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Best Southold holiday apartments

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Popular accommodations in Southold

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Hotel
Accommodates 6
Sound View Greenport
Set on the North Fork in Greenport, 157 km from New York City, Sound View Greenport features a seasonal outdoor pool and views of the Long Island Sound. Guests can enjoy a drink at the bar.Book now
from $165 per night

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Motel
Accommodates 6
Kenny's Tipperary Inn
A 4-minute walk from the Block Island Ferry, this Montauk hotel offers an on-site restaurant and a seasonal pool. Free WiFi is included in all guest rooms.Book now
from $99 per night

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Resort
Accommodates 6
Royal Atlantic Beach Resort
Situated on 1,200 feet of private Long Island beach, this hotel is located in Montauk, New York. It features 2 heated outdoor pools, a beach bar, and free Wi-Fi.Book now
from $126 per night

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Hotel
Accommodates 8
The Montauk Soundview
Located in Montauk, within 1.2 km of Gin Beach and 3.2 km of Fort Pond Bay Park, The Montauk Soundview provides accommodation with an outdoor swimming pool and free WiFi as well as free private parking for guests who drive. This 5-star hotel offers a private beach area and a concierge service. Certain units at the property include a terrace with a sea view.Book now
from $87 per night

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Apartment
Accommodates 4
The Ocean Dunes at Amagansett
Featuring sea views, The Ocean Dunes at Amagansett offers accommodation with a private beach area, a seasonal outdoor swimming pool and a terrace, around 600 metres from Indian Wells Beach. This beachfront property offers access to free WiFi and free private parking. The accommodation features full-day security, a concierge service and organising tours for guests.Book now
from $87 per night

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Bed and breakfast
Accommodates 2
Harbor Knoll Bed and Breakfast
Featuring sea 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 free WiFi and free private parking. Boasting family rooms, this property also provides guests with a sun terrace.Book now
from $87 per night

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House
Accommodates 8
Recently Renovated, Inviting Home in Quiet Location
Featuring pool views, Recently Renovated, Inviting Home in Quiet Location offers accommodation with free bikes and a patio, around 19 km from Montauk Point Lighthouse. This holiday home has a private pool, a garden, barbecue facilities, free WiFi and free private parking. The property is non-smoking and is set 28 km from Second House Museum.Book now
from $87 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 $87 per night

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Motel
Accommodates 2
Shorewood Inn
Set in Jamesport, within 2.1 km of South Jamesport Beach and 14 km of Splish Splash, Shorewood Inn offers accommodation with a garden and free WiFi throughout the property as well as free private parking for guests who drive. Boasting a concierge service, this property also provides guests with a barbecue. Guests can have a drink at the snack bar.Book now
from $90 per night

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Hotel
Accommodates 8
The Roundtree, Amagansett
Located in the Village of Amagansett, Town of East Hampton, The Roundtree, Amagansett features free bikes, garden, BBQ facilities, and free WiFi. Free Private Parking is available at the property.Book now
from $395 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 $87 per night

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Bed and breakfast
Accommodates 4
The Huntting Inn
Offering a bar and garden view, The Huntting Inn is located in East Hampton, 2.2 km from Egypt Beach and 2.5 km from Wiborg Beach. There is an on-site restaurant, plus free private parking and free WiFi are available. The bed and breakfast provides wellness packages and a housekeeping service.Book now
from $287 per night

See all 1136 accommodations in Southold

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