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9250 Highland Woods



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2BR/2BA Condo - Nov/Dec 2026
$5500 /mo

✨ Executive Winter Rental: Resort-Style Luxury in Highland Woods

Escape to the ultimate Southwest Florida lifestyle in this beautifully appointed condo located within the recently transformed Highland Woods Golf and Country Club. After an $8 Million dollar community-wide renovation, you will enjoy Brand New, Resort-Style Amenities that rival the area’s finest private clubs.

This is more than a rental; it is a full, maintenance-free, executive lifestyle package for your 2026 season.

The Exclusive Highland Woods Lifestyle:

  • UNRIVALED AMENITIES: Enjoy the stunning new Saltwater Resort Pool, an upscale outdoor Cafe, expanded fitness center, and vibrant social spaces—all brand new for the 2026 season.

  • SPORTS ENTHUSIAST’S DREAM: Unlimited access to the newly upgraded amenities including pristine Golf, dedicated Pickleball courts, Tennis, and Bocce.

  • PRIME LOCATION: Perfectly situated in North Naples, offering quick access to fine dining, world-class shopping at Coconut Point, and the Gulf beaches.


Highland Woods

Southwest Florida Retreat in a Premier Gated Golf Community

Discover this stunning second floor condo in the highly sought-after Highland Woods community, perfectly situated between Naples and Fort Myers. This beautifully furnished unit offers picturesque views of the first hole of the championship golf course and your private community pool, just steps from world-class resort amenities.

Highland Woods Website   Maps & Location  Rental Fees & Details



Community Amenities

A recent $8.3 million renovation transforming Highland Woods into a premier resort destination.

18-Hole Par 72 Championship Golf Course with new golf shop and large putting green

Private Community Pool: Steps from your door, shared exclusively with your building section

7 Heated Pools Total including the spectacular new saltwater resort-style pool

Brand New Indoor/Outdoor Cafe overlooking the main pool

Newly Renovated Clubhouse with Grille Room and outdoor patio dining

State-of-the-Art Fitness Center

6 Brand New Pickleball Courts, Resurfaced Tennis Courts, Bocce Courts

Prime Location - Just a Couple Minutes Walk to Everything

Property Features

Bedrooms & Bathrooms: 2 Bed | 2 Bath

Master Suite: Queen bed with brand new bedroom furniture, private bath and walk-in closet

Guest Bedroom/Office: Flexible space with pull-out couch bed, perfect for guests or as a home office

TVs in both bedrooms

Rental Fees & Details

Living Space

Open concept floor plan

Cozy living room with flat-screen TV

Dining area with table

Fully equipped eat-in kitchen with breakfast bar, stove and microwave

Complete with all utensils, coffee maker,  Ninja Air Fryer,  smoothie blender and more

Rental Fees & Details

Premium Amenities & Features

Screened Lanai  - A perfect sanctuary to relax with views of the first hole and your private community pool
Private Community Pool within steps from your door

In-Suite Washer & Dryer

Covered Parking with storage closet

High-speed Wi-Fi and Cable TV

Dishwasher

All utilities included (water, electricity, Wi-Fi, cable)

Location Highlights

Minutes to pristine Gulf beaches: Barefoot Beach and Bonita Beach within 3 miles

Old Bonita minutes  away is flourishing, with breweries, restaurants, live music venues & more
Shopping & Entertainment: Premier malls, boutiques, and movie theaters nearby

Dining: Countless restaurants from casual to fine dining

Local Charm: Farmer's Market across the street, flea markets, and Southwest Florida attractions

Secure gated community for peace of mind



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