Sherwood Condos For Rent

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Entry-Level
Below $300 per SqFt
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Results 9 of 9
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**
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!!!
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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 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
$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
Tuscany At Vineyards, 106 Siena Way #1508, Naples, Florida 34119, image 1
$2,250
  • 2 Beds
  • 2 Baths
  • 1,414 SqFt
  • $1.59/SqFt
Condo for rent in Tuscany At Vineyards
106 Siena Way #1508, Naples, FL 34119
Very bright and airy corner unit overlooking the lake and fountain in tuscany at the vineyards. This home is turnkey furnished and now available for an annual lease. The lanai is glassed-in which greatly opens up the liveable area. The kitchen is updated with stainless appliances, granite countertops, and slate tile floors. Both bathrooms have been updated with travertine tile and wood cabinetry, and the master has an open-air shower! All rooms are large and spacious with plenty of storage in the walk-in closets. There is a carport included with plenty of extra guest parking. Tuscany is very close to physicians regional hospital and crossroads market featuring publix, walgreens, crunch fitness, many restaurants, nail salon, hair, etc. Tuscany has it's own private clubhouse, pool and spa.
Turnkey
Amberly Village, 3685 Amberly Cir, Naples, Florida 34112, image 1
$5,100
  • 2 Beds
  • 2 Baths
  • 1,320 SqFt
  • $3.86/SqFt
Condo for rent in Amberly Village
3685 Amberly Cir, Naples, FL 34112
Welcome to amberly village at royal wood golf & country club! This beautifully maintained 2-bedroom, 2-bath condo is located on the 3rd floor with the convenience of a common elevator and a covered parking space. Step inside to find a spacious great room with soaring cathedral ceilings and brand-new flooring throughout, creating an open and airy feel. The well-appointed kitchen features a pantry and in-kitchen dining, perfect for casual meals or entertaining. A split-bedroom floor plan provides privacy for guests, while the owner’s suite boasts an en-suite bath and a large walk-in closet. Recent updates include a new 65" tv, in-residence washer and dryer, new curtains, and a new water heater, making this home truly move-in ready. Relax on the screened-in balcony and enjoy spectacular western views of the 14th hole and breathtaking sunsets. Amberly village offers an array of resort-style amenities, including two swimming pools, two hot tubs, bocce, tennis courts, outdoor grilling areas, and a community room. Residents also enjoy bundled golf, with access to the 18-hole golf course, putting and driving ranges, and the option of golf or social memberships. Stay active in the 5, 000 sq. Ft. Fitness center with state-of-the-art equipment, or unwind at the recently renovated grill room, atrium, or lounge—complete with live entertainment, a fully stocked bar, and sunset views over the course. All of this is just minutes from naples’ renowned 5th avenue shops, dining, and the white sandy gulf beaches. Whether you’re looking for a seasonal retreat or a year-round residence, this home is the perfect blend of comfort, community, and lifestyle. Book your vacation now.
Furnished, Turnkey
Tuscany At Vineyards, 106 Siena Way #1508, Naples, Florida 34119, image 1
$4,500
  • 2 Beds
  • 2 Baths
  • 1,414 SqFt
  • $3.18/SqFt
Condo for rent in Tuscany At Vineyards
106 Siena Way #1508, Naples, FL 34119
Great new seasonal lease opportunity on this turnkey furnished two bedroom, two bath condo overlooking the lake and water feature in tuscany at the vineyards. The glassed lanai opens up this home living much larger than usual. The kitchen has been updated with stainless appliances, granite countertops, and slate tile floors. Both bathrooms are updated with wood cabinetry, travertine tile, and the master bath features an open-aire walk in shower! All rooms are large and spacious feeling and there is plenty of storage in the large walk-in closets. Tuscany is conveniently located near physicians regional hospital and crossroads market featuring publix, walgreens, crunch fitness, many restaurants and other services. The cubhouse and pool are a short walk across the parking lot.
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
Bike Score®
Somewhat Bikeable. Minimal bike infrastructure
35

100
Sound Score®
Bearable noise
76

100

Naples
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Entry-Level Homes & Condos

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