Orlando Vacation Homes » East Hwy 192 Resort Area » Regal Oaks at Old Town
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Regal Oaks at Old Town Townhomes for Sale
Regal Oaks at Old Town is a gated resort of 2- to 4-bedroom vacation townhomes – villas, as UK buyers often call them – in Kissimmee, about 5 miles from Walt Disney World, where short-term rentals (STR) are allowed. Owners can rent nightly through the on-site program or another manager, or use the townhome themselves with no county limit on owner stays. The resort sits right behind Old Town Kissimmee off Hwy 192.
2 to 4
bedrooms per townhome
Nightly
rentals allowed
2
pool waterslides
Regal Oaks at Old Town Quick Facts
| Short-term rentals (STR) | Permitted – nightly rentals allowed |
| Owner usage | Unlimited (the on-site rental program may set a lower limit for units it manages) |
| Rental management | On-site rental program, a 3rd-party manager, or self-managed (fees or amenity restrictions may apply outside the on-site program) |
| Property type | Townhomes |
| Bedrooms | 2 to 4 |
| Size | About 1,290 to 1,850 sq ft |
| Year built | 2007 to 2015 |
| Gated | Yes |
| Resort area | East Hwy 192 Resort Area, Osceola County (ZIP 34746) |
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Can You Rent a Regal Oaks Townhome on Airbnb or Vrbo?
Yes. Regal Oaks allows short-term rentals, and many townhomes are rented by the night or week. Owners can use the resort's on-site rental program, list on Airbnb or Vrbo, or hire a 3rd-party manager. A short-term rental, or STR, is a home rented to vacationers for short stays instead of on a long-term lease. Many Orlando-area neighborhoods do not allow it; Regal Oaks does.
Most buyers use their townhome for a family trip or two each year and rent it the rest of the time to help cover costs, including the HOA fee.
How Much Can Owners Use Their Regal Oaks Townhome?
Unlimited. There is no county cap on owner stays at Regal Oaks. If the on-site rental program manages your unit, it may set a lower limit. Contact us for current terms. See our list of resorts by maximum owner usage to compare.
Who Manages Rentals at Regal Oaks?
Regal Oaks has an on-site rental management program, and owners may also use a 3rd-party manager or self-manage. Additional fees or amenity restrictions may apply if you go outside the on-site program, so ask about current policies before choosing a manager.
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What Are Regal Oaks Townhomes Like?
Regal Oaks townhomes were built between 2007 and 2015 with Mediterranean-style exteriors. They come in 2-, 3- and 4-bedroom layouts from about 1,290 to 1,850 square feet, most with 3 or more bathrooms. Each has a full kitchen, a family room, an in-unit washer and dryer and a screened terrace.
Typical Regal Oaks Townhome Features
- Bedrooms: 2 to 4
- Size: About 1,290 to 1,850 sq ft
- Style: Spanish/Mediterranean, two stories
- Interior: Full kitchen, dining area, family room, washer and dryer
- Outdoor: Screened terrace or patio
- Construction: Block and stucco, tile roof
What Amenities Does Regal Oaks Have?
The lakeside pool complex is the center of the resort, with waterslides, a zero-depth entry area and a large hot tub, and the clubhouse next to it has dining, a market and a fitness center. Old Town Kissimmee, with its rides, shops and restaurants, is a short walk away.
Regal Oaks Amenities
- Large resort pool
- Zero-depth entry pool area
- Two waterslides
- Large outdoor hot tub
- Pool cabanas (fees may apply)
- ZAC's Sports Bar & Grill
- Cabana Pool Bar & Grill
- On-site mini market
- Fitness center
- Tennis and pickleball courts
- Game-On Arcade
- Outdoor lounge
- Concierge desk with attraction ticket help
- Guest workstation
- Walking distance to Old Town Kissimmee
- Gated entry
Amenity access, hours and fees are set by the resort and can change. Contact us to confirm current terms before you buy.
Where Is Regal Oaks at Old Town?
Regal Oaks is at 5780 Golden Hawk Way in Kissimmee, off Holiday Trail just south of Hwy 192 and behind Old Town Kissimmee, in Osceola County (ZIP 34746). Open in Google Maps
How Far Is Regal Oaks From the Parks?
| Walt Disney World | approx. 5 miles |
| SeaWorld Orlando | approx. 7 miles |
| Epic Universe | approx. 9 miles |
| Universal Orlando | approx. 11 miles |
| Orlando International Airport (MCO) | approx. 14 miles |
Distances are straight-line miles from the resort.
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Is Regal Oaks a Good Fit for You?
- A good fit if you want a townhome near Disney with resort amenities, an on-site rental option, unlimited personal use and walkable dining and entertainment at Old Town.
- Consider other resorts if you want a private pool, a detached single-family home or space for larger groups.
Other Resorts Near Regal Oaks
- Lucaya Village Resort
- Greenpoint Kissimmee
- Melia Resort
- Villas of Somerset
- Parkway Palms Resort
- All Orlando vacation townhomes
- All East Hwy 192 area resorts
Regal Oaks at Old Town Video Tour
Video courtesy of Orlando Vacation Homes 360.
Regal Oaks at Old Town FAQ
Are short-term rentals allowed at Regal Oaks?
Yes. Owners can rent their townhomes nightly through the on-site rental program, a 3rd-party manager or on their own.
How long can owners stay in their Regal Oaks townhome?
There is no county limit on owner use. If the on-site rental program manages your unit, it may set a lower limit, so ask about current terms.
How many bedrooms do Regal Oaks townhomes have?
Townhomes have 2, 3 or 4 bedrooms, from about 1,290 to 1,850 square feet.
Is Regal Oaks gated?
Yes. Regal Oaks is a gated resort with a pool complex, waterslides, restaurants, a market and a fitness center.
What are HOA fees at Regal Oaks?
HOA fees vary by unit and change over time. Contact us to confirm current HOA and management fees for any townhome you are considering.
How far is Regal Oaks from Disney World?
About 5 miles in a straight line to the center of Walt Disney World.
Rental rules, management policies and HOA fees can change. Contact us to confirm current HOA and Management Company fees before you buy.
Buying at Regal Oaks at Old Town
The latest Regal Oaks listings appear below and update daily from the MLS – view all available Regal Oaks townhomes. To schedule a showing or ask about any home, Call/Text David Myers at 407.801.3286 or send us a message.
Photos courtesy of Regal Oaks.
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Latest Regal Oaks Listings
Fully furnished 3 Bedroom, 3.5 Bathroom Townhome located steps from the clubhouse in Regal Oaks at Old Town. This Townhome is one of only three disabled accessible units ...
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Turnkey and fully furnished 4-bedroom, 3-bathroom home in the sought-after Regal Oaks Resort community, just minutes from Old Town Kissimmee and Central Florida's major t...
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TURNKEY SHORT-TERM RENTAL INVESTMENT OPPORTUNITY. Strategically located at 2759 Corvette Lane, this fully furnished vacation home is perfectly positioned in a highly desi...
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Turnkey, fully furnished 4-bedroom, 3-bathroom vacation townhome in the highly sought-after Regal Oaks Resort—one of the closest short-term rental communities to Walt Dis...
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Welcome home to this beautifully updated fully furnished 3/2.5 property inside the highly sought-after Regal Oaks Resort, located right next to Old Town in the heart of K...
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Welcome to a truly turnkey investment in the heart of Orlando’s vacation-rental market! Nestled within the premier gated resort community of Regal Oaks at Old Town, this...
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Welcome to your own slice of Florida paradise! This beautifully furnished 4 bedroom, 3 bathroom townhome in Regal Oaks Resort Community combines the comforts of home with...
- 4 Beds
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Escape to one of the most desirable resort community with this beautifully maintained 3-bedroom, 2.5-bath townhome, and a private screened lanai with jacuzzi, creating th...
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Enjoy resort style Florida living in this fully furnished 2 bedroom, 2 bathroom lakefront townhome, just minutes from Disney World and Central Florida’s top attractions. ...
- 2 Beds
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Fully furnished and beautifully decorated 3-bedroom townhome in Regal Oaks at Old Town, a gated resort community where short-term rentals are permitted, just approximatel...
- 3 Beds
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One or more photo(s) has been virtually staged. NEW PRICE and now offering $4,000 seller concessions!! SELLER MOTIVATED!! This is a spacious 4-bedroom, 3.5-bathroom townh...
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Motivated seller! Turnkey 4BR/3.5BA End-Unit Villa in Regal Oaks Resort — Miles to Disney. Renovated and carpet-free throughout, this 4-bedroom, 3.5-bath end-unit tow...
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