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Short Term Rentals in Winding Cypress, FL

25 rentals

7197 Saona Ct - Photo 1 of 1

3h ago

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Verified

7197 Saona Ct, Bonita Springs-Naples, FL 34113

Short term | In-unit laundry | Furnished

2 beds

2 baths

$5,276

Apartment for rent

Top amenities
Air Conditioning
In-Unit Laundry
Microwave
Oven
Swimming Pool
Wi-Fi
9155 Delano St - Photo 1 of 1

3h ago

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Verified

9155 Delano St, Lely Resort, FL 34113

Short term | In-unit laundry | Furnished

3 beds

2 baths

$4,757

House for rent

Top amenities
Air Conditioning
Furnished
In-Unit Laundry
Microwave
Swimming Pool
TV
215 Bob O Link Way - Photo 1 of 1

3h ago

Our team has verified this company

Verified

215 Bob O Link Way, Naples, FL 34105

Short term | In-unit laundry | Furnished

3 beds

2 baths

$10,949

$10,596

Price drop

Condo for rent

Top amenities
Air Conditioning
Dishwasher
Furnished
In-Unit Laundry
TV
Wi-Fi
7204 Cayo Coco Ln - Photo 1 of 1

3h ago

Our team has verified this company

Verified

7204 Cayo Coco Ln, Bonita Springs-Naples, FL 34113

Short term | In-unit laundry | Furnished

2 beds

2 baths

$7,499

Apartment for rent

Top amenities
Dishwasher
Fitness Center
Microwave
Swimming Pool
TV
Wi-Fi
5293 Dixie Dr - Photo 1 of 1

3h ago

Our team has verified this company

Verified

5293 Dixie Dr, Naples, FL 34113

Short term | In-unit laundry | Furnished

2 beds

2 baths

$2,223

Condo for rent

Top amenities
Air Conditioning
Dishwasher
In-Unit Laundry
Microwave
TV
Wi-Fi
3973 Bishopwood Ct E - Photo 1 of 1

3h ago

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Verified

3973 Bishopwood Ct E, Bonita Springs-Naples, FL 34114

Short term | In-unit laundry | Furnished

3 beds

2 baths

$3,291

House for rent

Top amenities
Central Heat
Dishwasher
In-Unit Laundry
Oven
Swimming Pool
TV

Nearby rental good for eco-living

$1,500

Naples

Nearby rental good for pet owners

2516 Sailors Way - Photo 1 of 1

3h ago

Our team has verified this company

Verified

2516 Sailors Way, Naples, FL 34109

Short term | In-unit laundry | Furnished

2 beds

2 baths

$4,290

Apartment for rent

Top amenities
Air Conditioning
Dishwasher
Garage Parking
In-Unit Laundry
TV
Wi-Fi
9837 Venezia Cir - Photo 1 of 1

3h ago

Our team has verified this company

Verified

9837 Venezia Cir, Bonita Springs-Naples, FL 34113

Short term | In-unit laundry | Furnished

2 beds

2 baths

$4,800

Condo for rent

Top amenities
Furnished
Garage Parking
Oven
Swimming Pool
TV
Wi-Fi
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6726 Sloane Pl - Photo 1 of 1

3h ago

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Verified

6726 Sloane Pl, Bonita Springs-Naples, FL 34104

Short term | In-unit laundry | Furnished

3 beds

2 baths

$6,000

Apartment for rent

Top amenities
Assigned Parking
Central Heat
Furnished
In-Unit Laundry
Swimming Pool
Wi-Fi
Ekos Santa Barbara - Photo 1 of 1
Income restricted
Rent special

4h ago

7.2

Very good

Ekos Santa Barbara

4640 Santa Barbara Blvd, Naples, FL 34104

Short term

1–3 beds

1–2 baths

$542–$2,229

Price drop

Apartment for rent

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Find sweet deals near Winding Cypress

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

$4,800

Wentworth Estates

$4,000

Naples

$3,950

Naples

$5,276

Sabal Bay

2732 Weeks Ave #NA - Photo 1 of 1

2d ago

Our team has verified this company

Verified

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

$3,950

House for rent

Available Apr 1

Top amenities
Air Conditioning
Assigned Parking
Hardwood Floor
In-Unit Laundry
1950 Mayfair Street - Photo 1 of 1

4d 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

$3,430–$4,661

Apartment for rent

7320 Glenmoor Ln #2206 - Photo 1 of 1

5d+ ago

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

Countryside GOLF & Country Club 2 bed 2 bath GREAT location

7320 Glenmoor Ln #2206, Bonita Springs-Naples, FL 34104

Short term | In-unit laundry | Furnished

Studio

0 baths

$2,500

Condo for rent

Available Apr 1

Top amenities
Assigned Parking
Cable
Carpet
In-Unit Laundry
Microwave
Swimming Pool
1000 Manatee Rd #A101 - Photo 1 of 1

5d+ ago

Short Term condo for rent in Naples

Life in Paradise $2,200 - 2 Bedroom 2 Bathroom Condo In Naples With Great Amenities

1000 Manatee Rd #A101, Naples, FL 34114

Short term | In-unit laundry | Furnished

2 beds

2 baths

$2,200

Condo for rent

Available Apr 1

Top amenities
Central Heat
Furnished
In-Unit Laundry
On-Site Laundry
Swimming Pool
Wheelchair Accessible
2385 Hidden Lake Dr #10 - Photo 1 of 1

5d+ ago

Short Term condo for rent in Naples

Resort Style Condo In Naples -Largest Pool in Naples

2385 Hidden Lake Dr #10, Naples, FL 34112

Short term | In-unit laundry | Air conditioning

3 beds

2 baths

$3,500

Condo for rent

Available Sep 1

Top amenities
Air Conditioning
Garage Parking
In-Unit Laundry
Swimming Pool
15641 Gavello St #NA - Photo 1 of 1

5d+ ago

Short Term Fiddler's Creek house for rent in Bonita Springs-Naples

*NEW* POOL/SPA 3BD+Den 2BA Lakeview w. Resort Amenities

15641 Gavello St #NA, Bonita Springs-Naples, FL 34114

Short term | In-unit laundry | Furnished

3 beds

2 baths

$10,000

House for rent

Available Dec 5

Top amenities
Air Conditioning
Assigned Parking
Dishwasher
Fitness Center
Garage Parking
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
15637 Gavello St - Photo 1 of 1

5d+ ago

Short Term Fiddler's Creek house for rent in Bonita Springs-Naples

15637 Gavello St, Bonita Springs-Naples, FL 34114

Short term | Garage parking | Swimming pool

3 beds

2 baths

$3,500

House for rent

Top amenities
Garage Parking
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15621 Gavello St - Photo 1 of 1

5d+ ago

Short Term Fiddler's Creek house for rent in Bonita Springs-Naples

15621 Gavello St, Bonita Springs-Naples, FL 34114

Short term | Garage parking | Swimming pool

3 beds

2 baths

$3,500

House for rent

Top amenities
Swimming Pool
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
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

6641 Alden Woods Circle - Photo 1 of 1

5d+ ago

Short Term Lely Resort house for rent in Lely Resort

6641 Alden Woods Circle, Lely Resort, FL 34113

Short term | Furnished | Swimming pool

3 beds

2 baths

$8,000

House for rent

9072 Covina Dr N ##5505 - Photo 1 of 1

5d+ ago

Short Term Lely Resort townhouse for rent in Lely Resort

9072 Covina Dr N ##5505, Lely Resort, FL 34113

Short term | In-unit laundry | Air conditioning

3 beds

2 baths

$3,500

House for rent

Top amenities
Air Conditioning
Ceiling Fan
Fitness Center
In-Unit Laundry
On-Site Laundry
Swimming Pool
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
366 Charlemagne Blvd #C103 - Photo 1 of 1
Age restricted

5d+ ago

Short Term condo for rent in Naples

NEWLY RENOVATED!! 2 Bed/2 Bath Condo (first floor) 55 & OlderCommunity - $2300/month

366 Charlemagne Blvd #C103, Naples, FL 34112

Short term | In-unit laundry | Furnished

2 beds

2 baths

$2,300

Condo for rent

Available Apr 14

Top amenities
Air Conditioning
Carpet
Dishwasher
Hardwood Floor
In-Unit Laundry
Swimming Pool
Showing 1 - 25 of 25 results
Home > Apartments in Verona Walk > Winding Cypress > Winding Cypress Short term rentals
Updated: March 5, 2026

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