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Short Term Rentals in Windermere, FL

25 rentals

2801 Biltmore Park Dr - Photo 1 of 1
Rent special

1h ago

9.2

Excellent

Our team has verified this company

Verified

2801 Biltmore Park Dr

2801 Biltmore Park Dr, Orlando, FL 32835

Short term | Furnished | Package service

1–2 beds

1–2 baths

$1,712–$2,845

Apartment for rent

5256 International Dr. - Photo 1 of 1
Rent special

1d ago

9.2

Excellent

Our team has verified this company

Verified

5256 International Dr.

5256 International Dr, Orlando, FL 32819

Short term | Furnished | Package service

1–2 beds

1–2 baths

$2,079–$2,528

Apartment for rent

9223 Vintage Hills Way - Photo 1 of 1
Rent special

1d 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

425 Vandergrift Dr #NA - Photo 1 of 1

2d ago

Short Term house for rent in Ocoee

$1,100 - 1 Bedroom 1 Bathroom in a Single Family House In Ocoee With Great Amenities, Female only

425 Vandergrift Dr #NA, Ocoee, FL 34761

Short term | Air conditioning | On-site laundry

1 bed

1 bath

$1,300

$1,100

Price drop

House for rent

Available Oct 13

Top amenities
Air Conditioning
Central Heat
On-Site Laundry
Storage
9260 Vintage Hills Way - Photo 1 of 1

2d 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

$3,322

Apartment for rent

Top amenities
Air Conditioning
Central Heat
Dishwasher
Furnished
TV
Wi-Fi
14533 Star Water Rd - Photo 1 of 1

2d ago

Our team has verified this company

Verified

14533 Star Water Rd, Kissimmee, FL 34747

Short term | In-unit laundry | Furnished

2 beds

2 baths

$4,598

Apartment for rent

Top amenities
Dishwasher
Elevator
Furnished
In-Unit Laundry
On-Site Management
Wi-Fi

Nearby rental good for eco-living

Nearby rental good for pet owners

14521 Star Water Rd - Photo 1 of 1

2d 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

$3,032

Apartment for rent

Top amenities
Air Conditioning
Furnished
In-Unit Laundry
Microwave
Swimming Pool
TV
14532 Star Water Rd - Photo 1 of 1

2d 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

$4,405

Apartment for rent

Top amenities
Central Heat
Elevator
In-Unit Laundry
Microwave
TV
Wi-Fi
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14529 Star Water Rd - Photo 1 of 1

2d 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

$3,002

Apartment for rent

Top amenities
Dishwasher
Elevator
In-Unit Laundry
Swimming Pool
TV
Wi-Fi
14200 Avalon Rd - Photo 1 of 1

2d ago

Our team has verified this company

Verified

14200 Avalon Rd, Winter Garden, FL 34787

Short term | In-unit laundry | Furnished

3 beds

2 baths

$3,161

Condo for rent

Top amenities
Elevator
Fitness Center
Furnished
Oven
TV
Wi-Fi
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Find sweet deals near Windermere

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

$2,900

Windermere

$4,500

Windermere

$2,300

Windermere

$2,300

Windermere

714 Bellshire Way - Photo 1 of 1

5d+ 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
11994 Mckinnon Rd - Photo 1 of 1

5d+ ago

Short Term house for rent in Windermere

Short term | Swimming pool | Storage

4 beds

3 baths

$4,500

House for rent

6926 Cucamelon Ct - Photo 1 of 1

5d+ ago

Short Term house for rent in Windermere

Short term | Furnished | Swimming pool

5 beds

4 baths

$5,200

House for rent

Top amenities
Furnished
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

$2,495

House for rent

10052 Oakside Ct - Photo 1 of 1

5d+ ago

Short Term house for rent in Orlando

10052 Oakside Ct, Orlando, FL 32836

Short term | Swimming pool | Hardwood floor

4 beds

3 baths

$3,700

House for rent

12647 Arley Dr - Photo 1 of 1

5d+ ago

Short Term house for rent in Windermere

12647 Arley Dr, Windermere, FL 34786

Short term | Carpet

4 beds

2 baths

$2,900

House for rent

4324 Blue Major Dr - Photo 1 of 1

5d+ ago

Short Term house for rent in Windermere

4324 Blue Major Dr, Windermere, FL 34786

Short term | Garage parking | Storage

5 beds

4 baths

$4,500

House for rent

9223 Leeland Archer Blvd - Photo 1 of 1

5d+ ago

Short Term house for rent in Orlando

9223 Leeland Archer Blvd, Orlando, FL 32836

Short term

5 beds

3 baths

$2,950

House for rent

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7321 Brightland St - Photo 1 of 1

5d+ ago

Short Term townhouse for rent in Windermere

7321 Brightland St, Windermere, FL 34786

Short term | In-unit laundry | Garage parking

3 beds

2 baths

$2,300

House for rent

Top amenities
In-Unit Laundry
10299 Park Estates Ave - Photo 1 of 1
New construction

5d+ ago

Short Term house for rent in Orlando

10299 Park Estates Ave, Orlando, FL 32836

Short term | Furnished | Outdoor space

3 beds

2 baths

$4,850

House for rent

6910 Corley Ave - Photo 1 of 1

5d+ ago

Short Term house for rent in Windermere

6910 Corley Ave, Windermere, FL 34786

Short term

3 beds

2 baths

$3,000

House for rent

9121 Edenshire Cir - Photo 1 of 1

5d+ ago

Short Term house for rent in Orlando

Short term | In-unit laundry | On-site laundry

4 beds

3 baths

$3,200

House for rent

Top amenities
In-Unit Laundry
On-Site 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

11446 Jasper Kay Ter - Photo 1 of 1

5d+ ago

Short Term condo for rent in Windermere

11446 Jasper Kay Ter, Windermere, FL 34786

Short term | In-unit laundry | Swimming pool

3 beds

2 baths

$2,300

Condo for rent

Top amenities
Elevator
Fitness Center
In-Unit Laundry
9018 Lake Fischer Blvd - Photo 1 of 1

5d+ ago

Short Term house for rent in Gotha

9018 Lake Fischer Blvd, Gotha, FL 34734

Short term | Carpet | Outdoor space

4 beds

2 baths

$2,750

House for rent

Showing 1 - 25 of 25 results
Home > Apartments in Windermere > Windermere Short term rentals
Updated: October 19, 2025

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1 bedrooms for rent in Windermere, FL1 rental

1 rental

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Looking for short term apartments in Windermere, FL near you?

🔑Available apartment rentals25
💰Best rent deal425 Vandergrift Dr #NA
✨Popular amenities, ,

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