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Short Term Rentals in Whippoorwill, FL

25 rentals

Ekos Santa Barbara - Photo 1 of 1

21m ago

8.3

Very good

Ekos Santa Barbara

4640 Santa Barbara Blvd, Naples, FL 34104

Short term

1–3 beds

1–2 baths

$1,181–$2,229

Price drop

Apartment for rent

1635 Windy Pines Dr - Photo 1 of 1

14h ago

Short Term condo for rent in Naples

Paradise in a Gated Community!

1635 Windy Pines Dr, Naples, FL 34112

Short term | In-unit laundry | Furnished

2 beds

2 baths

$6,500

Condo for rent

Available Jan 1

Top amenities
Assigned Parking
Cable
Dishwasher
In-Unit Laundry
Microwave
Swimming Pool
4945 Cougar Ct S - Photo 1 of 1

17h ago

Our team has verified this company

Verified

4945 Cougar Ct S, Naples, FL 34109

Short term | In-unit laundry | Furnished

2 beds

2 baths

$4,334

Condo for rent

Top amenities
Elevator
Garage Parking
Microwave
Oven
Storage
TV
1501 Chesapeake Ave - Photo 1 of 1

17h ago

Our team has verified this company

Verified

1501 Chesapeake Ave, Naples, FL 34102

Short term | In-unit laundry | Furnished

2 beds

2 baths

$4,350

Condo for rent

Top amenities
Furnished
In-Unit Laundry
Oven
Storage
TV
Wi-Fi
3410 Seminole Ave - Photo 1 of 1

17h ago

Our team has verified this company

Verified

3410 Seminole Ave, Naples, FL 34112

Short term | In-unit laundry | Furnished

4 beds

3 baths

$9,013

Apartment for rent

Top amenities
Air Conditioning
Garage Parking
In-Unit Laundry
Microwave
Residents Lounge
TV
8890 Founders Square Drive - Photo 1 of 1

17h ago

9

Excellent

Our team has verified this company

Verified

8890 Founders Square Drive

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

Short term | In-unit laundry | Furnished

2–3 beds

2 baths

$5,505–$6,183

Apartment for rent

Top amenities
Air Conditioning
Central Heat
In-Unit Laundry
On-Site Management
Swimming Pool
TV

Nearby rental good for eco-living

$4,950

Islandwalk

Nearby rental good for pet owners

$2,849

Naples

1266 Michigan Ave - Photo 1 of 1

17h ago

Our team has verified this company

Verified

1266 Michigan Ave, Naples, FL 34103

Short term | In-unit laundry | Furnished

2 beds

2 baths

$2,849

Apartment for rent

Top amenities
Central Heat
Furnished
In-Unit Laundry
Microwave
TV
Wi-Fi
13528 Mandarin Cir #NA - Photo 1 of 1

4d ago

Short Term house for rent in Naples

$12,500 - 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

$12,500

House for rent

Available Jul 15

Top amenities
Dishwasher
Furnished
Garage Parking
Hardwood Floor
In-Unit Laundry
On-Site Laundry
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6816 Sterling Greens Pl ##1105 - Photo 1 of 1

4d ago

Short Term Bretonne Park apartment for rent in Bonita Springs-Naples

Short term | On-site laundry | Ceiling fan

2 beds

2 baths

$4,000

Apartment for rent

Top amenities
Ceiling Fan
On-Site Laundry
3325 Airport Rd N ##G2 - Photo 1 of 1

5d+ ago

Short Term apartment for rent in Naples

3325 Airport Rd N ##G2, Naples, FL 34105

Short term | On-site laundry | Swimming pool

2 beds

1 bath

$1,585

Apartment for rent

Top amenities
On-Site Laundry
Advertisement

Find sweet deals near Whippoorwill

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

$2,350

Whippoorwill

$5,500

Autumn Woods

$6,500

Naples

$4,000

Naples

14384 Tuscany Pointe Cv #NA - Photo 1 of 1

5d+ ago

Short Term house for rent in Naples

$4,500 - 4 Bedroom 2 Bathroom Paradise Getaway

14384 Tuscany Pointe Cv #NA, Naples, FL 34120

Short term | In-unit laundry | Furnished

4 beds

2 baths

$4,500

House for rent

Available Nov 1

Top amenities
Air Conditioning
Assigned Parking
Dishwasher
In-Unit Laundry
Residents Lounge
Wi-Fi
5620 Sherborn Dr #201 - Photo 1 of 1

5d+ ago

Short Term condo for rent in Naples

$6,500 - 3 Bedroom 2 Bathroom Condo In Naples in Resort Like Gated Community

5620 Sherborn Dr #201, Naples, FL 34110

Short term | In-unit laundry | Air conditioning

3 beds

2 baths

$6,500

Condo for rent

Available Oct 1

Top amenities
Assigned Parking
Central Heat
Fitness Center
In-Unit Laundry
Storage
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

$4,950

House for rent

Available Dec 1

Top amenities
Air Conditioning
Assigned Parking
Furnished
In-Unit Laundry
Swimming Pool
Wheelchair Accessible
170 Turtle Lake Ct #103 - Photo 1 of 1

5d+ ago

Short Term condo for rent in Naples

Central Naples Condo

170 Turtle Lake Ct #103, Naples, FL 34105

Short term | Furnished | Air conditioning

2 beds

2 baths

$2,800

Condo for rent

Available Nov 27

Top amenities
Assigned Parking
Fitness Center
Furnished
Hardwood Floor
On-Site Laundry
Wheelchair Accessible
1701 Gulfstar Dr S - Photo 1 of 1

5d+ ago

Short Term condo for rent in Naples

Prime location … Yacht Harbour Cove overlooking Southpointe Marina at Windstar on Naples Bay!

1701 Gulfstar Dr S, Naples, FL 34112

Short term | In-unit laundry | Furnished

3 beds

3 baths

$10,000

Condo for rent

Available Nov 1

Top amenities
Air Conditioning
Dishwasher
Furnished
High Ceilings
In-Unit Laundry
Swimming Pool
6562 Amarone Ln - Photo 1 of 1

5d+ ago

Short Term Lely Resort house for rent in Lely Resort

6562 Amarone Ln, Lely Resort, FL 34113

Short term | Furnished | Swimming pool

3 beds

3 baths

$15,000

House for rent

293 Kings Way - Photo 1 of 1

5d+ ago

Short Term Foxfire house for rent in Bonita Springs-Naples

Short term | Swimming pool | Ceiling fan

2 beds

2 baths

$8,000

House for rent

Top amenities
Tile Floor
6225 Bellerive Ave ##1504 - Photo 1 of 1

5d+ ago

Short Term Vineyards condo for rent in Vineyards

6225 Bellerive Ave ##1504, Vineyards, FL 34119

Short term | Swimming pool | Ceiling fan

3 beds

2 baths

$6,000

Condo for rent

Top amenities
Tile Floor
Advertisement
7114 Wild Forest Ct #201 - Photo 1 of 1

5d+ ago

Short Term Autumn Woods condo for rent in Bonita Springs-Naples

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
Air Conditioning
Assigned Parking
Fitness Center
In-Unit Laundry
Swimming Pool
600 Squire Cir - Photo 1 of 1

5d+ ago

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

Short term | On-site laundry | Swimming pool

2 beds

2 baths

$2,200

Condo for rent

Top amenities
On-Site Laundry
4621 Bayshore Dr Apt Q4 - Photo 1 of 1

5d+ 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

$1,700

Condo for rent

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
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
On-Site Laundry
Tile Floor
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
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

Showing 1 - 25 of 25 results
Home > Apartments in Bonita Springs-Naples > Whippoorwill > Whippoorwill Short term rentals
Updated: October 29, 2025

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🔑Available apartment rentals25
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