom is on the upper floor with external stairs to reach it. Certain things were broken around the property (screen door on the 2nd floor was ripped, not all blinds functioned fully), things that should not be present at this price point."
Elegant Hamptons Hideaway w/ Path to Beach!
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 Southold

Windward Shores Ocean Resort
Property grounds

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (264)
"Stayed for the second time at Windward and have no complaints. will book again next time I'm in Montauk!"
The price is AED 464
AED 609 total
includes taxes & fees
5 Jan - 6 January 2025
Windward Shores Ocean Resort
Cliffside Resort Condominiums
Room

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (207)
"Stove it’s not efficient and refrigerator blocked with the corner of wall"
Cliffside Resort Condominiums
Gorgeous private Hamptons house with pool and volleyball court
Exterior

Gorgeous private Hamptons house with pool and volleyball court

8.4 out of 10, Very Good, (17)
"Enjoyed this house in a great location. It was perfect for attending a family wedding!"
Gorgeous private Hamptons house with pool and volleyball court
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.