Clear

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

2520 Ave A SW

2520 Ave A SW, Winter Haven, FL 33880
1 / 15
$1,825

3 Beds, 2 Baths, 1,310 sq ft

Pets Allowed Pool
956 Harold Pass

956 Harold Pass, Winter Haven, FL 33884
1 / 15
$1,995

5 Beds, 2.5 Baths, 2,216 sq ft

Pets Allowed Pool
2215 Author Hls St

2215 Author Hls St, Winter Haven, FL 33884
1 / 20
$2,045

3 Beds, 2 Baths, 1,649 sq ft

Pets Allowed Pool
623 Lake Dexter Cir

623 Lake Dexter Cir, Winter Haven, FL 33884
1 / 18
$1,890

3 Beds, 2 Baths, 1,160 sq ft

Pets Allowed Pool
757 Reggie Rd

757 Reggie Rd, Winter Haven, FL 33884
1 / 5
$2,100

3 Beds, 2 Baths, 1,432 sq ft

Pets Allowed Pool
1661 Teagan Ln

1661 Teagan Ln, Winter Haven, FL 33884
1 / 20
$1,880

3 Beds, 2 Baths, 1,287 sq ft

Dogs Allowed Pool
1506 Kaylor Ct NE

1506 Kaylor Ct NE, Winter Haven, FL 33881
1 / 15
$1,995

3 Beds, 2 Baths, 1,800 sq ft

Pets Allowed Pool
2110 Whispering Trails Blvd

2110 Whispering Trails Blvd, Winter Haven, FL 33884
1 / 5
$1,699

3 Beds, 2 Baths, 1,148 sq ft

Dogs Allowed Pool
4302 Berwick Dr

4302 Berwick Dr, Lake Wales, FL 33859
1 / 5
$1,900

2 Beds, 2 Baths, 1,462 sq ft

Cats Allowed Pool Patio Walk-In Closets Hardwood Floors Gated Basketball Court
2110 Whispering Trails Blvd

2110 Whispering Trails Blvd, Winter Haven, FL 33884
1 / 6
$1,699

3 Beds, 2 Baths, 1,200 sq ft

Pets Allowed Pool Yard Gated
692 Augusta Rd

692 Augusta Rd, Winter Haven, FL 33884

For Rent

By Owner
1 / 31
$2,195

3 Beds, 2 Baths, 1,785 sq ft

Pool Gated Fireplace Island Kitchen Tennis Court Fitness Center Clubhouse
246 Cove At Eagle Lake Cir

246 Cove At Eagle Lake Cir, Eagle Lake, FL 33839
1 / 5
$3,300

4 Beds, 2 Baths, 2,224 sq ft

Pets Allowed Pool
$1,750

2 Beds, 2 Baths, 1,574 sq ft

3541 Harbor Cir NW, Winter Haven, FL 33881
$1,850

3 Beds, 2 Baths, 1,444 sq ft

1240 Tyler Lp, Winter Haven, FL 33884
$2,350

3 Beds, 2 Baths, 1,915 sq ft

2190 Belaire Dr, Winter Haven, FL 33880

Houses Florida Polk County Winter Haven

Find the Perfect Winter Haven, FL Rental

Search by Bedrooms

Filter by Popular Amenities

Stay on Budget

Other Rental Types

Find Specialty Housing

Winter Haven, FL Homes with Pool for Rent

Find the perfect house for rent with a pool in Winter Haven. 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.