Sherwood Condos For Rent

Entry-Level
Ultra LuxuryAbove $1,000 per SqFt
High-End$650 - $1,000 per SqFt
Mid-Tier$400 - $650 per SqFt
Premium$300 - $400 per SqFt
Entry-LevelBelow $300 per SqFt
Reviews (
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Market Action
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Shows who has more leverage in the market
0–30 favors buyers
30–100 favors sellers
Selling Speed
25
Fast
Shows how quickly homes are being absorbed by buyers
20%+ Fast
8–19.9% Steady
Below 8% Slow
Inventory Supply
4
Balanced
Shows how many months it would take to sell current inventory
0–3 Low
3–6 Balanced
6+ High
Sales Activity
Updating
Awaiting sufficient data
Shows how often homes are selling in this community
2+/mo Active
0.75–1.99/mo Steady
Below 0.75/mo Quiet
Rating
Loading
Community rating based on resident and buyer reviews
4.5+ Excellent
4.0–4.49 Good
3.0–3.99 Average
Below 3.0 Below Average
Results 8 of 8
Turnkey
Sherwood, 280 Robin Hood Cir #101, Naples, Florida 34104, image 1
Sherwood, 280 Robin Hood Cir #101, Naples, Florida 34104, image 2
$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
Sherwood, 465 Robin Hood Cir #101, Naples, Florida 34104, image 2
$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**
Turnkey
Sherwood, 445 Robin Hood Cir #201, Naples, Florida 34104, image 1
Sherwood, 445 Robin Hood Cir #201, Naples, Florida 34104, image 2
$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!!!
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Furnished
Sherwood, 280 Robin Hood Cir #101, Naples, Florida 34104, image 1
Sherwood, 280 Robin Hood Cir #101, Naples, Florida 34104, image 2
$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 2027!!**(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**maximum 10 month lease**
Furnished
Sherwood, 280 Robin Hood Cir #102, Naples, Florida 34104, image 1
Sherwood, 280 Robin Hood Cir #102, Naples, Florida 34104, image 2
$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
Sherwood, 321 Robin Hood Cir #201, Naples, Florida 34104, image 2
$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
Sherwood, 209 Robin Hood Cir #201, Naples, Florida 34104, image 2
$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
Sherwood, 241 Robin Hood Cir #204, Naples, Florida 34104, image 2
Sherwood, 241 Robin Hood Cir #204, Naples, Florida 34104, image 3
$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.

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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

Nearby Subdivisions

Premium
0.23 miles
For Sale (1)
$1.8M - $1.8M
For Rent (1)
$4K - $4K
Entry-Level
0.26 miles
For Sale (10)
$279K - $469K
For Rent (3)
$3K - $4K
Entry-Level
0.28 miles
For Sale (8)
$400K - $469K
For Rent (2)
$3K - $4K
Entry-Level
0.30 miles
For Sale (2)
$500K - $525K
Entry-Level
0.37 miles

Schools

Scores

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

100
Bike Score®
Somewhat Bikeable. Minimal bike infrastructure
35

100
Sound Score®
Bearable noise
80

100
Airport Score
Close to airports. Noticeable airport activity
0

100
Traffic Score
Congested area. Frequent traffic delays
25

100
Local Score
Limited local amenities nearby
0

100

Naples
Entry-Level
Entry-Level Homes & Condos

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