County: Orange County | Osceola County | Polk County | Lake County
Orange County Vacation Homes for Sale
News organization CNN has rated Orange County as a top ten world destination. It’s easy to see why. The Orange County vacation homes for sale offers residents and visitors friendly neighborhoods, year-round sunshine and world-renowned theme parks like Disney and SeaWorld. Also, there ares attractions along International Drive such as the Orlando Eye, the largest observation wheel on the East Coast.
The city of Orlando and a dozen other incorporated communities including Lake Buena Vista and Windermere are located within Orange County. The second largest convention center in the U.S. can be found here, as well as a wide range of shopping opportunities – from upscale boutiques to outlet stores, and a variety of restaurants featuring nearly every cuisine imaginable.
Orange County also features 99 different parks, trails and facilities with activities for just about anyone including horseback trails, water parks and canoeing along scenic rivers teeming with wildlife.
Check out the available Orange County - Orlando vacation real estate listings below, or continue reading to learn more about the many wonderful holiday communities found in the county!
Search Orange County Real Estate Listings
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
$30,000,000
ACREAGE & UNREC
9508 Windy Ridge Rd, WINDERMERE
7
Beds
16
Baths
29,739 SqFt
Single Family Residence
MLS® # U8207115
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
$17,486,000
▲ $1,500,000
TWELVE OAKS
1220 North Park Ave, WINTER PARK
7
Beds
7
Baths
12,475 SqFt
Single Family Residence
MLS® # O6012672
Active
$16,500,000
▼ $1,000,000
ISLEWORTH
9306 Blanche Cove Dr, WINDERMERE
5
Beds
8
Baths
14,856 SqFt
Single Family Residence
MLS® # O6097686
Active
$16,000,000
CLOISTER GROVE SUB
1461 Via Tuscany, WINTER PARK
5
Beds
6
Baths
8,353 SqFt
Single Family Residence
MLS® # O6112070
Active
$13,800,000
GOLDEN OAK PH 1C
10151 Enchanted Oak Dr, GOLDEN OAK
7
Beds
9
Baths
10,742 SqFt
Single Family Residence
MLS® # O6143312
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
Active
$11,995,000
GOLDEN OAK PH 3
10297 Summer Meadow Way, GOLDEN OAK
5
Beds
7
Baths
6,756 SqFt
Single Family Residence
MLS® # O6118207
Active
$11,995,000
RESERVE AT LAKE BUTLER SOUND
11301 Bridge House Rd, WINDERMERE
5
Beds
9
Baths
9,267 SqFt
Single Family Residence
MLS® # O6083126
Active
$10,950,000
ISLE OF SICILY
4 Isle Of Sicily, WINTER PARK
5
Beds
8
Baths
9,522 SqFt
Single Family Residence
MLS® # O6095179
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
$9,500,000
17802 Old Ymca Rd, WINTER GARDEN
0
Beds
0
Baths
0 SqFt
Land
MLS® # O5968921
Active
$8,995,000
GOLDEN OAK PH 1C
9725 Vista Falls Dr, GOLDEN OAK
5
Beds
8
Baths
6,908 SqFt
Single Family Residence
MLS® # O6143067
Active
$8,975,000
ISLEWORTH
5200 Isleworth Country Club Dr, WINDERMERE
5
Beds
8
Baths
9,482 SqFt
Single Family Residence
MLS® # O6124594
Active
$8,900,000
Moss Park Rd, ORLANDO
0
Beds
0
Baths
0 SqFt
Land
MLS® # O5903841
Active
$8,300,000
ISLEWORTH
6432 Deacon Cir, WINDERMERE
5
Beds
9
Baths
11,021 SqFt
Single Family Residence
MLS® # O6120407
Active
$8,250,000
▲ $750,000
MARINA BAY ESTATES
11035 Schooner Way, WINDERMERE
7
Beds
7
Baths
15,000 SqFt
Single Family Residence
MLS® # O5992601
Active
$8,112,500
WILLIS R MUNGERS LAND SUB
International Dr, ORLANDO
0
Beds
0
Baths
0 SqFt
Land
MLS® # O5557835
Active
$7,900,000
▼ $590,000
RESERVE AT LAKE BUTLER SOUND
6120 Kirkstone Ln, WINDERMERE
6
Beds
8
Baths
6,972 SqFt
Single Family Residence
MLS® # O6131593
Active
$7,600,000
MORSE & PENNSYLVANIA TWNHMS
654 West Morse Blvd, WINTER PARK
5
Beds
8
Baths
8,752 SqFt
Single Family Residence
MLS® # O6133999
Active
$7,440,000
LAKE DOWN ESTATES
10988 Down Park Ln, WINDERMERE
4
Beds
6
Baths
8,446 SqFt
Single Family Residence
MLS® # O6021133
Active
$7,250,000
RESERVE AT LAKE BUTLER SOUND
11019 Bridge House Road R, WINDERMERE
7
Beds
11
Baths
9,376 SqFt
Single Family Residence
MLS® # O6115064
Active
$7,150,000
▼ $250,000
KEENES POINTE
6125 Grosvenor Shore Dr, WINDERMERE
6
Beds
7
Baths
8,287 SqFt
Single Family Residence
MLS® # O6103885
Active
$7,000,000
ACREAGE & UNREC
9520 Windy Ridge Rd, windermere, Fl Rd, WINDERMERE
0
Beds
0
Baths
0 SqFt
Land
MLS® # U8211301
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
$6,500,000
KEENES POINTE 46/104
9139 Tibet Pointe Cir, WINDERMERE
6
Beds
9
Baths
10,341 SqFt
Single Family Residence
MLS® # O6080288
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
$6,450,000
ISLEWORTH 01 AMD
5518 Worsham Ct, WINDERMERE
5
Beds
8
Baths
8,100 SqFt
Single Family Residence
MLS® # O6141598
Active
$6,300,000
▼ $1,600,000
RESERVE AT LAKE BUTLER SOUND 45/120
11205 Bridge House Rd, WINDERMERE
6
Beds
8
Baths
8,330 SqFt
Single Family Residence
MLS® # O6088503
Active
$6,000,000
INTERNATIONAL COVE
6440 Canada Ave, ORLANDO
0
Beds
0
Baths
0 SqFt
Land
MLS® # O5347857
Active
$5,997,000
NONE
13377 Lake Butler Blvd, WINTER GARDEN
5
Beds
5
Baths
6,210 SqFt
Single Family Residence
MLS® # O6100391
New
Active
$5,975,000
ISLEWORTH
5174 Vardon Dr, WINDERMERE
6
Beds
9
Baths
10,701 SqFt
Single Family Residence
MLS® # O6143716
Active
$5,950,000
▼ $250,000
CHAINE DU LAC
12632 Park Ave, WINDERMERE
6
Beds
9
Baths
10,213 SqFt
Single Family Residence
MLS® # O6123105
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
$5,800,000
RESERVE AT LAKE BUTLER SOUND 45/120
11217 Bridge House Rd, WINDERMERE
6
Beds
8
Baths
6,755 SqFt
Single Family Residence
MLS® # O6136367
Active
$5,520,400
2061 West Kelly Park Rd, APOPKA
0
Beds
0
Baths
0 SqFt
Land
MLS® # G5069406
Active
$5,520,400
2045 West Kelly Park Rd, APOPKA
0
Beds
0
Baths
0 SqFt
Land
MLS® # G5069404
Active
$5,500,000
LAKE DOWN ESTATES
10908 Down Yonder Ln, WINDERMERE
6
Beds
7
Baths
5,305 SqFt
Single Family Residence
MLS® # O6102219
Active
$5,495,000
LAKE NONA ESTATES
9580 Sloane St, ORLANDO
5
Beds
6
Baths
8,263 SqFt
Single Family Residence
MLS® # O6133244
Active
$5,450,000
▲ $500,000
CHAINE DU LAC
12422 Park Ave, WINDERMERE
0
Beds
0
Baths
0 SqFt
Land
MLS® # O5967251
Active
$5,400,000
MAITLAND SHORES FIRST ADD
2228 Azalea Pl, WINTER PARK
5
Beds
6
Baths
5,072 SqFt
Single Family Residence
MLS® # O6120809
Active
$5,250,000
NONE
13395 Kirby Smith Rd, ORLANDO
4
Beds
5
Baths
7,058 SqFt
Single Family Residence
MLS® # O6128450
Living in Orange County
Orange County takes its name from the fruit that constituted its main product. At its peak in the 1970’s, some 80,000 acres of citrus were planted in the area. But damaging freezes took its toll on the industry, and agriculture gave way to tourism, thanks to the great success of Walt Disney World and Universal Studios. The county has also become a hotbed for industries specializing in advanced computer simulation and features a thriving life science research hub.
Orange County Real Estate Market
Orange County real estate caters to visitors from around the world. Many UK residents choose to spend their holidays in the area, particularly around Disney World. The warm weather also attracts snowbirds from northern states like Michigan, Ohio and New York every year. There are many beautiful single family homes available for purchase as a second home, but the county does not allow these homes to be rented out for the short-term.
Vacation home buyers typically choose properties near the theme parks because these Orange County areas feature condos and townhomes that are zoned for short-term rentals. There are several outstanding communities such as Floridays Orlando Resort and Blue Heron Beach Resort which offer condominiums for sale, and provide luxury living with resort-style amenities like water parks and restaurants on-site.
Windermere does have vacation homes, condos and townhomes for sale that are close to the attractions. But the city does not allow short-term rentals. Only certain areas of Orlando allow short-term rentals.
Browse Orange County Holiday Home Communities:
- Audubon Villas At Hunters Creek
- Bay Hill
- Bay Lakes At Granada
- Berkshire Park
- Bermuda Dunes
- Blue Heron Beach Resort
- Brentwood Club
- Bristol Park
- Central Park Condo
- Charleston Place
- Courtney Landing
- Crest At Waterford Lakes
- Damai
- Discovery Palms
- Downtown Orlando
- Dr Phillips
- Eagle Creek
- Enclave At Orlando
- Floridays Resort Orlando
- Fountains at Metrowest
- Granada Villas
- Hamptons At Metrowest
- Hawthorn Suites
- Heritage Crossing At Reunion Resort
- Hidden Springs & Estates
- Hunters Creek
- Independence
- Isles At Cay Common
- Isleworth
- Keenes Point
- Kensington Park
- Lake Buena Vista Resort Village & Spa
- Lake Nona
- Lakeside At Lakes of Windermere
- Madison At Metrowest
- Metro At Michigan Park
- Miriada
- Mosaic At Millenia
- North Bay
- Orange Tree Country Club
- Palisades
- Palms Club
- Parc Corniche
- Plantation Park
- Point Orlando
- Residences At Villa Medici
- Riversbend
- Sanctuary At Bay Hill
- Sand Lake Hills
- Sand Lake Point
- Serenata
- South Bay
- Staysky Suites I-Drive Orlando
- Stonebridge Reserve
- Summerport
- Sunrise Lakes
- Sunset Lake Condo
- The Commons
- Torey Pines
- Toscana
- Tradewinds
- Ventura Reserve
- Visconti West
- Vista Cay
- Vistas At Stonebridge Commons
- Vizcaya
- Vue At Lake Eola
- Waverly On Lake Eola
- Westminster Gardens
- Westminster Landing
- Windermere
- Windermere Landings
- Woodbridge At Meadow Woods
- Worldquest
Are you interested in purchasing vacation property in Orange County? We encourage you to or give us a call at 407-705-2616. We'd be thrilled to help you find yourself a beautiful Orlando vacation home near Disney World!
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