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Short Term Rentals in Highlands, FL

25 rentals

Liv at Winter Park Apartment Homes - Photo 1 of 1
Rent special

2h 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

$1,177–$3,058

Apartment for rent

Available Oct 29

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

Call

1307 Formosa Ave - Photo 1 of 1

13h ago

Our team has verified this company

Verified

1307 Formosa Ave, Orlando, FL 32789

Short term | In-unit laundry | Furnished

2 beds

1 bath

$5,393

$5,244

Price drop

Apartment for rent

Top amenities
Air Conditioning
Central Heat
In-Unit Laundry
Oven
TV
Wi-Fi
1882 Lake St - Photo 1 of 1

13h ago

Our team has verified this company

Verified

1882 Lake St, Oviedo, FL 32765

Short term | Furnished | Air conditioning

1 bed

1 bath

$3,412

Apartment for rent

Top amenities
Air Conditioning
Furnished
Microwave
On-Site Laundry
TV
Wi-Fi
1422 Dauphin Ln - Photo 1 of 1

13h ago

Our team has verified this company

Verified

1422 Dauphin Ln, Orlando, FL 32803

Short term | In-unit laundry | Furnished

2 beds

1 bath

$4,726

Apartment for rent

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

13h ago

Our team has verified this company

Verified

5343 Hermosa St, Orlando, FL 32807

Short term | In-unit laundry | Furnished

5 beds

3 baths

$8,819

Apartment for rent

Top amenities
Business Center
Central Heat
Dishwasher
In-Unit Laundry
TV
Wi-Fi
1711 Asher Ln - Photo 1 of 1

13h 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

Nearby rental good for eco-living

$1,700

Orlando

Nearby rental good for pet owners

$7,652

Fairview Shores

2007 Cornell Ave - Photo 1 of 1

13h 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

$7,864

$7,652

Price drop

Apartment for rent

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

13h 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

$5,317

Apartment for rent

Top amenities
Air Conditioning
In-Unit Laundry
Microwave
Storage
TV
Wi-Fi
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111 E King St - Photo 1 of 1

13h 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

$5,076

$4,920

Price drop

Apartment for rent

Top amenities
Dishwasher
Furnished
In-Unit Laundry
Residents Lounge
TV
Wi-Fi
2801 Biltmore Park Dr - Photo 1 of 1
Rent special

1d 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

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Find sweet deals near Highlands

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

$2,300

Maitland

$2,550

Altamonte Springs

$1,299

Sanford

700 Magnolia Avenue - Photo 1 of 1

2d ago

8.8

Very good

700 Magnolia Avenue

700 Magnolia Ave, Sanford, FL 32771

Short term

1 bed

1 bath

$1,299

Price drop

Apartment for rent

981 Hamlet Ct #NA - Photo 1 of 1

4d ago

Short Term house for rent in Maitland

981 Hamlet Ct #NA, Maitland, FL 32751

Short term | In-unit laundry | Air conditioning

1 bed

1 bath

$1,200

House for rent

Available Dec 1

Top amenities
In-Unit Laundry
603 Antilla Ave - Photo 1 of 1

5d+ 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

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 Oct 24

Top amenities
Air Conditioning
Hardwood Floor
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

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
656 Boniview Ln - Photo 1 of 1

5d+ ago

Short Term house for rent in Altamonte Springs

656 Boniview Ln, Altamonte Springs, FL 32714

Short term | In-unit laundry | Garage parking

2 beds

2 baths

$2,000

House for rent

Available Nov 1

Top amenities
Ceiling Fan
In-Unit Laundry
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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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

$2,000

$1,800

Price drop

Apartment for rent

Top amenities
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

$1,299

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

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
Garage Parking
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: October 29, 2025

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

🔑Available apartment rentals25
💰Best rent deal6844 Westborough Ln #8
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