Compare Vacation Rentals & Rent By Owner Homes in Highland Oaks, St. Petersburg, Florida, USA
About Highland Oaks Vacation Rentals
With more than 1865 Highland Oaks vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in Highland Oaks.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Highland Oaks, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in Highland Oaks. Places to stay near Highland Oaks are 559.09 ft² on average, with prices averaging US $227 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in Highland Oaks with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Frequently Asked Questions About Highland Oaks?
What are the top vacation rentals in Highland Oaks?
- Downtown! Steps to Beach Drive restaurants, shops, and gorgeous waterfront!
- (Sunny) Days of Our Lives | Includes Pool, BBQ and Bikes!
- Family and dog friendly beach cottage w/pool & grill in quaint seaside village
- Luxury Bungalow in Gulfport - Close to the Beaches
- Gulfport Historic Waterfront Art District - Walk to Dining & Beach
- Historic Waterfront District- Gulfport Florida, includes pool, grill and bikes!
- Gulfport Beach Vacation Rental, 2 Bedroom WINE CELLAR THEMED, 5 Star Beach House
- Entire Bungalow, Romantic, Comfy & Cozy! On-Site Parking, 2 Baths
- Sleepy Seahorsezzz at Beachrelaxmore -110 yards to the beach! Cute as a button!
- Ultra-cute, newly renovated modern 2/1 home
How many Rentbyowner vacation rentals are available in Highland Oaks?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 1865 in the Highland Oaks area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Highland Oaks.
Nearby Neighborhood (1)
| Neighborhood | Property Count |
|---|---|
| Lake Maggiore Shore Vacation Rentals in Florida | 1504 |
