Olde Naples Homes with Condo/Hotel Community Type

Welcome to Olde Naples, a charming enclave nestled in the heart of Naples, Florida, where the sun-kissed beaches meet the vibrant culture of a historic coastal town. Known for its picturesque streets lined with swaying palm trees and quaint boutiques, Olde Naples offers a unique blend of sophistication and laid-back charm that captures the essence of Florida living.

This remarkable neighborhood boasts an array of stunning homes, including luxurious condos and hotel-style communities that cater to both residents and seasonal visitors. Imagine waking up to the gentle sound of waves and the salty breeze, with your beautifully appointed condo just steps away from the pristine sandy shores of the Gulf of Mexico. Many of these residences feature modern amenities, spacious layouts, and breathtaking views, making them the perfect retreat for those seeking both comfort and style.

Olde Naples is not just about beautiful homes; it’s a vibrant community that thrives on its rich history and culture. Stroll along the historic Third Street South, where you’ll discover an eclectic mix of art galleries, upscale shops, and gourmet dining options. The area is also home to the famous Naples Pier, a perfect spot for fishing, sunset watching, or simply soaking in the stunning coastal scenery.

Whether you’re looking for a serene getaway or a permanent residence, Olde Naples offers a lifestyle that embraces both relaxation and excitement. With its warm community spirit, exquisite homes, and unmatched coastal beauty, it’s no wonder that Olde Naples is a sought-after destination for those looking to experience the best of Florida living. Come explore your dream home in this enchanting neighborhood today!

Newest Olde Naples Homes with Condo/Hotel Community Type

$415,000

1 Baths ⋅ 226029056 MLS ⋅ Cove Inn BLDG.

Completely renovated studio residence at the Cove Inn on Naples Bay. The unit was stripped to the studs and fully rebuilt following Hurricane Irma in 2017, offering a fresh, updated interior in one of Old Naples’ most recognizable waterfront condo-hotels. Owners may enjoy the residence for personal use or participate in the optional on-site rental program, allowing guests to reserve the unit much like a traditional hotel room. The Cove Inn features a bayside swimming pool, on-site dining, complimentary parking and a prime location near Crayton Cove, Fifth Avenue South, Third Street South and the Gulf beaches. An appealing opportunity for a Naples getaway with flexible rental potential. Great Investment Opportunity

900 Broad AVE S Unit 139, Naples

$2,700,000

3 Beds ⋅ 3.5 Baths ⋅ 226028473 MLS ⋅ Victor Del Rey BLDG.

A rare opportunity to own a completely renovated residence in the heart of Old Naples, just one mile from the Gulf's white sand beaches and moments from renowned shopping, dining, art galleries and entertainment. This beautifully reimagined three-bedroom, 3.5-bath condominium offers nearly 3,000 square feet of thoughtfully designed living space and includes the rare convenience of a private pool cabana, private one-car garage and an additional assigned covered parking space. Newly renovated and remodeled, the residence blends timeless design with exceptional craftsmanship. Natural light fills the open great room, where wide-plank flooring, detailed custom millwork, designer lighting and volume ceilings give the space a polished, airy feel. The living area extends outdoors to a generous private balcony with views of the community pool and lush tropical landscaping. The gourmet kitchen was designed for everyday living and entertaining, featuring floor-to-ceiling custom cabinetry with soft-close doors and drawers, Italian porcelain countertops and a backsplash with waterfall edges, an oversized island, integrated refrigerator, wine storage and a striking black ILVE range with a matching statement hood. The redesigned laundry room offers additional cabinetry, counter space and storage for added functionality. The spacious primary suite opens directly to the balcony and features dual custom walk-in closets and a beautifully renovated bath with dual vanities, a freestanding soaking tub, an oversized walk-in shower and thoughtfully selected designer finishes. Each guest bedroom offers its en-suite bath, providing comfort and privacy for family and guests. One of the property's distinctive features is the private air-conditioned pool cabana complete with a half bath, offering exceptional flexibility as a home office, fitness room, lounge or additional entertaining space. Additional improvements include updated electrical and thoughtfully planned lighting throughout, 2025 and 2026 appliances, a 2024 HVAC system, a 2026 water heater, secure semi-private elevator access, a gated garage entry and extra storage. Victor Del Rey is an intimate boutique building of only 12 residences, where owners enjoy a heated community pool, grilling area and a navigable Old Naples lifestyle just moments from Fifth Avenue South, Third Street South, the beach and everything downtown Naples has to offer.

705 10th ST S Unit 202, Naples

$399,900

2 Beds ⋅ 2 Baths ⋅ 226027606 MLS ⋅ Central Garden BLDG.

Completely renovated and move-in ready! This beautifully updated first-floor residence in Central Garden Condominium of Olde Naples offers the perfect combination of modern finishes and an unbeatable location. Freshly painted throughout, the condo features all new luxury vinyl plank flooring, new baseboards, modern light fixtures, new stainless steel appliances, quartz countertops, new kitchen tile, and beautifully updated bathrooms with new glass shower enclosures. New impact-resistant windows and sliding glass doors provide enhanced safety, energy efficiency, and peace of mind. As a desirable end unit with southwest exposure, the home is filled with natural light and offers beautiful sunset views. Additional features include an in-unit stacked washer and dryer, bundled high-speed internet and cable, a private storage locker just outside the unit for your beach gear, and an assigned parking space conveniently located directly outside the sliding glass door, making unloading groceries a breeze. Central Garden is one of Olde Naples' hidden gems, offering immediate rental opportunities with no waiting period for new owners, making it an excellent option for full-time residents, seasonal owners, or investors. Ideally located just blocks from the iconic 5th Avenue South, charming 3rd Street South, Naples' world-famous white sand beaches, and Wynn's Market. Stroll along palm tree-lined streets filled with boutique shopping, art galleries, award-winning restaurants, and cultural attractions while enjoying the relaxed coastal lifestyle that makes Olde Naples one of Southwest Florida's most sought-after destinations. Whether you're looking for a year-round residence, a seasonal retreat, or an investment property, this exceptional condo places you in the heart of it all. Seller financing is available, offering a unique opportunity for qualified buyers.

766 Central AVE Unit 113, Naples

$429,000

1 Baths ⋅ 226027610 MLS ⋅ Cove Inn BLDG.

Take in breathtaking bay views from this beautifully finished top-floor condo-hotel unit. The Cove Inn is ideally located in the heart of historic Olde Naples. Just moments from pristine Gulf beaches, upscale boutiques, and acclaimed dining, the setting offers the perfect mix of coastal serenity and lively downtown energy. This light and bright unit participates in a well-established rental program, providing the flexibility for personal enjoyment while generating income. Whether you’re looking for a seasonal escape or a savvy investment opportunity, this property presents exceptional value in one of Naples’ most desirable locations. An incredible opportunity to own your slice of paradise.

900 Broad AVE S Unit 320, Naples

$1,999,999

2 Beds ⋅ 2.5 Baths ⋅ 226025234 MLS ⋅ Olde Naples BLDG.

NEWER CONSTRUCTION + PRIME OLDE NAPLES LOCATION + RENTAL INCOME POTENTIAL! Welcome to Residence #208 at The Mark on 8th, a turnkey-furnished luxury condominium offering a compelling combination of location, lifestyle, and investment potential in the heart of Olde Naples. Built in 2021, The Mark on 8th gives buyers the advantages of newer construction in an established downtown location—just moments from 5th Avenue South, world-class dining, boutique shopping, galleries, entertainment, and Naples’ Gulf beaches. This walkable location is exactly what seasonal and vacation renters seek, helping create strong rental appeal while giving owners the opportunity to enjoy the residence themselves. Residence #208 is one of a limited number of condominium-hotel residences within the community, providing valuable weekly and monthly rental flexibility, subject to association rules and local regulations. With an established rental history and turnkey furnishings included, the residence offers buyers the ability to pursue rental income without the expense and time of furnishing and preparing a property from scratch. The spacious 2-bedroom, 2-bath residence offers approximately 1,756 square feet, desirable southern exposure, an open-concept design, expansive windows, designer finishes, premium lighting, and a private terrace. The gourmet kitchen features high-end appliances, custom cabinetry, and an oversized island ideal for entertaining. Its desirable amenity-level location provides convenient access to The Mark’s resort-style amenities, including a heated pool and spa, expansive sun deck, outdoor kitchen, fire pit, clubhouse, fitness center, sauna, and golf simulator. Developed by Naples Redevelopment, designed by MHK Architecture, and professionally curated by Marcus Jelley, The Mark on 8th is an exclusive 24-residence luxury community, offering the rarity of newer construction combined with the character, walkability, and demand of Olde Naples. For investors, the combination is hard to replicate: newer construction, turnkey furnishings, established rental history, flexible rental opportunities, limited condominium-hotel inventory, and a premier downtown Naples location. For owners, it provides the added benefit of enjoying a luxury Naples residence while maintaining the potential to generate income when not in use. The seller will consider flexible purchase terms, including potential seller financing or other mutually acceptable arrangements. Whether your goal is rental income, seasonal use, long-term investment, or a luxury downtown Naples retreat, Residence #208 at The Mark on 8th offers an exceptional opportunity to own in one of Naples’ most sought-after locations.

201 8th ST S Unit 208, Naples

$425,000

1 Beds ⋅ 1 Baths ⋅ 226024514 MLS ⋅ Garden Court BLDG.

Positioned in the heart of Old Naples, this beautifully updated residence presents an exceptional opportunity to embrace one of Southwest Florida's most coveted coastal lifestyles. Located just three blocks from the sugar-white sands of the Gulf and within an effortless stroll of both 5th Avenue South and 3rd Street South, you'll enjoy world-class dining, boutique shopping, art galleries, and vibrant entertainment right outside your door. Bathed in natural light, this desirable second-floor end residence offers a bright, airy ambiance enhanced by tasteful neutral finishes, impact-resistant windows and doors, central air conditioning, and the convenience of an in-residence washer and dryer. Just beyond the living space, a private sun-drenched open-air patio provides the perfect setting to enjoy your morning coffee or unwind amid the gentle coastal breezes. Nestled within the intimate Garden Court community, this charming three-building enclave surrounds a lush, tranquil courtyard, creating a peaceful retreat just moments from the energy of downtown Naples. Whether you're seeking a seasonal getaway, investment opportunity, or year-round residence, this rare offering delivers the quintessential Old Naples lifestyle—where pristine Gulf waters, breathtaking sunsets, and endless opportunities for dining, shopping, and recreation are all just a short walk away. Leasing is permitted up to three times per year with a 30-day minimum. Please note that pets are not permitted. One parking space comes with unit.

285 8th AVE S Unit 285, Naples

$2,250,000

3 Beds ⋅ 3 Baths ⋅ 226021821 MLS ⋅ Barclay BLDG.

TOTALY RENOVATED AT THE HIGHEST STANDARD! You will LOVE this thoughtfully reimagined 2nd floor condo featuring: 3 Bedrooms and a RARE 3rd bathroom, an amazing open floor plan with a large gourmet kitchen and 4x9 island, French Oak floors throughout, custom plantation shutters throughout, new impact windows and sliders, extensive closet storage including a large hall closet and a custom pantry closet, separate bar with wine cooler. The 3rd bedroom has pocket door access to the 3rd bathroom. There is a guest bedroom "wing" including its own bathroom that closes off for extra privacy. You will be amazed at how wide this unit feels compared to other condos in the area. The spacious lanai completely opens to the main living area due to the pocket sliders and features a cozy TV sitting area creating a true indoor/outdoor living experience! There is under-building parking for two vehicles with a locked storage closet. Barclay has just undergone a major facelift with all new Hardie Board siding, new exterior paint and new railings. The building looks brand new! If you are looking for a 5th Avenue living experience just 2 blocks to the beach, you have to check this one out!

225 5th AVE S Unit 103, Naples

$375,000

1 Baths ⋅ 226021422 MLS ⋅ Cove Inn BLDG.

Rarely does an opportunity arise to own a waterfront retreat in the heart of Old Naples with the flexibility to enjoy personally and rent on a nightly, weekly, monthly or seasonal basis. Along Naples Bay at The Cove Inn, this updated residence offers an ideal combination of lifestyle, convenience and income-producing potential. Overlooking the marina and Naples Bay, the property embraces the boating lifestyle that makes Naples so desirable. The adjacent marina offers direct Gulf access, and boat slips may be available for lease or purchase separately, subject to availability. Spend your days on the water, then return home to spectacular sunsets, sparkling bay views and the tranquil sight of yachts cruising through the harbor. Thoughtfully renovated and well maintained, the residence features wood-plank tile flooring throughout, a beautifully updated kitchen and bath, and coastal-inspired finishes highlighted by stunning aqua mother-of-pearl tile accents. Light, bright and move-in ready, the property has been gently enjoyed by its owner and presents in excellent condition. An oversized lounge chair conveniently converts into an additional bed in moments, providing comfortable accommodations for overnight guests. Additional amenities include a large resort-style pool with abundant lounge seating, a recently renovated lobby opening to a sun-filled waterfront patio, and a welcoming fire pit overlooking Naples Bay. From holiday fireworks to the beloved Naples Christmas Boat Parade, the waterfront setting provides a front-row seat to some of Naples cherished traditions. Just moments from Fifth Avenue South, residents can enjoy world-class dining, boutique shopping, art galleries and entertainment less than a half mile away, easily accessed by foot or via the complimentary Cove Inn trolley. Two waterfront seafood restaurants are adjacent to the property, while the popular Cove Inn Coffee Shop offers a place to begin each morning before another day in paradise. Recognizing the value of preparedness in a waterfront setting, the owner has thoughtfully equipped the residence with a storm management package that includes custom Garrison flood planks for the sliding glass doors and advanced reusable water-activated flood control barriers. Designed for quick deployment and convenient storage, these improvements provide an added measure of confidence and will convey with the property. Low quarterly dues even include electric! Whether you're searching for a seasonal escape, waterfront pied-à-terre, income-producing investment, or a combination of all three, this exceptional residence offers the quintessential Old Naples lifestyle in one of the area's iconic waterfront destinations.

900 Broad AVE S Unit 125, Naples

$390,000

1 Baths ⋅ 226019629 MLS ⋅ Cove Inn BLDG.

Discover the perfect mix of laid-back coastal charm and savvy investing at this beautifully upgraded efficiency unit at the iconic Cove Inn on Naples Bay. Wake up to breathtaking, picture-perfect water views from your private patio, where a thoughtful privacy wall frames the shimmering marina and Naples Bay, your own personal slice of paradise. This fully furnished, turnkey efficiency features a kitchenette and stylish upgrades throughout, making it as comfortable as it is effortless to own. Guests and owners alike will revel in resort-style amenities, including a sparkling pool and beloved Chickee Bar, all set against the backdrop of one of Naples' most storied waterfront destinations. Cove Inn stands apart as one of the rare waterfront hotels in historic Old Naples, perfectly positioned at the gateway to Crayton Cove, a charming village of eclectic boutiques and restaurants hugging the banks of City Dock and Naples Bay. Stroll to world-class shopping and dining along famous 5th Avenue South, or take a short walk to the sugar-white sands of Naples Beach. Whether you're seeking a personal retreat, a high-demand rental income property, or both, this condo hotel unit delivers an exceptional opportunity in one of Southwest Florida's most coveted destinations.

900 Broad AVE S Unit 117, Naples

$625,000

1 Beds ⋅ 1 Baths ⋅ 2026017700 MLS ⋅ Kensington Gardens BLDG.

Location, location, location in the heart of Olde Naples! Welcome to Kensington Gardens, a charming vacation rental community just one block from world-famous Fifth Avenue South and only a short stroll to the white sandy beaches of the Gulf of Mexico. This beautifully updated 1-bedroom, 1-bath condominium offers the perfect Naples retreat with a bright coastal feel, tasteful furnishings, ceramic tile throughout, and in-residence laundry for added convenience. Situated in one of Naples’ most walkable and desirable downtown locations, guests can enjoy easy access to upscale dining, boutique shopping, art galleries, live entertainment, cafés, and local favorites throughout Fifth Avenue South and nearby Third Street South. Kensington Gardens offers classic Olde Naples charm with a relaxed atmosphere, making it ideal as a seasonal getaway, investment property, or personal vacation escape. Owner has a recent inspection report available. Property is being sold AS IS, and reasonable offers will be considered.

480 5th ST S Unit 202, Naples

$10,495,000

3 Beds ⋅ 3.5 Baths ⋅ 226007847 MLS ⋅ Residences At 5th & 5th BLDG.

A truly one-of-a-kind Villa at the prestigious Residences at 5th on 5th, this exceptional villa offers approximately 5,000 square feet under air and 7,400 square feet total, perfectly positioned on iconic 5th Avenue South. Rare 5 car parking and private rooftop deck! The residence features three bedrooms plus a den, easily convertible to a fourth bedroom, and four and a half baths, delivering the scale and privacy of a single-family home with the ease of condominium living. Rich wood flooring, French doors, and private balconies create an elegant and inviting atmosphere. The chef’s kitchen is outfitted with premium appliances, a gas range, custom cabinetry, and an expansive island ideal for entertaining. A private elevator leads to the primary suite, a serene retreat with its own balcony and spa-inspired bath. Designed for extraordinary living, the home includes a rare underground entertaining room with a bar and a theater, as well as a private rooftop oasis with outdoor kitchen, jacuzzi, and sweeping sunset views. Five private parking spaces, including an attached two-car garage, add exceptional convenience. Just moments from world-class dining, nightlife, and only five blocks from the beach, this residence represents luxury living at its finest.

490 5th ST S Unit 101, Naples

$1,295,000

2 Beds ⋅ 2 Baths ⋅ 226017659 MLS ⋅ Manor Apts BLDG.

Ideally located just steps from the Gulf of Mexico, this condominium building sits in the coveted X-500 Flood Zone and has never experienced storm water intrusion. Set in a high-and-dry location within walking distance of upscale boutiques and world-class restaurants, this artfully redesigned residence epitomizes the Old Naples lifestyle. Meticulously transformed from its original mid-century design, the home now features a clean-lined, contemporary aesthetic. Highlights include impact-rated windows and doors, polished porcelain flooring throughout, floating bathroom vanities, 1¾” solid core interior doors, and two fully outfitted walk-in closets. Thoughtful, unexpected touches include a double glass-door entry to the primary suite, a striking 60-inch white glass fireplace, and a chef’s kitchen with custom cabinetry, mitered quartz countertops, and full Calacatta Extra marble slab backsplashes featuring dramatic, organic veining. Top-tier appliances complete the kitchen: a Liebherr refrigerator, 23-bottle under-counter wine cooler, Bosch induction range, microwave drawer, and Bosch washer, dryer, and dishwasher. A seamless transition from the main living area leads to the screened outdoor lanai, perched above the property’s stone waterfall and private landscaped courtyard—perfect for year-round enjoyment. Truly a contemporary masterpiece for the most discerning buyer

231 3rd AVE S Unit 231, 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.