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
All Listings
Under $100,000
$100,000 - $200,000
$200,000 - $300,000
$300,000 - $400,000
$400,000 - $500,000
$500,000 - $600,000
$600,000 - $700,000
$700,000 - $800,000
$800,000 - $900,000
$900,000 - $1,000,000
Over $1,000,000
FEATURED
Active
$535,000
▼ $15,000
VISTA CAY
4862 Cayview Ave 403, ORLANDO
3
Beds
2
Baths
1,247 SqFt
Residential
Condominium
MLS® # S5146137
FEATURED
Active
$525,000
VISTA CAY
4816 Cayview Ave 201, ORLANDO
2
Beds
2
Baths
1,823 SqFt
Residential
Condominium
MLS® # S5146636
FEATURED
Active
$420,000
▼ $5,000
VISTA CAY
4862 Cayview Ave 407, ORLANDO
2
Beds
2
Baths
1,112 SqFt
Residential
Condominium
MLS® # S5124892
FEATURED
Active
$279,000
▼ $16,000
WORLDQUEST RESORT
8774 Worldquest Blvd 7103, ORLANDO
2
Beds
2
Baths
1,178 SqFt
Residential
Condo - Hotel
MLS® # S5148952
FEATURED
Active
$269,900
▼ $20,100
WORLDQUEST RESORT
8801 Worldquest Blvd 4108, ORLANDO
3
Beds
2
Baths
1,437 SqFt
Residential
Condo - Hotel
MLS® # S5139165
FEATURED
Active
$190,000
LAKE BUENA VISTA RESORT
8100 Poinciana Blvd 2609, ORLANDO
3
Beds
3
Baths
1,409 SqFt
Residential
Condo - Hotel
MLS® # S5152135
FEATURED
Active
$190,000
FLORIDAYS RESORT
12538 Floridays Resort Drive 109c, ORLANDO
3
Beds
2
Baths
1,200 SqFt
Residential
Condo - Hotel
MLS® # S5152010
FEATURED
Active
$175,000
▼ $50,000
LAKE BUENA VISTA RESORT
8112 Poinciana Blvd 1706, ORLANDO
2
Beds
2
Baths
1,060 SqFt
Residential
Condo - Hotel
MLS® # S5112618
FEATURED
Active
$165,000
▼ $5,000
FLORIDAYS RESORT
12539 Floridays Resort Drive 305-d, ORLANDO
2
Beds
2
Baths
957 SqFt
Residential
Condo - Hotel
MLS® # S5105392
FEATURED
Active
$159,999
POINT ORLANDO RESORT
7395 Universal Blvd 403, ORLANDO
1
Bed
1
Bath
671 SqFt
Residential
Condo - Hotel
MLS® # S5152062
FEATURED
Active
$154,950
▼ $5,000
LAKE BUENA VISTA RESORT
8100 Poinciana Blvd 2501, ORLANDO
3
Beds
2
Baths
1,231 SqFt
Residential
Condo - Hotel
MLS® # S5120932
FEATURED
Active
$128,900
▼ $11,098
GRANDE DOWNTOWN ORLANDO
300 E South St 1003, ORLANDO
1
Bed
1
Bath
744 SqFt
Residential
Condominium
MLS® # S5149667
Active
$20,000,000
LAKE NONA ESTATES
10084 Tavistock Rd, ORLANDO
6
Beds
9
Baths
17,032 SqFt
Residential
Single Family Residence
MLS® # O6409649
Active
$16,000,000
ORANGEWOOD NEIGHBORHOOD-2
11990 International Dr, ORLANDO
0
Beds
0
Baths
0 SqFt
Land
Land
MLS® # A4668777
Active
$13,500,000
▲ $1,500,000
CARMEL
7011 Via Carmel Way, ORLANDO
5
Beds
10
Baths
10,519 SqFt
Residential
Single Family Residence
MLS® # O6320806
Active
$11,490,000
▲ $90,000
BAY POINT
9236 Bay Point Dr, ORLANDO
5
Beds
10
Baths
9,757 SqFt
Residential
Single Family Residence
MLS® # O6404671
Active
$10,000,000
LAKE NONA ESTATES
9107 Sloane St, ORLANDO
5
Beds
7
Baths
8,300 SqFt
Residential
Single Family Residence
MLS® # O6414998
Active
$9,495,000
LAKE NONA ESTATES
8506 Lake Nona Shore Dr, ORLANDO
6
Beds
8
Baths
8,257 SqFt
Residential
Single Family Residence
MLS® # O6392916
Active
$8,500,000
LAKE BRYAN ESTATES
13709 S Apopka Vineland Roads, ORLANDO
0
Beds
0
Baths
0 SqFt
Land
Land
MLS® # S5152176
Active
$7,900,000
TUXEDO ESTATES
1530 Waterwitch Dr, ORLANDO
5
Beds
7
Baths
5,769 SqFt
Residential
Single Family Residence
MLS® # O6407557
Active
$7,551,000
▲ $500,000
GOLDEN OAK FLORIAN PARK CONDOMINIUM
10160 Autumn Mist Ln 205, ORLANDO
4
Beds
5
Baths
4,299 SqFt
Residential
Condominium
MLS® # O6393242
Active
$7,495,000
LAKE SHEEN SOUND
9108 Sheen Sound St, ORLANDO
6
Beds
9
Baths
7,454 SqFt
Residential
Single Family Residence
MLS® # O6395513
Active
$7,200,000
▲ $450,000
LAKE NONA ESTATES
9700 Blandford Rd, ORLANDO
5
Beds
7
Baths
6,732 SqFt
Residential
Single Family Residence
MLS® # O6366659
Active
$7,000,000
CYPRESS SHORES FIRST ADD
9940 Lone Tree Ln, ORLANDO
6
Beds
8
Baths
7,280 SqFt
Residential
Single Family Residence
MLS® # O6417540
Active
$6,995,000
NONE
13395 Kirby Smith Rd, ORLANDO
6
Beds
6
Baths
7,058 SqFt
Residential
Single Family Residence
MLS® # O6424263
Active
$6,800,000
▼ $1,100,000
N/A
9726 Kilgore Rd, ORLANDO
5
Beds
6
Baths
10,010 SqFt
Residential
Single Family Residence
MLS® # O6339007
Active
$6,750,000
N\A
8866 Darlene Dr, ORLANDO
10
Beds
10
Baths
10,119 SqFt
Residential
Single Family Residence
MLS® # O6397850
Active
$6,700,000
▲ $600,000
LAKE NONA ESTATES
9671 Blandford Rd, ORLANDO
5
Beds
5
Baths
5,969 SqFt
Residential
Single Family Residence
MLS® # O6366663
Active
$6,500,000
▼ $8,500,000
ROYAL RANCH ESTATES
8834 Winter Garden Vineland Rd, ORLANDO
0
Beds
0
Baths
0 SqFt
Land
Land
MLS® # G5107472
Active
$6,500,000
▼ $8,500,000
ROYAL RANCH ESTATES
8822 Winter Garden Vineland Rd, ORLANDO
3
Beds
3
Baths
2,496 SqFt
Residential
Single Family Residence
MLS® # G5107287
Active
$5,995,000
LAKE NONA ESTATES 10
11035 Cromwell Rd, ORLANDO
5
Beds
7
Baths
5,652 SqFt
Residential
Single Family Residence
MLS® # O6359516
Active
$5,823,000
GOLDEN OAK FLORIAN PARK CONDOMINIUM
10160 Autumn Mist Ln 402, ORLANDO
3
Beds
4
Baths
3,477 SqFt
Residential
Condominium
MLS® # O6388385
Active
$5,656,000
LAKE NONA ESTATES
9225 Bevington Ln, ORLANDO
4
Beds
6
Baths
5,664 SqFt
Residential
Single Family Residence
MLS® # G5112045
Active
$5,500,000
LAKE NONA PH 01A PRCL 03
10473 Cromwell Grove Ter, ORLANDO
3
Beds
4
Baths
3,054 SqFt
Residential
Single Family Residence
MLS® # O6427639
Active
$5,000,000
11065 E Colonial Dr, ORLANDO
0
Beds
0
Baths
0 SqFt
Land
Land
MLS® # O6400496
Active
$5,000,000
INTERNATIONAL COVE
6440 Canada Ave, ORLANDO
0
Beds
0
Baths
0 SqFt
Land
Land
MLS® # O5347857
New
Active
$5,000,000
LAKE OLYMPIA
8667 A D Mims Rd, ORLANDO
0
Beds
0
Baths
0 SqFt
Land
Land
MLS® # O6430692
Active
$4,950,000
BAY HILL
6159 Harbour Town Ct, ORLANDO
6
Beds
7
Baths
6,643 SqFt
Residential
Single Family Residence
MLS® # O6425809
Active
$4,700,000
ESTATES AT PHILLIPS LANDING PH 02
9245 Southern Breeze Dr, ORLANDO
6
Beds
8
Baths
6,790 SqFt
Residential
Single Family Residence
MLS® # O6344799
Active
$4,590,000
EMERSON POINTE
5745 Emerington Cres, ORLANDO
7
Beds
8
Baths
7,881 SqFt
Residential
Single Family Residence
MLS® # O6382015
Active
$4,575,000
LAKE NONA ESTATES 10
11091 Cromwell Rd, ORLANDO
5
Beds
7
Baths
5,551 SqFt
Residential
Single Family Residence
MLS® # O6365301
Active
$4,500,000
12335 Winter Garden Rd, ORLANDO
0
Beds
0
Baths
0 SqFt
Land
Land
MLS® # O6320335
Active
$4,000,000
NONE
350 S 5th St, ORLANDO
3
Beds
2
Baths
1,728 SqFt
Residential
Single Family Residence
MLS® # O6362527
Active
$3,999,000
▼ $251,000
LAKE NONA ESTATES
8643 Farthington Way, ORLANDO
5
Beds
7
Baths
5,487 SqFt
Residential
Single Family Residence
MLS® # O6398116
Active
$3,700,000
▼ $200,000
POINTE TIBET REP
6049 Lady Bet Dr, ORLANDO
5
Beds
6
Baths
5,434 SqFt
Residential
Single Family Residence
MLS® # O6388063
Active
$3,695,000
RITZ-CARLTON RESIDENCES, ORLANDO
4018 Grande Brick Loop, ORLANDO
4
Beds
5
Baths
3,129 SqFt
Residential
Condo - Hotel
MLS® # O6422189
Open House
Active
$3,689,000
▼ $10,000
NONE
4733 Chuluota Rd, ORLANDO
4
Beds
4
Baths
4,094 SqFt
Residential
Open House
Sat, Aug 8th, 2026 @ 12pm
- 2pm
Single Family Residence
MLS® # O6348789
Active
$3,625,000
▼ $125,000
LAKE NONA ESTATES
8569 Lake Nona Shore Dr, ORLANDO
5
Beds
7
Baths
5,259 SqFt
Residential
Single Family Residence
MLS® # O6361544
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
^ Back to: City Search
