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Short Term Rentals in Winter Springs, FL

25 rentals

2014 Newman Street - Photo 1 of 1

6h ago

9.4

Excellent

Our team has verified this company

Verified

2014 Newman Street

2014 Newman St, Orlando, FL 32803

Short term | Furnished | Assigned parking

Studio

1 bath

$2,401

Apartment for rent

Top amenities
Assigned Parking
Central Heat
Microwave
TV
Wi-Fi
Liv at Winter Park Apartment Homes - Photo 1 of 1
Rent special

8h 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

$1,263–$3,702

Apartment for rent

Available Mar 17

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

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5343 Hermosa St - Photo 1 of 1

1d ago

Our team has verified this company

Verified

5343 Hermosa St, Orlando, FL 32807

Short term | In-unit laundry | Furnished

5 beds

3 baths

$7,549

$7,328

Price drop

Apartment for rent

Top amenities
Dishwasher
In-Unit Laundry
Microwave
Oven
TV
Wi-Fi
480 N. Orange Ave. - Photo 1 of 1

1d ago

9.2

Excellent

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

$1,999–$2,620

Apartment for rent

6844 Westborough Ln #8 - Photo 1 of 1

5d+ 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 Mar 7

Top amenities
Air Conditioning
Central Heat
On-Site Laundry
On-Site Management
6844 Westborough Ln #12 - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

$830 - 1 Bedroom with Two Roommates, Shared Bathroom House In Orlando With Great Amenities

6844 Westborough Ln #12, Orlando, FL 32818

Short term | Air conditioning | On-site laundry

1 bed

1 bath

$830

Apartment for rent

Available Mar 7

Top amenities
Air Conditioning
Central Heat
Dishwasher
On-Site Laundry
On-Site Management

Nearby rental good for eco-living

Nearby rental good for pet owners

0004 Newton St #4 - Photo 1 of 1

5d+ ago

Short Term Robinswood apartment for rent in Pine Hills

1/1 Studio Private Entrance

0004 Newton St #4, Pine Hills, FL 32808

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

1 bed

1 bath

$1,250

Apartment for rent

Available Oct 1

Top amenities
In-Unit Laundry
Microwave
On-Site Laundry
417 N Tampa Ave - Photo 1 of 1

5d+ ago

Short Term Rock Lake house for rent in Orlando

Private room for rent in Orlando - Utilities & wifi included!

417 N Tampa Ave, Orlando, FL 32805

Short term | In-unit laundry | Furnished

1 bed

1 bath

$750

House for rent

Available Aug 18

Top amenities
Dishwasher
In-Unit Laundry
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1011 Terry Dr #5 - Photo 1 of 1

5d+ ago

Short Term house for rent in Altamonte Springs

1011 Terry Dr #5, Altamonte Springs, FL 32714

Short term | In-unit laundry | Furnished

1 bed

2 baths

$1,100

House for rent

Available Apr 2

Top amenities
Air Conditioning
Dishwasher
In-Unit Laundry
1614 Ferris Ave #1 - Photo 1 of 1

5d+ ago

Short Term Lake Formosa house for rent in Orlando

Cozy 3BR Home in the Heart of Orlando | Move-In Ready 2/21 | $3,345/Month

1614 Ferris Ave #1, Orlando, FL 32803

Short term | In-unit laundry | Furnished

3 beds

1 bath

$3,445

House for rent

Available Feb 21

Top amenities
Furnished
In-Unit Laundry
Microwave
On-Site Laundry
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Find sweet deals near Winter Springs

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

$1,100

Altamonte Springs

$1,850

Maitland

$3,445

Lake Formosa

$2,200

Dover Shores West

511 San Juan Blvd #1 - Photo 1 of 1

5d+ ago

Short Term Monterey condo for rent in Orlando

Sunshine Modern 3BR Retreat - Sleeps 8, With Office & Laundry!

511 San Juan Blvd #1, Orlando, FL 32807

Short term | In-unit laundry | Furnished

3 beds

1 bath

$3,445

Condo for rent

Available Oct 18

Top amenities
Dishwasher
Furnished
In-Unit Laundry
On-Site Laundry
7524 Marietta St - Photo 1 of 1

5d+ ago

Short Term house for rent in Orlando

The Sunflower Bungalow | Cozy, Bright & Perfect for Relaxation

7524 Marietta St, Orlando, FL 32807

Short term | In-unit laundry | Furnished

4 beds

2 baths

$3,000

House for rent

Available Apr 3

Top amenities
Business Center
Furnished
In-Unit Laundry
On-Site Laundry
4401 Lenmore St #2 - Photo 1 of 1

5d+ ago

Short Term Dover Shores East condo for rent in Orlando

Charming Studio Retreat with Pool Access

4401 Lenmore St #2, Orlando, FL 32812

Short term | Furnished | Swimming pool

Studio

1 bath

$1,800

Condo for rent

Available Oct 25

Top amenities
Swimming Pool
1245 Catalpa Ln #4 - Photo 1 of 1

5d+ ago

Short Term Dover Shores West condo for rent in Orlando

Enchanted Garden Tiny House DT Orlando

1245 Catalpa Ln #4, Orlando, FL 32806

Short term | In-unit laundry | Furnished

Studio

1 bath

$2,200

Condo for rent

Available Oct 24

Top amenities
Dishwasher
In-Unit Laundry
1245 Catalpa Ln #2 - Photo 1 of 1

5d+ ago

Short Term Dover Shores West condo for rent in Orlando

The Enchanted Suite in the Heart of Orlando!

1245 Catalpa Ln #2, Orlando, FL 32806

Short term | Furnished | Outdoor space

Studio

1 bath

$2,000

Condo for rent

Available Nov 19

1245 Catalpa Ln #1 - Photo 1 of 1

5d+ ago

Short Term Dover Shores West condo for rent in Orlando

Peaceful 4 bed / 2 bath cabin by DT Orlando

1245 Catalpa Ln #1, Orlando, FL 32806

Short term | In-unit laundry | Furnished

4 beds

2 baths

$4,000

Condo for rent

Available Nov 6

Top amenities
Dishwasher
In-Unit Laundry
On-Site Laundry
5838 Sage Dr - Photo 1 of 1

5d+ ago

Short Term Azalea Park apartment for rent in Azalea Park

Duplex - ORLANDO, FL

5838 Sage Dr, Azalea Park, FL 32807

Short term | In-unit laundry | Furnished

1 bed

1 bath

$1,450

Apartment for rent

Top amenities
Furnished
In-Unit Laundry
Tile Floor
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

1.5 baths

$2,300

House for rent

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225 Arnold Ln - Photo 1 of 1

5d+ ago

Short Term apartment for rent in Winter Springs

225 Arnold Ln, Winter Springs, FL 32708

Short term | Garage parking | On-site laundry

2 beds

1 bath

$1,800

Apartment for rent

Top amenities
On-Site Laundry
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

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

759 Spring Palms Loop - Photo 1 of 1

5d+ ago

Short Term townhouse for rent in Orlando

759 Spring Palms Loop, Orlando, FL 32828

Short term | Garage parking

3 beds

2.5 baths

$2,499

House 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

2.5 baths

$2,250

House for rent

6360 Raleigh St - Photo 1 of 1

5d+ ago

Short Term Metro West condo for rent in Orlando

6360 Raleigh St, Orlando, FL 32835

Short term | Swimming pool | Fitness center

2 beds

2 baths

$1,680

Condo for rent

Top amenities
Carpet
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

2.5 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 Springs > Winter Springs Short term rentals
Updated: March 18, 2026

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

🔑Available apartment rentals25
💰Best rent deal417 N Tampa Ave
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