136+ Rental Villas and Private Getaways in Oakland Hills |
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  2. Florida
  3. Port Charlotte - Charlotte Harbor
  4. Oakland Hills

Oakland Hills Villa Rentals

About Oakland Hills Vacation Rentals

There are more than 136 incredible getaway rentals that are available in Oakland Hills. These choices include villas, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Relax with BedroomVillas and uncover great stays in Oakland Hills.

BedroomVillas features numerous last-minute deals on villas, hotels, and rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With BedroomVillas in Oakland Hills, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the BedroomVillas vacation rentals, resorts, and Airbnb-style properties in Oakland Hills. Places to stay near Oakland Hills are 1180.19 ft² on average, with prices averaging $356 a night.

BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in Oakland Hills. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect place to stay today.

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Top Private Villas, Resorts, and Rentals in Oakland Hills

Type Count
Vacation Homes 110
Villas 12
Cottages 5

Use these Quick Filters to Find a Vacation Rental in Oakland Hills

★ Pro Tip: BedroomVillas is a luxury vacation rental website, pulling some of the top private villas and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible beach houses and holiday rentals from trusted, reliable suppliers, helping you to compare prices and locations to find the best fit for your getaway. Create lifelong memories in Oakland Hills with BedroomVillas.

Weather in Oakland Hills, FL

View the weather forecast for Oakland Hills before booking your Oakland Hills Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods


Al Lago Village 1,383 Properties

Frequently Asked Questions About Oakland Hills?

What are the top hotels or resorts in Oakland Hills?

We provide an array of great vacation destinations in Oakland Hills. If you are looking to stay in or around the Oakland Hills area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Oakland Hills:

How many vacation rentals have private pools in Oakland Hills?

We have 46 luxury villas and vacation rentals featuriung a private pool in and near Oakland Hills. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which hotel or resort in Oakland Hills is best for families?

Searching for a family-friendly getaway in Oakland Hills? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Oakland Hills?

BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2025 is over 136 in the Oakland Hills area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in Oakland Hills. 

Nearby Neighborhood (2) 
Neighborhood Property Count
White Marsh Rental Villas and Private Getaways in Florida 100
Al Lago Village Rental Villas and Private Getaways in Florida 1383

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Hotels in Oakland Hills and 122 rentals

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