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Short Term Rentals in Winter Park, FL

25 rentals

10200 Falcon Pine Blvd - Photo 1 of 1
Highly rated
Rent special

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 | Package service

1–2 beds

1–2 baths

$2,021–$2,311

Apartment for rent

2710 Amherst Ave - Photo 1 of 1

7h ago

Our team has verified this company

Verified

2710 Amherst Ave, Orlando, FL 32804

Short term | In-unit laundry | Furnished

1 bed

1 bath

$8,970

$3,066

Price drop

Apartment for rent

Top amenities
Furnished
In-Unit Laundry
Microwave
Oven
TV
Wi-Fi
2317 E Crystal Lake Ave - Photo 1 of 1

7h ago

Our team has verified this company

Verified

2317 E Crystal Lake Ave, Orlando, FL 32806

Short term | In-unit laundry | Furnished

2 beds

1 bath

$4,234

Apartment for rent

Top amenities
Air Conditioning
In-Unit Laundry
Microwave
Oven
TV
Wi-Fi
4500 Elaine Pl - Photo 1 of 1

7h ago

Our team has verified this company

Verified

4500 Elaine Pl, Orlando, FL 32812

Short term | In-unit laundry | Furnished

4 beds

2 baths

$5,542

Apartment for rent

Top amenities
Air Conditioning
Business Center
Furnished
In-Unit Laundry
Microwave
TV
2014 Newman Street - Photo 1 of 1

7h ago

9.4

Excellent

Our team has verified this company

Verified

2014 Newman Street

2014 Newman St, Orlando, FL 32803

Short term | Furnished | Air conditioning

Studio

1 bath

$2,704

Price drop

Apartment for rent

Top amenities
Air Conditioning
Central Heat
Furnished
Microwave
TV
Wi-Fi
3120 Peel Ave - Photo 1 of 1

7h ago

Our team has verified this company

Verified

3120 Peel Ave, Conway, FL 32806

Short term | Furnished | Air conditioning

1 bed

1 bath

$7,759

$3,604

Price drop

Apartment for rent

Top amenities
Air Conditioning
Central Heat
Furnished
Microwave
TV
Wi-Fi

Nearby rental good for eco-living

Nearby rental good for pet owners

$7,860

Fairview Shores

1711 Asher Ln - Photo 1 of 1

7h ago

Our team has verified this company

Verified

1711 Asher Ln, Orlando, FL 32803

Short term | In-unit laundry | Furnished

3 beds

1 bath

$6,084

Apartment for rent

Top amenities
Business Center
Dishwasher
In-Unit Laundry
Microwave
Oven
Wi-Fi
412 Harwood Street - Photo 1 of 1

7h ago

8.2

Very good

Our team has verified this company

Verified

412 Harwood Street

412 E Harwood St, Orlando, FL 32803

Short term | Furnished | Air conditioning

1 bed

1 bath

$4,473

Apartment for rent

Top amenities
Central Heat
Microwave
Oven
TV
Wi-Fi
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1221 Corbett Ln - Photo 1 of 1

7h ago

Our team has verified this company

Verified

1221 Corbett Ln, Orlando, FL 32806

Short term | In-unit laundry | Furnished

Studio

1 bath

$3,393

Apartment for rent

Top amenities
Air Conditioning
Central Heat
Furnished
In-Unit Laundry
TV
Wi-Fi
Liv at Winter Park Apartment Homes - Photo 1 of 1
Rent special

21h ago

8.9

Very good

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

$1,243–$3,058

Price drop

Apartment for rent

Available Oct 23

Top amenities
Business Center
Ceiling Fan
Hardwood Floor
In-Unit Laundry
On-Site Management

Call

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Find sweet deals near Winter Park

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

$1,826–$3,058

Goldenrod

$2,550

Altamonte Springs

$2,300

Maitland

$650

Holden-Parramore

603 Antilla Ave - Photo 1 of 1

1d ago

Short Term house for rent in Altamonte Springs

Spacious 4BR/3BA Home with Garage - Altamonte Springs, FL

603 Antilla Ave, Altamonte Springs, FL 32714

Short term | Garage parking | Storage

4 beds

3 baths

$2,550

House for rent

Available Sep 21

Top amenities
Carpet
Dishwasher
Storage
6844 Westborough Ln #8 - Photo 1 of 1

1d ago

Our team has verified this company

Verified

Large Bed Room, Private Bathroom, Large Walk-In Closet, and Large TV,

6844 Westborough Ln #8, Orlando, FL 32818

Short term | Air conditioning | On-site laundry

1 bed

1 bath

$930

Apartment for rent

Available Oct 24

Top amenities
Air Conditioning
Hardwood Floor
On-Site Laundry
2007 Cornell Ave - Photo 1 of 1

1d ago

Our team has verified this company

Verified

2007 Cornell Ave, Fairview Shores, FL 32789

Short term | In-unit laundry | Furnished

3 beds

2 baths

$7,860

Apartment for rent

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

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

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

3328 Coleman Pl #B - Photo 1 of 1

5d+ ago

Short Term Lake Mann Estates condo for rent in Orlando

Beautiful lake Mann states

3328 Coleman Pl #B, Orlando, FL 32805

Short term | In-unit laundry | Furnished

4 beds

2 baths

$2,500

Condo for rent

Available Sep 1

Top amenities
Air Conditioning
Dishwasher
Fitness Center
Furnished
In-Unit Laundry
Microwave
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

$25,000

House for rent

Available Dec 1

Top amenities
Assigned Parking
Furnished
Hardwood Floor
In-Unit Laundry
Residents Lounge
Swimming Pool
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745 Easy Ave #4 - Photo 1 of 1

5d+ ago

Short Term Holden-Parramore apartment for rent in Orlando

$650 - 1 Bedroom In Orlando With Great Amenities

745 Easy Ave #4, Orlando, FL 32805

Short term | Air conditioning | On-site laundry

1 bed

1 bath

$650

Apartment for rent

Available Sep 30

Top amenities
On-Site Laundry
918 Murdock Blvd - Photo 1 of 1

5d+ ago

Short Term Union Park house for rent in Union Park

Cozy Room for Rent in Orlando - 1 Bed/1 Bath | $780/mo | 918 Murdock Blvd

918 Murdock Blvd, Union Park, FL 32825

Short term | In-unit laundry | Furnished

1 bed

1 bath

$780

House for rent

Available Sep 27

Top amenities
Furnished
In-Unit Laundry
Microwave
On-Site Laundry
1000 S Semoran Blvd - Photo 1 of 1

5d+ ago

Short Term Golfside condo for rent in Winter Park

Short term

1 bed

1 bath

$1,300

$1,299

Price drop

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

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
Garage Parking
Hardwood Floor
In-Unit Laundry
Oven
Storage
Showing 1 - 25 of 25 results
Home > Apartments in Winter Park > Winter Park Short term rentals
Updated: October 23, 2025

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

🔑Available apartment rentals25
💰Best rent deal745 Easy Ave #4
✨Popular amenities, ,

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