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Short Term Rentals in Winding Cypress, FL

25 rentals

Ekos Santa Barbara - Photo 1 of 1
Income restricted
Rent special

1d ago

8.4

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

9187 Celeste Dr - Photo 1 of 1

2d ago

Our team has verified this company

Verified

9187 Celeste Dr, Lely Resort, FL 34113

Short term | In-unit laundry | Furnished

2 beds

2 baths

$4,759

Condo for rent

Top amenities
Air Conditioning
Central Heat
Dishwasher
Elevator
In-Unit Laundry
Microwave
14678 Fern Lake Ct - Photo 1 of 1

2d ago

Our team has verified this company

Verified

14678 Fern Lake Ct, Naples, FL 34114

Short term | In-unit laundry | Furnished

3 beds

2 baths

$7,500

Apartment for rent

Top amenities
Assigned Parking
Dishwasher
On-Site Management
Oven
TV
Wi-Fi
14632 Edgewater Cir - Photo 1 of 1

2d ago

Our team has verified this company

Verified

14632 Edgewater Cir, Bonita Springs-Naples, FL 34114

Short term | In-unit laundry | Furnished

2 beds

2 baths

$6,422

Apartment for rent

Top amenities
Assigned Parking
Dishwasher
Fitness Center
In-Unit Laundry
Microwave
Oven
154 Palm Dr - Photo 1 of 1

2d ago

Our team has verified this company

Verified

154 Palm Dr, Naples, FL 34112

Short term | In-unit laundry | Furnished

2 beds

2 baths

$2,760

Condo for rent

Top amenities
Air Conditioning
Central Heat
In-Unit Laundry
Microwave
Swimming Pool
TV
2516 Sailors Way - Photo 1 of 1

2d ago

Our team has verified this company

Verified

2516 Sailors Way, Naples, FL 34109

Short term | In-unit laundry | Furnished

2 beds

2 baths

$6,330

Apartment for rent

Top amenities
Air Conditioning
Dishwasher
Garage Parking
In-Unit Laundry
TV
Wi-Fi

Nearby rental good for eco-living

$7,000

Lely Resort

Nearby rental good for pet owners

$7,500

Naples

9007 Cherry Oaks Trl - Photo 1 of 1

2d ago

Our team has verified this company

Verified

9007 Cherry Oaks Trl, Bonita Springs-Naples, FL 34114

Short term | In-unit laundry | Furnished

3 beds

3 baths

$8,970

Apartment for rent

Top amenities
Elevator
Fitness Center
In-Unit Laundry
Microwave
TV
Wi-Fi
6726 Sloane Pl - Photo 1 of 1

2d ago

Our team has verified this company

Verified

6726 Sloane Pl, Bonita Springs-Naples, FL 34104

Short term | In-unit laundry | Furnished

3 beds

2 baths

$7,500

Apartment for rent

Top amenities
Assigned Parking
Central Heat
Furnished
In-Unit Laundry
Residents Lounge
Wi-Fi
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2851 Mizzen Way - Photo 1 of 1

3d ago

Our team has verified this company

Verified

2851 Mizzen Way, Naples, FL 34109

Short term | In-unit laundry | Furnished

3 beds

2 baths

$15,000

Apartment for rent

Top amenities
Assigned Parking
Central Heat
Dishwasher
Furnished
In-Unit Laundry
TV
7278 Salerno Ct - Photo 1 of 1

4d ago

Our team has verified this company

Verified

7278 Salerno Ct, Verona Walk, FL 34114

Short term | In-unit laundry | Furnished

3 beds

2 baths

$5,910

Apartment for rent

Top amenities
Air Conditioning
Central Heat
Furnished
In-Unit Laundry
TV
Wi-Fi
Advertisement

Find sweet deals near Winding Cypress

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

$4,759

Lely Resort

$7,000

Lely Resort

$4,000

Naples

$4,000

Naples

2300 Hidden Lake Dr #5 - Photo 1 of 1

5d+ ago

Short Term condo for rent in Naples

Sunny & Peaceful Lake views Naples FL Enjoy a Resort pool & 2/2 w carport NOW

2300 Hidden Lake Dr #5, Naples, FL 34112

Short term | In-unit laundry | Assigned parking

2 beds

2 baths

$4,000

Condo for rent

Available Apr 1

Top amenities
Cable
Dishwasher
In-Unit Laundry
Microwave
Swimming Pool
8900 Lely Island Cir #NA - Photo 1 of 1

5d+ ago

Short Term Lely Resort house for rent in Lely Resort

Monthly Rental Beautiful Naples Single Family Home in Peaceful Lely Island Estates

8900 Lely Island Cir #NA, Lely Resort, FL 34113

Short term | In-unit laundry | Furnished

3 beds

2 baths

$7,000

House for rent

Available Apr 1

Top amenities
Air Conditioning
Assigned Parking
Dishwasher
Hardwood Floor
In-Unit Laundry
Swimming Pool
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

$3,200

Condo for rent

Available Apr 1

Top amenities
Air Conditioning
Garage Parking
In-Unit Laundry
Swimming Pool
14651 Topsail Dr #NA - Photo 1 of 1

5d+ ago

Short Term Naples Reserve Golf Club house for rent in Bonita Springs-Naples

*SUNSET* Pool/Spa 4 Bed 2 Bath

14651 Topsail Dr #NA, Bonita Springs-Naples, FL 34114

Short term | In-unit laundry | Furnished

4 beds

2 baths

$10,000

House for rent

Available Jul 1

Top amenities
Air Conditioning
Assigned Parking
Fitness Center
Furnished
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
15641 Gavello St #NA - Photo 1 of 1

5d+ ago

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

*NEW* 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

$7,000

House for rent

Available Dec 5

Top amenities
Air Conditioning
Assigned Parking
Dishwasher
Garage Parking
In-Unit Laundry
Swimming Pool
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
Swimming Pool
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
Advertisement
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
6626 Alden Woods Cir - Photo 1 of 1

5d+ ago

Short Term Lely Resort house for rent in Lely Resort

6626 Alden Woods Cir, Lely Resort, FL 34113

Short term | Garage parking | Swimming pool

2 beds

2 baths

$8,000

House for rent

6562 Amarone Lane - Photo 1 of 1

5d+ ago

Short Term Lely Resort house for rent in Lely Resort

6562 Amarone Lane, 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
In-Unit Laundry
On-Site Laundry
Storage
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: January 19, 2026

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