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Vacation Rentals in Long Island

See all Vacation Rentals in Long Island
$128
Montauk Manor

Montauk Manor

3.5 out of 5.0 236 Edgemere St., Montauk, NY
5/5
(3 Reviews)
This Tudor condo resort features 3 outdoor tennis courts, an indoor pool, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour fitness center and perks like free self parking and a free area shuttle.
$187
Breakers Montauk

Breakers Montauk

3.0 out of 5.0 769 Old Montauk Highway, Montauk, NY
An outdoor pool, free self parking, and wedding services are featured at this condo. WiFi in public areas is free. A coffee shop, a terrace, and a garden are also on offer.
$177
The Montauk Soundview

The Montauk Soundview

3.0 out of 5.0 6 Soundview Drive, Montauk, NY
5/5
(1 Reviews)
An outdoor pool, free self parking, and barbecue grills are featured at this condo. WiFi in public areas is free. A picnic area and luggage storage are also provided.
$215
The Surf Club

The Surf Club

3.5 out of 5.0 20 Surfside Avenue, Montauk, NY
5/5
(2 Reviews)
An outdoor pool, free self parking, and laundry facilities are featured at this condo. WiFi in public areas is free. A terrace, a picnic area, and luggage storage are also on offer.
$1,469
Driftwood Resort

Driftwood Resort

3.5 out of 5.0 2178 Montauk Highway, Montauk, NY
4.5/5
(2 Reviews)
A private beach and a fitness center are featured at this smoke-free condo. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. A terrace, luggage storage, and laundry facilities are also on offer.
$195
The Ocean Colony Beach & Tennis Club

The Ocean Colony Beach & Tennis Club

3.0 out of 5.0 2004 Montauk Highway, Amagansett, NY
5/5
(1 Reviews)
An outdoor pool is featured at this apartment, along with free WiFi in public areas and laundry facilities.
Beach Plum Resort

Beach Plum Resort

3.0 out of 5.0 779 Old Montauk Highway, Montauk, NY
An outdoor pool, free self parking, and barbecue grills are featured at this condo. WiFi in public areas is free. A terrace and a garden are also provided.
$138
Windward Shores Ocean Resort

Windward Shores Ocean Resort

3.0 out of 5.0 2062 Montauk Highway, PO Box 7031, Amagansett, NY
4/5
(3 Reviews)
This apartment's 2 outdoor tennis courts and seasonal outdoor pool are among the featured amenities. WiFi in public areas is free. A terrace, a garden, and laundry facilities are also on offer.
$134
Born Free Suites by the Sea

Born Free Suites by the Sea

3.0 out of 5.0 115 South Emerson Avenue, Montauk, NY
This condo features free WiFi in public areas, a picnic area, and barbecue grills.
Villa Lona - Gorgeous Villa With Fantastic Pool

Villa Lona - Gorgeous Villa With Fantastic Pool

3.0 out of 5.0 5 White Pine Rd, East Hampton, NY
An outdoor pool is featured at this cottage, along with a garden and luggage storage. Barbecue grills are provided for your convenience.
Villa Gavin

Villa Gavin

3.5 out of 5.0 23 Scotch Mist Lane, Southampton, NY
An outdoor pool is available at this cottage.
$195
The Drake Inn

The Drake Inn

2.0 out of 5.0 16 Penny Lane, Hampton Bays, NY
An outdoor pool, free self parking, and barbecue grills are featured at this cabin. WiFi in public areas is free. A garden, a picnic area, and luggage storage are also on offer.
$280
Cliffside Resort Condominiums

Cliffside Resort Condominiums

3.0 out of 5.0 61475 Route 48 (North Road), Greenport, NY
5/5
(1 Reviews)
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this condo. WiFi in public areas is free. A terrace, a picnic area, and barbecue grills are also on offer.
Ocean Dunes at Amagansett

Ocean Dunes at Amagansett

2.5 out of 5.0 379 Bluff Rd, Amagansett, NY
An outdoor pool, free self parking, and laundry facilities are featured at this apartment. WiFi in public areas is free. A terrace, a picnic area, and barbecue grills are also on offer.
Villa El Sueño

Villa El Sueño

3.5 out of 5.0 28 Clamshell Ave, East Hampton, NY
An outdoor pool, free parking, and laundry facilities are featured at this villa. A terrace, a garden, and a free grocery shopping service are also on offer.
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The Best Way to Find your Vacation Rentals in Long Island

How cheap can a vacation rental in Long Island be?

You can find vacation rentals in Long Island for as low as $128 per night.

How do you look for the best vacation rental deals in Long Island with Travelocity?

Travelocity provides the best vacation rental deals in various locations throughout Long Island so you can create the perfect plan for you. You can search and filter by type of property, amenities, neighborhood, price range, number of bedrooms, and more.

Are cancellations free on vacation rentals with Travelocity?

Each vacation rental has its own cancellation policy. It’s essential to understand the terms of your agreement before booking. Most rentals in Long Island can be canceled for free when notifying the property before the cancellation deadline.

What types of vacation rentals are available in Long Island?

Short term rentals come in all shapes and sizes. Choose from properties for a wide range of budgets and types of holidays. Families, couples, outdoor adventurers, and leisure travelers alike will find the perfect place for them. Check out our Long Island vacation apartments to get started building your trip.

What are the benefits of booking a short-term rental in Long Island?

Whether it’s for a summer getaway, a winter excursion, or a routine business trip, Long Island vacation homes are often an excellent choice. You can enjoy group vacations with short term rentals to fit your party size. You might take a romantic weekend for two or plan a family reunion, and all stay under one roof. The options are endless, and you can find them on Travelocity.

Why is Travelocity the best site to find your vacation rental in Long Island?

With Travelocity, all your travel needs are taken care of in one convenient platform. We offer fantastic deals on our large selection of vacation rentals to get you the most savings and rewards back on every booking. Save more when you bundle bookings together, including car rentals, flights, and activities. Here, you can build custom Long Island vacations.

How to cancel your vacation rental with Travelocity?

To cancel your vacation rental, contact the property manager. You can find their contact information in the ‘Itinerary’ section of your Travelocity account. Most properties receive a full refund when you cancel before the cancellation deadline. Policies vary by property, so it’s important to understand the terms before booking. For more information, visit our customer service portal.


*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.