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Short Term Rentals in Whippoorwill, FL

25 rentals

8890 Founders Square Drive - Photo 1 of 1

8h ago

8.4

Very good

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

2–5 beds

2–4 baths

$6,802–$14,976

Apartment for rent

Top amenities
Assigned Parking
Central Heat
Fitness Center
In-Unit Laundry
On-Site Management
TV
975 9th Ave S - Photo 1 of 1

8h ago

Our team has verified this company

Verified

975 9th Ave S, Naples, FL 34102

Short term | Furnished | Air conditioning

1 bed

1 bath

$4,800

Apartment for rent

Top amenities
Air Conditioning
Assigned Parking
Dishwasher
On-Site Laundry
Oven
TV
208 Erie Dr - Photo 1 of 1

1d ago

Our team has verified this company

Verified

208 Erie Dr, Naples, FL 34110

Short term | In-unit laundry | Furnished

3 beds

2 baths

$10,132

$9,815

Price drop

Apartment for rent

Top amenities
Assigned Parking
Furnished
In-Unit Laundry
Microwave
Residents Lounge
Wi-Fi
2841 Citrus Lake Dr - Photo 1 of 1

1d ago

Our team has verified this company

Verified

2841 Citrus Lake Dr, Naples, FL 34109

Short term | In-unit laundry | Furnished

3 beds

2 baths

$22,500

Apartment for rent

Top amenities
Air Conditioning
Assigned Parking
Central Heat
In-Unit Laundry
TV
Wi-Fi
Ekos Santa Barbara - Photo 1 of 1
Income restricted
Rent special

3d ago

7.8

Very good

Ekos Santa Barbara

4640 Santa Barbara Blvd, Naples, FL 34104

Short term

1–3 beds

1–2 baths

$542–$2,229

Apartment for rent

1950 Mayfair Street - Photo 1 of 1

5d+ ago

8.7

Very good

Our team has verified this company

Verified

1950 Mayfair Street

1950 Mayfair St, Naples, FL 34104

Short term | Furnished

1–2 beds

1–2 baths

$3,445–$4,648

Apartment for rent

Nearby rental good for eco-living

$5,000

Islandwalk

Nearby rental good for pet owners

8287 Key Royal Ln - Photo 1 of 1

5d+ ago

Short Term condo for rent in Naples

8287 Key Royal Ln, Naples, FL 34119

Short term | Assigned parking | Swimming pool

2 beds

1 bath

$1,650

Condo for rent

2093 Pine Isle Ln - Photo 1 of 1

5d+ ago

Short Term apartment for rent in Naples

2093 Pine Isle Ln, Naples, FL 34112

Short term | On-site laundry | Swimming pool

2 beds

2 baths

$1,995

Apartment for rent

Top amenities
On-Site Laundry
Tile Floor
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13528 Mandarin Cir #NA - Photo 1 of 1

5d+ 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
Hardwood Floor
In-Unit Laundry
On-Site 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

$5,000

House for rent

Available Apr 1

Top amenities
Dishwasher
Furnished
Garage Parking
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

$5,500

Naples

$4,000

Naples

$4,000

Naples

1435 Curlew Ave - Photo 1 of 1

5d+ ago

Short Term Royal Harbor condo for rent in Naples

1435 Curlew Ave, Naples, FL 34102

Short term | In-unit laundry | Furnished

2 beds

2 baths

$3,250

Condo for rent

Top amenities
Assigned Parking
In-Unit Laundry
Storage
125 Crown Dr - Photo 1 of 1

5d+ ago

Short Term apartment for rent in Naples

125 Crown Dr, Naples, FL 34110

Short term | On-site laundry | Ceiling fan

2 beds

2 baths

$2,100

Apartment for rent

Top amenities
On-Site Laundry
Tile Floor
600 Diamond Cir #602 - Photo 1 of 1

5d+ ago

Short Term condo for rent in Naples

Best Spot in Naples! Gorgeous 3 BR/2 BA Coach Home! Furnished, Newly Decorated!

600 Diamond Cir #602, Naples, FL 34110

Short term | In-unit laundry | Furnished

3 beds

2 baths

$2,500

Condo for rent

Available Nov 19

Top amenities
Dishwasher
Fitness Center
Hardwood Floor
High Ceilings
In-Unit Laundry
Swimming Pool
2732 Weeks Ave #NA - Photo 1 of 1

5d+ ago

Short Term house for rent in Naples

Newly Renovated & Furnished 2-BR House in Naples Minutes to 5th Ave & Beaches

2732 Weeks Ave #NA, Naples, FL 34112

Short term | In-unit laundry | Air conditioning

2 beds

2 baths

$4,950

House for rent

Available Apr 1

Top amenities
Air Conditioning
In-Unit Laundry
6816 Sterling Greens Place ##1105 - Photo 1 of 1

5d+ ago

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

6816 Sterling Greens Place ##1105, Bonita Springs-Naples, FL 34104

Short term | On-site laundry | Ceiling fan

2 beds

2 baths

$1,795

Condo for rent

Top amenities
High Ceilings
On-Site Laundry
5386 16th Pl Sw ##F-4 - Photo 1 of 1

5d+ ago

Short Term apartment for rent in Naples

5386 16th Pl Sw ##F-4, Naples, FL 34116

Short term | On-site laundry | Swimming pool

2 beds

2 baths

$1,700

Apartment for rent

Top amenities
On-Site Laundry
940 Woodshire Ln ##M1 - Photo 1 of 1

5d+ ago

Short Term apartment for rent in Naples

940 Woodshire Ln ##M1, Naples, FL 34105

Short term | Swimming pool | Ceiling fan

3 beds

2 baths

$5,500

Apartment for rent

6816 Sterling Greens Pl ##1105 - Photo 1 of 1

5d+ ago

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

6816 Sterling Greens Pl ##1105, Bonita Springs-Naples, FL 34104

Short term | On-site laundry | Ceiling fan

2 beds

2 baths

$4,000

Apartment for rent

Top amenities
Ceiling Fan
On-Site Laundry
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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
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

293 Kings Way, Bonita Springs-Naples, FL 34104

Short term | Swimming pool | Ceiling fan

2 beds

2 baths

$8,000

House for rent

Top amenities
Ceiling Fan
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
Ceiling Fan
4621 Bayshore Drive - Photo 1 of 1

5d+ ago

Short Term condo for rent in Naples

4621 Bayshore Drive, Naples, FL 34112

Short term | Ceiling fan | Outdoor space

2 beds

2 baths

$1,700

Condo for rent

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
Showing 1 - 25 of 25 results
Home > Apartments in Bonita Springs-Naples > Whippoorwill > Whippoorwill Short term rentals
Updated: January 27, 2026

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