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Short Term Rentals in Windermere, FL

25 rentals

5256 International Dr. - Photo 1 of 1
Rent special

6h 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

8303 Palm Pkwy - Photo 1 of 1

12h ago

Our team has verified this company

Verified

8303 Palm Pkwy, Orlando, FL 32836

Short term | In-unit laundry | Furnished

1 bed

1 bath

$6,679

Condo for rent

Top amenities
Air Conditioning
Central Heat
Dishwasher
In-Unit Laundry
Swimming Pool
Wi-Fi
14533 Star Water Rd - Photo 1 of 1

12h 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

$3,832

$3,131

Price drop

Apartment for rent

Top amenities
Air Conditioning
Central Heat
Elevator
Furnished
In-Unit Laundry
Wi-Fi
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

234 Marcello Blvd - Photo 1 of 1

1d ago

Our team has verified this company

Verified

234 Marcello Blvd, Kissimmee, FL 34746

Short term | In-unit laundry | Furnished

8 beds

5 baths

$8,910

Apartment for rent

Top amenities
Air Conditioning
Central Heat
Garage Parking
Microwave
TV
Wi-Fi
2567 Shanti Dr - Photo 1 of 1

1d ago

Our team has verified this company

Verified

2567 Shanti Dr, Kissimmee, FL 34746

Short term | In-unit laundry | Furnished

12 beds

11 baths

$12,720

Apartment for rent

Top amenities
Air Conditioning
Central Heat
Furnished
In-Unit Laundry
TV
Wi-Fi

Nearby rental good for eco-living

Nearby rental good for pet owners

1248 1248 Challenge Drive - Photo 1 of 1

2d ago

Our team has verified this company

Verified

1248 1248 Challenge Drive, Kissimmee, FL 34747

Short term | In-unit laundry | Furnished

4 beds

3 baths

$5,270

$4,039

Price drop

House for rent

Top amenities
Dishwasher
Furnished
Microwave
Oven
TV
Wi-Fi
2560 Shanti Dr - Photo 1 of 1

2d ago

Our team has verified this company

Verified

2560 Shanti Dr, Kissimmee, FL 34746

Short term | In-unit laundry | Furnished

12 beds

11 baths

$11,070

Apartment for rent

Top amenities
Central Heat
Dishwasher
In-Unit Laundry
Oven
TV
Wi-Fi
zumper

Rent an Airbnb‑friendly apartment.

Earn 

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Learn more on Airbnb

2801 Biltmore Park Dr - Photo 1 of 1
Rent special

3d 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

804 Oakdale Street - Photo 1 of 1

5d+ ago

Short Term Windermere apartment for rent in Windermere

1BR 1BA Private Suite, Pool, Washer/Dryer, WiFi, Fully Furnished, Quiet, Clean

804 Oakdale Street, Windermere, FL 34786

Short term | In-unit laundry | Furnished

1 bed

1 bath

$2,000

Apartment for rent

Available Jan 1

Top amenities
Cable
High Ceilings
In-Unit Laundry
Microwave
On-Site Laundry
Swimming Pool
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Find sweet deals near Windermere

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

$3,075

Windermere

$2,900

Windermere

$2,300

Windermere

$3,400

Bay Hill

702 Malcom Road - Photo 1 of 1

5d+ ago

Short Term house for rent in Ocoee

Furnished Room for Rent all utilities & wifi included! $675/mth

702 Malcom Road, Ocoee, FL 34761

Short term | In-unit laundry | Furnished

1 bed

1 bath

$675

House for rent

Available Oct 2

Top amenities
In-Unit Laundry
Microwave
On-Site Laundry
10733 Village Lake Road - Photo 1 of 1

5d+ ago

Short Term townhouse for rent in Windermere

10733 Village Lake Road, Windermere, FL 34786

Short term | In-unit laundry | Garage parking

4 beds

3 baths

$3,075

House for rent

Top amenities
In-Unit Laundry
On-Site Laundry
8865 Della Scala Circle - Photo 1 of 1

5d+ 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

10052 Oakside Court - Photo 1 of 1

5d+ ago

Short Term house for rent in Orlando

10052 Oakside Court, 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 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

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 Circle - Photo 1 of 1

5d+ ago

Short Term house for rent in Orlando

9121 Edenshire Circle, 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
In-Unit Laundry
Swimming Pool
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 19, 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 deal702 Malcom Road
✨Popular amenities, ,

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