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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!
Search Orlando Real Estate Listings
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Under $100,000
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$100,000 - $200,000
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$200,000 - $300,000
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$300,000 - $400,000
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$400,000 - $500,000
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$500,000 - $600,000
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$600,000 - $700,000
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$800,000 - $900,000
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$900,000 - $1,000,000
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Over $1,000,000
FEATURED
Active
$375,000
BLUE HERON BEACH RESORT
13427 Blue Heron Beach Dr 303, ORLANDO
2
Beds
2
Baths
1,165 SqFt
Condo - Hotel
MLS® # S5091415
FEATURED
Active
$249,000
▼ $10,950
FLORIDAYS
12521 Floridays Resort Drive 505-f, ORLANDO
2
Beds
2
Baths
957 SqFt
Condo - Hotel
MLS® # S5086964
FEATURED
Active
$199,950
▼ $10,000
LAKE BUENA VISTA RESORT VILLAGE
8000 Poinciana Blvd 2512, ORLANDO
3
Beds
2
Baths
1,231 SqFt
Condo - Hotel
MLS® # S5088160
FEATURED
Active
$104,995
▼ $5
PARC CORNICHE
6402 Parc Corniche Dr 5309, ORLANDO
1
Bed
1
Bath
550 SqFt
Condominium
MLS® # S5089488
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
$19,000,000
GOLDEN OAK PHASE 3
10242 Summer Meadow Way, ORLANDO
7
Beds
10
Baths
9,254 SqFt
Single Family Residence
MLS® # O6101583
Active
$18,000,000
SHOPPERS WORLD
6447 Grand National Dr, ORLANDO
0
Beds
0
Baths
0 SqFt
Land
MLS® # O6096620
Active
$12,888,000
▼ $2,112,000
BENTLEY PARK 2ND REP
9200 Bentley Park Cir, ORLANDO
7
Beds
12
Baths
20,690 SqFt
Single Family Residence
MLS® # L4930944
New
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
$8,900,000
Moss Park Rd, ORLANDO
0
Beds
0
Baths
0 SqFt
Land
MLS® # O5903841
Active
$8,112,500
WILLIS R MUNGERS LAND SUB
International Dr, ORLANDO
0
Beds
0
Baths
0 SqFt
Land
MLS® # O5557835
Active
$6,950,000
▼ $2,350,000
LAKE NONA ESTATES
9086 Mayfair Pointe Dr, ORLANDO
5
Beds
10
Baths
8,245 SqFt
Single Family Residence
MLS® # O6109126
Active
$6,475,000
▼ $20,000
ISLE OF OSPREY
5550 Osprey Isle Ln, ORLANDO
5
Beds
6
Baths
6,730 SqFt
Single Family Residence
MLS® # O6115072
Active
$6,000,000
INTERNATIONAL COVE
6440 Canada Ave, ORLANDO
0
Beds
0
Baths
0 SqFt
Land
MLS® # O5347857
Active
$5,950,000
▼ $500,000
EMERSON POINTE
5619 Emerson Pointe Way, ORLANDO
4
Beds
7
Baths
7,602 SqFt
Single Family Residence
MLS® # O6119048
Active
$5,495,000
LAKE NONA ESTATES
9580 Sloane St, ORLANDO
5
Beds
6
Baths
8,263 SqFt
Single Family Residence
MLS® # O6133244
Active
$5,250,000
NONE
13395 Kirby Smith Rd, ORLANDO
4
Beds
5
Baths
7,058 SqFt
Single Family Residence
MLS® # O6128450
Active
$5,000,000
2709, 2505 Holden Ave, ORLANDO
0
Beds
0
Baths
0 SqFt
Land
MLS® # O6134719
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
$4,450,000
▼ $300,000
EMERSON POINTE
5727 Emerington Cres, ORLANDO
5
Beds
7
Baths
7,466 SqFt
Single Family Residence
MLS® # O6125122
Active
$4,350,000
▼ $400,000
EMERSON POINTE
5733 Emerington Cres, ORLANDO
5
Beds
6
Baths
7,621 SqFt
Single Family Residence
MLS® # O6125231
Active
$4,250,000
3412 Oranole Rd, ORLANDO
0
Beds
0
Baths
0 SqFt
Land
MLS® # V4931722
Active
$4,250,000
NA
7466 Vivian Ln, ORLANDO
1
Bed
1
Bath
936 SqFt
Single Family Residence
MLS® # O6121676
Active
$4,250,000
▼ $549,900
MOSS PARK RESERVE
10330 Wittenberg Way, ORLANDO
6
Beds
8
Baths
9,272 SqFt
Single Family Residence
MLS® # O6029473
Active
$4,200,000
▲ $400,000
ORANGE BLOSSOM SHOPPING CENTER
1453 Holden Ave, ORLANDO
0
Beds
0
Baths
0 SqFt
Land
MLS® # O6051150
New
Active
$4,125,000
BAY HILL SEC 01
6108 Dartmoor Ct, ORLANDO
5
Beds
6
Baths
4,936 SqFt
Single Family Residence
MLS® # O6142336
Active
$4,000,000
11998 Moss Park Rd, ORLANDO
0
Beds
0
Baths
0 SqFt
Land
MLS® # O6109805
Active
$3,975,000
LAKE NONA ESTATES
8545 Lake Nona Shore Dr, ORLANDO
5
Beds
7
Baths
6,484 SqFt
Single Family Residence
MLS® # O6120079
Active
$3,950,000
CYPRESS SHORES
10245 Trout Rd, ORLANDO
0
Beds
0
Baths
0 SqFt
Land
MLS® # O6111931
Active
$3,950,000
CYPRESS SHORES
10245 Trout Rd, ORLANDO
3
Beds
2
Baths
1,440 SqFt
Single Family Residence
MLS® # O6111899
Active
$3,695,000
BEVERLY SHORES
3207 Middlesex Rd, ORLANDO
5
Beds
7
Baths
4,944 SqFt
Single Family Residence
MLS® # O6134396
Active
$3,695,000
LAKE NONA ESTATES
9818 Covent Garden Dr, ORLANDO
4
Beds
6
Baths
5,646 SqFt
Single Family Residence
MLS® # O6108632
Active
$3,500,000
VIZCAYA PH 01 45/29
8044 Firenze Blvd, ORLANDO
7
Beds
9
Baths
7,005 SqFt
Single Family Residence
MLS® # O6129777
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
$3,495,000
ORLANDO-KISSIMMEE FARMS
6747 Whispering Pines Rd, ORLANDO
5
Beds
3
Baths
3,858 SqFt
Single Family Residence
MLS® # T3462179
Active
$3,495,000
▲ $195,000
BAY HILL SEC 04
8959 Bay Cove Ct, ORLANDO
3
Beds
4
Baths
5,201 SqFt
Single Family Residence
MLS® # O6123585
Active
$3,400,000
▼ $400,000
17201 East Colonial Dr, ORLANDO
0
Beds
0
Baths
0 SqFt
Land
MLS® # O6129048
Active
$3,295,000
LAKE NONA ESTATES
10109 Tavistock Rd, ORLANDO
0
Beds
0
Baths
0 SqFt
Land
MLS® # O6097146
Active
$3,250,000
GOLDEN ACRES SEC B
2615 South Goldenrod Rd, ORLANDO
0
Beds
0
Baths
0 SqFt
Land
MLS® # S5091180
Active
$3,199,000
ACREAGE
9718 Kilgore Rd, ORLANDO
5
Beds
4
Baths
4,321 SqFt
Single Family Residence
MLS® # O6141295
Active
$3,083,995
▲ $58,000
LAUREL POINTE LAKE NONA
9123 Santorini Dr, ORLANDO
5
Beds
6
Baths
6,572 SqFt
Single Family Residence
MLS® # O6086682
Active
$3,000,000
N/A
20720 Sabal St, ORLANDO
6
Beds
8
Baths
6,000 SqFt
Single Family Residence
MLS® # O6124597
Active
$3,000,000
▲ $300,000
EAST O.C. S OF S.R.50
Sr 520, Orlando, Fl.32833 State Rd 520, ORLANDO
0
Beds
0
Baths
0 SqFt
Land
MLS® # O5915638
Active
$2,999,900
FOREST LAKES PH 02
8649 Amber Oak Ct, ORLANDO
5
Beds
6
Baths
6,246 SqFt
Single Family Residence
MLS® # O6140076
Active
$2,995,000
LEAWOOD
1427 North Semoran Blvd, ORLANDO
0
Beds
0
Baths
0 SqFt
Land
MLS® # O6089209
Active
$2,980,000
SOUTH BAY VILLAS
9000 Shawn Park Pl, ORLANDO
6
Beds
5
Baths
5,071 SqFt
Single Family Residence
MLS® # O6135433
Active
$2,969,000
MIRABELLA/VIZCAYA PH 03
8125 Via Rosa, ORLANDO
4
Beds
5
Baths
4,592 SqFt
Single Family Residence
MLS® # O6140907
Active
$2,950,000
LAUREATE PARK PH 10
13782 Rosbash Alley, ORLANDO
3
Beds
7
Baths
4,674 SqFt
Single Family Residence
MLS® # O6083753
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:
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
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