Find Vacation Rentals in Oak Island

We have 21,412 properties to choose from
Oak Island
Anytime
Guests
Oak Island
Anytime
Guests

Popular Oak Island Vacation Rentals

Find the perfect Oak Island vacation rental

Resort Oak Island
from $95 per night
Resort ∙ 127 guests ∙ 3 bedrooms
4.3
Very good
Oak Island, Osceola County, Florida, United States
Details
Agoda
Details
Details
Resort Oak Island
from $203 per night
Resort ∙ 127 guests ∙ 1 bedroom
4.2
Very good
Oak Island, Osceola County, Florida, United States
Details
Agoda
Details
Details
Villa Oak Island
from $177 per night
Villa ∙ 8 guests ∙ 4 bedrooms
Oak Island, Osceola County, Florida, United States
Details
Vrbo
Details
Details
House Oak Island
from $135 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
Outstanding (1 rating)
Oak Island, Osceola County, Florida, United States
Details
HomeToGo
Details
Details
House Oak Island
from $177 per night
House ∙ 9 guests ∙ 4 bedrooms
3.8
Good (24 ratings)
Oak Island, Osceola County, Florida, United States
Details
Vrbo
Details
Details
House Oak Island
from $218 per night
House ∙ 8 guests ∙ 4 bedrooms
4.6
Excellent (59 ratings)
Oak Island, Osceola County, Florida, United States
Details
Vrbo
Details
Details
House Oak Island
from $92 per night
House ∙ 8 guests ∙ 3 bedrooms
4.2
Very good (43 ratings)
Oak Island, Osceola County, Florida, United States
Details
Vrbo
Details
Details
House Oak Island
from $111 per night
House ∙ 10 guests ∙ 4 bedrooms
4.6
Excellent (201 ratings)
Oak Island, Osceola County, Florida, United States
Details
Vrbo
Details
Details
House Oak Island
from $221 per night
House ∙ 11 guests ∙ 5 bedrooms
4.7
Excellent (66 ratings)
Oak Island, Osceola County, Florida, United States
Details
Vrbo
Details
Details
View more

Vacation rentals and apartments with air conditioning

House  Oak Island
from $145 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
Outstanding
Oak Island, Osceola County, Florida, United States
Air conditioning
Details
Vacasa
Details
Details
House  Oak Island
from $181 per night
House ∙ 10 guests ∙ 4 bedrooms
Oak Island, Osceola County, Florida, United States
Air conditioning
Details
Vrbo
Details
Details
Villa  Oak Island
from $153 per night
Villa ∙ 9 guests ∙ 4 bedrooms
3.8
Good (10 ratings)
Oak Island, Osceola County, Florida, United States
Air conditioning
Details
Vrbo
Details
Details
View more

Best vacation rentals with a balcony

House  Oak Island
from $209 per night
House ∙ 10 guests ∙ 4 bedrooms
4.6
Excellent (14 ratings)
Oak Island, Osceola County, Florida, United States
Balcony
Details
HomeToGo
Details
Details
House  Oak Island
from $202 per night
House ∙ 10 guests ∙ 5 bedrooms
4.5
Excellent (10 ratings)
Oak Island, Osceola County, Florida, United States
Balcony
Details
HomeToGo
Details
Details
House  Oak Island
from $217 per night
House ∙ 11 guests ∙ 5 bedrooms
4.2
Very good (68 ratings)
Oak Island, Osceola County, Florida, United States
Balcony
Details
Vrbo
Details
Details
View more

Cabins and Homes With Fireplaces

House  Oak Island
from $183 per night
House ∙ 12 guests ∙ 5 bedrooms
4.7
Excellent (35 ratings)
Oak Island, Osceola County, Florida, United States
Fireplace
Details
Vacasa
Details
Details
House  Oak Island
from $273 per night
House ∙ 20 guests ∙ 8 bedrooms
3.8
Good (34 ratings)
Oak Island, Osceola County, Florida, United States
Fireplace
Details
Vacasa
Details
Details
House  Oak Island
from $211 per night
House ∙ 12 guests ∙ 5 bedrooms
4.7
Excellent (35 ratings)
Oak Island, Osceola County, Florida, United States
Fireplace
Details
Vrbo
Details
Details
View more

Frequently Asked Questions

How much does it cost to stay in Oak Island?

In Oak Island, vacation rentals start at $71 per night.

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

Tripping.com offers great selection on vacation rentals with 21,412 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

Show more
image-tag