Compare Assateague Island Villas

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Featured Villas in Assateague Island

Coastal Greens Getaway-3 BR Golf Villa. Plan now for upcoming holiday breaks!

Coastal Greens Getaway-3 BR Golf Villa. Plan now for upcoming holiday breaks!

Ocean View DE
Guests staying at this villa enjoy access to a water park, an indoor pool, and a sauna. Other amenities at this golf villa include a hot tub, an arcade/game room, and laundry facilities.
Upscale Beach & Golf Getaway At Bayside Resort

Upscale Beach & Golf Getaway At Bayside Resort

Selbyville DE
This villa features an indoor pool, an outdoor pool, and a gym. Other amenities at this family-friendly villa include a hot tub, an arcade/game room, and laundry facilities.
Come Relax in our Peaceful 3 Bedroom Twinhome just 3 miles from Beach!

Come Relax in our Peaceful 3 Bedroom Twinhome just 3 miles from Beach!

Millville DE
This villa offers a water park, an outdoor pool, and laundry facilities. This smoke-free villa also has a garden.
Entire Villa with Gorgeous Bay Views and 5 minute Walk to the Beach

Entire Villa with Gorgeous Bay Views and 5 minute Walk to the Beach

3 out of 5
Bethany Beach DE
At this villa, guests have access to an outdoor pool, laundry facilities, and barbecue grills.
Bayside Resort - 5 Bdrm/3.5 Bath w Backyard Pond - Pools Kayaks Beach Golf

Bayside Resort - 5 Bdrm/3.5 Bath w Backyard Pond - Pools Kayaks Beach Golf

Selbyville DE
This villa features a gym and laundry facilities.
4 Mi to Bethany Beach: Sunny Escape w/ Porches!

4 Mi to Bethany Beach: Sunny Escape w/ Porches!

3.5 out of 5
Ocean View DE
This villa features an outdoor pool, free WiFi in public areas, and a business center. If you drive, put free parking to good use.
Updated with everything you need for family fun time, just minutes to beach!

Updated with everything you need for family fun time, just minutes to beach!

Ocean View DE
Guests staying at this villa enjoy an outdoor pool, laundry facilities, and local meal delivery service. This family-friendly villa also has barbecue grills.
Beach Getaway B - Brand new luxury 5BR/4BA Townhouse in North Ocean City, just steps from the beach.

Beach Getaway B - Brand new luxury 5BR/4BA Townhouse in North Ocean City, just steps from the beach.

2 out of 5
Ocean City MD
Guests staying at this villa enjoy a water park, a hot tub, and an arcade/game room. This family-friendly villa also has barbecue grills.
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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.

Hotel Options in Assateague Island

    Hyatt Place Ocean City / Oceanfront

    Hyatt Place Ocean City / Oceanfront

    1 16th Street Ocean City MD
    $80 nightly
    The price is $89 total per night from Dec 24 to Dec 25
    $89 total
    Dec 24 - Dec 25
    Total with taxes and fees
    9/10 Wonderful! (1,588 reviews)
    Grand Hotel Ocean City Oceanfront

    Grand Hotel Ocean City Oceanfront

    2100 N Baltimore Ave Ocean City MD
    $61 nightly
    The price is $69 total per night from Jan 7 to Jan 8
    $69 total
    Jan 7 - Jan 8, 2026
    Total with taxes and fees
    9/10 Wonderful! (3,352 reviews)
    Hilton Garden Inn Ocean City Oceanfront

    Hilton Garden Inn Ocean City Oceanfront

    2800 Baltimore Ave Ocean City MD
    $73 nightly
    The price is $82 total per night from Jan 1 to Jan 2
    $82 total
    Jan 1 - Jan 2, 2026
    Total with taxes and fees
    9/10 Wonderful! (1,102 reviews)

Luxury Villas

Book luxury villas in Assateague Island
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Assateague Island. Villas, with their thoughtful layout and elegant décor, let you travel in style. They come in a variety of sizes and offer a great experience, whether you’re traveling on your own or with a group of friends. Orbitz has fantastic deals on villas in Assateague Island, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in Assateague Island
You won’t have a problem finding your own space in Assateague Island. If you’re traveling in a group, go for a three-bedroom or larger villa; separate bedrooms can make it that much easier to keep the peace, especially when you’re all staying in one house. You can also explore Assateague Island on your own and use a one-bedroom villa as your home base.

A top-end villa experience in Assateague Island rivals that of a luxury resort. Float in a swimming pool with an elaborate mosaic bottom, work out in your own gym, and let the daily housekeeping staff clean up after you while a private chef whips up one delicious meal after another. This is the life!

Assateague Island Villas essential information

Accommodation
9 Villas
Lowest Price
$69
Highest Price
$89
Popular accommodation
Coastal Greens Getaway-3 BR Golf Villa. Plan now for upcoming holiday breaks!, Upscale Beach & Golf Getaway At Bayside Resort, Come Relax in our Peaceful 3 Bedroom Twinhome just 3 miles from Beach!, Entire Villa with Gorgeous Bay Views and 5 minute Walk to the Beach, Bayside Resort - 5 Bdrm/3.5 Bath w Backyard Pond - Pools Kayaks Beach Golf, 4 Mi to Bethany Beach: Sunny Escape w/ Porches!, Updated with everything you need for family fun time, just minutes to beach!, Beach Getaway B - Brand new luxury 5BR/4BA Townhouse in North Ocean City, just steps from the beach.

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