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Oak Hollow & Mahogany Run Houses For Rent

Autumn Woods contains (3) subdivisions

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Oak Hollow & Mahogany Run, 6444 Autumn Woods Blvd, Naples, Florida 34109, image 1
Furnished
$3,800
  • 3 Beds
  • 2 Baths
  • 2,024 SqFt
  • $1.88/SqFt
House for rent in Oak Hollow & Mahogany Run
6444 Autumn Woods Blvd, Naples, FL 34109
Annual rental available starting in april 2026 in the desirable autumn woods community. This furnished 3-bedroom residence offers a functional and comfortable floor plan, ideal for year-round living. Enjoy outdoor living with a private pool and the convenience of a 2-car garage. Autumn woods is a gated community featuring a clubhouse, community pool, tennis courts, and walking paths, all set among mature landscaping. Conveniently located near shopping, dining, top-rated schools, and naples’ beautiful beaches. An excellent opportunity to enjoy the naples lifestyle in a well-established north naples neighborhood.
Oak Hollow & Mahogany Run, 6429 Autumn Woods Blvd, Naples, Florida 34109, image 1
Furnished
$3,800
  • 3 Beds
  • 2 Baths
  • 1,468 SqFt
  • $2.59/SqFt
House for rent in Oak Hollow & Mahogany Run
6429 Autumn Woods Blvd, Naples, FL 34109
Beautiful 3-bedroom, 2-bath furnished single-family home located in the highly desirable gated community of autumn woods in naples. This well-maintained residence offers an open, light-filled floor plan with comfortable furnishings and a spacious living area that flows seamlessly to the screened lanai—perfect for relaxing or entertaining. The primary suite features generous closet space and an en-suite bath, while two additional bedrooms provide flexibility for guests or a home office. Enjoy a private backyard setting surrounded by lush landscaping. Autumn woods offers exceptional amenities including a community pool, fitness center, tennis courts, basketball court, playground, and scenic walking paths. Ideally situated in the heart of naples, just minutes to mercato, vanderbilt beach, top-rated schools, dining, shopping, and everyday conveniences. Available for annual rental. A wonderful opportunity to enjoy comfort, convenience, and community in one of naples’ most sought-after neighborhoods.
Oak Hollow & Mahogany Run, 6545 Chestnut Cir, Naples, Florida 34109, image 1
Furnished, Turnkey
$7,500 $700
  • 2 Beds
  • 2 Baths
  • 2,322 SqFt
  • $3.23/SqFt
House for rent in Oak Hollow & Mahogany Run
6545 Chestnut Cir, Naples, FL 34109
Relax and recharge in this pet-friendly pool home in autumn woods, one of naples’ most desirable gated communities. This spacious single-family retreat features a soaring great room and a family room with a large flat-screen tv and theater-style lounge chairs, perfect for movie nights. The primary suite offers a king bed, private bath, and direct access to the screened patio and solar-heated pool. A guest bedroom with a queen bed ensures comfort for visitors, while the third bedroom serves as a dedicated office. Step outside to enjoy morning coffee on the screened patio, take a refreshing dip in the pool, or enjoy a cocktail at day’s end. Autumn woods is a nature lover’s paradise, with 20 lakes, over five miles of scenic shoreline, and more than 25 acres of preserved green space with walking paths. Guests enjoy full access to autumn woods’ exceptional amenities, including a resort-style swimming pool, tennis and basketball courts, a playground, fitness center, and activity rooms. The home is perfectly situated just minutes from upscale shopping and exceptional dining at waterside shops, mercato, and venetian village. It is also a short drive to the pristine white-sand beaches of the gulf of mexico and the vibrant energy of downtown naples’ 5th avenue south, known for its art fairs, classic car shows, live music, theater, and outstanding restaurants.
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Results 3 of 11
Prestwick Place, 6101 Dogleg Dr, Naples, Florida 34113, image 1
Furnished
$12,000
  • 3 Beds
  • 2 Baths
  • 1,694 SqFt
  • $7.08/SqFt
House for rent in Prestwick Place
6101 Dogleg Dr, Naples, FL 34113
This beautiful, fully furnished augusta model floor plan home is located in the gated community of prestwick within the famous lely resort. It features 3 bedrooms, 2 bathrooms, dining area, living room, laundry room, attached 2-car garage, and screened lanai with private heated pool. There is a dining table for 4 and 4 custom-designed bar stools. The living room has comfy large furniture and a large 42"" flat screen tv. There is also a tv in the primary bedroom. The screened lanai features a nice patio set for 4, loungers, and a bbq grill, perfect for that famous, casual southwest florida entertaining and relaxing. Optional players club membership transfer available. This vacation rental can utilize the players club & spa for a transfer fee of $397.50, including tax, for the entire length of your stay. This facility offers twelve lighted har-tru tennis courts, a stadium court for exhibition play, basketball court, theater room, fitness/lap pool, two resort-style pools with waterfall features, a kids' tot lot, state of the art fitness center with two aerobics rooms, bocce courts, spa and nail salon, dining room with new grille room and bar, outdoor tiki bar and so much more! When it comes to diversity and excitement, naples is the gulf coast's premier address, and lely resort is the epitome of luxury. Sprawled across 3, 000 acres, it offers 3 championship golf courses, running/walking trails, picturesque lakes and preserves, and a convenient grocery store/shopping center just minutes away. With 42 beautiful neighborhoods to choose from, including condominiums, villas, and single-family homes, lely resort is the perfect vacation destination. Whether you're looking for relaxation or excitement, lely resort has something for everyone.
Mustang Island, 8884 Mustang Island Cir, Naples, Florida 34113, image 1
Turnkey
$13,000
  • 3 Beds
  • 2 Baths
  • 2,000 SqFt
  • $6.50/SqFt
House for rent in Mustang Island
8884 Mustang Island Cir, Naples, FL 34113
Available for april 2026! Escape the cold and enjoy a luxurious seasonal retreat in this exquisite 3-bedroom, 2-bathroom one-story home, perfectly situated in the sought-after mustang island at lely resort. Step into comfort with a spacious layout featuring multiple sitting areas ideal for relaxing, dining, and entertaining. Outside, unwind by the inviting in-ground pool or lounge under the covered lanai—a perfect blend of indoor-outdoor living. Enjoy exclusive access to the players club, where world-class amenities await: three resort-style pools, lap pool, full-service spa, tennis, bocce and basketball, on-site restaurant and tiki bar. Golf lovers will appreciate nearby championship courses, while nature enthusiasts can explore the scenic bike and jogging paths that wind throughout the lush community. Whether you're seeking serenity or activity, this home delivers the ultimate seasonal lifestyle.
Heron Pointe At The Crossings, 2003 Timberline Dr, Naples, Florida 34109, image 1
Turnkey
$9,000
  • 3 Beds
  • 2 Baths
  • 1,764 SqFt
  • $5.10/SqFt
House for rent in Heron Pointe At The Crossings
2003 Timberline Dr, Naples, FL 34109
Discover the perfect winter retreat in north naples! Nestled in the sought-after heart of the city, this beautifully updated 3-bedroom, 2-bath single-family home offers a bright and airy open floor plan with vaulted ceilings, rich wood and tile flooring, and custom built-ins throughout. Situated on a generous lot at the end of a quiet cul-de-sac, this home provides a tranquil escape surrounded by lush tropical landscaping. The spacious screened lanai is perfect for relaxing with your morning coffee or enjoying warm florida evenings under the stars. Available starting after december 5th — just in time to enjoy the best of the naples winter season. Minimum stay: 30 days — ideal for seasonal living, snowbird stays, or an extended getaway. Imagine waking up to sunshine streaming into your living space, spending afternoons lounging on the beach or exploring downtown naples, and evenings dining al fresco on your private lanai. With modern updates, comfort, and location all perfectly aligned, this home offers a rare opportunity for a premium seasonal stay in paradise.
1 - 3 of 11 Results

Subdivision Amenities

Barbecue
Bike And Jog Path
Bike Storage
Business Center
Clubhouse
Community Room
Dog Park
Fitness Center
Internet Access
Library
Park
Pickleball
Play Area
Pool
See Remarks
Sidewalk
Spa/Hot Tub
Streetlight
Tennis Court(s)
Underground Utility
Bike And Jog Path

Frequently Asked Questions

The current monthly maintenance fee at Oak Hollow & Mahogany Run is ~0.1 per unit SqFt.

The single_family_home dues at Oak Hollow & Mahogany Run cover: Irrigation Water, Legal/Accounting, Manager, Master Assn. Fee Included, Rec Facilities, Reserve, Security, Irrigation Water, Street Lights, Street Maintenance, Trash Removal, , Legal/Accounting, Insurance, Lawn/Land Maintenance, Sewer.

Oak Hollow & Mahogany Run Oak Hollow & Mahogany Run is a pet-friendly “Dogs and Cats OK” subdivision for both owners and tenants. Please note that pet policies may change at the discretion of management and/or the Homeowners' Association (HOA) and may not apply to renters. Restrictions may apply to certain breeds, and size and weight limits may be in place.

Oak Hollow & Mahogany Run Interior features include: Walk-In Closet(s), Laundry Tub, Pantry, Smoke Detectors, Vaulted Ceiling(s), Built-In Cabinets, French Doors, Laundry Tub, Smoke Detectors, Window Coverings, Foyer, Pull Down Stairs, Volume Ceiling, Cathedral Ceiling(s), Pantry, Cathedral Ceiling(s), Closet Cabinets, Custom Mirrors, Tray Ceiling(s), Bar, Built-In Cabinets, Foyer, Fireplace

Oak Hollow & Mahogany Run unit views: Preserve, Lake, Landscaped Area, Landscaped Area, Trees/Woods, Preserve, Lagoon, Pond, Water

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Scores

Walk Score®

Car-Dependent. Almost all errands require a car.

20

100

Transit Score®

No data.

N/A

Bike Score®

Somewhat Bikeable. Minimal bike infrastructure.

32

100

Sound Score®

Bearable noise.

79

100

Autumn Woods Communities in Naples, FL

Naples
Mid-Tier Homes & Condos

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Broker reciprocity logoLocal Realty Service Provided By: Hyperlocal Advisor. Information deemed reliable but not guaranteed. Information is provided, in part, by Greater Miami MLS & Beaches MLS. This information being provided is for consumer's personal, non-commercial use and may not be used for any other purpose other than to identify prospective properties consumers may be interested in purchasing.

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