Escape the winter chill and experience the best of North Naples in this beautifully appointed, spacious 2-bedroom + den end-unit condo, located within the gated, resort-style community of Sterling Oaks. This private retreat features vaulted ceilings, abundant natural light, beautifully remodeled bathrooms, and a versatile den with a sleeper sofa, desk, and ample storage, offering the perfect combination of comfort, privacy, and an active Florida lifestyle.
The primary bedroom has a private door leading to the screened rear lanai, where you can relax and catch glimpses of the evening sunset. The guest bedroom features its own balcony, providing additional outdoor space to enjoy the Florida weather.
The furnished screened lanai offers a comfortable outdoor living space with a sofa, dining table, and electric grill. Inside, the condo is thoughtfully equipped for extended stays, featuring a full kitchen with a coffee maker, blender, air fryer, toaster, dishwasher, and garbage disposal. Additional conveniences include an in-unit washer and dryer, ceiling fans throughout, high-speed fiber-optic Wi-Fi, and covered parking.
Resort-Style Amenities & Active Community
Sterling Oaks is known for its exceptional tennis and pickleball lifestyle, featuring 12 Har-Tru tennis courts and 6 pickleball courts, with lighted courts available for evening play. The community also boasts a spacious, heated resort-style pool with dedicated lap lanes and a separate relaxation area, a lively tiki bar, and a beautiful clubhouse offering dining and a separate bar. Additional amenities include a fitness center, jacuzzi, sauna, bocce ball, ping pong, children's playground, scenic preserve walking paths, and bicycle racks throughout the community. Tennis club membership is available separately for an additional fee.
Beyond the amenities, Sterling Oaks offers a welcoming, socially active atmosphere with book clubs, happy hours, organized activities, and special events throughout the season. Guests can check the community bulletin board for weekly activities and opportunities to connect with fellow residents.
An Ideal North Naples Location
Ideally situated in North Naples, Sterling Oaks is just a 3-mile drive to beautiful Delnor-Wiggins Pass State Park and its Gulf beaches. Restaurants, shopping, and everyday conveniences are even closer, with additional shopping destinations, museums, and Naples attractions within easy reach. The community's two entrances provide convenient access to the surrounding area while offering a welcome escape from the busier parts of Naples.
Make Naples Your Winter Home Away From Home
Enjoy the privacy and comfort of a fully equipped condo with the amenities and social atmosphere of a resort community. From beach walks and tennis to poolside relaxation and social gatherings, Sterling Oaks offers the perfect setting for an extended Naples getaway.
Minimum rental: One month. Seasonal and extended stays welcome.
Come for the sunshine, stay for the lifestyle.
Prime North Naples Location – Guard-Gated Community, Beaches, Shopping & Culture
Sterling Oaks is ideally situated in desirable North Naples, offering a peaceful, beautifully maintained neighborhood with a 24-hour staffed guard gate, resort-style surroundings, and convenient access to everything Southwest Florida has to offer.
The community features two entrances with convenient access to U.S. 41 (Tamiami Trail), Old 41, and Bonita Beach Road, providing alternative routes to Naples, Bonita Springs, and surrounding destinations while remaining away from the busiest tourist areas.
Beautiful Delnor-Wiggins Pass State Park and its Gulf beaches are approximately 3 miles away. Nearby, you will find an excellent selection of restaurants, grocery stores, boutiques, golf courses, and shopping destinations, including Mercato, Waterside Shops, and Coconut Point.
Naples also offers a wonderful arts and cultural scene. Enjoy concerts and performances by the Naples Philharmonic at Artis—Naples, explore contemporary art at The Baker Museum, attend live theater productions at The Naples Players, or spend an afternoon strolling through the beautiful Naples Botanical Garden. Downtown Naples offers additional charm with Fifth Avenue South and Third Street South, known for their fine dining, art galleries, upscale boutiques, outdoor cafés, and seasonal events.
Whether your ideal day includes tennis, pickleball, golf, a walk along the beach, an afternoon at a museum, or dinner and live entertainment, Sterling Oaks provides a comfortable and convenient home base for enjoying the best of Naples and Southwest Florida.
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| Rate Period | Nightly | Weekend Night | Weekly | Monthly | Min Stay |
|---|---|---|---|---|---|
Dec 01 2026 - Apr 30 2027 | $5,400 | 28 nights | |||
All other dates | $2,600 | 28 nights |
Fees:
Notes:
A 6% Florida sales tax and 5% Collier County tourist tax apply to rentals of six months or less.
A $500 refundable security deposit is required and will be returned after checkout, subject to a satisfactory property inspection and the terms of the lease.
Please inquire about availability.
Member since 2026