Oak Hollow & Mahogany Run Houses For Rent

Results 3 of 3
Oak Hollow & Mahogany Run, 6564 Chestnut Cir, Naples, Florida 34109, image 1
Unfurnished
$6,800
  • 4 Beds
  • 3 Baths
  • 2,420 SqFt
  • $2.81/SqFt
Mid-Tier
House for rent in Oak Hollow & Mahogany Run
6564 Chestnut Cir, Naples, FL 34109
North naples rental in autumn woods with private pool, spa, and covered lanai in a prime naples location. Welcome to 6564 chestnut circle, a spacious 4-bedroom, 3-bath single-family home offering approximately 2, 400 square feet of comfortable living space with two separate living areas. Inside, you will find an open floor plan, generous bedroom sizes, tile flooring, in-unit laundry, central air, and a freshly updated primary bath. A separate guest suite with its own bath and private poolside entrance adds extra flexibility for visitors, workspace, or extended-use living. The waterfront outdoor setting is a standout feature, with a heated saltwater pool and spa, oversized covered lanai, and plenty of backyard space to unwind or entertain. Autumn woods amenities include a 24-hour guarded gatehouse, two pools with spa tennis, pickleball, basketball, a fitness center, and 5+ miles of walking trails through 26 acres of natural preserves. Rent includes lawn care, pool service, and pest control, and the home also offers an attached 2-car garage for added convenience. Ideally located only 2 miles from vanderbilt beach, and just minutes to mercato, waterside shops, artis, costco and other shopping, restaurants, and everyday conveniences, this annual rental is available beginning may 1, 2026. Pet friendly!! (with approval)
Oak Hollow & Mahogany Run, 6545 Chestnut Cir, Naples, Florida 34109, image 1
Furnished, Turnkey
$8,500
  • 2 Beds
  • 2 Baths
  • 2,322 SqFt
  • $3.66/SqFt
Mid-Tier
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’ highly 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 lanai, 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.
Oak Hollow & Mahogany Run, 6453 Autumn Woods Blvd, Naples, Florida 34109, image 1
Turnkey
$9,500
  • 3 Beds
  • 2 Baths
  • 1,729 SqFt
  • $5.49/SqFt
Mid-Tier
House for rent in Oak Hollow & Mahogany Run
6453 Autumn Woods Blvd, Naples, FL 34109
Great location, wonderful community, beautiful pool with a lovely back yard. No pets allowed.
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Results 3 of 8
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.
Prestwick Place, 6105 Dogleg Dr, Naples, Florida 34113, image 1
Furnished, Turnkey
$12,000
  • 3 Beds
  • 3 Baths
  • 1,945 SqFt
  • $6.17/SqFt
House for rent in Prestwick Place
6105 Dogleg Dr, Naples, FL 34113
This is a beautifully decorated courtyard home in the gated prestwick place neighborhood at the famous lely resort. The home features an eat-in kitchen with granite countertops and stainless steel appliances. Three bedrooms and three bathrooms make this home perfect for visiting guests, including a guest suite cabana room with a private bathroom off the courtyard heated pool and spa. A 2-car garage completes this great package for a vacation dream home. There is a tv in the living room and the cabana suite. The house also provides three bikes, beach towels, beach chairs, a cooler, and a bbq grill for your convenience! Optional players club membership transfer is also available. Take your naples, florida, vacation to the next level with the option to use the players club & spa for a transfer fee of $397.50 including tax, for the entire stay. This facility is a paradise for sports enthusiasts, offering twelve lighted har-tru tennis courts, a stadium court play, a basketball court, and bocce courts. There's a theater room and a state-of-the-art fitness center with two aerobics rooms for those seeking relaxation. The two resort-style pools with waterfall features, the dining room with a new grille room and bar, and the outdoor tiki bar cater to all your leisure needs, promising an exciting and fulfilling vacation experience. Naples is the gulf coast's premier excitement, and lely resort is for luxury and exclusivity. Sprawling over 3, 000 acres, lely resort offers three championship golf courses, running/walking trails, gorgeous lakes and preserves, and a grocery store/shopping center only minutes away. With 42 beautiful neighborhoods, including condominiums, villas, and single-family homes, lely resort promises relaxation and a sense of privilege. Choosing lely resort as your vacation destination will elevate your vacation experience to a whole new level.
Prestwick Place, 6155 Dogleg Dr, Naples, Florida 34113, image 1
Turnkey
$9,000 $6K
  • 3 Beds
  • 2 Baths
  • 2,043 SqFt
  • $4.41/SqFt
House for rent in Prestwick Place
6155 Dogleg Dr, Naples, FL 34113
Pet friendly home. Players club available with this home. Located at 6155 dogleg dr, naples fl. 34113, this charming house offers an exceptional living experience with its spacious layout and beautiful surroundings. Built in 2007, this upscale property spans 2, 043 square feet under air and is situated on an oversized corner lot within a gated community. The house features 3 bedrooms and 2 full bathrooms, providing ample space for family and guests. You will find a large kitchen with generous counter space and a separate island. This well-appointed kitchen overlooks the screened lanai, offering a long lake view that adds to the serene ambiance of the home. The screened lanai is a highlight, featuring a hot tub and heated pool, perfect for relaxation and entertainment. The lounge area with a tv provides a comfortable space to unwind while enjoying the expansive view of the lake and green spaces, giving the impression of having a private acre to yourself. The property includes two garage spaces and a spacious, extra-long driveway for additional parking. This makes it convenient for families with multiple vehicles or guests. One of the standout features of this house is the access to the amenity-rich players club and spa. Upon membership transfer, residents can enjoy a full-service spa, resort-style pool, lap/fitness pool, tiki bar and grill with poolside service, fitness center with a steam room, dog park, har-tru tennis courts, pickleball, basketball, and bocce ball. Additionally, lely resort offers two public golf courses and dining at the renowned sam snead's tavern. The prestigious signature club community is only 5 minutes away from shopping plazas and restaurants, making everyday necessities easily accessible. It is also 15 minutes to downtown 5th ave and naples pier, 25 minutes to marco island beaches, and just 30 minutes to the mercato. This prime location offers a blend of tranquility and convenience, making it perfect for those seeking both relaxation and easy access to local amenities. The neighborhood boasts a welcoming atmosphere with well-maintained communal spaces and a variety of activities for residents. Whether you are looking to relax by the pool, engage in sports, or explore all the local dining and shopping options that make naples special. This naples house is a realistic and attractive option for renters who value privacy, space, comfort, and a range of amenities in a convenient and scenic location.
1 - 3 of 8 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
Comparable & Nearby Subdivisions
Schools
Scores
Walk Score®
Car-Dependent. Almost all errands require a car.
20

100
Transit Score®
Minimal Transit. It is possible to get on a bus.
0

100
Bike Score®
Somewhat Bikeable. Minimal bike infrastructure.
32

100
Sound Score®
Bearable noise.
79

100
Autumn Woods Communities in Naples, FL
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