Olde Naples Homes with Pool Amenities

Welcome to Olde Naples, a charming and picturesque neighborhood nestled in the heart of Naples, Florida. Known for its timeless elegance and vibrant atmosphere, Olde Naples offers a unique blend of historic charm and modern luxury. With its stunning tree-lined streets, quaint boutiques, and exquisite dining options, this neighborhood is a true gem on the Gulf Coast.

Olde Naples is renowned for its proximity to beautiful white-sand beaches and the azure waters of the Gulf of Mexico. Residents enjoy leisurely strolls along the iconic Naples Pier, where breathtaking sunsets and dolphin sightings are a daily delight. The area is also home to lush parks and scenic walking paths, perfect for outdoor enthusiasts and families alike.

One of the standout features of homes in Olde Naples is the abundance of properties with pool amenities. Imagine spending warm Florida afternoons lounging by your private pool, surrounded by tropical landscaping and the soothing sounds of nature. Many homes boast stunning outdoor living spaces, complete with outdoor kitchens and shaded patios, making them ideal for entertaining friends and family.

Whether you’re looking for a charming historic cottage or a modern luxury estate, Olde Naples has something to offer everyone. The community’s commitment to preserving its unique character while embracing contemporary living makes it a sought-after destination for those seeking the perfect blend of relaxation and sophistication.

Experience the allure of Olde Naples, where every day feels like a vacation, and your dream home with a pool awaits! Come explore this enchanting neighborhood and discover why it’s one of the most coveted places to live in Collier County.

Newest Olde Naples Homes with Pool Amenities

$1,995,000

3 Beds ⋅ 3 Baths ⋅ 226030517 MLS ⋅ Eight Fifty Central BLDG.

One of the lowest price per square foot three-bedroom condos in Old Naples! Completed in 2021 and perfectly positioned in the highly walkable downtown area, this residence offers the best three bedroom value west of 41. Look no further, this is the condo you have always wanted. Enjoy a stunning resort style pool, rooftop living space, and unmatched convenience. As a corner unit in a newer building, having been lightly lived in, and meticulously maintained, this is a rare opportunity for exceptional condominium living. Featuring single level living and contemporary clean lines, this furnished corner unit condominium features several high end interior upgrades including DuChateau engineered wood flooring throughout, top-of-the line appliances with a Wolf natural gas range, designer cabinetry, 3-inch waterfall quartz countertops, LED lighting, 10 ft ceilings & large windows which provide ample natural lighting. Designed for entertaining, the well-designed kitchen & open main living areas lead directly to a spacious covered lanai for enjoying colorful nightly sunsets. Each of the 3 bedrooms have ensuite bathrooms providing comfort & privacy for all. An assigned covered parking space is included with purchase. Building amenities include two open air spaces with a pool, multiple seating areas & green space located on the second level, and a rooftop gathering space with fire pit and barbecue station. Just a few blocks to the beach and 5th Avenue South, this location is highly desirable for enjoying everything the Naples lifestyle has to offer. Don't miss this opportunity to own a piece of paradise.

850 Central AVE Unit 207, Naples

$449,000

2 Beds ⋅ 2 Baths ⋅ 226032606 MLS ⋅ Marina Manor BLDG.

25' Covered boat lift is assigned to the deed of the property. Spend less time planning your next boating day and more time on the water with your included covered boat lift, featuring heavy-duty, double-stranded cables and direct access to the Gulf of America. Located along Naples Bay in Olde Naples, this fully renovated 2-bedroom, 2-bath corner condo brings together coastal character, modern updates, and an exceptional location. Updated electrical and plumbing complement the refreshed interior, while abundant natural light and an open layout create a bright, welcoming place to unwind after a day on the boat or at the beach. Enjoy the convenience of nearby 3rd Street South, 5th Avenue South, Tin City, and Naples’ sandy shoreline, with dining, shopping, and entertainment close at hand. The purchase also includes a certificate of ownership in the Adventure’s Club property—a distinctive addition to this waterfront offering. Whether you’re looking for a year-round home, a seasonal getaway, or an investment opportunity, this residence deserves a closer look. The seller has already sold their boat and is motivated to sell. Schedule your showing and explore the possibilities of Olde Naples living with your boating setup already in place.

1100 8th AVE S Unit 105A, Naples

$655,000

2 Beds ⋅ 2 Baths ⋅ 226031814 MLS ⋅ Neapolitan Club BLDG.

Your Olde Naples getaway is ready for season! Now offered at a new price, this beautifully renovated and professionally furnished 2-bedroom, 2-bath residence delivers the downtown Naples lifestyle buyers love. Walk to Fifth Avenue South, Third Street South, Cambier Park, Tin City and Naples’ white-sand beaches. Completely reimagined down to the concrete, the residence offers the fresh look and the feel of new construction with a sophisticated coastal design and quality finishes throughout. The open kitchen features custom soft-close cabinetry, quartz countertops, smart appliances, pantry and Veego wine refrigerator. Impact windows and doors, updated lighting, fans, fixtures and elevated ceiling details complete the transformation. Spa-inspired baths feature custom cabinetry and beautifully selected tile. Offered professionally furnished and decorator designed—simply arrive and enjoy. The community pool, courtyard and gas grilling area are just steps away. Assigned parking, ample guest parking and laundry add convenience. An exceptionally flexible 30-day minimum rental policy, up to 12 times per year, plus no age restrictions and a pet-friendly policy make this an ideal seasonal retreat, full-time residence or investment opportunity. Season is approaching—secure your place in Olde Naples now and be ready to enjoy winter in paradise!

900 8th AVE S Unit 103, Naples

$2,799,000

3 Beds ⋅ 2 Baths ⋅ 226031052 MLS ⋅ La Majorca BLDG.

Sophisticated coastal living in the heart of Olde Naples, just one block north of iconic 5th Avenue South. Beautifully renovated and thoughtfully designed, this three-bedroom, two-bath residence blends timeless style with an exceptional downtown location. The light-filled interior features 10-foot ceilings, substantial crown molding, luxury DuChateau hardwood flooring, custom 4” wood plantation shutters, and an elegant coastal palette. Open living and dining areas are highlighted by statement lighting and impact-glass sliders opening to a private terrace, while the beautifully appointed kitchen features brushed brass fixtures and stainless-steel appliances. The primary suite offers terrace access, a custom California Closets walk-in, and a spacious marble bath with dual vanities and soaking tub. Two additional bedrooms provide flexibility for guests or a home office. Recent improvements include PGT Low-E windows, hurricane-impact sliders, updated electrical and HVAC systems, and whole-panel surge protection. La Majorca offers a heated saltwater pool, secured assigned garage parking, additional reserved parking exclusively for La Majorca residents, a private storage unit, and elevator access. Step outside and enjoy one of Olde Naples’ most coveted locations, with 5th Avenue South, the beach, Third Street South, and Cambier Park all within easy reach

411 6th ST S Unit 301, Naples

$450,000

1 Beds ⋅ 1 Baths ⋅ 226028917 MLS ⋅ Essex House BLDG.

OLDE NAPLES, 5TH AVENUE THE BEACHES STEPS AWAY- A PERFECT DOWNTOWN "BEACH COTTAGE" GET-A-WAY! NICELY TURNKEY FURNISHED, UPGRADED ONE BEDROOM, ONE BATH! "Welcome to your dream affordable downtown 5th Ave. condo in the prestigious Essex House in Olde Naples! ACT FAST, BEFORE THIS UNIT GOES TO RENTAL ONLY! NO FLOODING FOR ESSEX HOUSE, IT IS BUILT ON A HIGHER ELEVATION ON 5TH, THIS UNIT HAS NEVER FLOODED IN IAN, MILTON OR HELEN! This charming 1-bedroom, 1 bathroom unit boasts a plethora of desirable features, including TILE flooring for "easy maintenance", The first-floor unit offers easy access (right by the pool) and convenience, with laundry facilities and 1 assigned parking spot for added convenience. Step outside and enjoy the community pool, perfect for relaxing and soaking up the Florida sunshine. With its prime location, this condo is just a short walk away from the beautiful beaches of Naples, as well as a variety of shops and restaurants on 5th Avenue and 3rd Street South. Whether you're looking for a peaceful retreat or a vibrant social scene, this condo has it all. Don't miss out on the chance of a very affordable opportunity to own a piece of paradise in Olde Naples. Live the luxurious coastal lifestyle you've always dreamed of in this stunning Essex House condo. ESSEX HOUSE HAS LIBERAL RENTAL POLICY, SO THERE ARE SUBSTANTIAL VACATION INCOME POSSIBILITIES WHEN NOT IN RESIDENCE, (12 TIMES A YEAR, 30 DAYS EACH) and building is "PET FRIENDLY" (dogs/cats) a real rarity for Olde Naples Condo buildings. Schedule a showing today and make this your new home sweet home! Condo comes with One year home warranty for Buyer comfort.

534 4th AVE S Unit 3, Naples

$2,695,000

3 Beds ⋅ 2.5 Baths ⋅ 226028107 MLS ⋅ Olde Naples BLDG.

Fantastic opportunity on 5th Avenue! Experience luxury downtown Naples living in this exceptional residence at 780 Fifth. This open and spacious floor plan features beautiful travertine flooring, elegant crown molding, and a stunning recently updated kitchen with quartz countertops and a large island perfect for entertaining. Offering two private suites plus a generous den with closet that easily converts to a third bedroom (with shared bath), the primary ensuite boasts wide-plank hardwood floors and spa-like comfort. Step outside to your spacious private balcony overlooking iconic 5th Avenue South— your front-row seat to the St. Patrick’s Day Parade, art shows, and spectacular nightly sunsets. Cambier Park is located just behind the building for added green space and events. Residents enjoy a rooftop pool with park and city views, under-building parking, and the ultimate walkable lifestyle. Restaurants, boutiques, galleries, and the beach are all right here. Live where every day feels like a vacation in the heart of Olde Naples.

780 5th AVE S Unit 203, Naples

$1,199,000

2 Beds ⋅ 2 Baths ⋅ 226029857 MLS ⋅ Fifth Avenue Beach Club BLDG.

Luxury Coastal Living Just Steps from 5th Avenue South & the Beach. Experience the very best of the Naples lifestyle in this beautifully renovated, turnkey-furnished condo, ideally positioned just steps from the beach and the vibrant heart of downtown Naples. Set in a prime 5th Avenue South location, this exceptional residence places you within easy walking distance of Naples’ renowned restaurants, boutique shops, galleries, theatre, entertainment, and the stunning Gulf beaches. Leave the car behind and embrace the effortless, walk-everywhere lifestyle that makes this location so highly sought after. Thoughtfully renovated and offered turnkey furnished, this condo is truly move-in ready—just bring your suitcase and start enjoying the Naples lifestyle from day one. After a relaxing day at the beach or exploring downtown, return home and unwind by the community pool, the perfect place to cool off and relax. Adding to its appeal, the community allows weekly rentals, offering an attractive opportunity for those seeking a flexible vacation home with potential rental income when not in personal use. Whether you envision it as your own luxurious Naples retreat, a seasonal escape, or an income-producing investment, this is an exceptional opportunity to own a piece of the coveted downtown Naples lifestyle. Beach. 5th Avenue. Dining. Shopping. Theatre. Pool. Investment potential. Everything you love about Naples is right outside your door.

175 5th AVE S Unit 4, Naples

$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

$1,559,000

2 Beds ⋅ 2 Baths ⋅ 226027186 MLS ⋅ The Colonnade On 5th BLDG.

Perfectly positioned in the heart of Olde Naples, this elegant residence offers an exceptional walk-to-everything lifestyle just moments from Fifth Avenue South, Third Street South, and the Gulf's white sandy beaches. Encompassing 1,788 square feet under air with 2 under cover parking spaces and 2 storage areas with one being air conditioned space! This beautifully appointed 2-bedroom, 2-bath condo blends timeless architecture with refined finishes in one of Naples' most coveted downtown locations. Soaring ceilings, polished marble flooring, plantation shutters, and expansive windows fill the open-concept living spaces with natural light, creating an inviting setting. The gourmet kitchen is thoughtfully designed with premium appliances, rich custom cabinetry, natural stone countertops, and a large breakfast bar. The spacious primary suite offers a custom walk-in closet, private balcony access, and an en-suite bath with dual vanities and a glass-enclosed walk-in shower. A comfortable guest suite and full bath provide privacy and flexibility for family and visitors. Enjoy morning coffee or evening cocktails amid lush tropical surroundings on the private covered balcony. Residents enjoy the exclusivity of Colonnade on Fifth, a boutique, low-density community with a beautifully maintained pool, all within easy walking distance of Naples' finest restaurants, boutique shopping, art galleries, marinas, and year-round events. Whether you're searching for a full-time residence, seasonal getaway, or investment opportunity, this exceptional Olde Naples address delivers an unparalleled blend of luxury, location, and lifestyle.

625 6th AVE S Unit B301, Naples

$5,995,000

4 Beds ⋅ 4.5 Baths ⋅ 226028036 MLS ⋅ Vela Bay BLDG.

One or more photo(s) has been virtually staged, AI generated or rendered. Introducing Vela Bay, an intimate collection of four contemporary waterfront residences overlooking Naples Bay in the heart of Olde Naples. Designed for refined coastal living, each residence offers more than 4,300 square feet with 4 bedrooms, 4.5 baths, 2-3 car private garages and a thoughtfully planned layout that transitions effortlessly from quiet mornings to evenings spent entertaining. A boutique lobby creates an elegant sense of arrival before opening into light-filled private residences framed by floor-to-ceiling glass. Expansive bay views provide a captivating backdrop throughout the main living areas, while generous terraces embrace the waterfront setting. At the heart of the home, an open-concept great room with a sleek linear gas fireplace offers a sophisticated yet comfortable gathering space. Thoughtfully designed for luxurious everyday living and effortless entertaining, the gourmet kitchen features European cabinetry, premium appliances, built-in refrigerator and freezer columns, a six-burner gas range, quartz countertops, and a 12-foot island. A butler’s pantry with a built-in coffee system, custom wet bar, and a passive wine room complete the elevated entertaining experience. The owner’s suite is a serene retreat with direct terrace access and a spa-inspired bath featuring a freestanding soaking tub, oversized walk-in shower, dual vanities, and designer finishes. A versatile first-floor flex space can be tailored as a private office, fitness studio, media room, or wellness retreat. Above it all, the rooftop deck awaits with a stunning pool, outdoor kitchen, and inviting lounge areas, all offering 360-degree panoramic views of Naples Bay, the Gulf skyline, and evening sunsets. Ideally situated near the celebrated dining, shopping, and entertainment of 5th Avenue South and 3rd Street South, Vela Bay also offers convenient access to Naples’ white-sand beaches, Naples Airport, and Southwest Florida International Airport. Construction of Phase II is scheduled to begin in fall 2026 and is planned to introduce four additional residences, with pricing starting just under $10 million. With a limited collection of homes, Vela Bay offers a distinctive opportunity to experience contemporary waterfront living in the heart of Olde Naples

1165 8TH ST S Unit #201, Naples

$6,795,000

4 Beds ⋅ 4.5 Baths ⋅ 226028042 MLS ⋅ Vela Bay BLDG.

Introducing Vela Bay, an intimate collection of four contemporary waterfront residences overlooking Naples Bay in the heart of Olde Naples. Designed for refined coastal living, each residence offers more than 4,300 square feet with 4 bedrooms, 4.5 baths, 2-3 car private garages and a thoughtfully planned layout that transitions effortlessly from quiet mornings to evenings spent entertaining. A boutique lobby creates an elegant sense of arrival before opening into light-filled private residences framed by floor-to-ceiling glass. Expansive bay views provide a captivating backdrop throughout the main living areas, while generous terraces embrace the waterfront setting. At the heart of the home, an open-concept great room with a sleek linear gas fireplace offers a sophisticated yet comfortable gathering space. Thoughtfully designed for luxurious everyday living and effortless entertaining, the gourmet kitchen features European cabinetry, premium appliances, built-in refrigerator and freezer columns, a six-burner gas range, quartz countertops, and a 12-foot island. A butler’s pantry with a built-in coffee system, custom wet bar, and a passive wine room complete the elevated entertaining experience. The owner’s suite is a serene retreat with direct terrace access and a spa-inspired bath featuring a freestanding soaking tub, oversized walk-in shower, dual vanities, and designer finishes. A versatile first-floor flex space can be tailored as a private office, fitness studio, media room, or wellness retreat. Above it all, the rooftop deck awaits with a stunning pool, outdoor kitchen, and inviting lounge areas, all offering 360-degree panoramic views of Naples Bay, the Gulf skyline, and evening sunsets. Ideally situated near the celebrated dining, shopping, and entertainment of 5th Avenue South and 3rd Street South, Vela Bay also offers convenient access to Naples’ white-sand beaches, Naples Airport, and Southwest Florida International Airport. Construction of Phase II is scheduled to begin in fall 2026 and is planned to introduce four additional residences, with pricing starting just under $10 million. With a limited collection of homes, Vela Bay offers a distinctive opportunity to experience contemporary waterfront living in the heart of Olde Naples.

1165 8TH ST S Unit #202, 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.