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Short Term Rentals in Windermere, FL

25 rentals

9223 Vintage Hills Way - Photo 1 of 1
Rent special

1h 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

2607 Yountville Avenue - Photo 1 of 1

5h ago

Our team has verified this company

Verified

2607 Yountville Avenue, Kissimmee, FL 34741

Short term | In-unit laundry | Furnished

15 beds

15 baths

$21,391

Apartment for rent

Top amenities
Central Heat
Dishwasher
In-Unit Laundry
Oven
Swimming Pool
TV
9042 Rhodes Street - Photo 1 of 1

5h ago

Our team has verified this company

Verified

9042 Rhodes Street, Kissimmee, FL 34747

Short term | In-unit laundry | Furnished

5 beds

5 baths

$9,345

Apartment for rent

Top amenities
Air Conditioning
Central Heat
Microwave
Swimming Pool
TV
Wi-Fi
1905 Nice Court - Photo 1 of 1

5h ago

Our team has verified this company

Verified

1905 Nice Court, Kissimmee, FL 34747

Short term | In-unit laundry | Furnished

6 beds

4 baths

$5,520

$5,361

Price drop

Apartment for rent

Top amenities
Dishwasher
In-Unit Laundry
Microwave
Oven
TV
Wi-Fi
14533 Star Water Road - Photo 1 of 1

5h ago

Our team has verified this company

Verified

14533 Star Water Road, Kissimmee, FL 34747

Short term | In-unit laundry | Furnished

2 beds

2 baths

$5,044

$4,865

Price drop

Apartment for rent

Top amenities
Air Conditioning
Dishwasher
Furnished
In-Unit Laundry
On-Site Management
Wi-Fi
9268 Vintage Hills Way - Photo 1 of 1

5h 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

$4,367

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

9376 Vintage Hills Way - Photo 1 of 1

5h 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

$4,491

$3,701

Price drop

Apartment for rent

Top amenities
Central Heat
Dishwasher
Elevator
In-Unit Laundry
Microwave
TV
8022 King Palm Circle - Photo 1 of 1

5h ago

Our team has verified this company

Verified

8022 King Palm Circle, Kissimmee, FL 34747

Short term | In-unit laundry | Furnished

4 beds

3 baths

$6,446

Apartment for rent

Top amenities
Dishwasher
Furnished
In-Unit Laundry
Microwave
TV
Wi-Fi
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5251 Cane Island Loop - Photo 1 of 1

5h ago

Our team has verified this company

Verified

5251 Cane Island Loop, Kissimmee, FL 34746

Short term | In-unit laundry | Furnished

2 beds

2 baths

$4,128

Condo for rent

Top amenities
Dishwasher
In-Unit Laundry
Microwave
Oven
Swimming Pool
TV
2801 Biltmore Park Dr - Photo 1 of 1
Rent special

2d 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

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Find sweet deals near Windermere

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

$4,500

Windermere

$2,900

Windermere

$4,500

Windermere

$2,300

Windermere

8865 Della Scala Circle - Photo 1 of 1

4d ago

Short Term Bay Hill townhouse for rent in Bay Hill

8865 Della Scala Circle, Bay Hill, FL 32836

Short term | Residents lounge

4 beds

3 baths

$3,600

$3,400

Price drop

House for rent

5256 International Dr. - Photo 1 of 1
Rent special

5d+ 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

6844 Westborough Lane #12 - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

$900 - 1 Bedroom with Two Roommates, Shared Bathroom House In Orlando With Great Amenities

6844 Westborough Lane #12, Orlando, FL 32818

Short term | Air conditioning | On-site laundry

1 bed

1 bath

$900

Apartment for rent

Available Oct 19

Top amenities
Air Conditioning
Dishwasher
On-Site Laundry
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

$3,500

House for rent

6926 Cucamelon Ct - Photo 1 of 1

5d+ ago

Short Term house for rent in Windermere

6926 Cucamelon Ct, Windermere, FL 34786

Short term | Furnished | Swimming pool

5 beds

4 baths

$4,500

House for rent

Top amenities
Furnished
1339 Daniels Cove Dr - Photo 1 of 1

5d+ ago

Short Term house for rent in Winter Garden

1339 Daniels Cove Dr, Winter Garden, FL 34787

Short term | Swimming pool | Package service

3 beds

2 baths

$2,495

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

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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

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

9121 Edenshire Cir, Orlando, FL 32836

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
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: December 4, 2025

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1 bedrooms for rent in Windermere, FL2 rentals

2 rentals

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

🔑Available apartment rentals25
💰Best rent deal6844 Westborough Lane #12
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