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Short Term Rentals in Whippoorwill, FL

25 rentals

15021 Wildflower Cir - Photo 1 of 1

18h ago

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Verified

15021 Wildflower Cir, Naples, FL 34119

Short term | Air conditioning | Dishwasher

3 beds

2 baths

$2,484

$2,199

Price drop

Apartment for rent

Available Sep 9

15042 Wildflower Cir - Photo 1 of 1

18h ago

Our team has verified this company

Verified

15042 Wildflower Cir, Naples, FL 34119

Short term | Air conditioning | Dishwasher

3 beds

2 baths

$2,449

$2,199

Price drop

Apartment for rent

Available Aug 11

15046 Wildflower Cir - Photo 1 of 1

18h ago

Our team has verified this company

Verified

15046 Wildflower Cir, Naples, FL 34119

Short term | Air conditioning | Dishwasher

3 beds

2 baths

$2,454

$2,199

Price drop

Apartment for rent

Available Sep 2

1501 Chesapeake Ave - Photo 1 of 1

1d ago

Our team has verified this company

Verified

1501 Chesapeake Ave, Naples, FL 34102

Short term | In-unit laundry | Furnished

2 beds

2 baths

$4,200

Condo for rent

Top amenities
Central Heat
Furnished
In-Unit Laundry
Oven
Swimming Pool
TV
8890 Founders Square Dr - Photo 1 of 1

1d ago

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Verified

8890 Founders Square Dr, Bonita Springs-Naples, FL 34120

Short term | In-unit laundry | Furnished

5 beds

4 baths

$6,934

Apartment for rent

Top amenities
Air Conditioning
Dishwasher
In-Unit Laundry
Swimming Pool
TV
Wi-Fi
1514 Forest Lakes Blvd - Photo 1 of 1

1d ago

Our team has verified this company

Verified

1514 Forest Lakes Blvd, Naples, FL 34105

Short term | In-unit laundry | Furnished

3 beds

2 baths

$5,700

Apartment for rent

Top amenities
Central Heat
Furnished
Oven
Swimming Pool
TV
Wi-Fi

Nearby rental good for eco-living

$5,500

Islandwalk

Nearby rental good for pet owners

$2,750

Naples

Nearby rental good for social life

$12,000

Naples

1266 Michigan Ave - Photo 1 of 1

1d ago

Our team has verified this company

Verified

1266 Michigan Ave, Naples, FL 34103

Short term | In-unit laundry | Furnished

4 beds

4 baths

$15,000

Apartment for rent

Top amenities
Air Conditioning
Central Heat
Dishwasher
Furnished
TV
Wi-Fi
4621 Bayshore Dr Apt Q4 - Photo 1 of 1

3d ago

Short Term condo for rent in Naples

4621 Bayshore Dr Apt Q4, Naples, FL 34112

Short term | Ceiling fan | Outdoor space

2 beds

2 baths

$1,800

$1,700

Price drop

Condo for rent

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912 Briarwood Blvd #NA - Photo 1 of 1

5d+ ago

Short Term house for rent in Naples

Lake view house - 10 minutes to beach and downtown

912 Briarwood Blvd #NA, Naples, FL 34104

Short term | In-unit laundry | Furnished

3 beds

2 baths

$12,000

House for rent

Available Jan 1

Top amenities
Air Conditioning
Assigned Parking
Dishwasher
Furnished
In-Unit Laundry
5784 Deauville Cir #B302 - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

Amazing 2 Bedroom 2 Bathroom Apartment vacation rental/short term In Naples With Great Amenities

5784 Deauville Cir #B302, Naples, FL 34112

Short term | In-unit laundry | Air conditioning

2 beds

2 baths

$3,500

Apartment for rent

Available Oct 1

Top amenities
Air Conditioning
Central Heat
Dishwasher
Elevator
In-Unit Laundry
Wheelchair Accessible
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Find sweet deals near Whippoorwill

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

$2,350

Whippoorwill

$2,400

Berkshire Lakes

$3,500

Naples

$5,500

Autumn Woods

4960 Deerfield Way #201 - Photo 1 of 1

5d+ ago

Short Term condo for rent in Naples

Naples Happy Place! 3 BR/2 BA- 2 Pets Any Size- Furnished, Gated Community & Loads of Amenities!

4960 Deerfield Way #201, Naples, FL 34110

Short term | In-unit laundry | Furnished

3 beds

2 baths

$2,750

Condo for rent

Available Oct 1

Top amenities
Dishwasher
Fitness Center
Furnished
High Ceilings
In-Unit Laundry
Swimming Pool
1155 Sandpiper St #A2 - Photo 1 of 1

5d+ ago

Short Term condo for rent in Naples

1155 Sandpiper St #A2, Naples, FL 34102

Short term | In-unit laundry | Air conditioning

2 beds

2 baths

$6,000

Condo for rent

Available Jan 1

Top amenities
Assigned Parking
Dishwasher
In-Unit Laundry
Swimming Pool
5113 Inagua Way #NA - Photo 1 of 1

5d+ ago

Short Term Islandwalk house for rent in Island Walk

3 Bedroom+Den Turnkey furnished home in coveted Island Walk community

5113 Inagua Way #NA, Island Walk, FL 34119

Short term | In-unit laundry | Furnished

3 beds

3 baths

$5,500

House for rent

Available May 1

Top amenities
Air Conditioning
Assigned Parking
Garage Parking
In-Unit Laundry
Residents Lounge
Swimming Pool
600 Squire Cir - Photo 1 of 1

5d+ ago

Short Term Berkshire Lakes condo for rent in Bonita Springs-Naples

600 Squire Cir, Bonita Springs-Naples, FL 34104

Short term | On-site laundry | Swimming pool

2 beds

2 baths

$2,400

Condo for rent

Top amenities
On-Site Laundry
7114 Wild Forest Ct #201 - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

Autumn Woods Coach Home Seasonal Rental, minimal 3 months $5,500 Monthly Annual rental considered

7114 Wild Forest Ct #201, Bonita Springs-Naples, FL 34109

Short term | In-unit laundry | Air conditioning

3 beds

2 baths

$5,500

Condo for rent

Available Oct 1

Top amenities
Assigned Parking
Dishwasher
Fitness Center
In-Unit Laundry
Swimming Pool
13528 Mandarin Cir #NA - Photo 1 of 1

5d+ ago

Short Term house for rent in Naples

$12,000 - 5 Bed/4 Bath Luxury Turn-Key House In North Naples With Great Amenities

13528 Mandarin Cir #NA, Naples, FL 34109

Short term | In-unit laundry | Furnished

5 beds

4 baths

$12,000

House for rent

Available Jul 15

Top amenities
Dishwasher
Furnished
Garage Parking
Hardwood Floor
In-Unit Laundry
On-Site Laundry
1004 Hampton Cir - Photo 1 of 1

5d+ ago

Short Term Whippoorwill townhouse for rent in Bonita Springs-Naples

1004 Hampton Cir, Bonita Springs-Naples, FL 34105

Short term | Garage parking | On-site laundry

3 beds

2 baths

$2,350

House for rent

Top amenities
Ceiling Fan
On-Site Laundry
5515 Rattlesnake Hammock Rd ##205 - Photo 1 of 1
Age restricted

5d+ ago

Short Term apartment for rent in Naples

5515 Rattlesnake Hammock Rd ##205, Naples, FL 34113

Short term | Swimming pool | Elevator

2 beds

2 baths

$4,000

Apartment for rent

Top amenities
Tile Floor
Advertisement
8264 Key Royal Cir - Photo 1 of 1

5d+ ago

Short Term condo for rent in Naples

8264 Key Royal Cir, Naples, FL 34119

Short term

2 beds

2 baths

$2,150

Condo for rent

5d+ ago

Short Term Cypress Woods Gold and Country Club condo for rent in Bonita Springs-Naples

2760 Cypress Trace Cir, Bonita Springs-Naples, FL 34119

Short term | Furnished | Garage parking

2 beds

2 baths

$6,000

Condo for rent

Top amenities
Assigned Parking
Furnished
Garage Parking
Swimming Pool
2058 Arbour Walk Cir - Photo 1 of 1

5d+ ago

Short Term condo for rent in Naples

2058 Arbour Walk Cir, Naples, FL 34109

Short term | Swimming pool | Outdoor space

2 beds

2 baths

$2,000

Condo for rent

1000 Peggy Cir #303 - Photo 1 of 1

5d+ ago

Short Term Lely Country Club condo for rent in Lely

Beautiful Furnished 3 Bedroom Condo for Rent with One Month Free!

1000 Peggy Cir #303, Lely, FL 34113

Short term | In-unit laundry | Furnished

3 beds

2 baths

$3,000

Condo for rent

Available Jul 20

Top amenities
Dishwasher
Garage Parking
Hardwood Floor
High Ceilings
In-Unit Laundry
Microwave
4625 Bayshore Dr ##D10 - Photo 1 of 1

5d+ ago

Short Term apartment for rent in Naples

4625 Bayshore Dr ##D10, Naples, FL 34112

Short term | On-site laundry | Swimming pool

2 beds

2 baths

$1,500

Apartment for rent

Top amenities
On-Site Laundry
5010 Cedar Springs Dr ##203 - Photo 1 of 1

5d+ ago

Short Term apartment for rent in Naples

5010 Cedar Springs Dr ##203, Naples, FL 34110

Short term | Swimming pool | Carpet

2 beds

2 baths

$4,800

Apartment for rent

7736 Jewel Ln - Photo 1 of 1

5d+ ago

Short Term apartment for rent in Naples

7736 Jewel Ln, Naples, FL 34109

Short term | Assigned parking | Swimming pool

3 beds

2 baths

$2,200

Apartment for rent

Top amenities
Assigned Parking
Ceiling Fan
Showing 1 - 25 of 25 results
Home > Apartments in Bonita Springs-Naples > Whippoorwill > Whippoorwill Short term rentals
Updated: September 13, 2025

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Looking for short term apartments in Whippoorwill, Bonita Springs-Naples, FL near you?

🔑Available apartment rentals25
💰Best rent deal4625 Bayshore Dr ##D10
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