Orlando Vacation Homes for Sale

Most people only know Orlando, Florida as the Theme Park Capital of the World. But The City Beautiful, as it’s also known as, offers much more including affordable living, a vibrant arts scene, plentiful shopping, spas, golf, dining, outdoor adventures and nightlife for residents and visitors to enjoy. The wonderful Orlando vacation homes for sale place residents at the center of it all!

For those wishing to buy a second home to use as a vacation home or for investment income, Orlando is an excellent choice. Sales taxes are low, and there are no state income taxes. Orlando is also home to the University of Central Florida, which is the largest university in the United States by undergraduate enrollment.


Check out the available Orlando vacation real estate listings below, or continue reading to learn more about the many wonderful holiday communities found in the city!


Search Orlando Real Estate Listings

9291 POINT CYPRESS DR,

9291 Point Cypress Dr, Orlando

1215147062
Welcome to Entrelagos, an extraordinary estate located on a private peninsula between Lake Sheen and Lake Tibet on the prestigious Butler Ch …more
$25,000,000
Sold
9225 LAKE MABEL DR,

9225 Lake Mabel Dr, Orlando

913115652
This Palatial & Private Estate is an Architectural Masterpiece by Master Builder, Victoria Martoccia, & 2010’s Parade of Homes High End Cu …more
$12,500,000
9236 BAY POINT DR,

9236 Bay Point Dr, Orlando

61097642
Constructed to seamlessly blend the best of old-world design and contemporary elegance, this BRAND NEW lakefront home exudes an air of sophi …more
$6,675,000
13337 KIRBY SMITH RD,

13337 Kirby Smith Rd, Orlando

5896092
Live the dream on Lake Hart. Minutes away from Disney World’s future 60-acre campus, Lake Nona Medical City, Orlando International Airport, …more
$6,200,000
8506 LAKE NONA SHORE DR,

8506 Lake Nona Shore Dr, Orlando

5777402
Pre-Construction. To be built. Currently under construction by DeVoe Custom Homes, this stunning two-story estate offers unparalleled privac …more
$5,995,000
9011 MAYFAIR POINTE DR,

9011 Mayfair Pointe Dr, Orlando

610120002
The epitome of all things luxury, this 12,000 sq.ft. Akers Custom Homes estate features 6 bedrooms, 6/4 bathrooms, 4-car PLUS golf cart gara …more
$5,795,000
5434 OSPREY ISLE LN,

5434 Osprey Isle Ln, Orlando

57106762
ULTRA PRIVATE LUXURY ESTATE ON THE BUTLER CHAIN! This astonishing, custom-built 10,676 SqFt home features 5 bedrooms, 6/1 bathrooms, a split …more
$5,450,000
Sold
10212 CARTHAY DR,

10212 Carthay Dr, Orlando

5755002
One-of-kind, must see opportunity to own one of 298 homes inside Disney World on land purchased by Walt Disney. Every upgrade and option im …more
$5,400,000
Sold
9209 CROMWELL PARK PL,

9209 Cromwell Park Pl, Orlando

610107732
Seller has suddenly been relocated! Stunning. Grand. Exquisite. Timeless. These are the words to describe this luxurious, impeccably-maintai …more
$4,300,000
7625 CLARCONA OCOEE RD,

7625 Clarcona Ocoee Rd, Orlando

2257302
Beautiful Property consists of 4 Connected parcels for a total 58.81 +/- Acres. Mostly cleared pasture land. Current zoning A-1 Currently ha …more
$4,000,000
9186 BAY POINT DR,

9186 Bay Point Dr, Orlando

4541672
Stunning One Story home perfectly positioned along the shores of Lake Tibet on the Butler Chain of Lakes. This exquisite residence is locate …more
$3,990,000
5378 BAY SIDE DR,

5378 Bay Side Dr, Orlando

4652242
The lifestyle you desire is waiting for you in this Private European Waterfront property. Featuring picturesque water views in the coveted B …more
$3,950,000

The Orlando Community

Orlando’s history dates back to the 1800s, when the U.S. Army established an outpost south of the current downtown during the Second Seminole War. The town later became the county seat of the new Orange County in 1856, and enjoyed status as the hub of the state’s citrus industry in the late 1800s.

Tourism became the driving force in Orlando’s economy after Walt Disney World opened in 1971. Since then, Universal Orlando, Sea World, Gatorland and other attractions have successfully attracted millions of visitors from around the globe. Health care is also a growing economic driver, with the addition of the University of Central Florida medical school and the hospitals, research facilities and other establishments located in the new Lake Nona Medical City area.

Orlando Real Estate Market

The historic core of “Old Orlando” lies along Church Street, between Orange and Garland Avenues downtown. This historic district includes the Lake Eola Heights and Thornton Park neighborhoods, which feature some of the oldest homes in the city.

There are also plenty of newer housing communities in Orlando, offering a range of options such as single family homes, townhomes, condos and condo/hotels. Short-term rentals are only allowed in condos and townhomes, with most being offered in resort-style communities located near Disney World, such as Floridays Orlando, Lake Buena Vista and Blue Heron Beach.


If you’d like more information about purchasing an Olando vacation home, contact a Team Donovan agent at 407.705.2616 or or visit us online.