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Short Term Rentals in Highlands, FL

25 rentals

1148 N Main St - Photo 1 of 1
Rent special

15h ago

8.7

Very good

Our team has verified this company

Verified

1148 N Main St

1148 N Main St, Jacksonville, FL 32206

Short term | Furnished | Package service

1 bed

1 bath

$1,674–$1,675

Apartment for rent

944 Broadcast Pl - Photo 1 of 1
Rent special

3d ago

9.2

Excellent

Our team has verified this company

Verified

944 Broadcast Pl

944 Broadcast Pl, Jacksonville, FL 32207

Short term | Furnished | Package service

1 bed

1 bath

$1,816–$2,060

Apartment for rent

14041 Hyatt Rd - Photo 1 of 1
Highly rated
Rent special

5d+ ago

8.7

Very good

Our team has verified this company

Verified

14041 Hyatt Rd

14041 Hyatt Rd, Jacksonville, FL 32218

Short term | Furnished | Package service

1–2 beds

1–2 baths

$1,955–$2,350

Apartment for rent

1045 Ontario St - Photo 1 of 1

5d+ ago

Short Term Woodstock condo for rent in Jacksonville

Room for Rent, furniture includes full size bed, mini fridge, large screen 45+ TV. Desk, chair, fan.

1045 Ontario St, Jacksonville, FL 32254

Short term | In-unit laundry | Furnished

6 beds

2 baths

$700

Condo for rent

Available Oct 15

Top amenities
Dishwasher
Furnished
Hardwood Floor
In-Unit Laundry
On-Site Laundry
45364 Red Brick Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

45364 Red Brick Dr, Callahan, FL 32011

Short term | Air conditioning | Dishwasher

3 beds

2 baths

$1,779

Apartment for rent

Available Oct 30

6617 Osceola St - Photo 1 of 1

5d+ ago

Short Term Picketville house for rent in Jacksonville

6617 Osceola St, Jacksonville, FL 32219

Short term | Garage parking | Carpet

3 beds

2 baths

$1,507

House for rent

Available Oct 13

Top amenities
Dishwasher

Nearby rental good for eco-living

Nearby rental good for pet owners

5918 Covered Creek Ln - Photo 1 of 1

5d+ ago

Short Term Charter Point house for rent in Jacksonville

5918 Covered Creek Ln, Jacksonville, FL 32277

Short term | Garage parking | Swimming pool

4 beds

2 baths

$2,166

House for rent

Available Oct 13

Top amenities
Ceiling Fan
Dishwasher
Swimming Pool
5433 Sanders Rd - Photo 1 of 1

5d+ ago

Short Term University Park house for rent in Jacksonville

5433 Sanders Rd, Jacksonville, FL 32277

Short term | Garage parking | Hardwood floor

4 beds

2 baths

$2,200

House for rent

Available Oct 13

Top amenities
Garage Parking
Hardwood Floor
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376 Annies Pl - Photo 1 of 1
New construction

5d+ ago

Short Term Duval townhouse for rent in Jacksonville

Modern 3BR/3BA Townhome in Annie’s Walk - Move-In Ready!

376 Annies Pl, Jacksonville, FL 32218

Short term | In-unit laundry | Garage parking

3 beds

3 baths

$1,862

House for rent

Available Oct 13

Top amenities
Garage Parking
In-Unit Laundry
On-Site Laundry
Storage
2047 N Market St - Photo 1 of 1

5d+ ago

Short Term Springfield house for rent in Jacksonville

Charming Renovated Brick Bungalow in Jacksonville!

2047 N Market St, Jacksonville, FL 32206

Short term | In-unit laundry | Garage parking

4 beds

2 baths

$1,589

House for rent

Available Oct 13

Top amenities
Hardwood Floor
In-Unit Laundry
Microwave
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Find sweet deals near Highlands

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

$1,589

Springfield

$1,779

Callahan

$800

Cedar Hills Estates

$1,720

Whitehouse

1917 W 24th St - Photo 1 of 1

5d+ ago

Short Term Grand Park house for rent in Jacksonville

Investment Opportunity in the Heart of Jacksonville!

1917 W 24th St, Jacksonville, FL 32209

Short term | In-unit laundry | Garage parking

2 beds

1 bath

$1,138

House for rent

Available Oct 13

Top amenities
Hardwood Floor
In-Unit Laundry
Microwave
1151 E 15th St - Photo 1 of 1

5d+ ago

Short Term Phoenix house for rent in Jacksonville

1151 E 15th St, Jacksonville, FL 32206

Short term | In-unit laundry | Garage parking

2 beds

2 baths

$1,290

House for rent

Top amenities
Dishwasher
In-Unit Laundry
401 Claudia Dr - Photo 1 of 1

5d+ ago

Short Term San Mateo house for rent in Jacksonville

Spacious 4BR/3BA Home in Jacksonville

401 Claudia Dr, Jacksonville, FL 32218

Short term | Garage parking | Swimming pool

4 beds

3 baths

$2,150

House for rent

Available Sep 15

Top amenities
Garage Parking
Microwave
1650 Barber Ln - Photo 1 of 1

5d+ ago

Short Term New Town house for rent in Jacksonville

1650 Barber Ln, Jacksonville, FL 32209

Short term | In-unit laundry | Furnished

3 beds

3 baths

$2,725

House for rent

Available Sep 17

Top amenities
Business Center
Furnished
In-Unit Laundry
422 W 7th St #4 - Photo 1 of 1

5d+ ago

Short Term Springfield house for rent in Jacksonville

422 W 7th St #4, Jacksonville, FL 32206

Short term | In-unit laundry | Furnished

1 bed

1 bath

$1,000

House for rent

Available Jan 9

Top amenities
Air Conditioning
Dishwasher
Furnished
In-Unit Laundry
422 W 7th St #3 - Photo 1 of 1

5d+ ago

Short Term Springfield house for rent in Jacksonville

422 W 7th St #3, Jacksonville, FL 32206

Short term | In-unit laundry | Furnished

1 bed

1 bath

$1,000

House for rent

Available Jan 9

Top amenities
Air Conditioning
Dishwasher
Garage Parking
In-Unit Laundry
422 W 7th St #2 - Photo 1 of 1

5d+ ago

Short Term Springfield house for rent in Jacksonville

422 W 7th St #2, Jacksonville, FL 32206

Short term | In-unit laundry | Furnished

1 bed

1 bath

$1,200

House for rent

Available Jan 9

Top amenities
Air Conditioning
Dishwasher
In-Unit Laundry
422 W 7th St #1 - Photo 1 of 1

5d+ ago

Short Term Springfield house for rent in Jacksonville

422 W 7th St #1, Jacksonville, FL 32206

Short term | In-unit laundry | Furnished

1 bed

1 bath

$1,250

House for rent

Available Jan 9

Top amenities
Dishwasher
In-Unit Laundry
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11544 Dunforth Cove Dr - Photo 1 of 1

5d+ ago

Short Term Oceanway house for rent in Jacksonville

11544 Dunforth Cove Dr, Jacksonville, FL 32218

Short term | Outdoor space

3 beds

2 baths

$1,950

House for rent

4066 Anderson Woods Dr - Photo 1 of 1

5d+ ago

Short Term Biscayne Terrace house for rent in Jacksonville

4066 Anderson Woods Dr, Jacksonville, FL 32218

Short term | Air conditioning | Ceiling fan

5 beds

3 baths

$2,300

House for rent

82 W 27th St - Photo 1 of 1

5d+ ago

Short Term Brentwood house for rent in Jacksonville

82 W 27th St, Jacksonville, FL 32206

Short term

2 beds

1 bath

$1,350

House for rent

11527 Dunforth Cove Dr - Photo 1 of 1

5d+ ago

Short Term Oceanway house for rent in Jacksonville

11527 Dunforth Cove Dr, Jacksonville, FL 32218

Short term | On-site laundry | Walk-in closets

3 beds

2 baths

$1,995

House for rent

Top amenities
High Ceilings
On-Site Laundry
1473 W 10th St - Photo 1 of 1

5d+ ago

Short Term Mid-Westside house for rent in Jacksonville

1473 W 10th St, Jacksonville, FL 32209

Short term | In-unit laundry | Outdoor space

2 beds

1 bath

$1,395

House for rent

Top amenities
In-Unit Laundry
1341 Grey Feather Ln - Photo 1 of 1

5d+ ago

Short Term Oceanway house for rent in Jacksonville

1341 Grey Feather Ln, Jacksonville, FL 32218

Short term | Garage parking | Walk-in closets

4 beds

3 baths

$2,100

House for rent

Top amenities
Fireplace
High Ceilings
1728 Grunthal St - Photo 1 of 1

5d+ ago

Short Term Mid-Westside apartment for rent in Jacksonville

1728 Grunthal St, Jacksonville, FL 32209

Short term | In-unit laundry | Garage parking

1 bed

1 bath

$699

Apartment for rent

Available Aug 1

Top amenities
In-Unit Laundry
On-Site Laundry
Showing 1 - 25 of 25 results
Home > Apartments in Jacksonville > Highlands > Highlands Short term rentals
Updated: November 2, 2025

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🔑Available apartment rentals25
💰Best rent deal1728 Grunthal St
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