Skip to navigationSkip to main contentSkip to footer
Zumper

Short Term Rentals in Highlands, FL

25 rentals

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

$1,328–$3,416

Price drop

Apartment for rent

Available Jan 30

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

Call

2710 Amherst Ave - Photo 1 of 1

22h ago

Our team has verified this company

Verified

2710 Amherst Ave, Orlando, FL 32804

Short term | In-unit laundry | Furnished

1 bed

1 bath

$1,757

Apartment for rent

Top amenities
Central Heat
In-Unit Laundry
Microwave
Oven
TV
Wi-Fi
1422 Dauphin Ln - Photo 1 of 1

22h ago

Our team has verified this company

Verified

1422 Dauphin Ln, Orlando, FL 32803

Short term | In-unit laundry | Furnished

2 beds

1 bath

$4,229

Apartment for rent

Top amenities
Air Conditioning
In-Unit Laundry
Microwave
Oven
TV
Wi-Fi
5343 Hermosa St - Photo 1 of 1

22h ago

Our team has verified this company

Verified

5343 Hermosa St, Orlando, FL 32807

Short term | In-unit laundry | Furnished

5 beds

3 baths

$7,556

Apartment for rent

Top amenities
Dishwasher
In-Unit Laundry
Microwave
Oven
TV
Wi-Fi
2007 Cornell Ave - Photo 1 of 1

22h 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

$4,847

$3,251

Price drop

Apartment for rent

Top amenities
Furnished
In-Unit Laundry
Microwave
Oven
TV
Wi-Fi
1610 N Goldenrod Rd - Photo 1 of 1

22h 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
Air Conditioning
In-Unit Laundry
Microwave
Swimming Pool
TV
Wi-Fi

Nearby rental good for eco-living

$850

Fern Park

Nearby rental good for pet owners

412 Harwood Street - Photo 1 of 1

22h ago

9.4

Excellent

Our team has verified this company

Verified

412 Harwood Street

412 E Harwood St, Orlando, FL 32803

Short term | Furnished | Air conditioning

Studio–1 bed

1 bath

$2,415–$2,521

Apartment for rent

Top amenities
Central Heat
Microwave
Oven
TV
Wi-Fi
111 E King St - Photo 1 of 1

22h ago

Our team has verified this company

Verified

111 E King St, Orlando, FL 32804

Short term | In-unit laundry | Furnished

3 beds

2 baths

$3,718

$3,326

Price drop

Apartment for rent

Top amenities
Central Heat
Dishwasher
In-Unit Laundry
Residents Lounge
TV
Wi-Fi
The best of Zumper, delivered

Be the first to hear about new listings matching your search.

Email
By clicking submit, I accept Zumper's Terms and Conditions, Privacy Policy, and Community Values.
480 N. Orange Ave. - Photo 1 of 1
Rent special

22h 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

$2,014–$2,689

Apartment for rent

3328 Coleman Pl #B - Photo 1 of 1

1d 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
Advertisement

Find sweet deals near Highlands

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

$850

Fern Park

$1,388–$3,416

Goldenrod

$800

Eatonville

$1,850

Maitland

3328 Coleman Pl #A - Photo 1 of 1

1d ago

Short Term Lake Mann Estates apartment for rent in Orlando

Coleman

3328 Coleman Pl #A, Orlando, FL 32805

Short term | Furnished | On-site laundry

1 bed

2 baths

$1,500

Apartment for rent

Available Nov 3

Top amenities
Dishwasher
Furnished
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
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
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

Advertisement
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

486 Sycamore Springs St - Photo 1 of 1

5d+ ago

Short Term house for rent in Debary

Single Family Residence - DEBARY, FL

486 Sycamore Springs St, Debary, FL 32713

Short term | Air conditioning | On-site laundry

4 beds

2 baths

$2,800

House for rent

Top amenities
Air Conditioning
Ceiling Fan
Dishwasher
On-Site Laundry
Swimming Pool
Tile Floor
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 Springs > Highlands > Highlands Short term rentals
Updated: January 30, 2026

Are you a rental professional?

Try our tenant screening, or post rental listings to Zumper, Craigslist Winter Springs, and more.
Atlanta ApartmentsAustin ApartmentsBaltimore ApartmentsBoston ApartmentsCharlotte ApartmentsChicago ApartmentsDallas ApartmentsDenver ApartmentsDetroit ApartmentsHouston ApartmentsLas Vegas ApartmentsLos Angeles ApartmentsMiami ApartmentsMinneapolis ApartmentsNew York ApartmentsPhiladelphia ApartmentsPhoenix ApartmentsPittsburgh ApartmentsPortland ApartmentsSan Antonio ApartmentsSan Diego ApartmentsSan Francisco ApartmentsSeattle ApartmentsTampa ApartmentsWashington DC Apartments

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

🔑Available apartment rentals25
💰Best rent deal14 Bel Air St
✨Popular amenities, ,

For more in depth rent prices, check out our Highlands, Winter Springs, FL rent data, which covers average and median rents in Highlands, Winter Springs, FL.

To know how much rent you can afford in Highlands, Winter Springs, FL, use our rent affordability calculator.

If you're looking for a specific type of apartment near Highlands, Winter Springs, FL, use our helpful filters to find an apartment you will love!