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Highland Woods Golf & Country Club Real Estate 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
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Market Action
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0–30 favors buyers
30–100 favors sellers
Selling Speed
39.29
Fast
Shows how quickly homes are being absorbed by buyers
20%+ Fast
8–19.9% Steady
Below 8% Slow
Inventory Supply
2.55
Low
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
Results 8 of 8
Furnished
Heathermoor At Highland Woods, 9200 Highland Woods Blvd #1204, Bonita Springs, Florida 34135, image 1
Heathermoor At Highland Woods, 9200 Highland Woods Blvd #1204, Bonita Springs, Florida 34135, image 2
Heathermoor At Highland Woods, 9200 Highland Woods Blvd #1204, Bonita Springs, Florida 34135, image 3
$2,100 $200
  • 2 Beds
  • 2 Baths
  • 1,042 SqFt
  • $2.02/SqFt
Entry-Level
Condo for rent in Heathermoor At Highland Woods
9200 Highland Woods Blvd #1204, Bonita Springs, FL 34135
Annual rental – ideally located within the highly desirable highland woods community, this turnkey furnished second-floor condominium offers comfort, convenience, and an exceptional southwest florida lifestyle. This inviting residence features impact-resistant windows and doors, an enclosed lanai, corian countertops, and numerous recent updates, including a 2023 a/c, water heater, refrigerator, microwave, and dryer. The oversized lanai boasts a desirable southern exposure, providing the perfect place to enjoy your morning coffee, soak up the florida sunshine, or relax at the end of the day. Community pool just out front of building. Additional features include generous storage space, the convenience of a common elevator, and a covered assigned carport. The location couldn't be better! Just across the street from the promenade at bonita bay and only minutes from world-famous gulf beaches, premier shopping, exceptional dining, golf, entertainment, and everything southwest florida has to offer. Enjoy the convenience of one of southwest florida's most sought-after locations while living in the welcoming highland woods community. This is florida living at its best!
Furnished
Highland Woods Villas, 26409 Clarkston Dr, Bonita Springs, Florida 34135, image 1
Highland Woods Villas, 26409 Clarkston Dr, Bonita Springs, Florida 34135, image 2
Highland Woods Villas, 26409 Clarkston Dr, Bonita Springs, Florida 34135, image 3
$3,200
  • 2 Beds
  • 2 Baths
  • 1,571 SqFt
  • $2.04/SqFt
Premium
Villa for rent in Highland Woods Villas
26409 Clarkston Dr, Bonita Springs, FL 34135
Available on an annual basis beginning october 1st, 2026. Experience effortless southwest florida living in this beautifully maintained villa overlooking the pristine fairways of highland woods golf & country club. This spacious residence features 2 bedrooms, 2 bathrooms, an oversized den with a full-size sleeper sofa, and an inviting open-concept floor plan filled with natural light. Warm wood flooring, soaring ceilings, a newer roof and air-conditioning system, plus full storm protection with both electric and manual roll-down shutters provide comfort, style, and peace of mind. The well-appointed kitchen comes fully equipped and flows seamlessly into the spacious dining and living areas, all designed to maximize the spectacular golf course views. The generous primary suite features a walk-in closet, dual vanities, and a walk-in shower, while the screened lanai offers the perfect setting for morning coffee, evening sunsets, or outdoor dining with the convenience of a gas barbecue grill. Perfectly positioned just off us-41, this residence places the very best of bonita springs within easy reach. Spend your days at the sugar-sand gulf beaches just minutes away, explore nearby shopping and dining at the promenade at bonita bay and coconut point, or enjoy quick access to naples, estero, and southwest florida international airport. Tenant has the option to add full access to the country club and golf for may 1st- september 30th. Inquire for details.
Furnished
Terrace 4 At Highland Woods, 9500 Highland Woods Blvd #207, Bonita Springs, Florida 34135, image 1
Terrace 4 At Highland Woods, 9500 Highland Woods Blvd #207, Bonita Springs, Florida 34135, image 2
Terrace 4 At Highland Woods, 9500 Highland Woods Blvd #207, Bonita Springs, Florida 34135, image 3
$4,900 $500
  • 2 Beds
  • 2 Baths
  • 1,162 SqFt
  • $4.22/SqFt
Premium
Condo for rent in Terrace 4 At Highland Woods
9500 Highland Woods Blvd #207, Bonita Springs, FL 34135
Stunning sunset views overlooking the golf course in this 2-2, 2nd floor condo located in highland woods. This resort style community is very social and active, offering bocce ball, tennis, pickleball, fitness center, a new large community pool with cabana bar as well as a beautiful clubhouse offering dining as well. Located conveniently near beaches, shopping and excellent restaurants. Amenities transfer from may-december, available monthly or multiple months may 2026-december 2026.
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Furnished, Turnkey
Highland Woods Golf & Country Club, 26343 Clarkston Dr, Bonita Springs, Florida 34135, image 1
Highland Woods Golf & Country Club, 26343 Clarkston Dr, Bonita Springs, Florida 34135, image 2
Highland Woods Golf & Country Club, 26343 Clarkston Dr, Bonita Springs, Florida 34135, image 3
$9,500
  • 3 Beds
  • 2 Baths
  • 2,148 SqFt
  • $4.42/SqFt
Entry-Level
House for rent in Highland Woods Golf & Country Club
26343 Clarkston Dr, Bonita Springs, FL 34135
Exceptional 3 bedroom, 2 bath, 2 car garage, single family home with private heated pool in the highly desirable bundled golf community of highland woods. This beautifully maintained and thoughtfully updated residence is tastefully furnished and features an open and spacious floor plan with large outdoor screened lanai overlooking picturesque golf course views. Highland woods golf & country club is a gated, bundled golf community located within minutes to shopping, fine dining, and southwest florida's beautiful white sandy beaches. Some of the amenities include a private golf course, tennis, bocce, fitness center, clubhouse and several heated community pools. Amenities transfer fee is $650 for 30–59 day reservations, $850 for 60-89 day reservations and $1, 050 for 90 days or longer.
Turnkey
St Andrews Verandas At Highland Woods, 26991 Clarkston Dr #8106, Bonita Springs, Florida 34135, image 1
St Andrews Verandas At Highland Woods, 26991 Clarkston Dr #8106, Bonita Springs, Florida 34135, image 2
St Andrews Verandas At Highland Woods, 26991 Clarkston Dr #8106, Bonita Springs, Florida 34135, image 3
$7,875
  • 2 Beds
  • 2 Baths
  • 1,556 SqFt
  • $5.06/SqFt
Condo for rent in St Andrews Verandas At Highland Woods
26991 Clarkston Dr #8106, Bonita Springs, FL 34135
Available 2027 season jan–march. Stunning remodeled 2 bedroom plus den, 2 bath end unit in the highly sought-after highland woods bundled golf community. This meticulously renovated condo features beautiful new wood floors and an open-concept design with exquisite quartz countertops, stainless steel appliances, a stylish kitchen island, custom woodwork, subway tile backsplash, and elegant 42-inch cabinets. The primary suite offers a private bathroom retreat with a new glass-enclosed shower, dual vanity, custom cabinet linen closet, and a luxurious soaking tub. The den provides extra space for family and guests, complete with a newly installed double twin murphy bed system. Enjoy true resort living with bundled golf, featuring an 18-hole gordon lewis–designed golf course, pickleball, tennis courts, bocce complex, and a newly updated clubhouse and fitness center. The community enhancements include six pickleball courts, resurfaced tennis courts, an indoor/outdoor café, a resort-style pool, and a new golf shop. The location is second to none, offering easy access to grocery stores, banks, gas stations, dining, shopping, entertainment, and a seasonal farmers market—all within walking distance. You are also just minutes from the promenade at bonita bay, home to a popular saturday farmers market, boutique shopping, exceptional dining, and deromo's gourmet market & restaurant. Beautiful gulf beaches are just 3 miles away, and rsw airport, coconut point mall, and the shoppes at mercato are all just a short drive away. Secure your seasonal stay in one of the area’s most desirable bundled golf communities.
Turnkey
St Andrews Verandas At Highland Woods, 26751 Clarkston Dr #102, Bonita Springs, Florida 34135, image 1
St Andrews Verandas At Highland Woods, 26751 Clarkston Dr #102, Bonita Springs, Florida 34135, image 2
St Andrews Verandas At Highland Woods, 26751 Clarkston Dr #102, Bonita Springs, Florida 34135, image 3
$6,500
  • 2 Beds
  • 2 Baths
  • 1,256 SqFt
  • $5.18/SqFt
Condo for rent in St Andrews Verandas At Highland Woods
26751 Clarkston Dr #102, Bonita Springs, FL 34135
Beautifully renovated first floor residence in gated golf course community of highland woods .This light and bright two bedroom, two bath condominium is absolutely beautiful!!!! Fully turnkey. Enjoy 2 lanai's at this condo! The ideal spot for outdoor lounging. Beautiful golf course view from the lanai. With club transfer, guests have use of all of highland wood's amenities including: access to the 18 hole championship golf course designed by gordon lewis, 4 lighted soft surface tennis courts, pickleball community pool and the clubhouse which offers casual and formal dining. Call for off season special rental rates! Transfer fees for highland woods golf & country club rental stay of 30 to 59 days - $692.25 rental stay of 60 to 89 days - $905.25 rental stay of 90 days or more - $1118.25 **subject to change** fees associated with this rental property monthly rental rate $6, 500 security deposit protection plan $125 departure clean $235 reservation fee $160 sales tax 11.5% hoa application fee $100 golf club membership transfer optional ***information deemed reliable but not guaranteed. *** bs hw 16-1602
Furnished, Turnkey
Heathermoor At Highland Woods, 9200 Highland Woods Blvd #1103, Bonita Springs, Florida 34135, image 1
Heathermoor At Highland Woods, 9200 Highland Woods Blvd #1103, Bonita Springs, Florida 34135, image 2
$6,000
  • 2 Beds
  • 2 Baths
  • 1,125 SqFt
  • $5.33/SqFt
Entry-Level
Condo for rent in Heathermoor At Highland Woods
9200 Highland Woods Blvd #1103, Bonita Springs, FL 34135
Bundled golf available: april 2027 season available $6000. Off-season $2500. This beautiful first-floor corner-unit condo in the desirable heathermoor i building offers exceptional natural light and stunning views of hole 1 of the highland woods championship golf course. Its prime location places you closer than any other neighborhood in highland woods to the golf clubhouse, fitness center, tennis courts, pickleball courts, restaurant, resort-style pool, and café. A quieter neighborhood pool is located just north of the unit—visible from the lanai and only steps from your door—and is one of seven pools available throughout the community. The condo features two bedrooms and two bathrooms, including a primary suite with a queen bed, large flatscreen tv, walk-in closet, generous storage, and an en-suite bath, while the guest bedroom offers two twin beds, its own tv, and a large closet. A second full bathroom with in-unit washer and dryer is conveniently located in the hallway. The living room with tv, dining area, and fully equipped kitchen provide comfortable and effortless living, while the screened-in lanai offers peaceful golf course views. This rental also comes with an optional transferable bundled golf membership, granting access to exceptional golf facilities, including a 50, 000 sq. Ft. Aqua driving range tee with additional mat area, a 7, 000 sq. Ft. Putting green, and an 11, 400 sq. Ft. Chipping and putting practice area with three bunkers. The 18-hole championship course, designed by architect gordon lewis, is supported by pga professionals who offer extensive teaching and training programs. Dining options include the grille room and the woods pool cafe. The community also features brand-new pickleball and tennis courts, including six dedicated pickleball courts. The 24-hour fitness center—newly built in 2016 and located on the second floor—offers innovative fitness and lifestyle programs. Highland woods is a secure, gated community just three miles from barefoot beach and bonita beach and is minutes from exceptional restaurants, shopping, flea markets, attractions, and a fantastic farmer’s market right across the street. A vast array of clubs and community events ensures there is always something to enjoy during your stay.
Furnished
Terrace 3 At Highland Woods, 9450 Highland Woods #6203, Bonita Springs, Florida 34135, image 1
Terrace 3 At Highland Woods, 9450 Highland Woods #6203, Bonita Springs, Florida 34135, image 2
Terrace 3 At Highland Woods, 9450 Highland Woods #6203, Bonita Springs, Florida 34135, image 3
$6,000
  • 2 Beds
  • 2 Baths
  • 1,100 SqFt
  • $5.45/SqFt
Entry-Level
Condo for rent in Terrace 3 At Highland Woods
9450 Highland Woods #6203, Bonita Springs, FL 34135
Beautifully remodeled second floor condo with western exposure overlooking the golf course. Enjoy gorgeous sunsets while sipping your favorite beverage on the lanai. Two bedrooms and two baths, carport. Great location within minutes drive to the beach. There is also an elevator. Sorry no pets or smoking. Great summer rates. This unit is rented for the season 2027, january thru march.

Subdivision Amenities

Bocce Court
Business Center
Cabana
Clubhouse
Community Room
Fitness Center
Golf Course
Internet Access
Library
Pickleball
Pool
Private Membership
Putting Green
Restaurant
Sidewalk
Spa/Hot Tub
Streetlight
Tennis Court(s)
Underground Utility
Bocce Court

HOA Cost Benchmark

$0.31 / Sq.Ft.

Monthly ownership cost
29%above peers
7%above city avg
This Community
$0.31
Comparable Premium Avg
$0.24
Bonita Springs, FL Avg
$0.29
$0.00
$0.20
$0.40
Higher than peers, higher than the city average
Peer Set · 26 comparable communities
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Preconstruction in Bonita SpringsShow All

The Ritz-Carlton Residences Estero Bay
The Ritz-Carlton Residences Estero Bay
The Ritz-Carlton Residences Estero Bay
Condos in Bonita Springs, FL 34134
  • Starts at
    $3M
  • Units
    224
  • Stories
    22

The Ritz-Carlton Residences, Estero Bay

Beside the breathtaking wonders of Florida’s first aquatic preserve
Day by day, it adds up to a life like no other. The Ritz-Carlton Residences, Estero Bay are coming to one of Southwest Florida’s last great stretches of waterfront. Home of centuries-old mangrove forests. Thriving oyster beds. Endlessly people-curious dolphins. And now, exceptional tower residences that live in rare harmony with it all. Welcome to life with flow.

Cascading towers feature two-, three- and four-bedroom residences — all with sunset views of Estero Bay. Room-for-everybody balconies. An open, family-friendly flow from kitchen to dining to living spaces. And fresh, elegant design inspired by the colors and textures of this rare habitat.

With legendary Ritz-Carlton service, good days become oh-so-much-better. Let your talented concierge team reserve tee times and boat charters. Plan community events your whole family will love. And handle your special requests with ease, from dog walking to grocery shopping. Freeing you to enjoy your favorite neighborhood happy places. Relax on a private oasis in the lagoon. Sip something vintage at the whiskey lounge. Or meet up with your best self on a luxurious spa date.

Details

Nearby Subdivisions

Entry-Level
0.21 miles
For Sale (8)
$379K - $625K
For Rent (2)
$4K - $6K
Entry-Level
0.25 miles
For Sale (3)
$399K - $425K
For Rent (2)
$7K - $8K
Entry-Level
0.27 miles
For Sale (1)
$260K - $260K
For Rent (2)
$2K - $6K
Entry-Level
0.45 miles
For Sale (2)
$350K - $360K
Entry-Level
0.55 miles
For Sale (3)
$699K - $949K
For Rent (1)
$9K - $9K

Schools

Scores

Walk Score®
Car-Dependent. Almost all errands require a car
22

100
Bike Score®
Bikeable. Some bike infrastructure
55

100
Sound Score®
Bearable noise
79

100
Airport Score
Close to airports. Noticeable airport activity
0

100
Traffic Score
Congested area. Frequent traffic delays
27

100
Local Score
Limited local amenities nearby
0

100

Highland Woods Golf & Country Club Communities in Bonita Springs, FL

Bonita Springs
Entry-Level
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