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Short Term Rentals in Winter Park, FL

25 rentals

Liv at Winter Park Apartment Homes - Photo 1 of 1

33m ago

9.2

Excellent

Liv at Winter Park Apartment Homes

4755 N Goldenrod Rd, Goldenrod, FL 32817

Short term | In-unit laundry | Swimming pool

Studio–3 beds

1–2 baths

$1,317–$3,920

Apartment for rent

Available Jan 22

Top amenities
Ceiling Fan
Hardwood Floor
In-Unit Laundry
On-Site Management
Swimming Pool

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9096 Dubois Blvd - Photo 1 of 1

2h ago

Our team has verified this company

Verified

9096 Dubois Blvd, Orlando, FL 32825

Short term | In-unit laundry | Furnished

3 beds

1 bath

$4,636

Apartment for rent

Top amenities
Air Conditioning
Assigned Parking
Fireplace
In-Unit Laundry
Oven
TV
480 N. Orange Ave. - Photo 1 of 1

2h ago

Our team has verified this company

Verified

480 N. Orange Ave.

480 N Orange Ave, Orlando, FL 32801

Short term | Furnished

1–2 beds

1 bath

$2,014–$2,689

Apartment for rent

2801 Biltmore Park Dr - Photo 1 of 1

2h 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

1–2 beds

1–2 baths

$1,691–$2,640

Apartment for rent

10200 Falcon Pine Blvd - Photo 1 of 1
Highly rated

2h ago

9.2

Excellent

Our team has verified this company

Verified

10200 Falcon Pine Blvd

10200 Falcon Pine Blvd, Orlando, FL 32829

Short term | Furnished

1–2 beds

1–2 baths

$2,011–$2,180

Apartment for rent

6084 Willowpointe Cir - Photo 1 of 1

1d ago

Our team has verified this company

Verified

6084 Willowpointe Cir, Orlando, FL 32822

Short term | In-unit laundry | Furnished

2 beds

2 baths

$2,998

$2,128

Price drop

Condo for rent

Top amenities
Fitness Center
In-Unit Laundry
Microwave
Oven
TV
Wi-Fi

Nearby rental good for eco-living

$850

Fern Park

Nearby rental good for pet owners

$4,258

Azalea Park

5575 Asterisk Ave - Photo 1 of 1

1d ago

Our team has verified this company

Verified

5575 Asterisk Ave, Orlando, FL 32819

Short term | In-unit laundry | Furnished

6 beds

6 baths

$29,480

$18,951

Price drop

Apartment for rent

Top amenities
Air Conditioning
Central Heat
In-Unit Laundry
Oven
TV
Wi-Fi
5659 Asterisk Ave - Photo 1 of 1

1d ago

Our team has verified this company

Verified

5659 Asterisk Ave, Orlando, FL 32819

Short term | In-unit laundry | Furnished

9 beds

5 baths

$24,908

Apartment for rent

Top amenities
Air Conditioning
Central Heat
In-Unit Laundry
Microwave
Oven
TV
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1307 Formosa Ave - Photo 1 of 1

1d ago

Our team has verified this company

Verified

1307 Formosa Ave, Orlando, FL 32789

Short term | In-unit laundry | Furnished

2 beds

1 bath

$3,672

Apartment for rent

Top amenities
Air Conditioning
Central Heat
Dishwasher
Oven
TV
Wi-Fi
1330 Catalpa Ln - Photo 1 of 1

1d ago

Our team has verified this company

Verified

1330 Catalpa Ln, Orlando, FL 32806

Short term | In-unit laundry | Furnished

4 beds

2 baths

$4,798

$4,653

Price drop

Apartment for rent

Top amenities
Air Conditioning
Dishwasher
Furnished
In-Unit Laundry
Microwave
TV
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Find sweet deals near Winter Park

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

$800

Eatonville

$1,850

Maitland

$850

Fern Park

$1,999

Kirkman South

2014 Newman Street - Photo 1 of 1

1d ago

9.6

Excellent

Our team has verified this company

Verified

2014 Newman Street

2014 Newman St, Orlando, FL 32803

Short term | Furnished | Air conditioning

Studio–1 bed

1 bath

$2,027–$2,522

Apartment for rent

Top amenities
Assigned Parking
Central Heat
Furnished
On-Site Laundry
TV
Wi-Fi
1610 N Goldenrod Rd - Photo 1 of 1

1d ago

Our team has verified this company

Verified

1610 N Goldenrod Rd, Azalea Park, FL 32807

Short term | In-unit laundry | Furnished

3 beds

1 bath

$4,258

Apartment for rent

Top amenities
Assigned Parking
In-Unit Laundry
Microwave
Oven
TV
Wi-Fi
5256 International Dr. - Photo 1 of 1

4d ago

9.2

Excellent

Our team has verified this company

Verified

5256 International Dr.

5256 International Dr, Orlando, FL 32819

Short term | Furnished

1–2 beds

1–2 baths

$2,065–$2,557

Apartment for rent

281 Shell Pt E #NA - Photo 1 of 1

5d+ ago

Short Term house for rent in Maitland

Stunning Luxury Lakefront Estate 4 Bed | 4.5 Bath | 4,100 Sq Ft | 100' Waterfront

281 Shell Pt E #NA, Maitland, FL 32751

Short term | In-unit laundry | Furnished

4 beds

4 baths

$20,000

House for rent

Available Feb 1

Top amenities
Assigned Parking
Furnished
Hardwood Floor
In-Unit Laundry
Residents Lounge
Swimming Pool
415 Lochmond Dr - Photo 1 of 1

5d+ ago

Short Term house for rent in Fern Park

Traveling Medical Professional/ Students

415 Lochmond Dr, Fern Park, FL 32730

Short term | In-unit laundry | Furnished

1 bed

1 bath

$850

House for rent

Top amenities
Dishwasher
Hardwood Floor
In-Unit Laundry
Microwave
On-Site Laundry
522 Camino Ct #NA - Photo 1 of 1

5d+ ago

Short Term house for rent in Altamonte Springs

FURNISHED 2 Bedroom 1 Bathroom Duplex

522 Camino Ct #NA, Altamonte Springs, FL 32701

Short term | In-unit laundry | Furnished

2 beds

1 bath

$1,800

House for rent

Available Jan 4

Top amenities
Air Conditioning
Assigned Parking
In-Unit Laundry
On-Site Laundry
2178 Whitney Marsh Aly - Photo 1 of 1
New construction

5d+ ago

Short Term Princeton - Silverstar townhouse for rent in Orlando

2178 Whitney Marsh Aly, Orlando, FL 32804

Short term | Outdoor space

3 beds

3 baths

$3,700

House for rent

14 Bel Air St - Photo 1 of 1

5d+ ago

Short Term Eatonville house for rent in Eatonville

Charming Room in Orlando

14 Bel Air St, Eatonville, FL 32751

Short term | In-unit laundry | Furnished

1 bed

1 bath

$800

House for rent

Available Sep 27

Top amenities
In-Unit Laundry
Microwave
On-Site Laundry
Advertisement
518 Oranole Rd - Photo 1 of 1

5d+ ago

Short Term house for rent in Maitland

518 Oranole Rd, Maitland, FL 32751

Short term | Outdoor space

3 beds

1 bath

$2,300

House for rent

1000 Semoran Boulevard - Photo 1 of 1

5d+ ago

Short Term Golfside condo for rent in Winter Park

Short term

1 bed

1 bath

$1,299

Condo for rent

2511 Metro Sevilla Dr - Photo 1 of 1

5d+ ago

Short Term Metro West condo for rent in Orlando

2511 Metro Sevilla Dr, Orlando, FL 32835

Short term | Swimming pool | Fitness center

3 beds

2 baths

$2,100

Condo for rent

1325 Lake Shadow Cir - Photo 1 of 1

5d+ ago

Short Term condo for rent in Maitland

1325 Lake Shadow Cir, Maitland, FL 32751

Short term | Air conditioning | Carpet

2 beds

2 baths

$1,850

Condo for rent

1240 Holly Springs Cir - Photo 1 of 1

5d+ ago

Short Term house for rent in Orlando

1240 Holly Springs Cir, Orlando, FL 32825

Short term | Outdoor space

3 beds

2 baths

$2,250

House for rent

952 Courtyard Ln - Photo 1 of 1

5d+ ago

Short Term condo for rent in Orlando

952 Courtyard Ln, Orlando, FL 32825

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

2 beds

2 baths

$1,700

Condo for rent

Top amenities
Carpet
Fitness Center
In-Unit Laundry
On-Site Laundry
8431 Chamberlain Pl - Photo 1 of 1

5d+ ago

Short Term townhouse for rent in Oviedo

Townhouse - OVIEDO, FL

8431 Chamberlain Pl, Oviedo, FL 32765

Short term | In-unit laundry | Air conditioning

3 beds

2 baths

$2,400

House for rent

Top amenities
Fitness Center
Hardwood Floor
In-Unit Laundry
Oven
Storage
Swimming Pool
Showing 1 - 25 of 25 results
Home > Apartments in Winter Park > Winter Park Short term rentals
Updated: January 22, 2026

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

🔑Available apartment rentals25
💰Best rent deal14 Bel Air St
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