Listed on 07/14/2026

Listed by Marjorie Workinger, PA

Days on market: 52

Property Status: Active Rented through April 2027. This beautifully furnished, former "model" offers 2 bedroom/Den/2.5 baths, exquisite detail and designer furnishings, right in the heart of Olde Naples. This 1800 sq.ft' property, has Coastal-contemporary decor, Great room, well- appointed gourmet kitchen, with beautiful cabinetry, granite counters/bar, stainless appliances, and a large wrap around lanai. Naples Square is a luxury community, with private, secure ground level parking. Walk to all the great amenities of the historic district, with fabulous restaurants, shows, boating, and beach. The unit has a Queen Bed in the Master Suite, quality decor and linens, spacious closets, private bath with a walk-in shower, and separate tub. The guest suite has a Queen size bed, spacious closets, and private bath. The Den is outfitted with a comfortable couch with a sleeper bed, and TV.. This property's location within the building affords easy access to the community club room, with seating, TV, kitchen, baths, and billiards, as well as the exercise facility. Just a quick walk out to the pool/spa area, which offers plenty of seating areas, chaises, fire tables, and an outdoor BBQ area. See photos to appreciate! Office Phone: (239) 261-9101 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 05/17/2026

Listed by Susan Birchenough

Days on market: 110

Property Status: Active Experience the very best of Naples living in this beautifully appointed two-bedroom, two-bath residence in the heart of Naples Square. Designed for both comfort and style, this light-filled condo features a chef's kitchen with gas range, sleek finishes, and high-end designer furnishings throughout. The open-concept floor plan is ideal for modern living and entertaining, offering abundant natural light, split bedrooms for enhanced privacy, and a separate laundry room for everyday convenience. Step onto your private balcony to enjoy peaceful moments-perfect for morning coffee or an evening glass of wine-then take a short walk to the newly opened Naples Playhouse and the vibrant downtown surroundings. Residents of Naples Square enjoy resort-style amenities, including a sparkling pool, state-of-the-art fitness center, and beautifully landscaped grounds. All of this is just steps from Fifth Avenue's world-class dining and shopping, white-sand beaches, and the Naples Design District, making this an unbeatable location for year-round or seasonal living. AVAILABLE FOR ANNUAL OR SEASONAL LEASE Office Phone: (239) 231-3380 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 08/28/2026

Listed by Margaret Baumgartner

Days on market: 7

Property Status: Active Experience the best of downtown Naples living with this beautifully appointed 2.5-bedroom, 3-bath rental at Naples Square. Ideally located just moments from Naples' renowned beaches, shopping, dining, and entertainment, this residence offers the perfect combination of comfort and convenience. The open-concept floor plan offers spacious living and dining areas with expansive views, complemented by a sleek kitchen with stainless steel appliances. Just beyond the living area, a large private balcony provides the perfect setting for morning coffee, outdoor dining, or relaxing in the evening. The primary suite is a relaxing retreat, complete with a spa-like bath featuring a soaking tub, glass-enclosed shower, and dual vanity. Naples Square offers an impressive collection of amenities, including a heated pool and spa, pavilion bar with gas grills, gas fire table with seating, fitness center, club room with bar, outdoor terrace with large-screen TVs, controlled building and courtyard access, secure under-building parking, covered bicycle storage, and private resident storage. With an exceptional location and resort-style amenities, Naples Square offers an effortless way to enjoy the best of the downtown lifestyle. Office Phone: (239) 262-7131 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 09/03/2026

Listed by Alice Ruszkowski

Days on market: 1

Property Status: Pending This penthouse is truly the best location in all of Naples Square. This 3 bedroom, 3 bath plus den unit with over 2300 square feet of living space has everything you need to make living in Naples fanatastic. Catch a spectacular sunrise on the large open air lanai, enjoy evening breezes while listening to the playful water sounds of the fountains on the road below. This location is perfect for discovering all that this downtown location can afford you. Walk the beautiful tree lined street of 3rd Avenue South to the beaches that Naples is famous for, just are a mere 1 mile away. With 5th Ave South just 2 blocks away and Bayfront right across the street, the choices for dining and shopping are endless. If cooking is your pleasure, it is a joy on the Wolf induction range. Quartz countertops in the kitchen with an oversized island make it easy to entertain your family and friends. And when rest beckons, retire to your spacious master suite, or head into the master bath where indulgence in the soaking tub is a true pleasure. Living in Naples Square can be your reality. Office Phone: (239) 262-7131 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.