Sherwood Condos For Rent

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Below $300 per SqFt
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Results 14 of 14
Turnkey
Sherwood, 230 Robin Hood Cir #102, Naples, Florida 34104, image 1
$2,100
  • 3 Beds
  • 2 Baths
  • 1,630 SqFt
  • $1.29/SqFt
Entry-Level
Condo for rent in Sherwood
230 Robin Hood Cir #102, Naples, FL 34104
Available june 20 through december 30, 2026, this turnkey-furnished first-floor condo offers comfortable and convenient living with 2 bedrooms plus a den and 2 full bathrooms. This home features an eat-in kitchen, separate laundry room, and an open, functional layout. Enjoy relaxing on the large screened lanai with a beautiful water view, ideal for morning coffee or quiet evenings outdoors. Residents will appreciate the short walk to the community pool, tennis courts, and mail center, making it easy to enjoy the neighborhood amenities. Water, sewer, and garbage are included in the rent for added convenience. Available june 20 through december 30, 2026.
Turnkey
Sherwood, 230 Robin Hood Cir #102, Naples, Florida 34104, image 1
$2,100
  • 2 Beds
  • 2 Baths
  • 1,630 SqFt
  • $1.29/SqFt
Entry-Level
Condo for rent in Sherwood
230 Robin Hood Cir #102, Naples, FL 34104
Available june 20 through december 30, 2026, this turnkey-furnished first-floor condo offers comfortable and convenient living with 2 bedrooms plus a den and 2 full bathrooms. This home features an eat-in kitchen, separate laundry room, and an open, functional layout. Enjoy relaxing on the large screened lanai with a beautiful water view, ideal for morning coffee or quiet evenings outdoors. Residents will appreciate the short walk to the community pool, tennis courts, and mail center, making it easy to enjoy the neighborhood amenities. Water, sewer, and garbage are included in the rent for added convenience. Available june 20 through december 30, 2026.
Furnished
Sherwood, 260 Robin Hood Cir #202, Naples, Florida 34104, image 1
$2,300 $100
  • 3 Beds
  • 2 Baths
  • 1,656 SqFt
  • $1.39/SqFt
Entry-Level
Condo for rent in Sherwood
260 Robin Hood Cir #202, Naples, FL 34104
Charming 2nd-story condo in the heart of naples – 260 robin hood circle #202 nestled in a serene, well-established community, this beautifully maintained 3-bedroom, 2-bathroom condo at 260 robin hood circle #202 offers the perfect blend of comfort, convenience, and style. Located in the heart of naples, florida, this home boasts a spacious layout with an abundance of natural light and delightful updates throughout. Key features: inviting open floor plan: the spacious living area seamlessly flows into the dining room, creating an ideal space for both entertaining and relaxing. Large windows allow natural light to flood the interior, enhancing the home’s airy, bright feel. Updated kitchen: the modern kitchen is a chef’s dream with sleek cabinetry, updated countertops, and top-of-the-line appliances, perfect for preparing gourmet meals or casual dining. Master retreat: the master suite is a peaceful haven, featuring a generous closet and a private en-suite bathroom. Start your day with a refreshing shower in your newly updated bathroom, and enjoy ample space to unwind. Private lanai: step out onto your own screened lanai, where you can sip morning coffee or enjoy a glass of wine as you overlook the tranquil, lush greenery of the surrounding community. It's a perfect spot for enjoying the beautiful florida weather year-round. Community amenities: residents of this charming complex enjoy access to well-maintained community amenities, including a sparkling pool, fitness center, and clubhouse. The beautifully landscaped grounds offer a relaxing environment to call home. Prime location: just minutes from naples’ pristine beaches, world-class shopping at 5th avenue, fine dining, and entertainment options, this condo offers unparalleled access to everything naples has to offer. Whether you’re seeking adventure, relaxation, or vibrant nightlife, you’ll find it all within a short drive. This condo is perfect for first-time homebuyers, seasonal residents, or investors looking for a great rental opportunity in a prime location. Don’t miss out on the chance to call 260 robin hood circle #202 your new home in sunny naples, florida! Ask about our new program obligo, no security deposit needed if qualified!

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Turnkey
Sherwood, 280 Robin Hood Cir #101, Naples, Florida 34104, image 1
$2,600
  • 3 Beds
  • 2 Baths
  • 1,413 SqFt
  • $1.84/SqFt
Entry-Level
Condo for rent in Sherwood
280 Robin Hood Cir #101, Naples, FL 34104
Annual rental available now!!! Enjoy the best of both worlds here in sherwood in this fully turnkey furnished 3 bedroom/2bath waterfront condo! This unit features an attached garage, and enough parking for 3 more vehicles! Enjoy morning coffee from the screened-in lanai overlooking the lake. Fantastic location...Only 20 mins to downtown 5th ave and the delightful shopping and dining district of olde naples, complete with boutique & art shops. Sherwood offers 4 pickleball courts, a tennis court, exercise room/gym, community pool, and community room with library. Don't miss out on this one!**sorry no pets allowed***
Turnkey
Sherwood, 465 Robin Hood Cir #101, Naples, Florida 34104, image 1
$3,850
  • 3 Beds
  • 2 Baths
  • 1,630 SqFt
  • $2.36/SqFt
Entry-Level
Condo for rent in Sherwood
465 Robin Hood Cir #101, Naples, FL 34104
Enjoy the best of both worlds here in sherwood in this fully turnkey furnished 3 bedroom/2bath waterfront 1st floor condo! This unit features an attached garage, and enough parking for 2 more vehicles! Enjoy morning coffee from the screened-in lanai overlooking the lake with soothing water feature. Fantastic location...Only 20 mins to downtown 5th ave and the delightful shopping and dining district of olde naples, complete with boutique & art shops. Also very close (5 mins) to the large berkshire commons plaza with multiple banks, restaurants, starbucks, publix and too many to list! Sherwood offers 4 pickleball courts, a tennis court, exercise room/gym, community pool, and community room with library. Don't miss out on this one!**sorry no pets allowed**booked for jan-mar 2027**
Furnished
Sherwood, 500 Robin Hood Cir #202, Naples, Florida 34104, image 1
$4,000
  • 2 Beds
  • 2 Baths
  • 1,656 SqFt
  • $2.42/SqFt
Entry-Level
Condo for rent in Sherwood
500 Robin Hood Cir #202, Naples, FL 34104
Beautifully furnished 2 bedroom, plus den, 2 bath condo on the 2nd floor. Lovely lake and sunset views from the screened lanai. Comfortably furnished for your enjoyment. 1 car garage included. Available for annual rental or short term seasonal rental. Fabulous location, close to shopping, dining, beaches and downtown
Turnkey
Sherwood, 445 Robin Hood Cir #201, Naples, Florida 34104, image 1
$4,000
  • 3 Beds
  • 2 Baths
  • 1,656 SqFt
  • $2.42/SqFt
Entry-Level
Condo for rent in Sherwood
445 Robin Hood Cir #201, Naples, FL 34104
Not available from january - april 2026!!! Location! Location!! Location!!! This beautifully decorated 3 bedroom, 2 full bath, 2nd floor unit overlooking a spectacular western view of the lake has all the furnishings and essentials you will need to spend your vacation away!! All of the conveniences of home, close to 2 community pools, tennis courts, shopping galore, entertainment ever so close, restaurants, etc... No more than 15 minutes to downtown naples, isle of capri or marco island and the best beaches that naples offers!!! Enjoy your stay!!!
Turnkey
Sherwood, 337 Robin Hood Cir #204, Naples, Florida 34104, image 1
$3,200 $200
  • 2 Beds
  • 2 Baths
  • 1,225 SqFt
  • $2.61/SqFt
Entry-Level
Condo for rent in Sherwood
337 Robin Hood Cir #204, Naples, FL 34104
Now booking 2027 season ! Indulge your winter in naples luxury with this beautifully furnished, sunlit 2nd-floor corner residence, perfect for snowbirds seeking a rental in our sunny paradise. Boasting a spacious layout, high ceilings and adorned with elegant furnishings, this 2+den unit promises comfort and style. Step out onto the tiled screened lanai and immerse yourself in the tranquility of the surroundings. The primary bedroom beckons king-size bed, private bathroom, and large walk-in closet, while the second bedroom offers a cozy queen bed. The den provides additional sleeping space with two twin beds, ensuring ample accommodation for guests. Relish enjoyable views of the shimmering lake and water feature from the lanai while sipping your morning coffee or afternoon drink. Stay connected with complimentary wifi internet and unwind with basic cable entertainment. Embrace great amenities of access to two pools, a well-equipped workout room in the community clubhouse, tennis and pickleball courts. Conveniently located just minutes away from shops, dining, and the renowned beaches of downtown naples, this oasis offers great convenience in term of location. For added convenience, a detached one-car garage is at your disposal. Experience the ultimate naples getaway with this exquisite rental opportunity.
Furnished
Sherwood, 350 Robin Hood Cir #202, Naples, Florida 34104, image 1
$4,500
  • 3 Beds
  • 2 Baths
  • 1,656 SqFt
  • $2.72/SqFt
Entry-Level
Condo for rent in Sherwood
350 Robin Hood Cir #202, Naples, FL 34104
Escape to paradise in this exquisitely remodeled 2nd-floor 3-bedroom, 2-bathroom condo in the serene sherwood community of naples, fl. Perfectly designed for seasonal renters seeking a blend of luxury and comfort, this turnkey retreat offers a modern, light-filled haven with stunning lake views and resort-style living, ideal for your winter getaway or extended stay in southwest florida. Bright and airy interior, where soaring vaulted ceilings and expansive windows flood the space with natural light. The open-concept living area features elegant wood-planked tile flooring, complementing the sleek, modern furnishings that create a welcoming yet sophisticated ambiance. The beautifully updated kitchen boasts premium appliances, perfect for preparing gourmet meals, while the spacious layout flows seamlessly to a screened and covered lanai, where tranquil lake views provide the perfect backdrop for morning coffee or evening relaxation. The master suite and second bedroom offer ample space and comfort, with the versatile den serving as a flexible third bedroom, home office, or cozy retreat. Two impeccably renovated bathrooms feature contemporary fixtures, adding to the condo’s upscale appeal. An attached garage provides convenience and secure storage, making this home ideal for seasonal residents. Nestled in the gated sherwood community, you’ll enjoy access to resort-style amenities, including a sparkling community pool, tennis courts, and lushly landscaped grounds, all designed to enhance your naples experience. Located just minutes from naples’ world-renowned beaches, vibrant fifth avenue south, and upscale shopping at waterside shops, this condo offers the perfect balance of tranquility and convenience. Explore nearby dining, golf courses, and cultural attractions, or simply unwind in the serene lakeside setting of your private lanai.
Furnished
Sherwood, 280 Robin Hood Cir #101, Naples, Florida 34104, image 1
$3,900
  • 3 Beds
  • 2 Baths
  • 1,413 SqFt
  • $2.76/SqFt
Entry-Level
Condo for rent in Sherwood
280 Robin Hood Cir #101, Naples, FL 34104
**seasonal rental!!! Available for season 2026!!**(also available for long term rental)** enjoy the best of both worlds here in sherwood in this fully turnkey furnished 3 bedroom/2bath waterfront condo! This unit features an attached garage, and enough parking for 3 more vehicles! Enjoy morning coffee from the screened-in lanai overlooking the lake. Fantastic location...Only 20 mins to downtown 5th ave and the delightful shopping and dining district of olde naples, complete with boutique & art shops. Sherwood offers 4 pickleball courts, a tennis court, exercise room/gym, community pool, and community room with library.**sorry no pets allowed**
Furnished
Sherwood, 280 Robin Hood Cir #102, Naples, Florida 34104, image 1
$3,995
  • 3 Beds
  • 2 Baths
  • 1,450 SqFt
  • $2.76/SqFt
Entry-Level
Condo for rent in Sherwood
280 Robin Hood Cir #102, Naples, FL 34104
** nicely furnished 3 bedroom\2 bath first floor lake view coach home in sherwood ii – turn-key furnished ** ready for a seasonal or annual tenant **welcome to your southwest florida escape in the highly sought-after community of sherwood ii! This beautifully appointed 3-bedroom, 2-bath first-floor coach home offers serene lake views, abundant natural light, and comfortable living with every detail thoughtfully designed. Home features: ?3 full bedrooms/2 full bathrooms primary suite: king-sized adjustable bed, large walk-in closet, dual vanities, and walk-in shower secondary bedroom: two twin beds, spacious closet third bedroom/den: set up as an office/den with a full closet—can easily be converted to a 3rd bedroom queen-sized pullout in living room couch for additional guests ?Spacious, light-filled living areas expansive sliding glass doors open completely to the screened-in lanai, perfect for enjoying the lake view and cool winter breezes tile flooring in living areas and 2 bedrooms; carpeting in primary bedroom mechanical stand-up recliners in the living room and den full-sized washer and dryer in-unit tvs in the living room, primary bedroom, secondary bedroom, and den ?Eat-in kitchen which is fully stocked for your convenience—just bring your personal items! Ample parking\3-car driveway plenty of space for your guests garage access available only for 12-month leases (not available for short-term rentals under 6 months) peace of mind features whole-house dual propane & gas generator yo-link water detection system for ac and water heater overflow alerts inside home storage room community amenities: 2 swimming pools tennis & pickleball courts fitness room beautiful natural setting for walks and relaxation location highlights: close to naples' sugar white sand beaches minutes to fifth avenue south – fine dining, boutique shopping, and entertainment easy access to i-75 located in an a-rated school district shopping, dining, and daily conveniences nearby restrictions: no pets permitted for tenants (per hoa) sorry, single month of february won't be accepted. 30-day short-term stays will not be permitted. 60-day minimum stay required. Turn-key furnished – just bring your suitcase! Quick hoa approval! This water-view coach home is an exceptional home in sherwood ii – where comfort meets convenience in the heart of naples! Availability & rates: annual 12-month lease: $2295 a month tenant responsible for electricity only first month's rent, last month's rent and security deposit due prior to move in seasonal jan-april: $3995 a month oct-dec: $2995 a month may-september: $1995 a month
Turnkey
Sherwood, 321 Robin Hood Cir #201, Naples, Florida 34104, image 1
$3,500
  • 2 Beds
  • 2 Baths
  • 1,225 SqFt
  • $2.86/SqFt
Entry-Level
Condo for rent in Sherwood
321 Robin Hood Cir #201, Naples, FL 34104
Available season 2027! This second floor end unit condo overlooks a peaceful lake where nature abounds. Enjoy your morning coffee on a private screened lanai and watch fish jump, turtles surface, ibis and heron hunt for fish, and osprey soar above. This bright end unit has soaring vaulted ceilings, beautiful hardwood floors, and freshly painted bedrooms. Featuring 2 bedrooms, a den with futon and desk, 2 fully updated bathrooms, updated kitchen with reverse osmosis water filter, and in-unit laundry, this unit comes turnkey furnished and well stocked for your enjoyment. Also available for your convenience is a one-car detached garage. Located just a few miles from downtown naples, the pier, and the beautiful white sand beaches of naples where you can see dolphins and manatees and beachcomb for beautiful shells and sand dollars. Sherwood village offers great amenities that include two swimming pools, a fitness room, two tennis courts, four pickle ball courts, horseshoes, a clubhouse with library nook, walking paths and an active social community. Book this wonderful property and enjoy the relaxed florida lifestyle! 2026 seasonal rates $3500/month.
Turnkey
Sherwood, 209 Robin Hood Cir #201, Naples, Florida 34104, image 1
$3,500
  • 2 Beds
  • 2 Baths
  • 1,225 SqFt
  • $2.86/SqFt
Entry-Level
Condo for rent in Sherwood
209 Robin Hood Cir #201, Naples, FL 34104
**seasonal rental!!! Available for season 2026!!** enjoy the best of both worlds here in sherwood in this fully turnkey furnished 2 bedroom+ den/2bath waterfront condo! This unit features a detached garage, and dedicated parking for another vehicle! Enjoy morning coffee or afternoon cocktails from the private screened-in lanai overlooking the lake and water feature. Fantastic location...Only 20 mins to downtown 5th ave and the delightful shopping and dining district of olde naples, complete with boutique & art shops. Sherwood offers 4 pickleball courts, a tennis court, exercise room/gym, community pool, and community room with library.**sorry no pets allowed**
Furnished
Sherwood, 241 Robin Hood Cir #204, Naples, Florida 34104, image 1
$3,800
  • 2 Beds
  • 2 Baths
  • 1,225 SqFt
  • $3.10/SqFt
Entry-Level
Condo for rent in Sherwood
241 Robin Hood Cir #204, Naples, FL 34104
Welcome to your seasonal rental in the heart of naples, fl at sherwood. This 2 bedroom + den, 2 bathroom second floor condo offers stunning views of the lake and tropical landscaping from the screened and covered lanai. With high ceilings and plenty of natural light, this end-unit features an upgraded kitchen with granite countertops, stainless steel appliances, and a single car garage. Enjoy the amenities of sherwood including a clubhouse, community pool, exercise room, pickleball, tennis court, and more. The den includes a sleeper sofa, while the guest bedroom has a 2 twin beds and the master bedroom features a queen bed. Additionally, three bikes are available for your use during your stay. Experience the best of naples living at sherwood.

Similar Communities & Listings

Results 3 of 16
Furnished, Turnkey
Barrington At Walden Oaks, 6680 Ilex Cir #3-A, Naples, Florida 34109, image 1
$2,600
  • 2 Beds
  • 2 Baths
  • 1,216 SqFt
  • $2.14/SqFt
Condo for rent in Barrington At Walden Oaks
6680 Ilex Cir #3-A, Naples, FL 34109
Available for annual rental starting may 2026!!! Great location in north naples. Amazing second floor end-unit totally renovated with high quality furnishings and stunning lake views from every room. Marble and brazilian mahogany hardwood floors will dazzle you when you enter this beautiful home. Granite counter tops, stainless steel appliances, plantation shutters, are just some of the upgrades. King in master, queen in second bedroom and sleeper sofa in den with built-in desk for those wanting to work from home. Walden oaks is a small community in north naples with a resort style pool, tennis courts, new pickleball courts in a very active pickleball community, just a few minutes drive to the beautiful beaches of olde naples and vanderbilt beach, and to the fabulous boutique shopping and dining in mercato and 5th avenue downtown naples. ( no pets as per hoa)
Furnished, Turnkey
Country Haven, 7380 Saint Ives Way, Naples, Florida 34104, image 1
$4,800
  • 2 Beds
  • 2 Baths
  • 1,053 SqFt
  • $4.56/SqFt
Condo for rent in Country Haven
7380 Saint Ives Way, Naples, FL 34104
Come enjoy everything countryside has to offer in this second-floor, 2-bedroom, 2-bath condo overlooking the golf course. Ideally located near the country haven pool and tennis courts, this condo provides the perfect getaway if you are seeking relaxation and recreation. The primary bedroom features a king-size bed, walk-in closet, and tv, while the guest bedroom offers a queen bed and tv. The kitchen has been thoughtfully renovated with new appliances, cabinets, countertops, and flooring. Situated in a gated community less than 15 minutes from downtown naples, you’ll be close to shopping, dining, and entertainment along 5th avenue south, 3rd street south, tin city, and bayfront place. The beach, naples pier, celebration park, naples botanical garden, sugden park along with east naples community park where the national pickleball tournament is held, are all just minutes away by car. This condo has a social membership, granting access to the wellness center and numerous amenities such as casual and fine dining, bocce ball, bowling, bridge, cards, cycling, water aerobics, tennis, etc. Bbq grills in country haven provide a great space for outdoor gatherings. Limited golf privileges are available based on availability. Please note primary bath/shower area is going to be redone.
Furnished, Turnkey
Barrington At Walden Oaks, 6680 Ilex Cir #3-A, Naples, Florida 34109, image 1
$4,300 $200
  • 2 Beds
  • 2 Baths
  • 1,216 SqFt
  • $3.54/SqFt
Condo for rent in Barrington At Walden Oaks
6680 Ilex Cir #3-A, Naples, FL 34109
Rented jan, feb, mar and april 2026. Location location location amazing second floor end-unit totally renovated with high quality furnishings and stunning lake views from every room. Marble and brazilian mahogany hardwood floors will dazzle you when you enter this beautiful home. Granite counter tops, stainless steel appliances, plantation shutters, are just some of the upgrades. King in master, queen in second bedroom and sleeper sofa in den with built-in desk for those wanting to work from home. Walden oaks is a small community in north naples with a resort style pool, tennis courts, and a very active pickleball community, just a few minutes drive to the beautiful beaches of olde naples and vanderbilt beach, and to the fabulous boutique shopping and dining in mercato and 5th avenue downtown naples. ( no pets as per hoa)- also available off-season and for annual rental starting may 2026.
1 - 3 of 16 Results

Subdivision Amenities

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

Frequently Asked Questions

Comparable & Nearby Subdivisions

ComparableNearby

Schools

Scores

Walk Score®
Car-Dependent. Almost all errands require a car.
9

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

100
Bike Score®
Somewhat Bikeable. Minimal bike infrastructure.
35

100
Sound Score®
Bearable noise.
76

100

Naples
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