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Check prices for these dates

Next weekend
21 Feb - 23 Feb
In two weeks
28 Feb - 2 Mar
In one month
14 Mar - 16 Mar
In two months
11 Apr - 13 Apr

Compare 25 Condo Rentals in South Jamesport with updated reviews, rates, and availability.

Endless Water Views: Your Hamptons Oasis Awaits - Book Now
The pool... or the bay? Why just pick one!?

Endless Water Views: Your Hamptons Oasis Awaits - Book Now

10.0 out of 10, Exceptional, (23)
"Great property on water with pool. Accommodations Nice and cosey."
Endless Water Views: Your Hamptons Oasis Awaits - Book Now
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
Dune Rd Westhampton Beach Oceanfront
Living area

Dune Rd Westhampton Beach Oceanfront

Dune Rd Westhampton Beach Oceanfront
Dune Road Westhampton Oceanfront

Dune Road Westhampton Oceanfront

10.0 out of 10, Exceptional, (9)
"Perfect location near everything clean and comfortable lovely folks to deal with, Rob and Gloria👍👍"
Dune Road Westhampton Oceanfront
Luxurious Waterfront Retreat: Unwind in Hamptons Paradise
Morning coffee or sunset drinks - dine alfresco right on the water

Luxurious Waterfront Retreat: Unwind in Hamptons Paradise

10.0 out of 10, Exceptional, (24)
"Had a fun time 3 days at this property. Came with my mother for her birthday and she enjoyed it as well. The Property itself is worth every penny I paid. It really helps you unwind.The Mgt is awesome as well. They are thorough and professional. Great place for a weekend getaway. Will come again. Dan"
Luxurious Waterfront Retreat: Unwind in Hamptons Paradise
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
Perfect Water Views from your Oversized Deck!
Miscellaneous

Perfect Water Views from your Oversized Deck!

Perfect Water Views from your Oversized Deck!
Million Dollar Sunsets Overlooking Bayfront Beach
Pool

Million Dollar Sunsets Overlooking Bayfront Beach

Million Dollar Sunsets Overlooking Bayfront Beach
Available due to last minute cancellation. Beautiful Dune Road Condo.
Interior

Available due to last minute cancellation. Beautiful Dune Road Condo.

Available due to last minute cancellation. Beautiful Dune Road Condo.
Shelter Island Waterview Villa
Living area

Shelter Island Waterview Villa

Shelter Island Waterview Villa
New Listing! 3 Bedroom/2 bath Oceanfront Duplex on Dune road
Outdoor dining

New Listing! 3 Bedroom/2 bath Oceanfront Duplex on Dune road

New Listing! 3 Bedroom/2 bath Oceanfront Duplex on Dune road
Seasonal Rental. Hear the waves-beach front 1.5 bdrm, access to pool/fitness/bay
Pool

Seasonal Rental. Hear the waves-beach front 1.5 bdrm, access to pool/fitness/bay

Seasonal Rental. Hear the waves-beach front 1.5 bdrm, access to pool/fitness/bay
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
Southampton Village Condo
Pool

Southampton Village Condo

Southampton Village Condo
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!
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
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
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 South Jamesport

WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
Heated 40ft saline pool and deck in separate secure fenced area with all day sun

WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr

10.0 out of 10, Exceptional, (168)
"We had a wonderful stay. The house was great and check in and check out were both easy. We definition would love to stay again."
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms
Pool

11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

9.6 out of 10, Exceptional, (31)
"The mansion is beautiful, with large rooms in the upstairs bedrooms. The 2 bedrooms in the basement were a bit small and a bit Spartan. The fireplace room had 4 remotes, none of which worked the large screen tv, and half of the bedrooms had remotes that did not work the tv's. The kitchen silverware drawer was filthy, requiring my wife to clean the draw and was the silverware. The pocket door in the kitchen was off the track (not a big issue), however it requires repairing, The lower draw in the...
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖
Open LR and Dining

Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖

10.0 out of 10, Exceptional, (98)
"Pam was very communicative prior to our stay and a welcoming host. The house was clean, centrally located, and spacious. "
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖
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.