Windstar On Naples Bay Real Estate For Rent

Rarely available single family annual rental in the luxurious gated community of windstar.Beautiful large 4 bedroom 4 bath pool home with 2 car garage with a golf course view of the 10th fairway.This 2 story open floor plan has plenty of room for your family and guests. Master suite is on the first floor for convenience and second floor has two bedrooms plus loft overlooking the great room. Large outdoor pool area with plenty of room for relaxing and entertaining.Windstar is a private gated community located in the bayshore arts district and only a short drive to downtown and the beaches.Windstar has a private boat shuttle which takes residents to keewaydin island. This home is available immediately as an annual rental.

Welcome to this stunning renovated condo in windstar on naples bay, this 3 bedrooms and 2 bathrooms has been completely renovated with modern fixtures and beautiful finishes. The unit comes turnkey furnished with plenty of room for family, guests, and updated kitchen. The huge screened lanai is ideal for sunset views. The condo is located just few steps to the pool. Windstar is a gated community just 5 minutes from the 5th avenue and from the best shops restaurants and beaches in naples. This makes it an ideal choice for individuals seeking a vacation spot in this paradise. Minimum rental time: 30 days. Available off season from july - december 2025 and april - june 2026.

Welcome to your perfect naples getaway in the exclusive somerset community at windstar on naples bay! Residents can enjoy the windstar social membership which grants access to four exquisite dining venues, premier tennis and bocce courts, a state-of-the-art fitness center, access to the private beach, the keewaydin boat shuttle service, and exclusive club events—offering an unparalleled lifestyle of elegance. This beautifully styled 3-bedroom, 2-bath vacation home offers a relaxed coastal vibe with elegant touches throughout—thoughtfully designed to provide comfort, convenience, and a true sense of escape. Ideal for couples, families, or small groups, this bright and breezy retreat invites you to unwind and enjoy the very best of southwest florida living. Step inside to find soaring vaulted ceilings, sun-filled open living areas, and a fully equipped kitchen with a spacious island—perfect for casual meals, morning coffee, or evening entertaining. The open-concept layout flows seamlessly into the large, screened lanai, creating an effortless indoor-outdoor living experience. Whether you're sipping cocktails at sunset, hosting friends for dinner, or simply enjoying a quiet morning, the serene outdoor spaces—including a private, enclosed courtyard—offer the perfect backdrop. This home comfortably sleeps up to six guests with three well-appointed bedrooms designed for rest and flexibility. The spacious primary suite features a plush king bed, cozy sitting area, two large closets, and a spa-like en suite bath with double vanities, a walk-in shower, and a soaking tub—plus private access to a tranquil patio. The second bedroom also offers a king bed and generous storage, with a full bathroom conveniently located just outside the door. The third bedroom includes a queen-size pullout sleeper sofa and doubles perfectly as a den or home office for those working remotely or needing extra space. Residents can enjoy the windstar social membership which grants access to four exquisite dining venues, premier tennis and bocce courts, a state-of-the-art fitness center, access to the private beach, the keewaydin boat shuttle service, and exclusive club events—offering an unparalleled lifestyle of elegance. Whether you're here to soak up the sun, explore downtown naples, or simply relax in comfort and style, this vacation home has everything you need for an unforgettable stay.

Location, privacy and technology - your slice of heaven awaits! Perfectly situated, this top-floor 3rd-floor 2 bed/2 bath unit in compass point south is accessible via a common elevator and located within a 24-hour staffed, gated community. Ideal location just off bayshore road's restaurant corridor, adjacent to naples bay and minutes to downtown naples' dining, shopping and entertainment. This unit has been updated and meticulously maintained by the owner and is comfortably and tastefully furnished featuring a large kitchen with stainless appliances and quartz countertops, full dining area, dedicated office area with full-size desk in high speed internet connection, a large gathering room area, and split bedroom areas for added privacy. A king bed is featured in the primary bedroom, which also features a bay window, sitting area and a bathroom with both shower and separate soaking tub. The guest room is furnished with twin beds. All tvs are roku enhanced, offering over 400 channels of entertainment. Full screen lanai is accessed from both the primary bedroom and the living room and offers multiple views of a golf course fairway, a lake, or a morning sunrise. Because this unit faces east, you get a perfect start to your morning and total shade by mid afternoon, then temperate evenings - even in summer! Dedicated covered parking is also included with this rental. All compass point residents enjoy two heated swimming pools throughout the year. Take this opportunity to experience the florida lifestyle to it's fullest!

Wake up to sweeping golf course views and end your day with a sunset boat ride to your own private island. This naples gem is the lifestyle you’ve been dreaming of. This beautifully appointed two bedroom, two bath condo is set within an exclusive private golf course community, offering the perfect blend of elegance, comfort, and resort style living. The spacious, light-filled layout features an open concept design ideal for both relaxing and entertaining. You have a large kitchen with bar setting. Its large sliding glass windows showcase the lush fairways just beyond. Seeing the wildlife each day is a bonus. The primary suite is a peaceful retreat with generous space, ample storage, and well appointed en-suite bath with ample walk-in closet and a large soaking tub plus walk-in shower. If you want club privileges it will be an extra 2000.00 a month. The club will require an interview and you will be responsible for your dues during your rental period. A second bedroom and full bath makes a perfect set up for guest and is very private. Step outside and experience what truly sets this property apart access to a private boat service that transports you to a secluded island oasis. The community has two heated pools, with facilities. Whether you’re enjoying a quiet beach day, entertaining friends, or simply soaking in the coastal beauty, this rare amenity elevates every day living in something extraordinary. Located in one of naples sought after communities, you’ll enjoy privacy, prestige, and proximity to world-class dining, shopping, and beautiful beaches. This is one of naples finest gated golf course communities, windstar on naples bay.

Experience resort-style living in this beautifully updated custom home, now available for seasonal or annual rental in the prestigious windstar on naples bay community. Offering a rare combination of luxury, comfort, and lifestyle amenities, this residence is perfect for those seeking an elevated naples experience. Inside, the home showcases refined craftsmanship with custom 8-foot solid-core doors, premium hardware, plantation shutters, and a striking marble-faced fireplace. The spacious chef’s kitchen is designed for both everyday living and entertaining, featuring custom cabinetry, a large walk-in pantry, and updated appliances. Skylights and custom lighting enhance the bright, inviting atmosphere, while a dedicated home office provides a quiet space for work or relaxation. Seamless indoor-outdoor living is at the heart of this property. Expansive 10-foot sliding glass doors open to a private tropical courtyard complete with a heated pool, spa, and tranquil waterfall. A separate guest cabana offers ideal accommodations for visitors, creating a true retreat-like setting. From the screened lanai, enjoy serene views of the golf course, lake, and surrounding mangroves—perfect for morning coffee or evening sunsets. Additional conveniences include storm shutters, a central vacuum system, brick paver driveway, a two-car garage, and an aqualink system for effortless pool and spa control. As a resident, you’ll have access to the exceptional amenities of windstar, including a tom fazio-designed championship golf course, a newly renovated clubhouse overlooking naples bay, a deep-water marina with direct gulf access in minutes, clay tennis courts, and a state-of-the-art fitness center. The private keewaydin island beach club, accessible via shuttle boat, offers a truly unique coastal experience. A transferable golf membership may be available, allowing tenants to fully enjoy the exclusive lifestyle this community is known for. This is a rare opportunity to lease a luxury home in one of naples’ most sought-after gated waterfront and golf communities.

Fabulous townhouse style condo located right in the heart of olde naples! Intimate community of just four residences located so close to everything this highly desirable neighborhood has to offer. Two stories of luxurious, yet comfortable, accommodations offer the best of florida living. Full two bedroom, three bath residence with den located on the ground level offering a sleeper sofa for overflow guests. Also located on the first floor is the oversized foyer sitting area, one guest bath, laundry room and private attached single car garage. The second level encompasses the living room, sun sitting area, dining room, kitchen (with small office area), both full bedrooms and two baths (one ensuite master bath and a second guest bath). The master bedroom even boasts a full desk with chair setup and a small open balcony overlooking the community pool area! The living room combination consists of a sofa, loveseat and recliner. The wood dining room table seats four. Every creature comfort has been provided to make a tenant's stay more convenient and enjoyable. Amenities include a heated pool and bbq grill. Conveniently located just two blocks to the beach and six blocks to chic 3rd street south offering fine shopping, dining and entertainment.