Orlando Pool Homes for Sale

Now is a perfect time to buy a vacation pool home in Orlando. Just imagine how marvelous it would feel to take a relaxing dip in your own private pool after spending a long day at the attractions. A pool home also makes an attractive rental property, enabling you to recoup part of your investment on holiday travelers when you’re not living in the home yourself.

Some pool homes are located in communities that also feature a resort-style swimming pool. The beauty of having your own pool is that you can go for a swim whenever you want, and enjoy peace and privacy at the same time.

Check out the available Real estate listings for Orlando pool homes below, or continue reading to learn more about the many wonderful vacation pool homes found in the Disney World area!

Search Orlando Pool Real Estate Listings

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FEATURED
Active 7648 Wilmington Loop, KISSIMMEE

$995,000

ENCORE AT REUNION

7648 Wilmington Loop, KISSIMMEE

9 Beds 9 Baths 4,630 SqFt Single Family Residence MLS® # S5091283
FEATURED
Active 8983 Amelia Downs Tr, KISSIMMEE

$975,000

▼ $20,000 SOLARA RESORT

8983 Amelia Downs Tr, KISSIMMEE

9 Beds 7 Baths 4,363 SqFt Single Family Residence MLS® # S5086743
New FEATURED
Active 8579 La Isla Dr, KISSIMMEE

$599,950

EMERALD ISLAND RESORT

8579 La Isla Dr, KISSIMMEE

7 Beds 5 Baths 2,881 SqFt Single Family Residence MLS® # S5091701
FEATURED
Active 2190 Fleming Mist Pl, KISSIMMEE

$575,000

▼ $24,950 SOLARA RESORT

2190 Fleming Mist Pl, KISSIMMEE

5 Beds 5 Baths 2,283 SqFt Townhouse MLS® # S5085203
FEATURED
Active 945 Emerald Green Ct, KISSIMMEE

$449,950

▼ $35,050 CRYSTAL COVE RESORT

945 Emerald Green Ct, KISSIMMEE

4 Beds 3 Baths 2,078 SqFt Single Family Residence MLS® # S5088384
FEATURED
Active 357 Moscato Dr, DAVENPORT

$434,950

▼ $10,000 TUSCAN RIDGE

357 Moscato Dr, DAVENPORT

4 Beds 3 Baths 2,071 SqFt Single Family Residence MLS® # S5089210
FEATURED
Active 16700 Glenbrook Blvd, CLERMONT

$419,950

▼ $10,000 GLENBROOK

16700 Glenbrook Blvd, CLERMONT

4 Beds 3 Baths 1,942 SqFt Single Family Residence MLS® # S5084925
FEATURED
Active 1919 Morning Star Dr, CLERMONT

$399,950

GLENBROOK

1919 Morning Star Dr, CLERMONT

4 Beds 2 Baths 1,496 SqFt Single Family Residence MLS® # S5088068
FEATURED
Active 3115 Yellow Lantana Ln, KISSIMMEE

$356,500

▼ $23,480 ENCANTADA

3115 Yellow Lantana Ln, KISSIMMEE

3 Beds 3 Baths 1,295 SqFt Townhouse MLS® # S5085909
FEATURED
Active 3113 Yellow Lantana Ln, KISSIMMEE

$356,500

▼ $23,480 ENCANTADA

3113 Yellow Lantana Ln, KISSIMMEE

3 Beds 3 Baths 1,295 SqFt Townhouse MLS® # S5084425
FEATURED
Active 8589 Bay Lilly Loop, KISSIMMEE

$319,950

▼ $28,000 ENCANTADA

8589 Bay Lilly Loop, KISSIMMEE

3 Beds 3 Baths 1,295 SqFt Townhouse MLS® # S5088854
FEATURED
Active 757 Dromedary Dr, POINCIANA

$319,950

▼ $25,050 POINCIANA

757 Dromedary Dr, POINCIANA

3 Beds 2 Baths 1,380 SqFt Single Family Residence MLS® # S5087539
Active 9508 Windy Ridge Rd, WINDERMERE

$30,000,000

ACREAGE & UNREC

9508 Windy Ridge Rd, WINDERMERE

7 Beds 16 Baths 29,739 SqFt Single Family Residence MLS® # U8207115
Active 9291 Point Cypress Dr, ORLANDO

$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 10242 Summer Meadow Way, ORLANDO

$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 1220 North Park Ave, WINTER PARK

$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 9306 Blanche Cove Dr, WINDERMERE

$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 1461 Via Tuscany, WINTER PARK

$16,000,000

CLOISTER GROVE SUB

1461 Via Tuscany, WINTER PARK

5 Beds 6 Baths 8,353 SqFt Single Family Residence MLS® # O6112070
New
Active 10151 Enchanted Oak Dr, GOLDEN OAK

$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 9200 Bentley Park Cir, ORLANDO

$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 10297 Summer Meadow Way, GOLDEN OAK

$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 11301 Bridge House Rd, WINDERMERE

$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 4 Isle Of Sicily, WINTER PARK

$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 10254 Summer Meadow Way, ORLANDO

$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 1233 Castle Pines Ct, REUNION

$9,800,000

▼ $199,000 REUNION WEST VILLAGE 03A

1233 Castle Pines Ct, REUNION

10 Beds 14 Baths 11,027 SqFt Single Family Residence MLS® # O6064800
New
Active 11450 Nellie Oaks Bnd, CLERMONT

$9,000,000

ACREAGE & UNREC

11450 Nellie Oaks Bnd, CLERMONT

12 Beds 9 Baths 9,455 SqFt Single Family Residence MLS® # G5073553
New
Active 9725 Vista Falls Dr, GOLDEN OAK

$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 5200 Isleworth Country Club Dr, WINDERMERE

$8,975,000

ISLEWORTH

5200 Isleworth Country Club Dr, WINDERMERE

5 Beds 8 Baths 9,482 SqFt Single Family Residence MLS® # O6124594
Active 510 Muirfield Loop, REUNION

$8,650,000

REUNION WEST VLGS NORTH

510 Muirfield Loop, REUNION

12 Beds 16 Baths 15,319 SqFt Single Family Residence MLS® # O6140468
Active 350 Muirfield Loop, REUNION

$8,425,000

REUNION WEST VLGS NORTH

350 Muirfield Loop, REUNION

12 Beds 14 Baths 12,962 SqFt Single Family Residence MLS® # S5091482
Active 6432 Deacon Cir, WINDERMERE

$8,300,000

ISLEWORTH

6432 Deacon Cir, WINDERMERE

5 Beds 9 Baths 11,021 SqFt Single Family Residence MLS® # O6120407
Active 11035 Schooner Way, WINDERMERE

$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 6120 Kirkstone Ln, WINDERMERE

$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
New
Active 654 West Morse Blvd, WINTER PARK

$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 10988 Down Park Ln, WINDERMERE

$7,440,000

LAKE DOWN ESTATES

10988 Down Park Ln, WINDERMERE

4 Beds 6 Baths 8,446 SqFt Single Family Residence MLS® # O6021133
Active 901 Golden Bear Dr, REUNION

$7,299,000

REUNION WEST VILLAGE NORTH

901 Golden Bear Dr, REUNION

11 Beds 14 Baths 10,436 SqFt Single Family Residence MLS® # O6121980
Active 11019 Bridge House Road R, WINDERMERE

$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 6125 Grosvenor Shore Dr, WINDERMERE

$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 9086 Mayfair Pointe Dr, ORLANDO

$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 1014 Jack Nicklaus Ct, REUNION

$6,600,000

▼ $300,000 REUNION WEST FAIRWAYS 17 & 18

1014 Jack Nicklaus Ct, REUNION

10 Beds 12 Baths 9,020 SqFt Single Family Residence MLS® # S5061902
Active 9139 Tibet Pointe Cir, WINDERMERE

$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 5550 Osprey Isle Ln, ORLANDO

$6,495,000

▼ $255,000 ISLE OF OSPREY

5550 Osprey Isle Ln, ORLANDO

5 Beds 6 Baths 6,730 SqFt Single Family Residence MLS® # O6115072
Active 5518 Worsham Ct, WINDERMERE

$6,450,000

ISLEWORTH 01 AMD

5518 Worsham Ct, WINDERMERE

5 Beds 8 Baths 8,100 SqFt Single Family Residence MLS® # O6141598
Active 11205 Bridge House Rd, WINDERMERE

$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 900 Golden Bear Dr, REUNION

$6,200,000

REUNION WEST VILLAGE 03A

900 Golden Bear Dr, REUNION

10 Beds 13 Baths 9,735 SqFt Single Family Residence MLS® # O6127706
Active 7840 Palmilla Ct, REUNION

$5,999,000

REUNION WEST VLGS NORTH

7840 Palmilla Ct, REUNION

8 Beds 11 Baths 7,928 SqFt Single Family Residence MLS® # S5090682
Active 13377 Lake Butler Blvd, WINTER GARDEN

$5,997,000

NONE

13377 Lake Butler Blvd, WINTER GARDEN

5 Beds 5 Baths 6,210 SqFt Single Family Residence MLS® # O6100391
New
Active 5174 Vardon Dr, WINDERMERE

$5,975,000

ISLEWORTH

5174 Vardon Dr, WINDERMERE

6 Beds 9 Baths 10,701 SqFt Single Family Residence MLS® # O6143716

Vacation Pool Homes

Home buyers can find a wide variety of vacation pool homes that fit your needs and budget throughout the Orlando area, including Kissimmee, Clermont, Davenport and Haines City. Housing choices include three and four bedroom townhomes and single family homes, as well as seven, eight or nine bedroom luxury villas.

Many Orlando pool homes are located in resort communities, so you and holiday visitors get the added benefit of outstanding amenities like tennis and volleyball courts, arcade rooms, movie theaters and on-site restaurants.

Orlando Pool Homes near Disney

Buying a pool home next to Disney is a smart investment for several reasons. You’re only a few minutes away from the Magic Kingdom and other local area attractions, which is convenient for you and your rental guests. Having a pool comes in handy when you want to cool off on a hot day, and you don’t want to drag all of your gear to the community pool. If you value fitness, going for a swim every day while you’re on holiday is a great way to stay in shape.

Another benefit of owning a vacation pool home in Orlando is that they are great for promoting quality family time. We all tend to be distracted by our smartphones and tablets. When you own a home with a pool, family members will be more inclined to swim, play and relax together. Besides, nothing will tire a child out more than playing outside in the pool all day.


If you’d like more information about purchasing a vacation pool home in Orlando, contact a Team Donovan agent at 407-704-2616 or or visit us online.

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