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

14330 Wabasso Lp

14330 Wabasso Lp, Oakland, FL 34787
1 / 5
$7,350

5 Beds, 4 Baths, 2,617 sq ft

Pets Allowed Pool
More Rentals Near Oakland, FL

We found 25 more rentals that closely match your search.
Mason's Ridge

975 Pitt St, Clermont, FL 34711
1 / 8
$1,899 - $2,374

2-3 Beds

2 Months Free

Pool Pets Allowed Fitness Center Kitchen Clubhouse Balcony Stainless Steel Appliances
Silverleaf Oaks

6496 Tabebuia Pky, Winter Garden, FL 34787
1 / 15
$2,575 - $3,295

3-5 Beds

Pool Pets Allowed Fitness Center Refrigerator Kitchen Range
15412 Amberbeam Blvd

15412 Amberbeam Blvd, Winter Garden, FL 34787
1 / 35
$3,150

3 Beds, 2 Baths, 1,484 sq ft

Pets Allowed Pool Yard Gated Fireplace Playground
12951 Overstreet Rd

12951 Overstreet Rd, Windermere, FL 34786
1 / 17
$2,955

4 Beds, 3 Baths, 2,925 sq ft

Pets Allowed Pool Patio Hardwood Floors Yard Fenced Lot Vaulted Ceiling
2825 Danforth Dr

2825 Danforth Dr, Orlando, FL 32818
1 / 20
$3,000

4 Beds, 2 Baths, 1,900 sq ft

Pets Allowed Pool Furnished Fenced Lot
5922 Grassy Point Rd

5922 Grassy Point Rd, Winter Garden, FL 34787
1 / 5
$3,250

4 Beds, 4 Baths, 2,853 sq ft

Pool Patio Walk-In Closets Tennis Court Fitness Center
11006 Lake Katherine Cir

11006 Lake Katherine Cir, Clermont, FL 34711
1 / 5
$3,200

4 Beds, 2.5 Baths, 2,503 sq ft

Pool Fireplace Fenced Lot Vaulted Ceiling
12535 Dallington Terrace

12535 Dallington Terrace, Winter Garden, FL 34787
1 / 5
$4,300

5 Beds, 4 Baths, 3,802 sq ft

Pool
2500 Castle Pines St

2500 Castle Pines St, Clermont, FL 34711
1 / 5
$2,600

2 Beds, 2 Baths, 1,889 sq ft

Pool Furnished Patio Walk-In Closets Gated Fireplace Tennis Court
557 Autumn Ash Dr

557 Autumn Ash Dr, Clermont, FL 34715
1 / 5
$3,100

4 Beds, 3 Baths, 2,683 sq ft

Pool Walk-In Closets
15149 Night Heron Dr

15149 Night Heron Dr, Winter Garden, FL 34787
1 / 5
$3,150

3 Beds, 2 Baths, 2,089 sq ft

Cats Allowed Pool Tennis Court Fitness Center
6024 Sunset Isle Dr

6024 Sunset Isle Dr, Winter Garden, FL 34787

For Rent

By Owner
1 / 18
$3,500

5 Beds, 3.5 Baths, 3,559 sq ft

Pets Allowed Pool Yard Security System Clubhouse
871 Cool Springs Cir

871 Cool Springs Cir, Ocoee, FL 34761

For Rent

By Owner
1 / 17
$2,800

3 Beds, 2 Baths, 1,900 sq ft

Pets Allowed Pool Patio Basketball Court Security System Double Vanities
5954 Cypress Hill Rd

5954 Cypress Hill Rd, Winter Garden, FL 34787
1 / 5
$4,300

4 Beds, 3.5 Baths, 2,997 sq ft

Pool Furnished Walk-In Closets Fireplace Playground Smoke Free Tennis Court
1624 Kennesaw Dr

1624 Kennesaw Dr, Clermont, FL 34711
1 / 5
$6,500

4 Beds, 4.5 Baths, 4,329 sq ft

Pool Furnished Walk-In Closets Hardwood Floors Gated Playground Smoke Free
4302 Isabella Cir

4302 Isabella Cir, Windermere, FL 34786
1 / 5
$13,500

5 Beds, 6.5 Baths, 5,104 sq ft

Dogs Allowed Pool Fireplace
2113 Grove Point Ln

2113 Grove Point Ln, Windermere, FL 34786
1 / 5
$5,500

4 Beds, 3 Baths, 2,830 sq ft

Pool Fireplace
11103 Bridge House Rd

11103 Bridge House Rd, Windermere, FL 34786
1 / 5
$35,000

5 Beds, 6.5 Baths, 8,443 sq ft

Pets Allowed Pool Furnished Fireplace Waterfront
8402 Lake Burden Cir

8402 Lake Burden Cir, Windermere, FL 34786
1 / 5
$13,000

5 Beds, 6.5 Baths, 6,248 sq ft

Pets Allowed Pool Fireplace Waterfront
16825 Bolsena Dr

16825 Bolsena Dr, Montverde, FL 34756
1 / 5
$10,000

6 Beds, 5.5 Baths, 5,075 sq ft

Pets Allowed Pool
16008 Volterra Point

16008 Volterra Point, Montverde, FL 34756
1 / 5
$6,000

5 Beds, 4 Baths, 2,979 sq ft

Pool Furnished
16044 Pendio Dr

16044 Pendio Dr, Montverde, FL 34756
1 / 5
$18,000

5 Beds, 6 Baths, 5,855 sq ft

Pool
7508 Lake Albert Dr

7508 Lake Albert Dr, Windermere, FL 34786
1 / 5
$4,800

4 Beds, 3.5 Baths, 3,059 sq ft

Pool Fireplace
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
7904 Westminster Abbey Blvd

7904 Westminster Abbey Blvd, Orlando, FL 32835
1 / 5
$6,500

5 Beds, 4 Baths, 3,664 sq ft

Pets Allowed Pool Fireplace

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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.