** Luxury Furnished 2 bedrooms plus a den with Queen Bed bath Private Pool Home in Fiddler's Creek ** Available Annually or Seasonally ! 2 Bedrooms + Den ! 2 Bathrooms ! Private Pool ! 2-Car Garage **Welcome to this modern, beautifully furnished single-family pool home in Pepper Tree at Fiddler's Creek, one of Southwest Florida's most desirable gated communities. Offering a perfect blend of comfort, style, privacy, and resort-inspired living, this stunning home is ideal for those seeking the ultimate Florida lifestyle. Situated within a beautifully maintained community featuring a 24/7 manned security gate, this inviting residence boasts elegant flooring throughout, a beautifully remodeled chef's kitchen with stainless steel appliances, and thoughtfully selected furnishings designed for comfortable everyday living and entertaining. A Beautiful Home Designed for Relaxation This spacious home features two bedrooms and two full bathrooms, plus a versatile den furnished with a queen-sized bed, providing additional sleeping accommodations for visiting family and guests. Primary Suite: A spacious retreat featuring a king-sized bed, sliding glass doors that open directly to the pool area, and a luxurious en-suite bathroom with a sunken soaking tub, separate shower, and dual vanities. Guest Bedroom: Beautifully furnished with a Queen-sized bed and convenient access to the second full bathroom with a shower. Additional Den: Furnished with a queen-sized bed, perfect for accommodating extra guests. Gourmet Kitchen: Beautifully remodeled with a modern design, stainless steel appliances, and an inviting atmosphere for preparing meals and entertaining. Indoor Laundry: Full-size washer and dryer conveniently located inside the home, complete with a utility sink. Two-Car Garage: Offers convenient parking and additional storage space. Xfinity Cable\WIFI included, plus whole house surround sound from Radio\Bluetooth input amplifier. Weber propane BBQ Grill at outside screened patio. 240 Vold AC outlet ready to go in the garage to power your electric vehicle. Fiddler's Creek is celebrated for its meticulously maintained grounds, exceptional amenities, and peaceful, resort-inspired atmosphere, making it one of South Naples' most sought-after communities. Pet-Friendly: One small dog weighing 25 pounds or less is permitted. Sorry, no cats. Bring your toothbrush and your bathing suit--everything else is waiting for you! Rental Rates & Terms Annual Rental - 12-Month Lease $5,995 per month Tenant is responsible for electricity, water/sewer, cable, and internet. Owner pays for lawn care, trash service, and pool maintenance. First month's rent, last month's rent, security deposit, and applicable pet deposit are due before move-in. Seasonal Rental Rates: January - April $10,995 October - December $9,995 May - September $5,995
Listed by Cheri Anne DeMonico• Premier Property Management
This property is priced $4,898 above the rental estimate.
Asking rent
$10,995
Rental estimate
$6,097
Nearby comparable rentals
The Rental Estimate uses 0 recent nearby rental.
Sale and tax history for 8556 Pepper Tree Way
Sale History
Tax History
Date
Event
Price
NAPLESMLS #226037344
Oct 15, 2026
Listed for Rent
$10,995
$6/sq ft
MIML #2251392
Aug 10, 2026
Sold
$700,000
$387/sq ft
Jun 29, 2026
Price Changed
$725,000
$401/sq ft
Jun 18, 2026
Price Changed
$749,000
$414/sq ft
May 3, 2026
Price Changed
$759,000
$420/sq ft
Jan 30, 2026
Price Changed
$765,000
$423/sq ft
Jan 6, 2026
Price Changed
$775,000
$429/sq ft
Nov 16, 2025
Price Changed
$785,000
$434/sq ft
Oct 7, 2025
Price Changed
$795,000
$440/sq ft
Jun 19, 2025
Listed
$814,900
$451/sq ft
+46
ntroducing a serene retreat framed by lush tropical landscaping and tranquil lakefront views. Nestled in the vibrant and quaint Pepper Tree enclave of Fiddler's Creek, this light-filled, two-bedroom plus den residence has been renovated and offers sunrises over the lake with eastern exposure, a split-bedroom layout, a private pool, and seamless indoor-outdoor living. With picturesque water views, the home blends natural beauty with thoughtful updates and everyday comfort. Recent improvements include a 2019 roof, 2023 HVAC system, 2022 water heater, and nearly all kitchen appliances—refrigerator, dishwasher, electric range, microwave—installed within the past year. Inside, newer luxury vinyl tile flooring flows through the main living spaces, with porcelain tile in both bathrooms. Dramatic entry with volume ceilings, crown molding, and newer LED lighting throughout enhance the sense of space, while in-ceiling speakers provide immersive sound throughout the home. The updated kitchen is designed for both beauty and function, featuring white Shaker-style cabinetry, quartz countertops with a waterfall peninsula, a tile backsplash, recessed lighting, and LED under-cabinet lighting. Stainless appliances include an electric range with hood, French-door refrigerator with icemaker, under-counter microwave, and dishwasher. A breakfast bar opens to the living area, and the adjacent dining space offers tranquil garden views. The lanai, finished with brick paver flooring, offers a peaceful setting for entertaining or relaxing by the pool, surrounded by tropical foliage and a serene lake backdrop. The primary suite features large windows with lake views, a transom window above the sliding glass door, a walk-in closet, and a spa-style en-suite bath with dual quartz vanities, a full-width mirror, a frameless glass walk-in shower, and a separate soaking tub. The guest bedroom is near a full bath with walk-in shower, while the den with French doors offers flexibility as a home office or third bedroom. The living room is filled with natural light from a transom window above the front entry door, complementing the home's bright and welcoming ambiance. A well-appointed laundry room includes a GE washer and dryer, utility sink, and overhead storage. The two-car garage features epoxy flooring and a Culligan water softener system. Residents of Fiddler's Creek enjoy access to the 24,000-square-foot Club & Spa with fine and casual dining, a full fitness center with personal training and classes, resort pools with waterfalls and slides, a spa, sauna, steam room, tennis, pickleball, bocce, and a year-round calendar of social events. Club renovations are underway in 2025. Optional memberships are available at The Tarpon Club for beach and marina privileges as well as The Golf Club with its acclaimed renovated course and new clubhouse. Located close to Marco Island and downtown Naples, this home offers a refined coastal lifestyle in a premier gated community.
NAPLESMLS #225056203
Aug 10, 2026
Sold
$700,000
$387/sq ft
Jul 17, 2026
Pending
—
Jun 29, 2026
Price Changed
$725,000
$401/sq ft
Jun 18, 2026
Price Changed
$749,000
$414/sq ft
May 3, 2026
Price Changed
$759,000
$420/sq ft
Jan 30, 2026
Price Changed
$765,000
$423/sq ft
Jan 6, 2026
Price Changed
$775,000
$429/sq ft
Nov 16, 2025
Price Changed
$785,000
$434/sq ft
Oct 7, 2025
Price Changed
$795,000
$440/sq ft
Jun 19, 2025
Listed
$814,900
$451/sq ft
+45
Introducing a serene retreat framed by lush tropical landscaping and tranquil lakefront views. In the vibrant and quaint Pepper Tree enclave of Fiddler’s Creek, this light-filled, two-bedroom plus den residence has been renovated and offers sunrises over the lake with eastern exposure, a split-bedroom layout, a private pool, and seamless indoor-outdoor living. With picturesque water views, the home blends natural beauty with thoughtful updates and everyday comfort. Recent improvements include a 2019 roof, 2023 HVAC system, 2022 water heater and nearly all kitchen appliances—refrigerator, dishwasher, electric range, microwave—installed within the past year. Inside, newer luxury vinyl tile flooring flows through the main living spaces, with porcelain tile in both baths. Dramatic entry with volume ceilings, crown molding, and newer LED lighting throughout enhance the sense of space, while in-ceiling speakers provide immersive sound throughout the home. The updated kitchen is designed for beauty and function, featuring white Shaker-style cabinetry, quartz countertops with a waterfall peninsula, a tile backsplash, recessed lighting and LED under-cabinet lighting. Stainless appliances include an electric range with hood, French-door refrigerator with icemaker, under-counter microwave, and dishwasher. A breakfast bar opens to the living area, and the adjacent dining space offers tranquil garden views. The lanai, finished with brick paver flooring, offers a peaceful setting for entertaining or relaxing by the pool, surrounded by tropical foliage and a serene lake backdrop. The primary suite features large windows with lake views, a transom window above the sliding glass door, a walk-in closet and a spa-style en-suite bath with dual quartz vanities, a full-width mirror, a frameless glass walk-in shower, and a separate soaking tub. The guest bedroom is near a full bath with walk-in shower, while the den with French doors offers flexibility as a home office or third bedroom. The living room is filled with natural light from a transom window above the front entry door, complementing the home’s bright and welcoming ambiance. A well-appointed laundry room includes a GE washer and dryer, utility sink and overhead storage. The two-car garage features epoxy flooring and a Culligan water softener system. Residents of Fiddler’s Creek enjoy access to the 24,000-square-foot Club & Spa with fine and casual dining, a full fitness center with personal training and classes, resort pools with waterfalls and slides, a spa, sauna, steam room, tennis, pickleball, bocce and a year-round calendar of social events. Club renovations are underway in 2025. Optional memberships are available at The Tarpon Club for beach and marina privileges as well as The Golf Club with its acclaimed renovated course and new clubhouse. Close to Marco Island and downtown Naples, this home offers a refined coastal lifestyle in a premier gated community.
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Listing provided courtesy of: Premier Property Management
Listing agent: Cheri Anne DeMonico (2393077155)
The information is being provided by Southwest Florida Multiple Listing Service. Information deemed reliable but not guaranteed. Information is provided for consumers' personal, non-commercial use, and may not be used for any purpose other than the identification of potential properties for purchase. Copyright 2026 Southwest Florida Multiple Listing Service. All Rights Reserved.
Last Updated: 2026-10-15T09:22:48.254Z
8556 Pepper Tree Way is a 1808 square foot property with 2 bedrooms and 2 bathrooms. We estimate that 8556 Pepper Tree Way would rent between $6,097 / mo.8556 Pepper Tree Way is located in Naples, the 34114 zipcode, and the Collier County Public Schools.