
** NICELY FURNISHED 3 BEDROOM PLUS A DEN – BATH SINGLE FAMILY HOME IN WINDING CYPRESS WITH RESORT-STYLE LIVING IN NAPLES, FLORIDA ** LONG-TERM TENANT FOR OCTOBER 2025 OR SEASONAL TENANT READY ** BEST AMENITIES AT WINDING CYPRESS **Welcome to Winding Cypress, one of Naples’ premier gated communities, where luxury meets nature and every day feels like a vacation. This beautifully furnished single-family home, built in 2021, offers 2 bedrooms, 2 bathrooms, plus a spacious den, and features 2,086 square feet of thoughtfully designed living space.
Property Highlights:
New Construction (2021) – Modern design, high-end finishes
3 Bedrooms + Den / 2 Bathrooms
Primary Bedroom has a King bed
Secondary Bedroom has a King bed
Den has a sofa bed and 65″ TV
Smart TV’s for streaming — 65″ in Living Room
Gym equipment shown in photo will be removed, and a pullout couch will be installed
Beautifully Furnished – Move-in ready with tasteful décor
Extended Lanai – Perfect for entertaining or relaxing outdoors
2-Car Garage
Pets Welcome – Both small and large dogs and cats accepted with HOA approval first
Step inside to find a bright, open-concept floor plan, ideal for both everyday living and entertaining. The spacious lanai provides seamless indoor-outdoor flow and is perfect for enjoying the warm SW Florida climate year-round.
Community Amenities – Live Like You’re on Vacation:
Resort-Style Pool & Spa with ample lounging space
Outdoor Bar & Grill for social gatherings
State-of-the-Art Fitness Center & Movement Studio
Tennis, Bocce Ball, and Pickleball Courts
Dog Park with separate areas for small and large dogs
Nature Boardwalk & Scenic Pavilion overlooking the preserve
Fire Pit for cozy evenings with neighbors
Elegant Clubhouse with club room, library, and catering kitchen
On-Site Activities Director organizing community events and clubs
Location Perks:
Minutes to US-41 and I-75 for easy travel
Short drive to Restaurant Row, Famous 5th Avenue South, and vibrant Marco Island
Only 20 minutes to the beach, Naples Pier, and scenic waterfronts
Close to Rookery Bay and Tarpon Club Marina – ideal for boating enthusiasts
Nestled next to Picayune Strand State Forest – perfect for nature lovers
This home offers the perfect blend of luxury, convenience, and community, all set in one of the most desirable locations in Southwest Florida. Whether you’re seeking a seasonal retreat or a full-time residence, this Winding Cypress gem is ready to welcome you home. Important note: The owner’s personal property will be removed prior to taking occupancy.
Availability & Rates:
12-month lease: $3,995 a month
Tenant would be responsible for all utilities except for lawn maintenance
First, last and security deposit collected prior to move-in
Seasonal Rate & Availability:
Jan-April: $8,000 a month
May-Sept: $4,000 a month
Oct-December: $7,000 a month
Available starting: October 1, 2025
Property Highlights:
New Construction (2021) – Modern design, high-end finishes
3 Bedrooms + Den / 2 Bathrooms
Primary Bedroom has a King bed
Secondary Bedroom has a King bed
Den has a sofa bed and 65″ TV
Smart TV’s for streaming — 65″ in Living Room
Gym equipment shown in photo will be removed, and a pullout couch will be installed
Beautifully Furnished – Move-in ready with tasteful décor
Extended Lanai – Perfect for entertaining or relaxing outdoors
2-Car Garage
Pets Welcome – Both small and large dogs and cats accepted with HOA approval first
Step inside to find a bright, open-concept floor plan, ideal for both everyday living and entertaining. The spacious lanai provides seamless indoor-outdoor flow and is perfect for enjoying the warm SW Florida climate year-round.
Community Amenities – Live Like You’re on Vacation:
Resort-Style Pool & Spa with ample lounging space
Outdoor Bar & Grill for social gatherings
State-of-the-Art Fitness Center & Movement Studio
Tennis, Bocce Ball, and Pickleball Courts
Dog Park with separate areas for small and large dogs
Nature Boardwalk & Scenic Pavilion overlooking the preserve
Fire Pit for cozy evenings with neighbors
Elegant Clubhouse with club room, library, and catering kitchen
On-Site Activities Director organizing community events and clubs
Location Perks:
Minutes to US-41 and I-75 for easy travel
Short drive to Restaurant Row, Famous 5th Avenue South, and vibrant Marco Island
Only 20 minutes to the beach, Naples Pier, and scenic waterfronts
Close to Rookery Bay and Tarpon Club Marina – ideal for boating enthusiasts
Nestled next to Picayune Strand State Forest – perfect for nature lovers
This home offers the perfect blend of luxury, convenience, and community, all set in one of the most desirable locations in Southwest Florida. Whether you’re seeking a seasonal retreat or a full-time residence, this Winding Cypress gem is ready to welcome you home. Important note: The owner’s personal property will be removed prior to taking occupancy.
Availability & Rates:
12-month lease: $3,995 a month
Tenant would be responsible for all utilities except for lawn maintenance
First, last and security deposit collected prior to move-in
Seasonal Rate & Availability:
Jan-April: $8,000 a month
May-Sept: $4,000 a month
Oct-December: $7,000 a month
Available starting: October 1, 2025
Property Details
Price:
$8,000
MLS #:
225067836
Status:
Active
Beds:
3
Baths:
2
Address:
6718 Pennyroyal DR
Type:
Rental
Subtype:
Single Family Residence
Subdivision:
WINDING CYPRESS
Neighborhood:
WINDING CYPRESS
City:
NAPLES
Listed Date:
Aug 21, 2025
State:
FL
Finished Sq Ft:
2,086
Total Sq Ft:
2,086
ZIP:
34114
Year Built:
2021
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Schools
Interior
Appliances
Gas Cooktop, Dishwasher, Disposal, Dryer, Freezer, Microwave, Range, Refrigerator/ Freezer, Refrigerator/ Icemaker, Washer
Bathrooms
2 Full Bathrooms
Cooling
Ceiling Fan(s), Central Electric
Flooring
Carpet, Tile
Heating
Central Electric
Laundry Features
Laundry in Residence, Laundry Tub
Exterior
Architectural Style
Ranch, Single Family
Association Amenities
Bike And Jog Path, Cabana, Clubhouse, Pool, Community Room, Spa/ Hot Tub, Dog Park, Fitness Center, Internet Access, Library, Pickleball, Restaurant, Sidewalk, Tennis Court(s), Underground Utility
Community Features
Clubhouse, Pool, Dog Park, Fitness Center, Restaurant, Sidewalks, Tennis Court(s), Gated
Exterior Features
Open Porch/ Lanai, Screened Lanai/ Porch
Other Structures
Cabana, Tennis Court(s)
Parking Features
Attached
Security Features
Smoke Detector(s), Gated Community
Financial
Map
Community
- Address6718 Pennyroyal DR NAPLES FL
- SubdivisionWINDING CYPRESS
- CityNAPLES
- CountyCollier
- Zip Code34114
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6718 Pennyroyal DR
NAPLES, FL
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