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Short Term Rentals in Winter Garden, FL

25 rentals

Halston Waterleigh - Photo 1 of 1
Rent special
3D tour

20h ago

8.8

Very good

Halston Waterleigh

10091 Tuller Loop, Winter Garden, FL 34787

Short term | In-unit laundry | Garage parking

1–3 beds

1–2 baths

$1,725–$2,655

Apartment for rent

Available Oct 16

Top amenities
EV Charging
Fitness Center
Hardwood Floor
In-Unit Laundry
Package Service
Swimming Pool
9268 Vintage Hills Way - Photo 1 of 1

23h ago

Our team has verified this company

Verified

9268 Vintage Hills Way, Winter Garden, FL 34787

Short term | In-unit laundry | Furnished

1 bed

1 bath

$3,525

Apartment for rent

Top amenities
Central Heat
In-Unit Laundry
Microwave
Swimming Pool
TV
Wi-Fi
14531 Star Water Rd - Photo 1 of 1

23h ago

Our team has verified this company

Verified

14531 Star Water Rd, Kissimmee, FL 34747

Short term | In-unit laundry | Furnished

1 bed

1 bath

$4,145

Apartment for rent

Top amenities
Dishwasher
Elevator
In-Unit Laundry
Oven
Swimming Pool
TV
14541 Star Water Rd - Photo 1 of 1

23h ago

Our team has verified this company

Verified

14541 Star Water Rd, Kissimmee, FL 34747

Short term | In-unit laundry | Furnished

1 bed

1 bath

$3,141

Apartment for rent

Top amenities
Air Conditioning
Elevator
Furnished
In-Unit Laundry
Swimming Pool
Wi-Fi
14533 Star Water Rd - Photo 1 of 1

23h ago

Our team has verified this company

Verified

14533 Star Water Rd, Kissimmee, FL 34747

Short term | In-unit laundry | Furnished

1 bed

1 bath

$3,206

Apartment for rent

Top amenities
Central Heat
Dishwasher
Oven
Swimming Pool
TV
Wi-Fi
9376 Vintage Hills Way - Photo 1 of 1

23h ago

Our team has verified this company

Verified

9376 Vintage Hills Way, Winter Garden, FL 34787

Short term | In-unit laundry | Furnished

1 bed

1 bath

$4,721

Apartment for rent

Top amenities
Central Heat
Dishwasher
Elevator
In-Unit Laundry
Swimming Pool
TV

Nearby rental good for eco-living

Nearby rental good for pet owners

Nearby rental good for social life

1514 Retreat Cir - Photo 1 of 1

23h ago

Our team has verified this company

Verified

1514 Retreat Cir, Clermont, FL 34714

Short term | In-unit laundry | Furnished

3 beds

3 baths

$2,907

House for rent

Top amenities
Air Conditioning
Dishwasher
Fitness Center
In-Unit Laundry
Swimming Pool
TV
1423 Retreat Cir - Photo 1 of 1

23h ago

Our team has verified this company

Verified

1423 Retreat Cir, Clermont, FL 34714

Short term | In-unit laundry | Furnished

3 beds

3 baths

$3,390

House for rent

Top amenities
Central Heat
Fitness Center
In-Unit Laundry
Oven
TV
Wi-Fi
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16220 Saint Martin St - Photo 1 of 1

23h ago

Our team has verified this company

Verified

16220 Saint Martin St, Clermont, FL 34714

Short term | In-unit laundry | Furnished

10 beds

8 baths

$16,500

Apartment for rent

Top amenities
Air Conditioning
Dishwasher
Fitness Center
In-Unit Laundry
Microwave
Wi-Fi
17345 Serenidad Blvd - Photo 1 of 1

23h ago

Our team has verified this company

Verified

17345 Serenidad Blvd, Clermont, FL 34714

Short term | In-unit laundry | Furnished

3 beds

3 baths

$2,645

$2,541

Price drop

House for rent

Top amenities
Air Conditioning
Fitness Center
Microwave
Oven
TV
Wi-Fi
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These rentals are 10%-30% cheaper than the local average price for similar rentals.

$3,700

Winter Garden

$2,800

Winter Garden

$10,771

Clermont

16368 Saint Kitts Cir - Photo 1 of 1

23h ago

Our team has verified this company

Verified

16368 Saint Kitts Cir, Clermont, FL 34714

Short term | In-unit laundry | Furnished

10 beds

8 baths

$14,850

$10,771

Price drop

Apartment for rent

Top amenities
Air Conditioning
Central Heat
Dishwasher
Fitness Center
In-Unit Laundry
Oven
1411 Serendipity Ln - Photo 1 of 1

23h ago

Our team has verified this company

Verified

1411 Serendipity Ln, Clermont, FL 34714

Short term | In-unit laundry | Furnished

3 beds

3 baths

$6,427

$6,238

Price drop

House for rent

Top amenities
Central Heat
Dishwasher
In-Unit Laundry
Oven
Roof Deck
TV
714 Bellshire Way - Photo 1 of 1

2d ago

Short Term house for rent in Winter Garden

714 Bellshire Way, Winter Garden, FL 34787

Short term | Garage parking | Swimming pool

4 beds

2 baths

$2,845

House for rent

Available Oct 13

Top amenities
Dishwasher
Microwave
Storage
Swimming Pool
9223 Vintage Hills Way - Photo 1 of 1
Rent special

4d ago

9.2

Excellent

Our team has verified this company

Verified

9223 Vintage Hills Way

9223 Vintage Hills Way, Winter Garden, FL 34787

Short term | Furnished | Package service

1–2 beds

1–2 baths

$1,992–$2,553

Apartment for rent

17361 Bal Harbour Dr - Photo 1 of 1

5d+ ago

Short Term house for rent in Winter Garden

17361 Bal Harbour Dr, Winter Garden, FL 34787

Short term | Garage parking | On-site laundry

4 beds

3 baths

$3,400

House for rent

Top amenities
On-Site Laundry
1339 Daniels Cove Dr - Photo 1 of 1

5d+ ago

Short Term house for rent in Winter Garden

Short term | Swimming pool | Package service

3 beds

2 baths

$2,499

House for rent

7254 Desert Mandarin 7254 - Photo 1 of 1

5d+ ago

Short Term house for rent in Winter Garden

Single Family Residence - Other City - In The State Of Florida, FL

7254 Desert Mandarin 7254, Winter Garden, FL 34787

Short term | Walk-in closets | Outdoor space

5 beds

3 baths

$3,700

House for rent

7984 Wood Sage Dr - Photo 1 of 1

5d+ ago

Short Term house for rent in Winter Garden

7984 Wood Sage Dr, Winter Garden, FL 34787

Short term | In-unit laundry | Swimming pool

3 beds

2 baths

$3,100

House for rent

Top amenities
Fitness Center
Hardwood Floor
In-Unit Laundry
Advertisement
6165 Juneberry Way - Photo 1 of 1

5d+ ago

Short Term townhouse for rent in Winter Garden

6165 Juneberry Way, Winter Garden, FL 34787

Short term | Garage parking | Swimming pool

3 beds

2 baths

$2,675

House for rent

Top amenities
Garage Parking
High Ceilings
14791 Crimson Bluff Aly - Photo 1 of 1

5d+ ago

Short Term house for rent in Winter Garden

14791 Crimson Bluff Aly, Winter Garden, FL 34787

Short term | Garage parking | Swimming pool

3 beds

2 baths

$2,900

House for rent

11007 Bookmark Ln - Photo 1 of 1

5d+ ago

Short Term townhouse for rent in Winter Garden

11007 Bookmark Ln, Winter Garden, FL 34787

Short term | In-unit laundry | Garage parking

3 beds

2 baths

$2,500

House for rent

Top amenities
In-Unit Laundry
11055 Folklore St - Photo 1 of 1

5d+ ago

Short Term house for rent in Winter Garden

11055 Folklore St, Winter Garden, FL 34787

Short term | In-unit laundry | Walk-in closets

4 beds

3 baths

$2,800

House for rent

Top amenities
In-Unit Laundry
427 Tierra Verde Ln - Photo 1 of 1

5d+ ago

Short Term house for rent in Winter Garden

427 Tierra Verde Ln, Winter Garden, FL 34787

Short term | Furnished | Carpet

4 beds

2 baths

$3,300

House for rent

13127 Bounty Ave - Photo 1 of 1

5d+ ago

Short Term townhouse for rent in Winter Garden

13127 Bounty Ave, Winter Garden, FL 34787

Short term | Swimming pool | Fitness center

3 beds

2 baths

$2,600

House for rent

8096 Sayings Dr - Photo 1 of 1
New construction

5d+ ago

Short Term house for rent in Winter Garden

8096 Sayings Dr, Winter Garden, FL 34787

Short term | Outdoor space

4 beds

4 baths

$3,750

House for rent

Showing 1 - 25 of 25 results
Home > Apartments in Winter Garden > Winter Garden Short term rentals
Updated: October 16, 2025

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Looking for short term apartments in Winter Garden, FL near you?

🔑Available apartment rentals25
đź’°Best rent deal10091 Tuller Loop
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