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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!

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FEATURED
Active 5310 Faywood Ct, ORLANDO

$899,950

▼ $75,050 TURNBURY WOODS

5310 Faywood Ct, ORLANDO

4 Beds 3 Baths 3,706 SqFt Single Family Residence MLS® # S5076940
FEATURED
Active 6165 Carrier Dr 1303, ORLANDO

$174,950

▼ $10,050 ENCLAVE AT ORLANDO

6165 Carrier Dr 1303, ORLANDO

2 Beds 2 Baths 583 SqFt Condo - Hotel MLS® # S5072832
FEATURED
Active 6165 Carrier Dr 3412, ORLANDO

$139,950

ENCLAVE AT ORLANDO

6165 Carrier Dr 3412, ORLANDO

1 Bed 1 Bath 408 SqFt Condo - Hotel MLS® # S5077721
Active 9291 Point Cypress Dr, ORLANDO

$25,000,000

CYPRESS POINT PH 02

9291 Point Cypress Dr, ORLANDO

12 Beds 15 Baths 14,706 SqFt Single Family Residence MLS® # O5965014
Active 110 West Jefferson St, ORLANDO

$23,300,000

▲ $5,300,000 GOODWINS ADD

110 West Jefferson St, ORLANDO

0 Beds 0 Baths 0 SqFt Land MLS® # OM650214
Active 9200 Bentley Park Cir, ORLANDO

$15,000,000

BENTLEY PARK 2ND REP

9200 Bentley Park Cir, ORLANDO

7 Beds 12 Baths 20,690 SqFt Single Family Residence MLS® # L4930944
Active Moss Park Rd, ORLANDO

$8,900,000

Moss Park Rd, ORLANDO

0 Beds 0 Baths 0 SqFt Land MLS® # O5903841
Active 10411 Tyson Rd, ORLANDO

$7,990,000

LAKE WHIPPOORWILL

10411 Tyson Rd, ORLANDO

0 Beds 0 Baths 0 SqFt Land MLS® # O6081836
Active 10419 Tyson Rd, ORLANDO

$7,990,000

LAKE WHIPPOORWILL

10419 Tyson Rd, ORLANDO

3 Beds 2 Baths 3,300 SqFt Single Family Residence MLS® # O6080656
Active 10217 Symphony Grove Dr, ORLANDO

$7,800,000

GOLDEN OAK PHASE 5

10217 Symphony Grove Dr, ORLANDO

5 Beds 7 Baths 5,241 SqFt Single Family Residence MLS® # O6048451
Active 9275 Point Cypress Dr, ORLANDO

$7,495,000

CYPRESS POINT

9275 Point Cypress Dr, ORLANDO

7 Beds 7 Baths 9,307 SqFt Single Family Residence MLS® # O6084762
Active 10203 Atterbury Ct, ORLANDO

$6,995,000

LAKE NONA ESTATES

10203 Atterbury Ct, ORLANDO

5 Beds 6 Baths 10,222 SqFt Single Family Residence MLS® # O6024532

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.

Browse Orlando Holiday Home Communities:

If you’d like more information about purchasing an Olando vacation home, contact a Team Donovan agent at 407-704-2616 or or visit us online.

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