Orlando VACATION HOMES FOR SALE
City: Celebration | ChampionsGate | Clermont | Davenport | Haines City | Kissimmee | Lake Buena Vista | Orlando | Reunion | Windermere | Winter Garden
Orlando Resorts: Blue Heron Beach Resort - Floridays Resort Orlando - Golden Oak at Walt Disney World - Hawthorn Suites Orlando Lake Buena Vista - Isles At Cay Common - Lake Berkley - Lake Buena Vista Resort Village & Spa - Paradiso Grande - Parc Corniche - Point Orlando - StaySky Suites I-Drive Orlando - The Enclave Suites Orlando - Vista Cay - Worldquest Resort
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
$425,000
▼ $9,999
VISTA CAY
4862 Cayview Ave 407, ORLANDO
2
Beds
2
Baths
1,112 SqFt
Condominium
MLS® # S5124892
FEATURED
Active
$324,999
WORLDQUEST RESORT
8774 Worldquest Blvd 7307, ORLANDO
3
Beds
2
Baths
1,421 SqFt
Condo - Hotel
MLS® # S5137664
FEATURED
Active
$294,999
WORLDQUEST RESORT
8774 Worldquest Blvd 7404, ORLANDO
3
Beds
3
Baths
1,459 SqFt
Condo - Hotel
MLS® # S5130693
FEATURED
Active
$225,000
LAKE BUENA VISTA RESORT
8112 Poinciana Blvd 1706, ORLANDO
2
Beds
2
Baths
1,060 SqFt
Condo - Hotel
MLS® # S5112618
FEATURED
Active
$215,000
FLORIDAYS RESORT
12539 Floridays Resort Drive 305-d, ORLANDO
2
Beds
2
Baths
957 SqFt
Condo - Hotel
MLS® # S5105392
FEATURED
Active
$176,500
▼ $8,000
LAKE BUENA VISTA RESORT
8100 Poinciana Blvd 2501, ORLANDO
3
Beds
2
Baths
1,231 SqFt
Condo - Hotel
MLS® # S5120932
FEATURED
Active
$159,999
▼ $10,000
LAKE BUENA VISTA RESORT
8101 Resort Village Dr 3506, ORLANDO
2
Beds
2
Baths
1,060 SqFt
Condo - Hotel
MLS® # S5136606
FEATURED
Active
$159,500
▼ $20,000
LAKE BUENA VISTA RESORT
8100 Poinciana Boulevard B2/u2511, ORLANDO
2
Beds
2
Baths
1,060 SqFt
Condo - Hotel
MLS® # S5119899
FEATURED
Active
$149,900
▼ $10,000
WINDHOVER
6172 Peregrine Ave, ORLANDO
1
Bed
1
Bath
591 SqFt
Condominium
MLS® # S5134563
FEATURED
Active
$143,900
▼ $15,000
TRADEWINDS
1051 S Hiawassee Rd 2127, ORLANDO
2
Beds
2
Baths
934 SqFt
Condominium
MLS® # S5124459
FEATURED
Active
$139,999
▼ $10,000
LAKE BUENA VISTA RESORT
8112 Poinciana Blvd 1303, ORLANDO
2
Beds
2
Baths
1,060 SqFt
Condo - Hotel
MLS® # S5136600
FEATURED
Active
$125,000
TRADEWINDS
1091 S Hiawassee Rd 216, ORLANDO
1
Bed
1
Bath
627 SqFt
Condominium
MLS® # S5120181
Active
$16,000,000
ORANGEWOOD NEIGHBORHOOD-2
11990 International Dr, ORLANDO
0
Beds
0
Baths
0 SqFt
Land
MLS® # A4668777
Active
$12,000,000
▲ $1,500,000
CARMEL
7011 Via Carmel Way, ORLANDO
5
Beds
10
Baths
10,519 SqFt
Single Family Residence
MLS® # O6320806
Active
$11,800,000
1955 S Apopka Vineland Rd, ORLANDO
0
Beds
0
Baths
0 SqFt
Land
MLS® # O6211968
Active
$8,900,000
Moss Park Rd, ORLANDO
0
Beds
0
Baths
0 SqFt
Land
MLS® # O5903841
Active
$7,900,000
N/A
9726 Kilgore Rd, ORLANDO
4
Beds
6
Baths
10,010 SqFt
Single Family Residence
MLS® # O6339007
Active
$7,500,000
CYPRESS POINT
8774 Lake Tibet Ct, ORLANDO
5
Beds
8
Baths
7,043 SqFt
Single Family Residence
MLS® # O6353160
Active
$7,500,000
NA
9564 Kilgore Rd, ORLANDO
6
Beds
8
Baths
7,313 SqFt
Single Family Residence
MLS® # O6338462
Active
$6,795,000
0000
4289 Chuluota Rd, ORLANDO
5
Beds
10
Baths
7,521 SqFt
Single Family Residence
MLS® # O6349568
Active
$6,750,000
▲ $792,000
LAKE NONA ESTATES
9700 Blandford Rd, ORLANDO
5
Beds
7
Baths
6,732 SqFt
Single Family Residence
MLS® # O6332582
New
Active
$6,295,000
MERRITT PARK
1920 Lakeside Dr, ORLANDO
5
Beds
6
Baths
5,964 SqFt
Single Family Residence
MLS® # O6358634
Active
$6,250,000
▼ $245,000
GOLDEN OAK PH 2B & 2C
10224 Mattraw Pl, ORLANDO
5
Beds
5
Baths
3,753 SqFt
Single Family Residence
MLS® # O6332301
Active
$6,100,000
▲ $42,000
LAKE NONA ESTATES
9671 Blandford Rd, ORLANDO
5
Beds
7
Baths
6,058 SqFt
Single Family Residence
MLS® # O6332537
Active
$6,019,000
▲ $269,000
LAKE NONA PH 01A PRCL 03
10481 Cromwell Grove Ter, ORLANDO
6
Beds
7
Baths
6,019 SqFt
Single Family Residence
MLS® # O6342974
Active
$5,695,000
ISLE OF OSPREY
5550 Osprey Isle Ln, ORLANDO
5
Beds
6
Baths
6,730 SqFt
Single Family Residence
MLS® # O6303377
Active
$5,600,000
▲ $133,625
GOLDEN OAK FLORIAN PARK CONDOMINIUM
10160 Autumn Mist Ln 302, ORLANDO
3
Beds
4
Baths
3,715 SqFt
Condominium
MLS® # O6276114
Active
$5,495,000
LAKE NONA ESTATES 10
11043 Cromwell Rd, ORLANDO
5
Beds
7
Baths
6,056 SqFt
Single Family Residence
MLS® # O6276285
Active
$5,285,000
LAKE NONA ESTATES
9602 Sloane St, ORLANDO
5
Beds
6
Baths
6,206 SqFt
Single Family Residence
MLS® # O6334371
Active
$5,000,000
INTERNATIONAL COVE
6440 Canada Ave, ORLANDO
0
Beds
0
Baths
0 SqFt
Land
MLS® # O5347857
Active
$4,700,000
ESTATES AT PHILLIPS LANDING PH 02
9245 Southern Breeze Dr, ORLANDO
6
Beds
8
Baths
6,790 SqFt
Single Family Residence
MLS® # O6344799
Active
$4,660,950
LAKE NONA ESTATES
8643 Farthington Way, ORLANDO
5
Beds
7
Baths
5,487 SqFt
Single Family Residence
MLS® # O6232183
Active
$4,550,000
BAY HILL SEC 04
8968 Bay Cove Ct, ORLANDO
6
Beds
7
Baths
5,428 SqFt
Single Family Residence
MLS® # O6351771
Active
$4,500,000
12335 Winter Garden Rd, ORLANDO
0
Beds
0
Baths
0 SqFt
Land
MLS® # O6320335
Active
$4,499,999
PRESERVE/LAUREATE PARK PH 3
8600 Hata St, ORLANDO
5
Beds
6
Baths
5,718 SqFt
Single Family Residence
MLS® # O6335502
Active
$4,200,000
CYPRESS SHORES FIRST ADD
9916 Lone Tree Ln, ORLANDO
5
Beds
6
Baths
4,600 SqFt
Single Family Residence
MLS® # O6349925
Active
$4,000,000
NONE
4733 Chuluota Rd, ORLANDO
4
Beds
4
Baths
4,094 SqFt
Single Family Residence
MLS® # O6348789
Active
$4,000,000
SANCTUARY DOWNTOWN CONDO
100 S Eola Dr 119, ORLANDO
3
Beds
4
Baths
4,244 SqFt
Condominium
MLS® # O6295899
Active
$3,985,000
▼ $5,000
ESTATES AT PHILLIPS LANDING PH 02
9233 Southern Breeze Dr, ORLANDO
6
Beds
7
Baths
6,346 SqFt
Single Family Residence
MLS® # O6326422
Active
$3,899,995
▼ $100,000
BAY HILL SEC 05
8966 Easterling Dr, ORLANDO
4
Beds
5
Baths
3,987 SqFt
Single Family Residence
MLS® # O6279143
Active
$3,850,000
▼ $148,000
HOFFMAN TERRACE
811 N Lake Adair Blvd, ORLANDO
5
Beds
6
Baths
7,795 SqFt
Single Family Residence
MLS® # O6333890
Active
$3,794,000
BALDWIN PARK UT 01 50 121
4575 New Broad St, ORLANDO
4
Beds
8
Baths
6,138 SqFt
Single Family Residence
MLS® # O6352208
Active
$3,695,000
NORTH SHORE AT LAKE HART PRCL 04
10339 Hart Branch Cir, ORLANDO
5
Beds
5
Baths
5,139 SqFt
Single Family Residence
MLS® # O6334835
Active
$3,580,000
LAUREL POINTE PH 1
9131 Santorini Dr, ORLANDO
6
Beds
7
Baths
6,672 SqFt
Single Family Residence
MLS® # O6336142
Active
$3,500,000
N/A
11205 Tindall Rd, ORLANDO
2
Beds
3
Baths
3,859 SqFt
Single Family Residence
MLS® # O6351161
Active
$3,500,000
▼ $250,000
WILLIS R MUNGERS LAND SUB
10300 Pocket Ln, ORLANDO
5
Beds
5
Baths
6,446 SqFt
Single Family Residence
MLS® # O6319089
Active
$3,500,000
▼ $250,000
WILLIS R MUNGERS LAND SUB
10300 Pocket Ln, ORLANDO
0
Beds
0
Baths
0 SqFt
Land
MLS® # O6320092
Active
$3,499,000
▼ $491,000
CARMEL
7017 Via Carmel Way, ORLANDO
5
Beds
6
Baths
6,202 SqFt
Single Family Residence
MLS® # O6276258
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 407-705-2616 or or
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