Find Vacation Rentals in Oak Island

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Popular Oak Island Vacation Rentals

Find the perfect Oak Island vacation rental

House Oak Island
from $158 per night
House ∙ 10 guests ∙ 5 bedrooms

198 m² House

4.3
Very good(23 ratings)
Oak Island, Osceola County, Florida, United States
Details
Resort Oak Island
from $103 per night
Resort ∙ 127 guests ∙ 3 bedrooms

Summer Bay Orlando by Exploria Resorts

4.3
Very good
Oak Island, Osceola County, Florida, United States
Details
House Oak Island
from $168 per night
10 guests ∙ 5 bedrooms

House

5.0
Outstanding(2 ratings)
Oak Island, Osceola County, Florida, United States
Details
House Oak Island
from $156 per night
8 guests ∙ 4 bedrooms

House

5.0
Outstanding(2 ratings)
Oak Island, Osceola County, Florida, United States
Details
Villa Oak Island
from $234 per night
Villa ∙ 12 guests ∙ 5 bedrooms

353 m² Villa

4.8
Outstanding(138 ratings)
Oak Island, Osceola County, Florida, United States
Details
House Oak Island
from $245 per night
House ∙ 14 guests ∙ 6 bedrooms

279 m² House

4.7
Excellent(37 ratings)
Oak Island, Osceola County, Florida, United States
Details
House Oak Island
from $108 per night
House ∙ 6 guests ∙ 3 bedrooms

120 m² House

5.0
Outstanding(36 ratings)
Oak Island, Osceola County, Florida, United States
Details
House Oak Island
from $158 per night
8 guests ∙ 4 bedrooms

House

Oak Island, Osceola County, Florida, United States
Details
Villa Oak Island
from $206 per night
Villa ∙ 12 guests ∙ 5 bedrooms

204 m² Villa

4.8
Outstanding(88 ratings)
Oak Island, Osceola County, Florida, United States
Details
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Recommended Rentals With Pools

House  Oak Island
from $155 per night
House ∙ 10 guests ∙ 5 bedrooms

178 m² House

3.9
Good(94 ratings)
Oak Island, Osceola County, Florida, United States
Pool
Details
House  Oak Island
from $244 per night
House ∙ 8 guests ∙ 4 bedrooms

197 m² House

4.5
Excellent(54 ratings)
Oak Island, Osceola County, Florida, United States
Pool
Details
House  Oak Island
from $324 per night
House ∙ 18 guests ∙ 9 bedrooms

409 m² House

4.5
Excellent(66 ratings)
Oak Island, Osceola County, Florida, United States
Pool
Details
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Vacation rentals and apartments with air conditioning

Condo  Oak Island
from $108 per night
Condo ∙ 6 guests ∙ 3 bedrooms

120 m² Condo

4.5
Excellent(29 ratings)
Oak Island, Osceola County, Florida, United States
Air conditioning
Details
House  Oak Island
from $153 per night
12 guests ∙ 5 bedrooms

House

4.7
Excellent(45 ratings)
Oak Island, Osceola County, Florida, United States
Air conditioning
Details
Condo  Oak Island
-11%
$108
from $97 per night
Condo ∙ 6 guests ∙ 2 bedrooms

120 m² Condo

4.5
Excellent(29 ratings)
Oak Island, Osceola County, Florida, United States
Air conditioning
Details
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Pet-Friendly Homes and Apartments

House  Oak Island
from $473 per night
House ∙ 18 guests ∙ 9 bedrooms

408 m² House

4.5
Excellent(89 ratings)
Oak Island, Osceola County, Florida, United States
Pet-friendly
Details
House  Oak Island
from $388 per night
House ∙ 18 guests ∙ 9 bedrooms

408 m² House

4.5
Excellent(89 ratings)
Oak Island, Osceola County, Florida, United States
Pet-friendly
Details
House  Oak Island
from $124 per night
House ∙ 4 guests ∙ 2 bedrooms

112 m² House

4.6
Excellent(7 ratings)
Oak Island, Osceola County, Florida, United States
Pet-friendly
Details
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Frequently Asked Questions

How much does it cost to stay in Oak Island?

In Oak Island, vacation rentals start at $98 per night.

Is it possible to compare multiple vacation rentals in Oak Island?

Tripping.com offers great selection on vacation rentals with 22,804 offers currently available in Oak Island.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in Oak

Looking for the perfect vacation rental for your Oak getaway? Tripping.com’s got you covered. Whether you’re seeking a vacation home, cabin rental or cottage, Oak offers 51 affordable vacation home rentals to choose from, with far more amenities, space and comforts than the average hotel room. Select from 39 properties with high-speed WiFi Internet, 36 full with jacuzzi and pool, and homes complete with outdoor patio, great for entertaining with guests. Whatever your needs, find the perfect home rental that best matches your accommodation style and budget. For travelers planning for an extended stay, long-term lodging and corporate rentals only cost an average of $3482 a month. Save hundreds with affordable vacation rentals on Tripping.com and, in many cases, book directly online so you’re all set to go. Oak has 51 gorgeous homes with 12 pet-friendly rentals to choose from, perfect for your dog or cat. Check out our vacation rental listings now to get the latest deals, and book the right vacation home rental for you and the whole family. Feel at home wherever you are and experience an unforgettable vacation with Tripping.com. Search properties from 6 vacation rental sites in Oak where the top providers in that area are HomeAway, TripAdvisor, and HRS Holidays. There are 37 HomeAway rentals, 4 TripAdvisor short term rentals and 4 HRS Holidays vacation rentals.

Popular Day Trips Near Oak Island

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