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Houses for Rent in Winter Garden FL with a Swimming Pool - 10 Rentals

10 Rentals Available

9306 Mira Valle Ln

9306 Mira Valle Ln, Winter Garden, FL 34787
1 / 5
3 Beds, 3 Baths, 1,956 sq ft

$2,850

Total Monthly Price

Total Monthly Price New

Prices include all required monthly fees.

Cats Allowed Pool Patio Walk-In Closets Tennis Court Fitness Center
3425 Turningwind Ln

3425 Turningwind Ln, Winter Garden, FL 34787
1 / 5
6 Beds, 4 Baths, 3,210 sq ft

$5,600

Pets Allowed Pool Smoke Free
16279 Taliesin Street

16279 Taliesin Street, Winter Garden, FL 34787

For Rent

By Owner
1 / 28
3 Beds, 2 Baths, 1,682 sq ft

$2,750

Total Monthly Price
12 Month Lease

Total Monthly Price New

Prices include all required monthly fees.

Pool Walk-In Closets Playground Fitness Center Clubhouse
15308 Honeybell Dr

15308 Honeybell Dr, Winter Garden, FL 34787

For Rent

By Owner
1 / 13
4 Beds, 3.5 Baths, 2,500 sq ft

$3,350

Total Monthly Price
12 Month Lease

Total Monthly Price New

Prices include all required monthly fees.

Pets Allowed Pool Clubhouse
3276 Buoy Cir

3276 Buoy Cir, Oakland, FL 34787

For Rent

By Owner
1 / 25
4 Beds, 3 Baths, 2,297 sq ft

$3,600

Total Monthly Price
12 Month Lease

Total Monthly Price New

Prices include all required monthly fees.

Pets Allowed Pool Walk-In Closets Gated Playground Island Kitchen Clubhouse
2205 Wintermere Pointe Dr

2205 Wintermere Pointe Dr, Winter Garden, FL 34787
1 / 5
5 Beds, 3 Baths, 3,747 sq ft

$3,850

Dogs Allowed Pool
15704 Marina Bay Dr

15704 Marina Bay Dr, Winter Garden, FL 34787
1 / 5
5 Beds, 5.5 Baths, 5,005 sq ft

$9,995

Pets Allowed Pool Furnished Waterfront
632 Dharma Cir

632 Dharma Cir, Winter Garden, FL 34787
1 / 5
3 Beds, 2 Baths, 1,315 sq ft

$2,900

Pets Allowed Pool
$1,900

968 Stucki Terrace, Winter Garden, FL 34787

3 Beds | 2 Baths | 984 sq ft
$5,000

16324 Silver Grv Blvd, Winter Garden, FL 34787

5 Beds | 4.5 Baths | 3,724 sq ft
More Rentals Near Winter Garden, FL

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

975 Pitt St, Clermont, FL 34711
1 / 98

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2 Beds

$1,664+

3 Beds

$2,313+

Total Monthly Price

Total Monthly Price New

Prices include base rent and required monthly fees of $114. Variable costs based on usage may apply.

Base Rent:

2 Beds

$1,550+

3 Beds

$2,199+

2 Months Free

Pool Pets Allowed Fitness Center Kitchen Clubhouse Balcony
Summerwell Avian Pointe

2607 Harrier Ct, Apopka, FL 32703
1 / 35
3 Beds

$2,574+

4 Beds

$2,711+

5 Beds

$3,355+

Total Monthly Price

Total Monthly Price New
Prices include base rent and required monthly fees of $130. Variable costs based on usage may apply.

Base Rent:

3 Beds

$2,443+

4 Beds

$2,580+

5 Beds

$3,224+

Pets Allowed Pool Patio Playground Basketball Court Tennis Court
2118 Ridge Pointe Ln

2118 Ridge Pointe Ln, Minneola, FL 34715

For Rent

By Owner
1 / 32
$3,000
Total Monthly Price

Total Monthly Price New

Prices include all required monthly fees.

12 Month Lease

4 Beds, 3 Baths, 2,399 sq ft

Pool Playground Lounge Double Vanities
10301 US-27

10301 US-27, Clermont, FL 34711
1 / 5
2 Beds, 3 Baths, 720 sq ft

$1,800

Total Monthly Price

Total Monthly Price New

Prices include all required monthly fees.

Pool Furnished
6098 Blissful St

6098 Blissful St, Clermont, FL 34714
1 / 5
4 Beds, 3 Baths, 2,023 sq ft

$2,800

Total Monthly Price

Total Monthly Price New

Prices include all required monthly fees.

Pool Security System Tennis Court Fitness Center
996 Maple Ct

996 Maple Ct, Apopka, FL 32703
1 / 16
3 Beds

$2,135

Pets Allowed Pool Patio Yard Fenced Lot Skylights Double Vanities
803 Arbor Pointe Ave

803 Arbor Pointe Ave, Minneola, FL 34715
1 / 5
4 Beds, 2 Baths

$2,950

Pool Fenced Lot
8831 Herencia Alley

8831 Herencia Alley, Windermere, FL 34786
1 / 20
3 Beds

$2,570

Pets Allowed Pool
2767 Silver Ridge Dr

2767 Silver Ridge Dr, Orlando, FL 32818
1 / 16
3 Beds

$2,300

Pets Allowed Pool Fireplace
4410 White Pine Ave

4410 White Pine Ave, Orlando, FL 32811
1 / 16
2 Beds

$2,050

Pets Allowed Pool Hardwood Floors Basketball Court Tennis Court Clubhouse
2926 Black Birch Dr

2926 Black Birch Dr, Ocoee, FL 34761
1 / 5
5 Beds, 2.5 Baths, 2,370 sq ft

$3,000

Dogs Allowed Pool Fitness Center
2681 Greywall Ave

2681 Greywall Ave, Ocoee, FL 34761
1 / 16
3 Beds

$2,400

Pets Allowed Pool
9210 Outlook Rock Trail

9210 Outlook Rock Trail, Windermere, FL 34786
1 / 20
5 Beds

$4,575

Pets Allowed Pool
5996 Blissful St

5996 Blissful St, Clermont, FL 34714

For Rent

By Owner
1 / 10
1 Bed, 1 Bath, 250 sq ft

$1,350

Total Monthly Price
1 Month Lease

Total Monthly Price New

Prices include all required monthly fees.

Pool Furnished Patio Walk-In Closets Island Kitchen Smoke Free Security System
7670 Milano Dr

7670 Milano Dr, Orlando, FL 32835

For Rent

By Owner
1 / 22
4 Beds, 3.5 Baths, 2,821 sq ft

$4,200

Total Monthly Price
12 Month Lease

Total Monthly Price New

Prices include all required monthly fees.

Pets Allowed Pool Patio Hardwood Floors Gated Fireplace Lofts
16008 Volterra Point

16008 Volterra Point, Montverde, FL 34756
1 / 5
4 Beds, 4 Baths, 2,979 sq ft

$6,700

Pets Allowed Pool
8507 Bowden Way

8507 Bowden Way, Windermere, FL 34786
1 / 5
4 Beds, 3 Baths, 2,398 sq ft

$6,899

Pool
9042 Shawn Park Pl

9042 Shawn Park Pl, Orlando, FL 32819
1 / 5
4 Beds, 4 Baths, 2,501 sq ft

$6,000

Pets Allowed Pool Fireplace
7600 Debeaubien Dr

7600 Debeaubien Dr, Orlando, FL 32835
1 / 5
4 Beds, 3.5 Baths, 3,103 sq ft

$4,000

Pool Furnished Fireplace
4318 Woodtree Ln

4318 Woodtree Ln, Orlando, FL 32835
1 / 5
4 Beds, 2 Baths, 2,577 sq ft

$4,000

Pets Allowed Pool Fireplace
8506 St Marino Blvd

8506 St Marino Blvd, Orlando, FL 32836
1 / 5
4 Beds, 3 Baths, 2,660 sq ft

$4,200

Pets Allowed Pool Fireplace
3865 Winding Lake Cir

3865 Winding Lake Cir, Orlando, FL 32835
1 / 5
4 Beds, 4 Baths, 3,194 sq ft

$5,200

Pets Allowed Pool Fireplace
8411 Woburn Ct

8411 Woburn Ct, Windermere, FL 34786
1 / 5
4 Beds, 3 Baths, 2,562 sq ft

$7,850

Pool
10355 Trout Rd

10355 Trout Rd, Orlando, FL 32836
1 / 5
4 Beds, 3 Baths, 2,737 sq ft

$12,000

Pets Allowed Pool
6659 Lake Cane Dr

6659 Lake Cane Dr, Orlando, FL 32819
1 / 5
4 Beds, 4.5 Baths, 2,271 sq ft

$4,900

Pets Allowed Pool Furnished

Houses Florida Orange County Winter Garden

Winter Garden, FL Homes with Pool for Rent

Find the perfect house for rent with a pool in Winter Garden. 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 10 houses for rent with a pool and find your new home today.

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