Villa holiday rentals in Long Island
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Top-rated villa rentals in Long Island
Guests agree: These villas are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Long Island villa rentals
Private villa rentals
Villa in Rocky Point
4.5 out of 5 average rating, 40 reviewsBeautiful Home near Long Island Sound
27 Feb – 6 Mar
Villa in Bridgeport
5.0 out of 5 average rating, 4 reviewsIndulge in Prime Luxury 3BR 3-7 Guest
26 Dec – 2 Jan
Villa in Norwalk
4.78 out of 5 average rating, 9 reviewsCottage in Silvermine: Norwalk New Canaan Wilton
14–21 Oct
Villa in West Orange
3.33 out of 5 average rating, 3 reviewsBeautiful Sun Drenched Villa
5–12 Nov
Villa in Monroe
4.63 out of 5 average rating, 52 reviewsEnchanting Lake Lodge w/ Turn-of-the-Century Charm
24–31 Mar
Villa in Monroe
4.8 out of 5 average rating, 54 reviewsAwesome Country Retreat - 4BR - Private & Peaceful
15–22 Nov
Villa in Bridgeport
4.46 out of 5 average rating, 13 reviewsCheerful 3-bedroom vacation home with fire pit
28 Feb – 7 Mar
Luxury villa rentals
Villa in East Quogue
5.0 out of 5 average rating, 12 reviewsFarm reserve sunset views
14–21 Jul
Villa in Waterford
5.0 out of 5 average rating, 7 reviewsSpacious Waterfront Getaway
1–8 Oct
Villa in Secaucus
4.63 out of 5 average rating, 46 reviewsMansion Experience by Manhattan/Metlife Stadium
10–17 Aug
Villa in Medford
New place to stayTranquil Escape: 4BR Retreat with Pool Bliss!
27 Feb – 6 Mar
Villa in Sag Harbor
Gorgeous Sag Harbor Oasis ~ ♛Royal Beds ~ Backyard
28 Feb – 7 Mar
Villa in Waterford
41° N Waterfront Deep Water Dock access LI Sound
22–29 Jan
Villa in Fire Island
Bay Front Villa Cabana House w/Direct Pool Access
7–14 Apr
Room in Orient
4.89 out of 5 average rating, 9 reviewsSpend the weekend at the beach in my studio grd fl
29 May – 5 Jun
Villa rentals with a pool
Villa in Hampton Bays
5.0 out of 5 average rating, 11 reviewsPicturesque 5-bedroom Hamptons villa with pool
14–21 Jan
Villa in Putnam Valley
5.0 out of 5 average rating, 11 reviewsBird Haven Farmhouse: Luxury Villa Living w/ Pool.
20–27 Jun
Villa in Southampton
4.94 out of 5 average rating, 16 reviewsChic 4 Bed, 3 Bath Home w/ Pool - Walk to Beach
14–21 Jan
Villa in Quogue
4.86 out of 5 average rating, 14 reviewsCheerful 5-bedroom Hamptons home
31 Dec – 7 Jan
Villa in Garrison
4.95 out of 5 average rating, 98 reviewsSerene and Peaceful - Surrounded by Nature
18–25 Apr
Villa in Yorktown Heights
4.86 out of 5 average rating, 7 reviews* Victorian Farmhouse with Large Pool: Near Town
25 Oct – 1 Nov
Villa in Southold
4.97 out of 5 average rating, 29 reviewsNorth Fork Hideaway
12–19 Jun
Villa in Southampton
4.75 out of 5 average rating, 4 reviewsPrivate & Tranquil 1.03 Acre House
11–18 Jul
Destinations to explore
- New City Holiday rentals
- Newark Holiday rentals
- Montauk Holiday rentals
- Hoboken Holiday rentals
- New Haven Holiday rentals
- Jersey Shore Holiday rentals
- Washington Holiday rentals
- Philadelphia Holiday rentals
- New York Holiday rentals
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- The Hamptons Holiday rentals
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- Villa rentals New York
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- Mansion rentals Long Island
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