Olde Naples Homes with Guest Room Amenities

Welcome to Olde Naples, a charming enclave nestled in the heart of Naples, Florida. Renowned for its picturesque streets lined with swaying palm trees and vibrant bougainvillea, this historic neighborhood exudes a timeless elegance that attracts both residents and visitors alike. Olde Naples is a haven for those who appreciate a blend of coastal beauty and sophisticated living, featuring stunning Gulf of Mexico beaches just a short stroll away, along with delightful boutiques, art galleries, and gourmet dining options that make this area truly special.

One of the standout features of homes in Olde Naples is their guest room amenities, which provide the perfect blend of comfort and hospitality. Many properties boast spacious guest suites, allowing family and friends to enjoy their own private retreat when visiting. These thoughtfully designed spaces often come equipped with en-suite bathrooms and cozy seating areas, ensuring that your guests feel right at home. Whether you’re hosting a weekend getaway or an extended stay, these guest accommodations elevate your entertaining experience while maintaining the charm and warmth of your residence.

Life in Olde Naples is punctuated by a vibrant community spirit, with events and activities that foster connections among neighbors. From leisurely walks on the beach to sunset gatherings at the local parks, the lifestyle here is both relaxed and invigorating. With its stunning homes featuring guest room amenities, Olde Naples is not just a place to live, but a sanctuary where lasting memories are made. Discover the allure of this enchanting neighborhood and embrace the lifestyle you’ve always dreamed of!

Newest Olde Naples Homes with Guest Room Amenities

$22,995,000

6 Beds ⋅ 6.5 Baths ⋅ 226024712 MLS

This Gulf-front masterpiece offers an unparalleled blend of location, luxury, Gulf views, and resort-style living. Completely rebuilt in 2024 by Kukk Architecture and The Lykos Group with the exception of one exterior wall to utilized the grandfathered setbacks and maximize an oversized building envelope. The home has experienced no water intrusion in living areas during recent weather events. The residence combines historic charm with sophisticated elegance. Originally built in 1886, the home underwent an extensive three-year renovation and reconstruction. Now practically new, the residence preserves its heritage, grandfathered footprint, and distinctive character while offering modern luxury throughout. The 6,100-square-foot, fully air-conditioned living space maximizes its premier beachfront setting. The well-designed layout offers five spacious bedrooms, five full and two half baths, a private study, and a flexible sixth bedroom. Sweeping Gulf views provide a stunning backdrop. The gourmet kitchen boasts dual Cristallo quartzite islands, top-tier appliances, custom cabinetry, and a service kitchen. Additional features include a private gated entry, two fireplaces, elevator, whole-house generator, automated screens/shutters, water filtration, and ultra-efficient air conditioning. Perfectly positioned on the Gulf, just moments from the dining and boutique shopping of Third Street South and Fifth Avenue South. A rare opportunity in the heart of Old Naples.

55 13th AVE S, Naples

$6,250,000

4 Beds ⋅ 4 Baths ⋅ 226009255 MLS

Exceptional Redevelopment Opportunity in the Heart of Downtown Olde Naples. Enjoy pleasant views, a premier Olde Naples location, and the option to create a remarkable estate or luxury residences. Strategically located within walking distance to: The Gulf of America, 3rd St South & 5th Avenue South, Cambier Park, Naples Pier, The Dock & Tin City. The property features a well-maintained high-and-dry concrete block duplex-style residence, offering 4 bedrooms and 4 bathrooms, thoughtfully updated with granite and tile throughout. Additional cottages on the property provide opportunities for renovation or redevelopment.

560 9th AVE S, Naples

$8,995,000

4 Beds ⋅ 5.5 Baths ⋅ 226004868 MLS

Set along one of Old Naples’ quiet, palm-lined streets and just a short stroll from the Gulf and Third Street South, 835 11th Avenue South presents modern craftsmanship with timeless design. Built by Lotus Construction, in collaboration with MHK Architecture and Freestyle Interiors, the home reflects a thoughtful approach to scale, proportion, and livability rather than excess. The residence spans more than 4,700 square feet of interior living space and is arranged to support both privacy and connection, offering four ensuite bedrooms and six bathrooms across two levels. On the main floor, the primary suite is intentionally positioned for convenience and discretion, featuring a spa-inspired bath with a soaking tub, glass-enclosed shower, floating dual vanities, private water closet, and the added luxury of an in-suite washer and dryer—ideal for true single-level living. The heart of the home is defined by soaring ceilings, abundant natural light, and a calm material palette. Wide-plank white oak flooring, tailored millwork, and soft neutral tones establish a refined backdrop for daily life. The kitchen is both elegant and highly functional, outfitted with integrated refrigeration, dual wall ovens, concealed storage, and streamlined cabinetry that transitions seamlessly into the dining and great room. Large hurricane-impact sliding doors open the interior to the outdoor living area, creating an effortless indoor-outdoor connection. A thoughtfully finished elevator provides smooth access between levels. Upstairs, a private VIP suite offers exceptional flexibility, complete with its own living area, full bath, and two balconies—well suited for extended guests or multi-generational living. Two additional guest suites and a dedicated laundry room complete the upper level. Outdoors, the rear courtyard is designed for relaxed entertaining, centered around a custom pool and spa, covered lounge, full outdoor kitchen, and pool bath. The setting is private and quiet, enhanced by alley access. A three-car garage—an uncommon amenity in Old Naples—features extra ceiling height suitable for vehicle lifts or specialized storage. Just blocks from Naples’ most celebrated dining, boutiques, and cultural destinations, this home delivers a rare combination of architectural discipline, location, and immediate enjoyment. It is a residence defined by enduring quality and thoughtful design—crafted to be appreciated long after the first impression.

835 11TH AVE S, Naples

$1,939,000

3 Beds ⋅ 2 Baths ⋅ 226003285 MLS ⋅ Bay Terrace BLDG.

Discover the charm of Old Naples in this updated three-bedroom, two-bath condominium with direct frontage on Naples Bay. This residence offers breathtaking water views, abundant natural light and a spacious great room that opens to a private balcony overlooking the bay. Perfectly near the Naples Yacht Club and within a short distance of the City Dock, Third Street South and Naples renowned beaches, this home combines convenient boating access with the best of downtown living. The kitchen is equipped with updated cabinetry, granite countertops and premium appliances. Additional features include an in-unit laundry room, impact-resistant glass doors and windows, and secure under-building parking. Owners enjoy access to guest suites for friends and family, indoor storage and boat slips are available for annual lease. An on-site manager provides peace of mind, while the quarterly condominium fee conveniently covers electric, air conditioning, water, sewer and basic cable.

1325 7th ST S Unit 2B, Naples

$725,000

2 Beds ⋅ 2 Baths ⋅ 225070302 MLS ⋅ Garden Cottages Of Old Naples BLDG.

Prime Olde Naples Location! Just steps to 5th Avenue, Cambier Park, and the Gulf beaches, this spacious two bedroom condo presents a rare opportunity to create your own private retreat in one of Naples’ most sought-after neighborhoods. This condo lives and feels like a single family home with two private lanais.Filled with natural light a the residence is ready for you to enjoy since it comes Turnkey Furnished.. This home offers flexible rental options, making it an excellent investment as well as a great getaway. Pet-friendly and perfectly situated, this property is an exceptional chance to experience the walkable, vibrant lifestyle of Olde Naples.

721 9th ST S Unit 1, Naples

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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.