Orlando VACATION HOMES FOR SALE
City: Celebration | ChampionsGate | Clermont | Davenport | Haines City | Kissimmee | Lake Buena Vista | Orlando | Reunion | Windermere | Winter Garden
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
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Under $100,000
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$100,000 - $200,000
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$500,000 - $600,000
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$900,000 - $1,000,000
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Over $1,000,000
FEATURED
Active
$609,950
▼ $20,000
VISTA CAY
5025 Shoreway Loop 307, ORLANDO
3
Beds
2
Baths
2,097 SqFt
Condominium
MLS® # S5098137
FEATURED
Active
$249,942
▼ $10,008
FLORIDAYS RESORT
12539 Floridays Resort Drive 206-d, ORLANDO
2
Beds
2
Baths
957 SqFt
Condo - Hotel
MLS® # S5098688
FEATURED
Active
$214,950
LAKE BUENA VISTA RESORT
8125 Resort Village Dr 5906, ORLANDO
2
Beds
2
Baths
1,060 SqFt
Condo - Hotel
MLS® # S5095011
FEATURED
Active
$181,000
▼ $7,000
LAKE BUENA VISTA RESORT
8000 Poinciana Blvd 2606, ORLANDO
2
Beds
2
Baths
1,060 SqFt
Condo - Hotel
MLS® # S5096314
FEATURED
Active
$124,000
▼ $5,950
STAYSKY SUITES, HAWTHORN SUITES
7601 Canada Ave 305, ORLANDO
1
Bed
1
Bath
542 SqFt
Condo - Hotel
MLS® # S5098440
Active
$19,500,000
▼ $5,500,000
CYPRESS POINT PH 02
9291 Point Cypress Dr, ORLANDO
12
Beds
15
Baths
14,706 SqFt
Single Family Residence
MLS® # O5965014
Active
$18,000,000
SHOPPERS WORLD
6447 Grand National Dr, ORLANDO
0
Beds
0
Baths
0 SqFt
Land
MLS® # O6096620
Active
$17,500,000
GOLDEN OAK PHASE 3
10242 Summer Meadow Way, ORLANDO
7
Beds
10
Baths
9,254 SqFt
Single Family Residence
MLS® # O6101583
Active
$9,999,950
GOLDEN OAK PH 3
10254 Summer Meadow Way, ORLANDO
5
Beds
7
Baths
6,396 SqFt
Single Family Residence
MLS® # O6139692
Active
$9,300,000
PHILLIPS GROVE
7766 Wandering Way, ORLANDO
7
Beds
8
Baths
6,736 SqFt
Single Family Residence
MLS® # O6161203
Active
$8,900,000
Moss Park Rd, ORLANDO
0
Beds
0
Baths
0 SqFt
Land
MLS® # O5903841
New
Active
$6,999,999
NONE
7625 Clarcona Ocoee Rd, ORLANDO
2
Beds
2
Baths
6,610 SqFt
Single Family Residence
MLS® # O6174081
Active
$6,990,000
▼ $10,000
CYPRESS POINT PH 02
9220 Point Cypress Dr, ORLANDO
6
Beds
9
Baths
8,247 SqFt
Single Family Residence
MLS® # O6148371
Active
$6,195,000
▼ $200,000
ISLE OF OSPREY
5550 Osprey Isle Ln, ORLANDO
5
Beds
6
Baths
6,730 SqFt
Single Family Residence
MLS® # O6115072
Active
$5,150,000
EMERSON POINTE
5619 Emerson Pointe Way, ORLANDO
4
Beds
7
Baths
7,602 SqFt
Single Family Residence
MLS® # O6180244
Active
$5,000,000
▲ $5,000
RENAISSANCE AT LAKE IVANHOE CONDO
1110 Ivanhoe Blvd 32, ORLANDO
3
Beds
4
Baths
5,100 SqFt
Condominium
MLS® # O6132402
Active
$5,000,000
▼ $1,000,000
INTERNATIONAL COVE
6440 Canada Ave, ORLANDO
0
Beds
0
Baths
0 SqFt
Land
MLS® # O5347857
Active
$4,000,000
11998 Moss Park Rd, ORLANDO
0
Beds
0
Baths
0 SqFt
Land
MLS® # O6109805
Active
$3,999,000
▼ $251,000
MOSS PARK RESERVE
10330 Wittenberg Way, ORLANDO
6
Beds
8
Baths
9,272 SqFt
Single Family Residence
MLS® # O6029473
Active
$3,890,000
▼ $85,000
LAKE NONA ESTATES
8545 Lake Nona Shore Dr, ORLANDO
5
Beds
7
Baths
6,484 SqFt
Single Family Residence
MLS® # O6120079
Active
$3,850,000
WOFFORD PROP
4429 North Orange Blossom Tr, ORLANDO
0
Beds
0
Baths
0 SqFt
Land
MLS® # O6180711
Active
$3,600,000
ARDSLEY MANOR SUB
2701 Ardsley Dr, ORLANDO
5
Beds
6
Baths
5,095 SqFt
Single Family Residence
MLS® # O6182425
Active
$3,600,000
ORLANDO KISSIMMEE FARMS
6413 Beth Rd, ORLANDO
0
Beds
0
Baths
0 SqFt
Land
MLS® # S5094874
Active
$3,532,500
WILLIS R MUNGERS LAND SUB
International Dr, ORLANDO
0
Beds
0
Baths
0 SqFt
Land
MLS® # O6147758
Active
$3,500,000
▲ $501,000
BEVERLY SHORES
1400 Nottingham St, ORLANDO
5
Beds
5
Baths
4,266 SqFt
Single Family Residence
MLS® # O6086414
Active
$3,500,000
▼ $450,000
CYPRESS SHORES
10245 Trout Rd, ORLANDO
0
Beds
0
Baths
0 SqFt
Land
MLS® # O6111931
Active
$3,500,000
▼ $450,000
CYPRESS SHORES
10245 Trout Rd, ORLANDO
3
Beds
2
Baths
1,440 SqFt
Single Family Residence
MLS® # O6111899
Active
$3,499,000
▲ $799,000
ORLANDO TERRACE SEC 01
2201 South Goldenrod Rd, ORLANDO
0
Beds
0
Baths
0 SqFt
Land
MLS® # O6039497
Active
$3,300,000
BEVERLY SHORES
1411 Nottingham St, ORLANDO
5
Beds
5
Baths
3,948 SqFt
Single Family Residence
MLS® # O6178116
Active
$3,300,000
BAY HILL SEC 13
5919 Masters Blvd, ORLANDO
4
Beds
4
Baths
4,175 SqFt
Single Family Residence
MLS® # O6166803
Active
$3,300,000
▲ $300,000
FAIRVIEW POINTE
4171 North Orange Blossom Tr, ORLANDO
0
Beds
0
Baths
0 SqFt
Land
MLS® # O6101065
Active
$3,290,000
International, ORLANDO
0
Beds
0
Baths
0 SqFt
Land
MLS® # O6147797
Active
$3,256,000
BALDWIN PARK UN #9A
1648 Harston Ave, ORLANDO
4
Beds
5
Baths
5,128 SqFt
Single Family Residence
MLS® # O6178784
Active
$3,250,000
BALDWIN PARK REP 1
5070 Benwick Alley, ORLANDO
5
Beds
7
Baths
4,568 SqFt
Single Family Residence
MLS® # O6176007
Active
$3,250,000
6000 South Semoran Blvd, ORLANDO
0
Beds
0
Baths
0 SqFt
Land
MLS® # T3502458
Active
$3,250,000
GOLDEN ACRES SEC B
2615 South Goldenrod Rd, ORLANDO
0
Beds
0
Baths
0 SqFt
Land
MLS® # S5091180
Active
$3,200,000
ORLANDO CENTRAL PARK 34
2293 Sand Lake Rd, ORLANDO
0
Beds
0
Baths
0 SqFt
Land
MLS® # O6158228
Active
$3,100,000
LAKE NONA ESTATES
8622 Farthington Way, ORLANDO
4
Beds
5
Baths
2,934 SqFt
Single Family Residence
MLS® # O6182400
Active
$2,999,999
VIZCAYA PH 01 45/29
8020 Firenze Blvd, ORLANDO
5
Beds
7
Baths
5,898 SqFt
Single Family Residence
MLS® # O6163413
Active
$2,999,000
▼ $200,000
ACREAGE
9718 Kilgore Rd, ORLANDO
5
Beds
4
Baths
4,321 SqFt
Single Family Residence
MLS® # O6141295
Active
$2,985,000
BAY HILL
8962 Royal Birkdale Ln, ORLANDO
6
Beds
7
Baths
5,305 SqFt
Single Family Residence
MLS® # O6175809
New
Active
$2,975,000
ORLANDO-KISSIMMEE FARMS
6747 Whispering Pines Rd, ORLANDO
6
Beds
3
Baths
3,858 SqFt
Single Family Residence
MLS® # S5100906
Active
$2,950,000
▼ $345,000
LAKE NONA ESTATES
10109 Tavistock Rd, ORLANDO
0
Beds
0
Baths
0 SqFt
Land
MLS® # O6097146
Active
$2,950,000
EMERSON POINTE
5762 Emerington Cres, ORLANDO
5
Beds
6
Baths
5,138 SqFt
Single Family Residence
MLS® # O6179491
Active
$2,900,000
▼ $600,000
SUNSET PARK SUB
222 North Parramore Ave, ORLANDO
0
Beds
0
Baths
0 SqFt
Land
MLS® # O6045853
Active
$2,869,000
▼ $100,000
MIRABELLA/VIZCAYA PH 03
8125 Via Rosa, ORLANDO
4
Beds
5
Baths
4,592 SqFt
Single Family Residence
MLS® # O6140907
Active
$2,800,000
ARMSTRONG ACRES
1204 41st St, ORLANDO
5
Beds
4
Baths
4,021 SqFt
Single Family Residence
MLS® # S5085001
Active
$2,800,000
Kilgore Rd, ORLANDO
0
Beds
0
Baths
0 SqFt
Land
MLS® # O6083514
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:
Communities in Orlando, Florida:
If you’d like more information about purchasing an Olando vacation home, contact a Team Donovan agent at 407-704-2616 or or
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