Listed on 07/17/2026

Listed by Chris Alley

Days on market: 15

Property Status: Active Available May through December, this fully furnished 2-bedroom, 2.5-bath split-level condo offers an exceptional opportunity to enjoy the Olde Naples lifestyle in one of the city's most desirable locations. Just moments from Gulf beaches, Fifth Avenue South, Third Street South, Naples Pier, boutique shopping, restaurants, and local cafes, this rental combines walkability, comfort, and convenience for an extended stay. Designed with privacy in mind, the split-level floor plan features two spacious bedrooms, each with its own en-suite bathroom, making it ideal for hosting guests or sharing the home. The main level offers a bright, open living and dining area, a well-appointed kitchen, and a convenient half bath, creating a welcoming space for relaxing, entertaining, or working from home. Tasteful updates throughout the condo include updated flooring, refreshed cabinetry, contemporary lighting, impact-resistant windows and doors, and hurricane shutters, providing both style and added peace of mind. One of the property's greatest advantages is its prime location. Spend your days exploring Naples' beautiful beaches, waterfront dining, art galleries, parks, and year-round events, all just minutes from your door. Enjoy the convenience of living in a highly walkable neighborhood where many of Naples' most popular destinations are within easy reach. Whether you're relocating, working remotely, or planning an extended seasonal stay, this furnished Olde Naples rental delivers the comfort, privacy, and location that make Southwest Florida living so appealing. Available May through December, it's an excellent opportunity to enjoy the best of Naples with downtown attractions and the Gulf Coast just minutes away. 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 06/12/2026

Listed by Jessica Meschko

Days on market: 50

Property Status: Active Welcome to your downtown Naples beach retreat! This 2 bedroom, 2 bath residence has been completely re-imagined from the floor to the ceiling and is being offered as an annual rental! This light and bright end unit will wow you with its tasteful finishes and spacious rooms. The kitchen boasts a large island, Kitchen Aid and Bosch appliances, new shaker cabinetry, quartz countertops, luxury lighting fixtures, and breakfast nook. Both bathrooms have brand-new shaker cabinetry, fixtures, and finishes. All plumbing and electrical were replaced in 2023. This home has luxury vinyl throughout to withstand the elements of the beach lifestyle. This location offers its resident the best of Naples living. Located just steps from the world-famous Naples pier, sugar sand beaches, and within walking distance of Third Street South & fifth Avenue South, this location cannot be beaten! Walk to shopping, dining, and entertainment Office Phone: (239) 268-8976 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 05/18/2026

Listed by Chris Alley

Days on market: 75

Property Status: Active Enjoy the charm of Olde Naples from this fully furnished, turnkey second-floor condo, ideally located just minutes from the Gulf beaches, Naples Pier, Fifth Avenue South, and Third Street South. Whether you're planning an extended stay, relocating, or working remotely, this well-appointed rental offers the comfort, convenience, and walkable lifestyle that make Olde Naples one of Southwest Florida's most desirable neighborhoods. The thoughtfully designed split-level floor plan provides both functionality and privacy. The main level features a bright open living and dining area, a well-equipped kitchen with updated finishes, and a convenient half bath for guests. Upstairs, both bedrooms include private en-suite bathrooms, creating an ideal setup for guests, roommates, or anyone who appreciates separate living spaces. Modern updates throughout the home include updated flooring, refreshed cabinetry, contemporary lighting, and impact-resistant windows and doors, while hurricane shutters provide additional peace of mind during your stay. The tasteful furnishings and move-in-ready condition make it easy to settle in and start enjoying the Naples lifestyle immediately. Step outside and explore everything Olde Naples has to offer. Spend your days walking to the beach, enjoying waterfront restaurants, browsing boutique shops and art galleries, or visiting nearby Cambier Park and Baker Park, where you'll find walking paths, tennis and pickleball courts, green space, and year-round community events. If you're looking for a furnished rental in Olde Naples that combines a prime location, stylish interior, and easy access to beaches, downtown dining, shopping, and entertainment, this beautifully maintained condo offers an exceptional opportunity to experience the best of Naples living. 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.