Search Condo Rentals in Southold

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Check prices for these dates

Next weekend
9 Jum. I - 11 Jum. I
In two weeks
16 Jum. I - 18 Jum. I
In one month
30 Jum. I - 1 Jum. II
In two months
27 Jum. II - 29 Jum. II

Compare 18 Condo Rentals in Southold with updated reviews, rates, and availability.

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
1-bedroom timeshare at Waters Edge Resort & Spa available April 18-25, 2025
Exterior

1-bedroom timeshare at Waters Edge Resort & Spa available April 18-25, 2025

1-bedroom timeshare at Waters Edge Resort & Spa available April 18-25, 2025
Shelter Island Waterview Villa
Property grounds

Shelter Island Waterview Villa

Shelter Island Waterview Villa
nice condo
Interior

nice condo

nice condo
Elegant Hamptons Hideaway w/ Path to Beach!
1 bedroom, iron/ironing board, internet, bed sheets

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!
Million Dollar Sunsets Overlooking Bayfront Beach
Outdoor pool, a heated pool

Million Dollar Sunsets Overlooking Bayfront Beach

Million Dollar Sunsets Overlooking Bayfront Beach
Cozy, Coastal, Colorful, Cottage. Great for beach lovers and families.
Property grounds

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

Cozy, Coastal, Colorful, Cottage. Great for beach lovers and families.
Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6
Indoor pool, outdoor 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
Beach

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

Breathtaking Waterfront Greenport Village Condo, private beach, pool, tennis
Beautiful Waterfront Condo
Living area

Beautiful Waterfront Condo

Beautiful Waterfront Condo
Pools tennis gym golf pickelball
A heated pool

Pools tennis gym golf pickelball

Pools tennis gym golf pickelball
Southampton Village Condo
A heated pool

Southampton Village Condo

Southampton Village Condo
Mattituck Marvel
House, Multiple Beds (Mattituck Marvel) | Balcony

Mattituck Marvel

4.0 star property
Mattituck Marvel
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
Pool

Heaven in the Hamptons

Heaven in the Hamptons
Amagansett Beachfront Beauty
House, Multiple Beds (Amagansett Beachfront Beauty) | 4 bedrooms

Amagansett Beachfront Beauty

4.0 star property
Amagansett Beachfront Beauty
Beautiful Beach Front 1 Bedroom Triplex
Beach

Beautiful Beach Front 1 Bedroom Triplex

Beautiful Beach Front 1 Bedroom Triplex
Happy Days in Hampton Bays
Fridge, microwave, oven, stovetop

Happy Days in Hampton Bays

Happy Days in Hampton Bays
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
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 SAR 576
SAR 740 total
includes taxes & fees
4 May - 5 May
Windward Shores Ocean Resort
Cliffside Resort Condominiums
Beach nearby

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (210)
"Very beautiful location and the room unforgettable ocean view will definitely come back"
The price is SAR 652
SAR 908 total
includes taxes & fees
7 May - 8 May
Cliffside Resort Condominiums
Location and views! Located directly on Shinnecock Bay!
Smart TV

Location and views! Located directly on Shinnecock Bay!

9.2 out of 10, Wonderful, (23)
"Stay was relaxing, space was very cozy. we enjoyed our stay. "
Location and views! Located directly on Shinnecock Bay!
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.