Sterling Oaks Real Estate For Rent

Welcome to the highly desired sterling oaks community in naples, fl, where we present an annual rental opportunity of a 2-bedroom + den, 2-bathroom condo, located on the 2nd floor. This condo is a haven of comfort and luxury, offering a range of amenities to cater to your lifestyle needs. For sports enthusiasts, the community boasts a basketball court, tennis court, pickleball, and a bocce court. Fitness lovers can enjoy the exercise room, lap pool, and sauna. The community pool, spa, and hot tub provide a perfect place to relax and unwind. The condo also offers a play area and a cabana for outdoor enjoyment. The clubhouse, community room, and business center cater to your social and professional needs. The on-site restaurant offers a convenient dining option. The condo also provides internet access for your connectivity needs. The community is well-lit with streetlights and has sidewalks for safe and comfortable walks. Experience the perfect blend of comfort, convenience, and luxury in this sterling oaks condo.

Enjoy a month, 3 months, a year or any combination at this lovely 2 plus den with plantation shutters, modern coastal theme and tasteful furnishings on the preserve/pond. Enjoy the sun rising as you enjoy your coffee on the lanai as well as the light filtering sunscreens if needed. Just a great condo, turnkey, king bed in master, a queen bed in guest and a pullout new leather queen in the den. Covered parking and also parking for your guests. The den has a beautiful set of french door and a darkening curtain for privacy when using the pullout couch for guests. Just a short walk to the club and pool where you can enjoy the jr olympic sized- resort heated pool, aerobics in the pool, large spa, sauna cabana serving food and beverages, fitness centex, art classes, mexican train and mahjong games weekly. Add bocce and pickleball as well as dining in our recently remodeled dining room with music, dancing and many events at the club bar, dining room and at the pool. Sterling oaks also boasts an optional and reasonably priced tennis program, tennis pro and players of all levels. All this with security at the gate, sidewalks for walking and beautiful- lush landscaping. Ideally located between naples and bonita, close to world class beaches, great shopping, cultural activities and easy access to rsw airport. Call for rates for seasonal and off-season rentals and availability and rates.

Elegantly updated 2 bedroom 2 bath plus den, 2nd floor condo. Meticulously cared for. Available june 2026 for annual lease. Located in sterling oaks, a premiere tennis community, tennis membership is separate, all other amenities included. 5 pickleball courts, bocce ball, fitness room, sauna, olympic size community pool with cabana bar. Located within comfortable walking distance to the pool and clubhouse, and all amenities. Conveniently located to the beaches, shopping and restaurants.

Enjoy resort style living and an active community, whether you are enjoying downtime from work or during retirement. This 2 bedroom, 2 bath plus den property boasts a beautiful lake preserve view and is conveniently located near all amenities. The unit is furnished. The community includes pickleball courts and leagues, bocce ball, restaurant, fitness center and an olympic size community pool with cabana bar. Tennis is available, and is a separate membership. Sterling oaks is centrally located near beaches, restaurants, and shopping. Cable, internet, water/sewer, security and amenities (not tennis) all included in rent

The house is available for the seasons of 2027-2028. See available months. Call today before it is gone. This beautiful, spacious 3 bedroom, 2 bath, single family home is located on a cul-de-sac at sterling oaks, right on route 41. It is just 4 miles from the beaches and even closer to shopping, restaurants and entertainment. Quick access to i-75. Enjoy the many amenities sterling oaks has to offer including a clubhouse with an olympic-sized, heated pool and jetted hot tub, poolside cabana grille & bar, bocce courts, pickleball courts, and fitness room including men’s & women’s locker rooms with showers & sauna. Tennis available with a separate membership transfer fee. Smoking and pets are not permitted. Sterling oaks application approval is required by hoa.

Rented for season 2026! **fabulous pool home!** 90 days minimum preferred - newly renovated kitchen and guest bathroom, new flooring throughout main area and master bedroom! Beautifully decorated and well appointed, this 3 bedroom plus a den pool home with spa has all the comforts of home. Features include vaulted ceilings and an open floor plan. Outdoor living can be enjoyed to the fullest while stepping onto the expansive screened in lanai featuring a private pool, spa and barbecue grill and plenty of outdoor furniture for lounging or entertaining. If that wasn't enough you are surrounded by the many amenities sterling oaks has to offer including a clubhouse with an olympic-sized heated pool and jetted hot tub, poolside cabana grille & bar, bocce courts, pickleball courts and fitness room including men’s & women’s locker rooms with showers & sauna. Tennis available with a separate membership transfer fee, quarterly or annually. Located in north naples, sterling oaks is just off of us 41n, convenient for travel to downtown naples, bonita, estero and ft. Myers for plenty of shopping, dining and entertainment. Smoking and pets are not permitted per the association.

Available for season 2027 and april through december, 2026 ~ multiple month discounts offered ~ single family home across the street from the subdivision pool! Enjoy your winter vacation in this fabulous, meticulously clean 3 bedroom, 3 bath home! Beautifully decorated and well appointed, vaulted ceilings lend to an open and comfortable living space with tile & wood floors throughout… no carpeting! Bedrooms are all located on the first level - queen bed in the master, queen in the guest bedroom and bunk beds in the second guest bedroom along with a formal living and dining room, the second floor loft is a perfect family room, ideal for entertaining. The screened in lanai has seating for two for outdoor dining and is just steps to wildcat cove satellite pool. Enjoy the many amenities sterling oaks has to offer including a clubhouse with an olympic-sized heated pool and jetted hot tub, poolside cabana grille & bar, bocce courts, pickleball courts and fitness room including men’s & women’s locker rooms with showers & sauna. Tennis available with a separate membership transfer fee. Located in north naples, sterling oaks is just off of us 41n, convenient for travel to downtown naples, bonita, estero and ft. Myers for shopping, dining and entertainment. Smoking and pets are not permitted per the association. May & nov $6, 000/mo. Multiple month discounts may apply.

Welcome to sweetwater bay at sterling oaks. This is where you will find this second floor fully furnished and turnkey 2 bedroom plus den, 2 bath condo. Upon entry your greeted with an open great room floor plan that opens onto a cozy screened lanai with bonus storage. Tiled living areas, volume ceilings and great natural light throughout. Kitchen has stainless matte finished appliances. The large master suite has walk in closet and spacious bath with dual sinks and step-in shower. This condo is in wonderful condition. Sterling oaks is a gated community offering a top-notch location in north naples near all fine restaurants, shopping, and beaches. Amenities include olympic size swimming pool and spa, 12 har-tru tennis courts, fitness center, tiki bar, and dining and much more. Just a short walk to the club and pool where you can enjoy the jr olympic sized- resort heated pool, aerobics in the pool, large spa, sauna cabana serving food and beverages, fitness centex, art classes, mexican train and mahjong games weekly. Add bocce and pickleball as well as dining in our recently remodeled dining room with music, dancing and many events at the club bar, dining room and at the pool. Sterling oaks also boasts an optional and reasonably priced tennis program, tennis pro and players of all levels. All this with security at the gate, sidewalks for walking and beautiful- lush landscaping. Ideally located between naples and bonita, close to world class beaches, great shopping, cultural activities and easy access to rsw airport. Call for rates for seasonal and off-season rentals and availability and rates.

Luxury rental in naples! Discover this tastefully furnished, first floor, 2-bedroom + den, 2-bath condo in the amenity-rich sterling oaks community. This light-filled, south-facing unit boasts 12' white ceramic tile flooring throughout the living room, kitchen, hallways, and bathrooms, adding to its bright and airy feel year-round. The stunning kitchen features granite countertops, stainless steel appliances, new range with air fryer feature, new water heater and a convenient pantry. The spacious master suite offers dual walk-in closets and a luxurious walk-in shower! With 8' doors throughout, the condo exudes a sense of space and elegance. Enjoy resort-style amenities, including world-class tennis facilities, a clubhouse, a jr. Olympic-sized pool, tiki bar, fitness center, pickleball and bocce courts, all within a 5-minute drive to the beaches. Seasonal rate: $5, 000, off-season rate:$4, 000. (april, november, december) and $2, 500 (may, june, july, august, september)

***north naples***sweet water bay***furnished seasonal rental**this beautifully maintained second-floor residence offers a bright, open layout designed for comfort and relaxation. Featuring tasteful furnishings and thoughtful upgrades, the condo is ideal for enjoying the southwest florida lifestyle. The home boasts a spacious living area that flows seamlessly to a screened lanai, perfect for morning coffee or evening sunsets. The well-appointed kitchen provides ample storage and functionality, making entertaining or extended stays effortless. The primary suite offers a peaceful retreat with generous closet space and a private en-suite bath, while the guest bedroom comfortably accommodates visitors. Located in a desirable north naples community, residents enjoy access to resort-style amenities, including a sparkling community pool, lush landscaping, and a friendly, well-kept environment. Just minutes from pristine gulf beaches, mercato, dining, shopping, and entertainment, this property offers both convenience and tranquility. Whether you’re escaping winter or seeking a relaxing seasonal stay, this sweetwater cove condo delivers comfort, location, and the best of naples living. Jan - april: $5, 500 may - oct: $2, 200 nov - dec: $4, 000

Available seasonally! Enjoy the naples lifestyle in this beautifully furnished 3-bedroom, 2-bath second-floor condo located just a 2-minute walk to the resort-style amenities of sterling oaks and a short drive to four of naples’ gorgeous white-sand gulf beaches. Offered turnkey furnished, this home is move-in ready and perfectly situated for seasonal living. Residents enjoy an exceptional array of amenities, including a tropical resort pool and spa, poolside cabana bar serving lunch and beverages, pickleball and bocce courts, fitness center with locker rooms and sauna, walking paths, a children’s play area, and an on-site restaurant for holidays and friday night dinners—all within a vibrant, social community. An optional tennis membership is available, offering 12 har-tru courts, a usta teaching pro, clinics, private lessons, and team play at a very reasonable monthly rate. Ideally located near beaches, shopping, dining, and entertainment, this condo delivers the perfect seasonal retreat in one of naples’ most desirable gated communities.

***available june 2026 annually or seasonally*** this condo is move in ready. Attention tennis lovers!! Tastefully decorated 3 bedroom 2 bath second floor condo is waiting for you. Sweetwater bay is nestled in the highly sought after community of sterling oaks, a gated resort community set on more than 100 acres of lush nature preserves, complete with walking and jogging trails. As a resident you will enjoy on-site dining, a junior olympic–sized saltwater pool and spa, a state-of-the-art fitness center, and a welcoming clubhouse. The community also features pickleball, bocce, basketball, a business center, guest suites, playground, and high-speed internet. For tennis enthusiasts, sterling oaks is a premier destination, offering 12 har-tru clay courts with the opportunity to join the exclusive tennis club. Ideally located, sterling oaks is just minutes from delnor-wiggins pass state park, as well as shopping, dining, and entertainment. Sorry no pets. Annually for $2195, jan - april $6000, may - dec $3000.

Welcome to sterling oaks in north naples! This beautifully maintained 3-bedroom, 2-bath first-floor end-unit condo is perfectly located just a 2-minute walk to the resort-style amenities and a short drive to four of naples’ stunning white-sand gulf beaches. Offered turnkey furnished, this home is ready for you to move right in and start enjoying the carefree naples lifestyle. Enjoy a wealth of community amenities, including a tropical resort pool and spa, poolside cabana bar serving lunch, beverages, and happy hour, pickleball and bocce courts, fitness center with locker rooms and sauna, walking paths, children’s play area, and an on-site restaurant for special occasions, holidays, and friday night dinners—all in a vibrant and social setting. An optional tennis membership is also available, offering 12 har-tru courts, a usta teaching pro, clinics, private lessons, and organized team play at a very reasonable monthly rate. With shopping, dining, entertainment, and beaches just minutes away, this condo offers the perfect blend of location, lifestyle, and value in one of naples’ most desirable gated communities.

Welcome to your slice of paradise in sterling oaks, naples! This beautifully furnished 2-bedroom plus den, 2-bath second-floor coach home offers serene lake views and a bright, open floor plan designed for comfort and relaxation. Enjoy a spacious great room, a screened lanai perfect for morning coffee or sunset cocktails, and an attached garage for added convenience. Located in one of north naples’ most desirable gated communities, residents enjoy resort-style amenities including a tropical pool and spa, fitness center, clubhouse with dining, tiki bar, and optional tennis membership for a nominal monthly fee. Amenities, water, sewer, cable, internet, and 24-hour security are all included, allowing for a worry-free lifestyle. Ideally situated near naples’ world-famous beaches, fine dining, and shopping, this coach home is available seasonally or annually, offering the perfect blend of luxury, comfort, and location.

Book your seasonal months early before they’re gone! This turnkey, fully updated single-family pool and spa home is ready for you—just bring your clothes! Located in the highly sought-after community of sterling oaks, this 3-bedroom, 3-bath property offers ideal flexibility: the main house features 2 bedrooms and 2 full baths, while a separate guest suite provides 1 bedroom and 1 full bath—perfect for in-laws, teens, or guests seeking extra privacy. Rental rates:     •    off-season (may–july, october): $4, 500/month     •    november: $7, 500/month     •    december–march: $9, 500/month (2026 booked, not available)     •    april: $9, 000/month included: basic cable and internet. Community amenities: sterling oaks offers resort-style living with tennis courts, pickleball, bocce, a fitness center, a resort pool with a pool bar, and on-site dining. Additional details:     •    hoa application and approval required.     •    no smoking. No pets.     •    tenant responsible for application fee and one-time cleaning fee upon lease approval. Electric and water cap of $200. Don’t miss your opportunity to stay in this beautiful naples home!

Available january 2026 – reduced rates for off-season months! Have a vacation like no other in this beautifully updated 2-bedroom plus den, 2-bath second-floor end-unit condo in sterling oaks, naples. Tastefully turnkey furnished, this coastal retreat features quartz countertops, shaker-style cabinets, wood and tile flooring, new furniture throughout, and stunning western sunset views from the screened lanai overlooking the peaceful audubon preserve. Enjoy resort-style amenities just a 3-minute walk away, including a junior olympic–size pool and hot tub, poolside cabana bar for lunch and cold beverages, fitness center with locker rooms, restaurant and bar, pickleball and bocce courts, lighted walking paths, and a friendly, social atmosphere. For tennis enthusiasts, an optional membership provides access to 12 har-tru clay courts, a usta teaching pro, and clinics, lessons, and matches. Perfectly located just 10 minutes from four beautiful gulf beaches, mercato, coconut point, and an easy 20-minute drive to rsw airport, this condo offers the ultimate combination of location, luxury, and leisure.

Enjoy your season in this stunningly renovated 3-bedroom, 2 bathroom home on tranquil cul-de-sac location. This impeccably renovated residence offers an exceptional blend of modern elegance and comfortable living. With its inviting open floor plan and high ceilings, this property is designed for both relaxation and entertaining. As you step inside, you’ll be greeted by an expansive living area that seamlessly flows into the dining space and fully equipped kitchen. The heart of the home boasts a spacious center island, ideal for meal prep or casual dining. The kitchen is fully equipped generous cabinetry, and sleek countertops. This home features three well-appointed bedrooms, each designed with comfort and tranquility in mind. The primary suite includes a king bed, en-suite bathroom with walk-in shower, and walk-in closets. Two additional bedrooms offer ample space and versatility with trundle beds in each room for extra family or friends. Step outside to discover your private oasis! The covered lanai is perfect for alfresco dining or enjoying your morning coffee while overlooking the lush surroundings. The small heated dipping pool invites you to unwind and relax. This house also features a 2 car garage, wifi, washer and dryer. Sterling oaks is a gated community with an abundance of amenities creating an active healthy lifestyle. Enjoy fine dining in the oak room or nosh at the cabana by the pool. You can indulge in the fitness center, pickle ball, tennis, basketball and walk or ride your bike around the impressive, expansive property enjoying the meticulous landscaped scenery.