Winter Garden, FL rental listings

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ABOUT THIS HOME
Winter Garden, FL Rental Listings
Luxury townhome available for lease in the exclusive Winter Garden community of LAKESHORE with eastern views towards Disney fireworks! At over 2100 SF, The Villimar is a 3 bedroom, 2.5 bathroom townho

$3,000/mo

3 beds2.5 baths2,103 sq ft

8884 Bismarck Palm Dr, Winter Garden, FL 34787

Pets welcome • Laundry in unit • Parking

NEW 1 DAY AGO

ABOUT THIS HOME
Winter Garden, FL Rental Listings
Beautiful Townhome located in the serene and quite gated community of The Orchard in Winter Garden. This amazing property is a 3 bedrooms, 2.5 bathrooms, 2-Car garage. Upon entering the home, the offi

$2,400/mo

3 beds2.5 baths1,592 sq ft

399 Winter Nellis Cir, Winter Garden, FL 34787

Available 01/01 • Parking • A/C

ABOUT THIS HOME
Winter Garden, FL Rental Listings
Primo location. Hip patio villas situated on a quiet oak lined street featuring tile flooring throughout, granite counter tops. Huge rear yard with open brick patio & two parking pads. All located wit

$1,749/mo

2 beds1 bath780 sq ft

505 Varsity St, Winter Garden, FL 34787

Dogs welcome • Parking • A/C

ABOUT THIS HOME
Winter Garden, FL Rental Listings
Beautiful Fully Furnished, French Country model Home. This gorgeous pool home features 5 Bedrooms (2 Master Suites 1st and 2nd floor) plus an office/study with 4.5 baths, Cinema (with top of the line

$9,500/mo

5 beds4.5 baths4,671 sq ft

12927 Canopy Woods Way, Winter Garden, FL 34787

Dogs welcome • Parking • A/C

ABOUT THIS HOME
Winter Garden, FL Rental Listings
Beautiful 3-bedroom, 2.5-bathroom 2-story home in the highly sought-after Oakland Trails. This amazing floorplan has the best front porch view of the community park and is only a couple of doors down

$2,600/mo

3 beds2.5 baths1,838 sq ft

1775 White Feather Loop, Oakland, FL 34787

Parking • A/C • Dishwasher

ABOUT THIS HOME
Winter Garden, FL Rental Listings
Step into 15238 Blue Peacock Ln--your next place to call home. This comfortable 4-bedroom, 3-bath rental is available for $2,900/month and offers 2,196 sq ft of bright, open living space ideal for eve

$2,800/mo

4 beds2 baths2,196 sq ft

15238 Blue Peacock Ln, Winter Garden, FL 34787

Pets welcome • Parking • A/C

Property at 5885 Chestnut Chase Rd, Winter Garden, FL, 34787, 2 beds, 2.5 baths, [object Object]

$2,425/mo

2 beds2.5 baths1,800 sq ft

5885 Chestnut Chase Rd, Winter Garden, FL 34787

Property at 6725 Marmalade Aly, Winter Garden, FL, 34787, 4 beds, 3 baths, [object Object]

$3,000/mo

4 beds3 baths1,718 sq ft

6725 Marmalade Aly, Winter Garden, FL 34787

Property at 7711 Tangerine Knoll Loop, Winter Garden, FL, 34787, 4 beds, 3.5 baths, [object Object]

$3,600/mo

4 beds3.5 baths2,689 sq ft

7711 Tangerine Knoll Loop, Winter Garden, FL 34787

Property at 9406 Bolero Rd, Winter Garden, FL, 34787, 5 beds, 3.5 baths, [object Object]

$4,300/mo

5 beds3.5 baths3,299 sq ft

9406 Bolero Rd, Winter Garden, FL 34787

Property at 15419 Uglis Aly, Winter Garden, FL, 34787, 3 beds, 2.5 baths, [object Object]

$3,280/mo

3 beds2.5 baths2,239 sq ft

15419 Uglis Aly, Winter Garden, FL 34787

Property at 9167 Cut Shot Dr, Winter Garden, FL, 34787, 3 beds, 2.5 baths, [object Object]

$2,695/mo

3 beds2.5 baths2,186 sq ft

9167 Cut Shot Dr, Winter Garden, FL 34787

Property at 14921 Winter Stay Dr, Winter Garden, FL, 34787, 4 beds, 4 baths, [object Object]

$3,900/mo

4 beds4 baths3,443 sq ft

14921 Winter Stay Dr, Winter Garden, FL 34787

Property at 2135 Standing Rock Cir, Oakland, FL, 34787, 3 beds, 2.5 baths, [object Object]

$2,650/mo

3 beds2.5 baths2,078 sq ft

2135 Standing Rock Cir, Oakland, FL 34787

Property at 16348 Brisk Breeze Aly, Winter Garden, FL, 34787, 4 beds, 3.5 baths, [object Object]

$3,199/mo

4 beds3.5 baths2,477 sq ft

16348 Brisk Breeze Aly, Winter Garden, FL 34787

Property at 1555 Scarlet Oak Loop Unit 113A, Winter Garden, FL, 34787, 2 beds, 2 baths, [object Object]

$2,100/mo

2 beds2 baths1,216 sq ft

1555 Scarlet Oak Loop Unit 113A, Winter Garden, FL 34787

Property at 1512 Scarlet Oak Loop Unit 73B, Winter Garden, FL, 34787, 3 beds, 2 baths, [object Object]

$2,099/mo

3 beds2 baths1,544 sq ft

1512 Scarlet Oak Loop Unit 73B, Winter Garden, FL 34787

Property at 17592 Northlake Grove Dr, Oakland, FL, 34787, 3 beds, 3 baths, [object Object]

$2,500/mo

3 beds3 baths1,577 sq ft

17592 Northlake Grove Dr, Oakland, FL 34787

Property at 1500 Broken Oak Dr Unit 25B, Winter Garden, FL, 34787, 3 beds, 2.5 baths, [object Object]

$2,450/mo

3 beds2.5 baths1,544 sq ft

1500 Broken Oak Dr Unit 25B, Winter Garden, FL 34787

Property at 1943 Standing Rock Cir, Oakland, FL, 34787, 3 beds, 2.5 baths, [object Object]

$2,850/mo

3 beds2.5 baths1,880 sq ft

1943 Standing Rock Cir, Oakland, FL 34787

Property at 3064 Irish Peach Dr, Winter Garden, FL, 34787, 5 beds, 4.5 baths, [object Object]

$4,995/mo

5 beds4.5 baths3,478 sq ft

3064 Irish Peach Dr, Winter Garden, FL 34787

Property at 6349 Glory Bower Dr, Winter Garden, FL, 34787, 3 beds, 2.5 baths, [object Object]

$2,600/mo

3 beds2.5 baths1,560 sq ft

6349 Glory Bower Dr, Winter Garden, FL 34787

Property at 9555 Waterway Passage Dr, Winter Garden, FL, 34787, 4 beds, 2.5 baths, [object Object]

$3,200/mo

4 beds2.5 baths2,117 sq ft

9555 Waterway Passage Dr, Winter Garden, FL 34787

Property at 5382 Bowman Dr, Winter Garden, FL, 34787, 6 beds, 4.5 baths, [object Object]

$11,000/mo

6 beds4.5 baths5,107 sq ft

5382 Bowman Dr, Winter Garden, FL 34787

Property at 1490 Stone Arrow Ct, Oakland, FL, 34787, 5 beds, 3.5 baths, [object Object]

$3,450/mo

5 beds3.5 baths3,188 sq ft

1490 Stone Arrow Ct, Oakland, FL 34787

Property at 377 Eron Way, Winter Garden, FL, 34787, 0 beds, 1 bath, [object Object]

$1,295/mo

0 beds1 bath420 sq ft

377 Eron Way, Winter Garden, FL 34787

Property at 8019 Glenlloyd Ave, Winter Garden, FL, 34787, 3 beds, 2.5 baths, [object Object]

$2,850/mo

3 beds2.5 baths1,768 sq ft

8019 Glenlloyd Ave, Winter Garden, FL 34787

Property at 8186 Topsail Pl, Winter Garden, FL, 34787, 5 beds, 4.5 baths, [object Object]

$4,300/mo

5 beds4.5 baths3,811 sq ft

8186 Topsail Pl, Winter Garden, FL 34787

Property at 9930 Sunny Mews Aly, Winter Garden, FL, 34787, 3 beds, 2.5 baths, [object Object]

$2,600/mo

3 beds2.5 baths1,814 sq ft

9930 Sunny Mews Aly, Winter Garden, FL 34787

Property at 3087 Mindfullness Dr, Oakland, FL, 34787, 3 beds, 2.5 baths, [object Object]

$2,300/mo

3 beds2.5 baths1,834 sq ft

3087 Mindfullness Dr, Oakland, FL 34787

Property at 6024 Glory Bower Dr, Winter Garden, FL, 34787, 5 beds, 4.5 baths, [object Object]

$4,200/mo

5 beds4.5 baths3,119 sq ft

6024 Glory Bower Dr, Winter Garden, FL 34787

Property at 6197 Elfin Herb Way, Winter Garden, FL, 34787, 3 beds, 2.5 baths, [object Object]

$3,200/mo

3 beds2.5 baths1,772 sq ft

6197 Elfin Herb Way, Winter Garden, FL 34787

Property at 7736 Bowery Dr, Winter Garden, FL, 34787, 3 beds, 2.5 baths, [object Object]

$2,700/mo

3 beds2.5 baths1,840 sq ft

7736 Bowery Dr, Winter Garden, FL 34787

Property at 12664 Charmed Dr, Winter Garden, FL, 34787, 3 beds, 2.5 baths, [object Object]

$2,650/mo

3 beds2.5 baths1,568 sq ft

12664 Charmed Dr, Winter Garden, FL 34787

Property at 7742 Bowery Dr, Winter Garden, FL, 34787, 3 beds, 3 baths, [object Object]

$2,600/mo

3 beds3 baths2,024 sq ft

7742 Bowery Dr, Winter Garden, FL 34787

Property at 15746 Fountain Springs Rd, Winter Garden, FL, 34787, 4 beds, 3.5 baths, [object Object]

$3,550/mo

4 beds3.5 baths2,472 sq ft

15746 Fountain Springs Rd, Winter Garden, FL 34787

Property at 8887 Sonoma Coast Dr, Winter Garden, FL, 34787, 5 beds, 4.5 baths, [object Object]

$4,300/mo

5 beds4.5 baths3,227 sq ft

8887 Sonoma Coast Dr, Winter Garden, FL 34787

Property at 13817 Luna Harvest Ave, Winter Garden, FL, 34787, 4 beds, 3 baths, [object Object]

$3,200/mo

4 beds3 baths2,163 sq ft

13817 Luna Harvest Ave, Winter Garden, FL 34787

Property at 10397 Austrina Oak Loop, Winter Garden, FL, 34787, 4 beds, 2.5 baths, [object Object]

$2,950/mo

4 beds2.5 baths2,204 sq ft

10397 Austrina Oak Loop, Winter Garden, FL 34787

Property at 942 Auction Aly, Winter Garden, FL, 34787, 3 beds, 2.5 baths, [object Object]

$3,000/mo

3 beds2.5 baths1,642 sq ft

942 Auction Aly, Winter Garden, FL 34787

Property at 5957 Glory Bower Dr, Winter Garden, FL, 34787, 3 beds, 2.5 baths, [object Object]

$3,500/mo

3 beds2.5 baths1,967 sq ft

5957 Glory Bower Dr, Winter Garden, FL 34787

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Based on information submitted to the MLS GRID as of Sat Dec 06 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

The MLS data provided for the property above is provided courtesy of Redfin Corporation. Source: Southeast Florida MLS. Information is deemed reliable but not guaranteed. © 2025. The listing data on this page comes in part from the Internet Data Exchange (IDX), a collaboration between the following REALTOR(R) associations in the Southeast Florida Multiple Listing Service (MLS): Miami Association of REALTORS®, REALTOR® Association of Greater Ft. Lauderdale and South Broward Board of REALTORS®. All rights reserved. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Use of search facilities of data on the site, other than a consumer looking to purchase real estate, is prohibited.

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