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Houses for Rent in Oakland FL with a Swimming Pool - 1 Homes

6018 Glory Bower Dr

6018 Glory Bower Dr, Oakland, FL 34787
1 / 16
$3,750

5 Beds, 4.5 Baths, 3,312 sq ft

Pets Allowed Pool Walk-In Closets Gated Playground Lounge Fitness Center
More Rentals Near Oakland, FL

We found 24 more rentals that closely match your search.
Mason's Ridge

975 Pitt St, Clermont, FL 34711
1 / 8
$1,990 - $2,550

2-3 Beds

2 Months Free

Pool Pets Allowed Fitness Center Kitchen Clubhouse Balcony Stainless Steel Appliances
1401 W State Road 50

1401 W State Road 50, Clermont, FL 34711
1 / 31
$1,800

2 Beds, 2 Baths, 1,000 sq ft

Cats Allowed Pool Clubhouse
14451 Bluebird Park Rd

14451 Bluebird Park Rd, Windermere, FL 34786
1 / 5
$1,395

Studio, 1 Bath, 400 sq ft

Pool Fenced Lot Fitness Center
3648 Briar Run Dr

3648 Briar Run Dr, Clermont, FL 34711

For Rent

By Owner
1 / 24
$3,000

4 Beds, 2.5 Baths, 2,650 sq ft

Pool Gated Playground
1853 Nesting Ln

1853 Nesting Ln, Winter Garden, FL 34787
1 / 30
$3,800

4 Beds, 3 Baths, 3,500 sq ft

Pets Allowed Pool Patio Walk-In Closets Gated Security System High Ceilings
11415 Waterstone

11415 Waterstone, Windermere, FL 34786
$9,500

5 Beds, 6 Baths, 4,845 sq ft

Pets Allowed Pool
11415 Waterstone Loop Dr

11415 Waterstone Loop Dr, Windermere, FL 34786
1 / 5
$9,500

5 Beds, 6 Baths, 4,845 sq ft

Pets Allowed Pool Waterfront
325 Magnolia St

325 Magnolia St, Windermere, FL 34786
1 / 5
$8,498

4 Beds, 3 Baths, 3,975 sq ft

Pets Allowed Pool Waterfront
804 Starke Lake Cir

804 Starke Lake Cir, Ocoee, FL 34761
1 / 5
$2,250

3 Beds, 2 Baths, 1,609 sq ft

Dogs Allowed Pool
12428 Summerport Ln

12428 Summerport Ln, Windermere, FL 34786
1 / 5
$11,000

4 Beds, 4.5 Baths, 3,072 sq ft

Pets Allowed Pool Waterfront
7573 Green Mountain Way

7573 Green Mountain Way, Winter Garden, FL 34787
1 / 5
$9,990

4 Beds, 3.5 Baths, 3,388 sq ft

Pets Allowed Pool Waterfront
2231 Ridgewind Way

2231 Ridgewind Way, Windermere, FL 34786
1 / 5
$6,000

4 Beds, 3 Baths, 3,239 sq ft

Dogs Allowed Pool
481 Dunoon St

481 Dunoon St, Ocoee, FL 34761
1 / 5
$3,500

3 Beds, 2 Baths, 1,942 sq ft

Pool
13461 Zori Ln

13461 Zori Ln, Windermere, FL 34786
1 / 5
$3,999

4 Beds, 3 Baths, 3,114 sq ft

Pets Allowed Pool
307 W 4th Ave

307 W 4th Ave, Windermere, FL 34786
1 / 5
$6,450

4 Beds, 3 Baths, 3,190 sq ft

Pets Allowed Pool
3302 Just-A-Mere Ct

3302 Just-A-Mere Ct, Windermere, FL 34786
1 / 5
$5,700

4 Beds, 3 Baths, 2,374 sq ft

Pool
423 Sand Lime Rd

423 Sand Lime Rd, Winter Garden, FL 34787
1 / 14
$1,925

2 Beds, 1.5 Baths, 1,140 sq ft

Pool Patio Concierge
13455 Bellaria Cir

13455 Bellaria Cir, Windermere, FL 34786
1 / 5
$13,500

5 Beds, 6.5 Baths, 5,825 sq ft

Pets Allowed Pool
5023 Sawyer Cv Wy

5023 Sawyer Cv Wy, Windermere, FL 34786
1 / 5
$12,000

5 Beds, 5.5 Baths, 4,421 sq ft

Pool
2318 Valley Dr

2318 Valley Dr, Apopka, FL 32703
1 / 4
$2,400

3 Beds, 2 Baths, 1,434 sq ft

Pets Allowed Pool Fireplace
$2,699

4 Beds, 2.5 Baths, 2,007 sq ft

5743 New Independence Pkwy, Winter Garden, FL 34787
$4,890

6 Beds, 5 Baths, 3,860 sq ft

2292 Juniper Berry Dr, Minneola, FL 34756
$2,800

3 Beds, 2.25 Baths, 2,078 sq ft

15316 Torpoint Rd, Winter Garden, FL 34787
$3,400

4 Beds, 3 Baths, 2,700 sq ft

16996 Tradewind Pt, Winter Garden, FL 34787

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Oakland, FL Homes with Pool for Rent

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 1 houses for rent with a pool and find your new home today.