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Short Term Rentals in Windy Hill, FL

25 rentals

Southside Villas - Photo 1 of 1
Highly rated
Rent special

3h ago

9

Excellent

Southside Villas

8745 Palm Breeze Rd, Jacksonville, FL 32256

Short term | In-unit laundry | Swimming pool

1–3 beds

1–2 baths

$1,253–$2,228

Price drop

Apartment for rent

Available Oct 2

Top amenities
In-Unit Laundry
Swimming Pool

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11830 Buckfield Circle - Photo 1 of 1

17h ago

8.4

Very good

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Verified

11830 Buckfield Circle

11830 Buckfield Cir, Jacksonville, FL 32224

Short term | In-unit laundry | Furnished

2–7 beds

2–6 baths

$10,541–$16,163

Apartment for rent

Top amenities
Air Conditioning
Fitness Center
In-Unit Laundry
On-Site Management
Swimming Pool
Wi-Fi
3591 Kernan Blvd S ##621 - Photo 1 of 1

23h 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

$1,750

Condo for rent

Top amenities
In-Unit Laundry
8315 Lone Star Rd - Photo 1 of 1

4d ago

Short Term Arlingwood house for rent in Jacksonville

Comfortable 3BR/2BA Home with Garage - Jacksonville, FL

8315 Lone Star Rd, Jacksonville, FL 32211

Short term | Garage parking | Storage

3 beds

2 baths

$1,950

House for rent

Available Sep 15

Top amenities
Dishwasher
5302 Hickson Rd - Photo 1 of 1

5d+ ago

Short Term Englewood house for rent in Jacksonville

Spacious 3BR/2BA Home in Jacksonville

5302 Hickson Rd, Jacksonville, FL 32207

Short term | Garage parking | Hardwood floor

3 beds

2 baths

$1,850

House for rent

Available Aug 28

Top amenities
Dishwasher
Garage Parking
Hardwood Floor
High Ceilings
Microwave
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
Swimming Pool

Nearby rental good for eco-living

$2,175

Secret Cove

Nearby rental good for pet owners

Nearby rental good for social life

$1,500

Deerwood

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

$1,650

Condo for rent

Top amenities
In-Unit 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
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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
Swimming Pool
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

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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

$1,253–$2,228

Jacksonville

$600

Grand Park

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
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
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

$1,100

Condo for rent

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

4459 Ellipse Dr - Photo 1 of 1

5d+ ago

Short Term Windy Hill townhouse for rent in Jacksonville

4459 Ellipse Dr, Jacksonville, FL 32246

Short term | Garage parking | Balcony

4 beds

3 baths

$2,400

House for rent

251 Candlebark Dr - Photo 1 of 1

5d+ ago

Short Term East Arlington house for rent in Jacksonville

251 Candlebark Dr, Jacksonville, FL 32225

Short term | In-unit laundry | Swimming pool

3 beds

2 baths

$2,300

House for rent

Top amenities
In-Unit Laundry
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
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12692 Josslyn Ln - Photo 1 of 1

5d+ ago

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

12692 Josslyn Ln, Jacksonville, FL 32246

Short term | In-unit laundry | Garage parking

2 beds

2 baths

$2,150

House for rent

Top amenities
In-Unit 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

11371 Newtonian Blvd - Photo 1 of 1
New construction

5d+ ago

Short Term townhouse for rent in Jacksonville

11371 Newtonian Blvd, Jacksonville, FL 32256

Short term | On-site laundry

4 beds

2 baths

$3,200

House for rent

Top amenities
On-Site Laundry
12582 Hickory Lakes Dr S - Photo 1 of 1

5d+ ago

Short Term East Arlington house for rent in Jacksonville

12582 Hickory Lakes Dr S, Jacksonville, FL 32225

Short term | Outdoor space

3 beds

3 baths

$2,200

House 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
Elevator
Fitness Center
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: October 3, 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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