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Short Term Rentals in Windy Hill, FL

25 rentals

Southside Villas - Photo 1 of 1
Highly rated

12h ago

8.3

Very good

Southside Villas

8745 Palm Breeze Rd, Jacksonville, FL 32256

Short term | In-unit laundry | Swimming pool

1–3 beds

1–2 baths

$1,009–$2,313

Price drop

Apartment for rent

Available Nov 17

Top amenities
In-Unit Laundry
Swimming Pool

Call

1148 N Main St - Photo 1 of 1
Rent special

14h 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

1905 Promenade Way - Photo 1 of 1
Highly rated
Rent special

17h ago

8.7

Very good

Our team has verified this company

Verified

1905 Promenade Way

1905 Promenade Way, Jacksonville, FL 32207

Short term | Furnished | Package service

1–3 beds

1–3 baths

$1,761–$2,750

Apartment for rent

10263 Whispering Forest Dr - Photo 1 of 1
Rent special

18h ago

9.2

Excellent

Our team has verified this company

Verified

10263 Whispering Forest Dr

10263 Whispering Forest Dr, Jacksonville, FL 32257

Short term | Furnished | Package service

1–2 beds

1–2 baths

$1,366–$1,895

Apartment for rent

11830 Buckfield Circle - Photo 1 of 1

2d ago

8.4

Very good

Our team has verified this company

Verified

11830 Buckfield Circle

11830 Buckfield Cir, Jacksonville, FL 32224

Short term | In-unit laundry | Furnished

2–3 beds

2 baths

$4,678–$5,802

Apartment for rent

Top amenities
Air Conditioning
Dishwasher
Fitness Center
On-Site Management
TV
Wi-Fi
944 Broadcast Pl - Photo 1 of 1
Rent special

4d 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

Nearby rental good for eco-living

$2,175

Secret Cove

Nearby rental good for pet owners

8550 Touchton Rd ##628 - Photo 1 of 1

5d+ ago

Short Term Secret Cove condo for rent in Jacksonville

Short term | In-unit laundry

2 beds

2 baths

$1,550

Condo for rent

Top amenities
In-Unit Laundry
3591 Kernan Blvd S ##621 - Photo 1 of 1

5d+ ago

Short Term Sans Pareil condo for rent in Jacksonville

3591 Kernan Blvd S ##621, Jacksonville, FL 32224

Short term | In-unit laundry | Swimming pool

2 beds

2 baths

$1,500

Condo for rent

Top amenities
In-Unit Laundry
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1530 El Prado Rd ##2 - Photo 1 of 1

5d+ ago

Short Term Hogan condo for rent in Jacksonville

1530 El Prado Rd ##2, Jacksonville, FL 32216

Short term | Air conditioning

1 bed

1 bath

$1,000

Condo for rent

10538 Broomsedge Ct - Photo 1 of 1

5d+ ago

Short Term Southide Estates house for rent in Jacksonville

10538 Broomsedge Ct, Jacksonville, FL 32246

Short term | High ceilings

3 beds

2 baths

$2,100

House for rent

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Find sweet deals near Windy Hill

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

$1,300

Deerwood

$1,500

Deerwood

$1,599

Arrowhead

9745 Touchton Rd ##1701 - Photo 1 of 1

5d+ ago

Short Term Windy Hill condo for rent in Jacksonville

Short term | On-site laundry | Swimming pool

3 beds

2 baths

$1,800

Condo for rent

Top amenities
On-Site Laundry
7800 Point Meadows Dr ##526 - Photo 1 of 1

5d+ ago

Short Term Deerwood condo for rent in Jacksonville

7800 Point Meadows Dr ##526, Jacksonville, FL 32256

Short term | In-unit laundry

1 bed

1 bath

$1,300

Condo for rent

Top amenities
In-Unit Laundry
13700 Richmond Park Dr N ##804 - Photo 1 of 1

5d+ ago

Short Term condo for rent in Jacksonville

Short term | In-unit laundry | Swimming pool

2 beds

2 baths

$1,575

Condo for rent

Top amenities
In-Unit Laundry
8795 Ivey Rd - Photo 1 of 1

5d+ ago

Short Term Holiday Hill house for rent in Jacksonville

8795 Ivey Rd, Jacksonville, FL 32216

Short term | Garage parking | Outdoor space

3 beds

2 baths

$1,700

House for rent

3801 Crown Point Rd ##3114 - Photo 1 of 1

5d+ ago

Short Term Arrowhead condo for rent in Jacksonville

3801 Crown Point Rd ##3114, Jacksonville, FL 32257

Short term | In-unit laundry | Swimming pool

2 beds

2 baths

$1,599

Condo for rent

Top amenities
In-Unit Laundry
2904 Marmaris Dr - Photo 1 of 1

5d+ ago

Short Term Golden Glades-The Woods house for rent in Jacksonville

2904 Marmaris Dr, Jacksonville, FL 32246

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

7 beds

5 baths

$7,000

House for rent

Top amenities
In-Unit Laundry
On-Site Laundry
3158 Ash Harbor Dr E - Photo 1 of 1

5d+ ago

Short Term Sans Pareil house for rent in Jacksonville

3158 Ash Harbor Dr E, Jacksonville, FL 32224

Short term | Walk-in closets | Outdoor space

3 beds

2 baths

$2,250

House for rent

12503 Ash Harbor Dr - Photo 1 of 1

5d+ ago

Short Term Sans Pareil house for rent in Jacksonville

12503 Ash Harbor Dr, Jacksonville, FL 32224

Short term | Garage parking | On-site laundry

3 beds

2 baths

$2,500

House for rent

Top amenities
On-Site Laundry
Storage
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8542 Goldeneye Ln - Photo 1 of 1

5d+ ago

Short Term Brierwood house for rent in Jacksonville

8542 Goldeneye Ln, Jacksonville, FL 32217

Short term | Outdoor space

3 beds

2 baths

$2,000

House for rent

8870 Inlet Bluff Dr - Photo 1 of 1

5d+ ago

Short Term Holiday Hill townhouse for rent in Jacksonville

8870 Inlet Bluff Dr, Jacksonville, FL 32216

Short term | On-site laundry | Assigned parking

2 beds

2 baths

$1,700

House for rent

Top amenities
On-Site Laundry
12756 Bentwater Dr - Photo 1 of 1

5d+ ago

Short Term Golden Glades-The Woods house for rent in Jacksonville

12756 Bentwater Dr, Jacksonville, FL 32246

Short term

3 beds

2 baths

$2,700

House for rent

9897 Filament Blvd - Photo 1 of 1

5d+ ago

Short Term house for rent in Jacksonville

9897 Filament Blvd, Jacksonville, FL 32256

Short term | Swimming pool | Fitness center

4 beds

3 baths

$3,300

House for rent

13364 Beach Blvd ##327 - Photo 1 of 1

5d+ ago

Short Term Beach Haven condo for rent in Jacksonville

Short term | Balcony | Swimming pool

2 beds

2 baths

$1,650

Condo for rent

4480 Deerwood Lake Pkwy ##657 - Photo 1 of 1

5d+ ago

Short Term Secret Cove condo for rent in Jacksonville

4480 Deerwood Lake Pkwy ##657, Jacksonville, FL 32216

Short term | Garage parking | Assigned parking

3 beds

2 baths

$2,175

Condo for rent

Top amenities
Assigned Parking
Fitness Center
Storage
7990 Baymeadows Rd E ##907 - Photo 1 of 1

5d+ ago

Short Term Deerwood condo for rent in Jacksonville

7990 Baymeadows Rd E ##907, Jacksonville, FL 32256

Short term | Swimming pool | Fitness center

2 beds

2 baths

$1,500

Condo for rent

Top amenities
Fitness Center
On-Site Management
Swimming Pool
Showing 1 - 25 of 25 results
Home > Apartments in Jacksonville > Windy Hill > Windy Hill Short term rentals
Updated: November 17, 2025

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Looking for short term apartments in Windy Hill, Jacksonville, FL near you?

🔑Available apartment rentals25
💰Best rent deal1530 El Prado Rd ##2
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