Houses for Rent in Windermere FL with a Swimming Pool - 15 Homes

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
8719 Crescendo Ave

8719 Crescendo Ave, Windermere, FL 34786
1 / 5
$5,500

5 Beds, 3.5 Baths, 3,725 sq ft

Pool Furnished

(954) 242-7900
8437 Kemper Ln

8437 Kemper Ln, Windermere, FL 34786
1 / 5
$5,650

4 Beds, 3 Baths, 2,399 sq ft

Pets Allowed Pool

(321) 946-8532
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
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
6309 Earthgold Dr

6309 Earthgold Dr, Windermere, FL 34786
1 / 5
$4,800

4 Beds, 2.5 Baths, 2,648 sq ft

Pets Allowed Pool

(786) 543-8296
11437 Claymont Cir

11437 Claymont Cir, Windermere, FL 34786
1 / 5
$5,900

4 Beds, 3.5 Baths, 3,246 sq ft

Pets Allowed Pool

(407) 234-4893
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
$5,600

5 Beds, 4 Baths, 4,114 sq ft

Pets Allowed Pool Waterfront

(530) 736-1158
13909 Bluebird Pond Rd

13909 Bluebird Pond Rd, Windermere, FL 34786
$3,100

4 Beds, 3 Baths, 2,366 sq ft

Pets Allowed Pool

(407) 925-4282
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
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
9567 Westover Club Cir

9567 Westover Club Cir, Windermere, FL 34786
1 / 5
$4,900

5 Beds, 4 Baths, 4,184 sq ft

Pool

(407) 977-4900
$2,990

4 Beds, 3.5 Baths, 2,461 sq ft

7218 Penkridge Ln, Windermere, FL 34786

Houses Florida Orange County

Windermere, FL Homes with Pool for Rent

Find the perfect house for rent with a pool in Windermere. 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 15 houses for rent with a pool and find your new home today.