Listed on 12/24/2025

Listed by Chris Alley

Days on market: 35

Property Status: Active If you want Naples Florida to feel like your everyday life-not just a vacation-this annual rental on Gulf Shore Boulevard is the kind of place that makes it happen. It's a 2-bedroom, 2-bath condo just a short walk to the beach, so you can decide on a morning shoreline stroll on a whim. Start the day on your private balcony with coffee and open views, then end it the way people picture Naples Florida-walk across the street for sunset and let the Gulf breeze do the rest. When you're not at the beach, the community amenities keep the coastal vibe going. Take a swim in the pool, or head to the fishing dock when you want a quiet moment by the water. And because you're right in the middle of it all, you're only minutes from the restaurants, shopping, and entertainment that make Naples Florida so special. Whether you're escaping cold weather or settling into a longer-term coastal routine, this home gives you that rare mix of comfort, location, and "I can't believe I get to live here" energy-right where you want to be in Naples Florida. Office Phone: (239) 261-2244 Copyright © 2026 Naples Area Board of REALTORS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Listed on 12/24/2025

Listed by Chris Alley

Days on market: 35

Property Status: Active Seasonal Rate. Condo is currently available for 2026 season and is a 90 day minimum as per HOA. This condo offers a coastal living experience. Situated on GulfShore Boulevard, this 2 bedroom 2 bath condo is walking distance to pristine beaches and the vibrant Naples lifestyle. Enjoy panoramic viewsfrom your private balcony, perfect for morning coffee or walk across the street for evening sunsets. The amenities including a swimming pool andfishing dock. World-class dining, shopping, and entertainment options just moments away. Whether you're seeking a winter escape from colderclimates or a longer-term coastal lifestyle, this property provides the perfect setting. You'll be treating yourself to a truly exceptional livingexperience in one of Naples Florida's most desirable locations. Office Phone: (239) 261-2244 Copyright © 2026 Naples Area Board of REALTORS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Listed on 11/19/2025

Listed by Celine Wells

Days on market: 70

Property Status: Active Light-Filled Waterfront Living overlooking the Naples Bay. Experience effortless living in this bright and breezy second-floor condo located in a boutique water-side community of just 21 units on Moorings Bay. Perfectly positioned between the Gulf and Naples Bay, this two-bedroom, two-bath condominium lives like a private villa, with windows on all sides inviting in soft natural light and tranquil views of lush courtyards, the waterfront pool, and shimmering bay. Thoughtfully updated, the two bedroom unit features an open-concept layout with marble countertops, light coloring, and tile flooring throughout. Residents also benefit from direct Gulf access, available boat dockage, and waterfront leisure just steps from home. Located within walking distance to Naples' famed white-sand beaches and less than a mile from the shops and fine dining of Venetian Village, this residence is offered fully furnished and available immediately. Office Phone: (239) 799-5303 Copyright © 2026 Naples Area Board of REALTORS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Listed on 01/20/2026

Listed by Chris Alley

Days on market: 8

Property Status: Active Available for the 2027 season (90-day minimum per HOA). If your idea of the perfect winter in Naples Florida includes morning beach walks, sunset skies, and an easy "we don't need a car for everything" lifestyle-this Gulf Shore Boulevard condo is exactly that. This 2-bedroom, 2-bath coastal retreat is a short walk to the sand, so beach time can be spontaneous-no planning required. Start the day on your private balcony with coffee and open views, then do what locals love most: walk across the street for sunset and let the Gulf breeze reset your whole mood. When you're not at the beach, the community keeps the vacation feeling going with a swimming pool and a fishing dock-perfect for a quiet afternoon by the water. And when you're ready to go out, you're only minutes from the restaurants, shopping, and entertainment that make Naples Florida such a favorite seasonal destination. Whether you're escaping colder weather or settling in for a longer coastal stay, this is the kind of place that makes winter feel like a rewardYes... this is why we come to Naples Florida." Office Phone: (239) 261-2244 Copyright © 2026 Naples Area Board of REALTORS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Listed on 11/11/2025

Listed by Dawn Hardee

Days on market: 78

Property Status: Active Exquisite 3-Bedroom Condominium/Villa at Holly Green Villas. This unit shares no walls allowing you to Experience Coastal Living at Its Finest! This impeccably renovated condominium embodies the essence of coastal elegance. Nestled in the highly desired Moorings/Park Shore area just steps from the sparkling beaches and directly on the serene waters of Moorings Bay. This bright and airy 3-bedroom, 2-bathroom condo boasts two private and convenient entries. One partially shared gated courtyard entrance from the guest parking area equipped with keyless entry and one from your own designated covered parking spot to the front door. Both serve unique needs. Look out over the beautifully landscaped grounds, where lush tropical greenery welcomes you home. With oversized tile flooring throughout, the space exudes a clean, contemporary charm. Retreat to your tranquil primary bedroom, featuring a king-sized bed, a television for your entertainment, and an ensuite bathroom complete with a modern curbless shower entry. A generous walk-in closet with built-ins ensures that your wardrobe has all the space it needs. The condo features two inviting guest suites-one furnished with a queen bed and the other with two XL twin beds-perfect for family visits or entertaining friends. Each room is designed with comfort in mind, ensuring your guests feel at home. The second full bath includes a step in shower, backlit mirror and luxury tile. The fully equipped kitchen showcases exquisite quartz countertops with a waterfall accent and brand new appliances which provides both functionality and elegance for culinary adventures. With chic furnishings that complement the condo's aesthetic, every room serves as a cozy yet sophisticated space to unwind. Unit includes WIFI and washer and dryer. Step outside to enjoy the pool area, where you can bask in the warm sun or lounge while enjoying the activities on Moorings Bay. Boat docks are available and fishing can be enjoyed while relaxing bay side on comfortable adirondack chairs. With the beach just steps away, it's easy to indulge in morning strolls along the shore, afternoons filled with sun and surf, and stunning sunsets in the evening. Located on the bay side of Gulf Shore Boulevard N, this exceptional residence is close to the vibrant Venetian Village. A short drive will take you to the the Shops at Waterside and also to the heart of Old Naples, where you'll find renowned dining, upscale shopping and thrilling entertainment options an 5th Ave and on 3rd Street. Surrounded by coastal activities, exceptional dining and unparalleled shopping, this coastal destination will accommodate your getaway needs. Office Phone: (239) 940-0529 Copyright © 2026 Bonita Springs-Estero REALTORS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.