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Best Southold holiday apartments

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Popular accommodations in Southold

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Hotel
Accommodates 7
The Montauk Soundview
Located in Montauk, 1.2 km from Gin Beach, The Montauk Soundview provides accommodation with an outdoor swimming pool, free private parking and a private beach area. With free WiFi, this 5-star hotel offers a concierge service and luggage storage space. Certain units at the property include a terrace with a sea view.Book now
from $84 per night

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Hotel
Accommodates 4
East Hampton House Resort
Situated on 5 acres of landscaped grounds, this hotel is within a 5-minute walk or less from the high-end shops and restaurants of East Hampton Village. It features an outdoor pool and a tennis court. Rooms offer full kitchenettes.Book now
from $104 per night

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Hotel
Accommodates 4
The Menhaden Hotel
Boasting a terrace, bar and views of city, The Menhaden Hotel is situated in Greenport, 41 km from Splish Splash. Featuring free bikes, the 4-star hotel has air-conditioned rooms with free WiFi, each with a private bathroom. The accommodation features a 24-hour front desk, a concierge service and luggage storage for guests.Book now
from $290 per night

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Apartment
Accommodates 4
The Ocean Dunes at Amagansett
Set in Amagansett, within 600 metres of Indian Wells Beach and 1.7 km of Atlantic Avenue Beach, The Ocean Dunes at Amagansett offers accommodation with a private beach area and free WiFi as well as free private parking for guests who drive. Situated on the beachfront, this property features a seasonal outdoor swimming pool, a terrace and barbecue facilities. The accommodation features full-day security, a concierge service and organising tours for guests.Book now
from $84 per night

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Motel
Accommodates 6
Breakers Montauk
This Montauk motel is located opposite the beach and is 750 metres to Kirk Park Beach. Free WiFi is available in the public areas and fishing is available 1.6 km away at Fort Pond.Book now
from $84 per night

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Resort
Accommodates 6
The Surf Club Resort
Situated on 8.5-acres, this Montauk, New York resort features a private 550-foot beach. A seasonal outdoor pool is available and spacious apartments offer fully equipped kitchen facilities and a balcony.Book now
from $84 per night

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Apartment
Accommodates 6
The Cliffside Resort Condominiums
With beautiful views of the sunsets over Long Island Sound, this Greenport resort features spacious grounds and a private beach. Free Wi-Fi is available in all areas.Book now
from $84 per night

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Bed and breakfast
Accommodates 3
Harbor Knoll Bed and Breakfast
Featuring pool views, Harbor Knoll Bed and Breakfast provides accommodation with a private beach area, a seasonal outdoor swimming pool and a garden, around 42 km from Splish Splash. This beachfront property offers access to a patio, free private parking and free WiFi. Guests can make use of the sun terrace or the outdoor fireplace, or enjoy views of the sea and garden.Book now
from $84 per night

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Resort
Accommodates 5
Ocean Surf Resort
Located in Montauk, a few steps from Kirk Park Beach, Ocean Surf Resort provides accommodation with a seasonal outdoor swimming pool, free private parking, a terrace and barbecue facilities. Located around 500 metres from Hither Hills State Park, the resort with free WiFi is also 500 metres away from Second House Museum. Certain rooms at the property include a balcony with a city view.Book now
from $84 per night

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House
Accommodates 7
Walk to Beach Long Island Wine Country Home!
Set in Cutchogue, 1 km from Fleet Neck Beach and 33 km from Splish Splash, Walk to Beach Long Island Wine Country Home! offers a garden and air conditioning. Free WiFi is available throughout the property and Fisherman Beach is 800 metres away.Book now
from $84 per night

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Hotel
Accommodates 5
A Wave Inn - Montauk
Located in Montauk Village this hotel is just steps from the beach and boasts an outdoor pool and rooms with a futon. The Montauk Point Lighthouse Museum is 10 minutes’ drive away.Book now
from $84 per night

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Resort
Accommodates 7
Sea Crest
Located on the oceanfront, just 7 minutes’ drive from Montauk, this Amagansett resort features an outdoor pool. Complimentary beach umbrellas and lounges are offered.Book now
from $119 per night

See all 1150 accommodations in Southold

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