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Short Term Rentals in Winter Garden, FL

25 rentals

9223 Vintage Hills Way - Photo 1 of 1
Rent special

12h 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

9260 Vintage Hills Way - Photo 1 of 1

17h ago

Our team has verified this company

Verified

9260 Vintage Hills Way, Winter Garden, FL 34787

Short term | In-unit laundry | Furnished

1 bed

1 bath

$3,161

Apartment for rent

Top amenities
Assigned Parking
Central Heat
In-Unit Laundry
Swimming Pool
TV
Wi-Fi
16220 Saint Martin St - Photo 1 of 1

17h 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

$15,782

$11,276

Price drop

Apartment for rent

Top amenities
Assigned Parking
Dishwasher
Fitness Center
In-Unit Laundry
Swimming Pool
TV
14531 Star Water Rd - Photo 1 of 1

1d 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

$3,412

Apartment for rent

Top amenities
Air Conditioning
Assigned Parking
Furnished
Oven
TV
Wi-Fi
14529 Star Water Rd - Photo 1 of 1

1d ago

Our team has verified this company

Verified

14529 Star Water Rd, Kissimmee, FL 34747

Short term | In-unit laundry | Furnished

1 bed

1 bath

$3,283

Apartment for rent

Top amenities
Assigned Parking
Central Heat
Elevator
Oven
TV
Wi-Fi
9268 Vintage Hills Way - Photo 1 of 1

1d 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

$3,161

Apartment for rent

Top amenities
Central Heat
In-Unit Laundry
Microwave
Swimming Pool
TV
Wi-Fi

Nearby rental good for eco-living

Nearby rental good for pet owners

14532 Star Water Rd - Photo 1 of 1

1d ago

Our team has verified this company

Verified

14532 Star Water Rd, Kissimmee, FL 34747

Short term | In-unit laundry | Furnished

2 beds

2 baths

$4,109

$3,919

Price drop

Apartment for rent

Top amenities
Assigned Parking
Elevator
Microwave
Oven
Swimming Pool
Wi-Fi
14521 Star Water Rd - Photo 1 of 1

1d ago

Our team has verified this company

Verified

14521 Star Water Rd, Kissimmee, FL 34747

Short term | In-unit laundry | Furnished

1 bed

1 bath

$3,194

Apartment for rent

Top amenities
Air Conditioning
Elevator
Furnished
In-Unit Laundry
TV
Wi-Fi
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9236 Vintage Hills Way - Photo 1 of 1

1d ago

Our team has verified this company

Verified

9236 Vintage Hills Way, Winter Garden, FL 34787

Short term | In-unit laundry | Furnished

1 bed

1 bath

$3,084

Apartment for rent

Top amenities
Assigned Parking
Central Heat
Dishwasher
In-Unit Laundry
Oven
TV
9376 Vintage Hills Way - Photo 1 of 1

1d 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

$3,161

Apartment for rent

Top amenities
Assigned Parking
Dishwasher
Elevator
Furnished
TV
Wi-Fi
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Find sweet deals near Winter Garden

These rentals are 10%-30% cheaper than the local average price for similar rentals.

$1,992

Winter Garden

$3,450

Winter Garden

$3,700

Winter Garden

$2,800

Winter Garden

1423 Retreat Cir - Photo 1 of 1

1d ago

Our team has verified this company

Verified

1423 Retreat Cir, Clermont, FL 34714

Short term | In-unit laundry | Furnished

3 beds

3 baths

$2,913

$2,796

Price drop

House for rent

Top amenities
Air Conditioning
Assigned Parking
In-Unit Laundry
Oven
TV
Wi-Fi
1425 Retreat Cir - Photo 1 of 1

1d ago

Our team has verified this company

Verified

1425 Retreat Cir, Clermont, FL 34714

Short term | In-unit laundry | Furnished

3 beds

3 baths

$2,871

$2,753

Price drop

House for rent

Top amenities
Assigned Parking
Furnished
Oven
Swimming Pool
TV
Wi-Fi
16215 Trinidad Way - Photo 1 of 1

1d ago

Our team has verified this company

Verified

16215 Trinidad Way, Clermont, FL 34714

Short term | In-unit laundry | Furnished

7 beds

5 baths

$11,345

Apartment for rent

Top amenities
Air Conditioning
Assigned Parking
Dishwasher
Furnished
Swimming Pool
TV
5518 Thomas Square Drive - Photo 1 of 1

5d+ ago

Short Term house for rent in Winter Garden

5518 Thomas Square Drive, Winter Garden, FL 34787

Short term | Garage parking | On-site laundry

5 beds

4 baths

$3,450

House for rent

Top amenities
Fitness Center
Garage Parking
On-Site Laundry
Swimming Pool
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 Drive - Photo 1 of 1

5d+ ago

Short Term house for rent in Winter Garden

1339 Daniels Cove Drive, Winter Garden, FL 34787

Short term | Swimming pool | Package service

3 beds

2 baths

$2,495

House for rent

14005 Peach Orchard Way - Photo 1 of 1

5d+ ago

Short Term house for rent in Winter Garden

14005 Peach Orchard Way, Winter Garden, FL 34787

Short term | On-site laundry | Swimming pool

5 beds

3 baths

$4,800

House for rent

Top amenities
On-Site Laundry
Package Service
Swimming Pool
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

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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 Street - Photo 1 of 1

5d+ ago

Short Term house for rent in Winter Garden

11055 Folklore Street, 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 Drive - Photo 1 of 1
New construction

5d+ ago

Short Term house for rent in Winter Garden

8096 Sayings Drive, 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: January 16, 2026

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

🔑Available apartment rentals25
💰Best rent deal9223 Vintage Hills Way
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