2 Houses for Rent with a Swimming Pool in Oakland, FL

$3,350

3 Beds, 3 Baths, 1,908 sq ft

13031 Tollcross Wy, Oakland, FL 34787
$2,850

3 Beds, 2.5 Baths, 2,068 sq ft

15013 Egret Hammock Dr, Oakland, FL 34787
More Rentals Near Oakland, FL

We found 24 more rentals that closely match your search.
3255 Buoy Cir

3255 Buoy Cir, Winter Garden, FL 34787
1 / 5
$3,300

3 Beds, 2 Baths, 2,144 sq ft

Pool Fenced Lot Security System

(407) 520-7975
12037 Woodglen Cir

12037 Woodglen Cir, Clermont, FL 34711
1 / 5
$2,180

3 Beds, 2 Baths, 1,585 sq ft

Pets Allowed Pool Patio

(833) 252-8444
2464 Gold Dust Dr

2464 Gold Dust Dr, Minneola, FL 34715
1 / 5
$2,780

4 Beds, 2.5 Baths, 2,082 sq ft

Pets Allowed Pool Patio

(833) 252-8444
3321 White Blossom Ln

3321 White Blossom Ln, Clermont, FL 34711
1 / 5
$2,550

4 Beds, 2 Baths, 2,236 sq ft

Pets Allowed Pool Patio Yard Fenced Lot

(833) 252-8444
303 Beacon Pointe Dr

303 Beacon Pointe Dr, Ocoee, FL 34761
1 / 42
$3,150

5 Beds, 3 Baths, 2,967 sq ft

Pool Walk-In Closets Gated

(786) 321-7461
6313 Blissful St

6313 Blissful St, Clermont,, FL 34714
1 / 5
$2,700

3 Beds, 2.5 Baths, 1,782 sq ft

Pool

(407) 930-3530
14737 Ave of the Rushes

14737 Ave of the Rushes, Winter Garden, FL 34787
1 / 5
$4,800

5 Beds, 4 Baths, 3,565 sq ft

Pool Waterfront

(321) 939-3748
3521 Belland Cir

3521 Belland Cir, Clermont, FL 34711
1 / 5
$2,400

2 Beds, 2 Baths, 1,503 sq ft

Pool Sauna

(321) 939-3748
235 Oakdale St

235 Oakdale St, Windermere, FL 34786
1 / 5
$5,000

3 Beds, 2 Baths, 2,562 sq ft

Pets Allowed Pool Fireplace

(407) 558-1396
11415 Waterstone Loop Dr

11415 Waterstone Loop Dr, Windermere, FL 34786
1 / 5
$12,000

5 Beds, 6 Baths, 4,845 sq ft

Pets Allowed Pool Waterfront

(407) 616-5098
325 Magnolia St

325 Magnolia St, Windermere, FL 34786
1 / 5
$8,998

4 Beds, 3 Baths, 3,975 sq ft

Pets Allowed Pool Waterfront

(321) 438-3307
415 E 6th Ave

415 E 6th Ave, Windermere, FL 34786
1 / 5
$4,200

3 Beds, 2 Baths, 1,784 sq ft

Pets Allowed Pool Fireplace

(941) 266-2068
16708 Bolsena Dr

16708 Bolsena Dr, Montverde, FL 34756
1 / 5
$9,990

4 Beds, 4.5 Baths, 4,236 sq ft

Pool Sauna Waterfront

(321) 939-3748
16716 Caravaggio Loop

16716 Caravaggio Loop, Montverde, FL 34756
1 / 5
$7,800

4 Beds, 3.5 Baths, 3,682 sq ft

Pets Allowed Pool Furnished

(407) 879-4883
9525 Lavill Ct

9525 Lavill Ct, Windermere, FL 34786
1 / 5
$12,000

4 Beds, 3.5 Baths, 4,097 sq ft

Pool Fireplace Waterfront

(321) 332-3000
705 Vandergrift Dr

705 Vandergrift Dr, Ocoee, FL 34761
1 / 5
$3,200

4 Beds, 2.5 Baths, 1,880 sq ft

Pool

(321) 947-4014
581 Safeharbour Dr

581 Safeharbour Dr, Ocoee, FL 34761
$2,600

3 Beds, 2 Baths, 1,675 sq ft

Pool

(321) 228-3188
1650 Roberts Landing Rd

1650 Roberts Landing Rd, Windermere, FL 34786
1 / 5
$5,800

4 Beds, 2.5 Baths, 2,627 sq ft

Pets Allowed Pool Fireplace

(407) 402-1350
1534 Glenwick Dr

1534 Glenwick Dr, Windermere, FL 34786
1 / 5
$6,200

5 Beds, 4 Baths, 4,114 sq ft

Pets Allowed Pool Waterfront

(530) 736-1158
930 East Blvd

930 East Blvd, Windermere, FL 34786
1 / 5
$8,250

4 Beds, 4.5 Baths, 2,868 sq ft

Pool Waterfront

(407) 558-1396
16025 Silver Brk Wy

16025 Silver Brk Wy, Winter Garden, FL 34787
1 / 5
$4,400

4 Beds, 3 Baths, 2,082 sq ft

Dogs Allowed Pool

(305) 753-1943
6115 Orta Ct

6115 Orta Ct, Windermere, FL 34786
1 / 5
$17,500

6 Beds, 7.5 Baths, 6,853 sq ft

Cats Allowed Pool Fireplace Waterfront

(407) 947-8062
$2,500

3 Beds, 2 Baths, 1,570 sq ft

1060 Scenic View Cir, Minneola, FL 34715
$2,990

4 Beds, 3.5 Baths, 2,461 sq ft

7218 Penkridge Ln, Windermere, FL 34786

Houses Florida Orange County

Homes with Pool for Rent in Oakland, FL

Find the perfect house for rent with a pool in Oakland. Whether you're looking for houses with neighborhood swimming areas or a home with a private pool, you can experience comfort, convenience, and relaxation just steps from your back door. Elevate your lifestyle by unwinding in the sun after a long day or hosting poolside gatherings with friends and family. Stay active with invigorating swims or simply enjoy a moment of tranquility by the glistening water.

Dive in at your leisure - when you rent a house with a pool, you make the schedule. You won't have to adhere to restricted swimming hours or wait for summer crowds to thin out. Embrace the freedom of having a pool at your fingertips, available for you to enjoy whenever you want! If you're hoping to swim even when the summer heat begins to cool off, consider searching for rentals with an indoor pool for year-round access. Start searching now. Browse 2 houses for rent with a pool and find your new home today.