Oak Hollow
Eastport DistrictThe Villages, FL
The Village of Oak Hollow is located in the Eastport district, the newest expansion area of The Villages. The name suggests a natural oak tree setting that provides shade and character. Eastport Town Square is the nearest entertainment hub, with new dining and retail opening throughout 2026 including Lucky Goat Coffee, Oak and Stone, and Peach Valley Cafe. The Olympia recreation complex provides court sports. Oak Hollow homes represent the latest in Villages construction with current design standards. The Eastport Healthcare Center is also nearing completion, adding medical convenience to the area.
Nearby Town Squares
- Eastport
Frequently Asked Questions
Where is Oak Hollow located within the Eastport district?
Oak Hollow is in the southern end of the Eastport district, near the Village of Well Point. It is positioned between the Woodlands Championship Golf Course and Shallow Creek Golf Club, giving residents access to two championship courses by golf cart.
Does Oak Hollow have its own recreation area?
Yes. Oak Hollow Recreation opened recently with corn toss courts and community gathering spaces. For pools and additional courts, residents head to nearby Saluki Recreation or the Olympia Recreation Complex.
What golf options are near Oak Hollow?
Oak Hollow sits between the Woodlands Championship Course (par 72) and Shallow Creek Championship Golf Club (par 70). Live Oak Pitch and Putt provides a shorter game option for casual rounds or practice.
What types of homes are available for rent in Oak Hollow?
Oak Hollow features cottage homes, cottage villas, veranda homes, and three-and-four-bedroom designer and premier homes. The designer and premier homes offer the most square footage, while cottages provide a more affordable entry point.
How new are the homes in Oak Hollow?
Oak Hollow is one of the newest villages in all of The Villages, with homes built from 2024 onward. Construction continues in some sections, meaning renters may find brand-new homes with current fixtures, appliances, and floor plans.
What is the nearest entertainment or dining area to Oak Hollow?
Eastport Town Center is the nearest entertainment district with restaurants around Central Lake. Sawgrass Grove, slightly further north, offers more established dining and nightly live music at its outdoor entertainment pavilion.