$48,000 per month
687 9th Ave S, Naples, FL 34102
687 9th Ave S, Naples, FL 34102
$3,200 per month
548 4th Ave S Unit 8, Naples, FL 34102
548 4th Ave S Unit 8, Naples, FL 34102
$4,800 per month
72 7th St S Unit 301, Naples, FL 34102
72 7th St S Unit 301, Naples, FL 34102
$3,000 per month
668 Broad Ave S Unit J668, Naples, FL 34102
668 Broad Ave S Unit J668, Naples, FL 34102
$6,000 per month
540 4th Ave S Unit 13, Naples, FL 34102
540 4th Ave S Unit 13, Naples, FL 34102
$2,200 per month
473 12th Ave S Unit B7, Naples, FL 34102
Location, location, locationAvailable for Seasonal or Annual rent!This property is completely renovated. Brand new floors, kitchen and bathroom. Everything is brand new!!!New white interior window shutters for both windows. $2300/month annually$ 4500 November- March $ 5000 January- March 2025. Prime locationProperty is steps
$3,950 per month
254 6th Ave S Unit 8, Naples, FL 34102
You cannot beat the LOCATION of this condo, nestled between 3rd St S, 2nd St S, one block to 5th Ave and 2 blocks to the Gulf of Mexico! You can easily stroll to your favorite restaurants, shops and the beach! This condo is extremely bright and spacious. Offering 3 bedrooms, of which 2 have sliders onto the screened in lanai, 2 full bathrooms, a large walk-in closet for the Master, not to
Maureen Vita Berkshire Hathaway FL Realty
$1,695 - $2,195 per month
Villas Isabel
1-2 Beds
618-628 8th St N, Naples, FL 34102
$10,000 per month
380 4th Ave S Unit 380, Naples, FL 34102
Welcome to an exquisite abode at 380 4th Avenue South, Unit 380, nestled in the heart of scenic Naples, FL. This tastefully appointed residence offers 1,000 square feet of thoughtfully designed living space. Delight in two elegantly crafted bedrooms and two pristine bathrooms, all enhanced by central air conditioning and heating for your utmost comfort. The residence comes fully furnished,
Anthony Dwyer Compass Florida LLC
$2,195 - $2,395 per month
Le Bijou
2 Beds
660 8th St N, Naples, FL 34102
$13,000 per month
72 7th St S Unit 105, Naples, FL 34102
Still available for April and the summer of 2025. Lease rate for 2026 is $5000 per month. Charming 1 Bedroom Condo at Park Terrace in Olde Naples Location: Park Terrace, Olde Naples, FL Welcome to this adorable 1 bedroom, 1 bathroom condo nestled in the heart of Olde Naples. Just 6 blocks from the pristine beaches and 5th Avenue, you'll be at the center of all the action while enjoying a peaceful
Joe Hoopfer Premier Sotheby's Int'l Realty
$5,000 per month
473 12th Ave S Unit B-10, Naples, FL 34102
Dates available 5/1/205-12/31/2025 and all 2026. 30 day minimum. Book early the peak season lease 12 months in advance (2025 peak jan-mar gone). Located in the heart of Naples and just 1 block from the Historic 3rd Street South. You will find fine dining, boutique shops, and a weekly farmer's market. As if that wasn't enough the condo is only a few blocks from the beach and Naples Pier. Bonaire
$12,000 per month
1060 6th St S, Naples, FL 34102
Welcome to your fabulous townhouse retreat nestled in the heart of Old Naples! This exquisite home invites you to experience a sense of tranquility from the moment you step through the doors. With an open floor plan that exudes warmth and charm, this townhouse is designed for both relaxation and entertaining. The dream chef's kitchen is a true highlight, featuring elegant Quantum White Quartz
Dina Skinner Compass Florida LLC
$12,000 per month
299 1st Ave S, Naples, FL 34102
!!AVAILABLE NOW!! Annual, Monthly, Weekly Rentals!Olde Naples, wonderful 3BDRM Office w/sofa bed used as 4th bedroom/3 BATH ranch home. Just 3 blocks to the beach and 5 blocks to 5th Avenue!Video Tour Here: youtu.be/yvtanc8xu5kGranite Kitchen and open floor plan. 40' Lap pool with spa in a beautiful secluded tropical yard. Living room, dining room, laundry room, screened
$2,700 per month
624 Broad Ave S Unit J624, Naples, FL 34102
Olde Naples epitomizes the lifestyle of Naples years ago, a special place. This is a beautiful condo and is now available as an annual lease, offering gorgeous views from the third floor (yes there is an elevator). This great location makes walking to Third Street shoppes, dining, Cove Inn, Naples Dock, Naples Pier, Fifth St S, and white sand beaches a breeze. This updated unit comes fully
Gerald Mathusek Downing Frye Realty Inc.
$5,500 per month
778 5th Ave N, Naples, FL 34102
Available NOW for Annual, Monthly, & Weekly Rentals!Hop on over to Sky Blue Cottage. Your tropical hideout in the heart of Naples where it's always blue skies ahead! This quaint 3 bedroom / 2 bathroom Olde Naples house is just a 15 minute walk to anything and everything you need! Be it the beach, shopping & dining on 5th Avenue, or groceries from Wynn's Market for dining 'al fresco' in
$9,000 per month
1140 5th St S Unit A, Naples, FL 34102
Location, Location, Location !! This newly updated 3-bedroom, 2.5 bath Townhouse is located in the heart of Olde Naples, just three blocks to Third Street Shops, Restaurants and beach! This home features a king bed in the master bedroom with TV, Queen in the guestroom and full bed in the second guestroom. All new Kitchen and baths. Guests will enjoy quiet privacy on your own patio with
Maria Metzger Royal Shell Real Estate, Inc.
$5,500 per month
465 8th St N, Naples, FL 34102
Fully furnished home! Available for Annual, Monthly, & Weekly Rentals.AVAILABLE NOW & Beyond! Weekly/Monthly/Yearly Rentals! Call Kate for more info!Be transported back in time to the beachy town days of Olde Naples with the modern comforts of today in this charming newly renovated beach cottage. Located in the heart of Olde Naples, 1 block west of 41, be shopping & dining on 5th
$5,000 per month
766 Central Ave Unit 119, Naples, FL 34102
LOCATION, LOCATION, LOCATION!!! This 2 bedroom / 2 bath ground floor property is located in the heart of ‘Olde Naples’, only four blocks from 5th Avenue for world class dining, shopping and nightlife. The area is historical & quaint, but offers all the modern conveniences of theater, cultural arts center and a library. ‘Central Garden’ provides a solace from the ‘hustle and bustle’ of downtown
Maria Metzger Royal Shell Real Estate, Inc.
$75,000 per month
287 11th Ave S, Naples, FL 34102
Newly restored + luxuriously to the NTH Degree. Absolutely everything you dream about in a Naples vacation rental is contained within the walls of the updated Old Glory Cottage and Guesthouse located in the Olde Naples historic district (renovated in 2011 by the Williams Group/Kristen Williams). Walk to the beach (yes, 2.5 blocks). Walk to 3rd Street and 5th Avenue restaurants and shopping. 287
Michelle Craft Naples Homes and Rentals Inc
$3,500 per month
473 12th Ave S Unit B8, Naples, FL 34102
Newly renovated in the heart of Olde Naples! Bonaire Club is part of the Village Green community providing amenities including large community pool, shuffleboard, bocce ball and club room. One block from Naples renowned Third Street South where you can find sophisticated and delightful shops, renowned restaurants and bistros and farmers markets every weekend. Two blocks from the beach and the
Michelle Combs Keller Williams Realty Naples
$2,350 per month
313 6th St S Unit 313, Naples, FL 34102
Live year-round in Downtown Naples with a 2-minute walk to 5th Avenue & just a 10-minute walk to the beach! This unfurnished 2nd-floor end unit with 2 bedrooms, 1 (updated) bathroom, 720 sqft under air awaits you! Most kitchen appliances (no dishwasher) included & warranted by Owner! Common/coin laundry in the building. Enjoy beautiful, lush views from the large screened lanai! Assigned parking &
Maggie Potts Attwood Royal Shell Real Estate, Inc.
$15,000 per month
82 9th St S Unit 304, Naples, FL 34102
Available for immediate move-in! Welcome to Stella Naples, where luxury meets exclusivity in the heart of Olde Naples. With only nine residences (each equipped with their own *PRIVATE ROOF DECK*), this newly constructed boutique building redefines upscale, low-density living, just steps from the world-renowned 5th Avenue South and our white sandy Naples beaches. Walking inside unit 304's solid
David Gruninger William Raveis Real Estate
$15,500 per month
201 8th St S Unit 104, Naples, FL 34102
Available Jan-April at $15,500 | May-Dec at $12,500 | Available Long-Term | Welcome to the ultimate vacation escape, at the prestigious Mark on 8th, where luxury and convenience meet. This downtown fully furnished coastal contemporary condo offers a thoughtfully designed modern living space while boasting three beautifully appointed bedrooms and four elegant baths. An open-concept washed in
Patrick Burke Jr Halo Home Management LLC
$18,000 per month
555 5th Ave S Unit 204, Naples, FL 34102
Highly desirable & exclusive condo directly on 5th Ave S in Olde Naples. Experience the night life and luxury Naples has to offer right downstairs. 5th Ave offers some of Naples most prestigious and high-end dining and shopping. From cafes, bistros, boutiques, ice cream parlors, designer jewelers, fine art, 5th Ave's historic district has it all. To top it off, we're also only 5 blocks from
Maurice Cossairt Edgewater Realty & Homes LLC
$18,000 per month
555 5th Ave S Unit PH-1, Naples, FL 34102
Currently accepting WEEKLY & MONTHLY rentals!Enjoy the life of luxury in the heartbeat of Naples in your own turn-key penthouse overlooking Olde Naples 5th Ave. 5th Ave offers world class fine dining and shopping. Just a few blocks away lies the beautiful white sand beaches of Naples. South of there, you'll find the famous Naples Pier. Your two bedroom+ den penthouse has an atrium-style
Maurice Cossairt Edgewater Realty & Homes LLC
$3,500 per month
Unlisted Address
Discover a hidden gem in the heart of Naples, FL! This spot at 368 4th Avenue South is a cozy 965 square foot space that's just waiting for you to make it your own. It's the perfect home base if you're planning to explore all that Florida has to offer.Picture this: You start your day with a quick walk to the beach, only a stone's throw away, where you can enjoy the fresh sea breeze and
Anthony Dwyer Compass Florida LLC
$8,500 per month
684 Broad Ave S Unit J684, Naples, FL 34102
Available Jan 1, 2026Stunning NEW Jasmine Cottage decorated in contemporary Cottage Style with a BEACH VIBE! 2 bedroom 2 bath tastefully furnished and updated to the highest standards. Navy blue leather sofa / recliners. Custom finishes throughout including quartz countertops, solid wood cabinetry, stainless appliances, accent wall in Master Bedroom, comfortable bar area with high-top table
Carolyn Quistberg Premiere Plus Realty Company
$1,995 per month
473 12th Ave S Unit B13, Naples, FL 34102
Enjoy your own pied-à-terre with a clean contemporary feel in historic Olde Naples, just a few blocks from the sandy white beach. Village Green is a charming, social community with a large pool, shuffleboard, bocce ball and a clubhouse. Third Street South, with its fabulous restaurants, art galleries, shopping, music and Saturday farmers market, is just a block away. This south facing condo has
Win Peniston John R Wood Properties
$5,500 per month
185 4th St S Unit 2, Naples, FL 34102
Introducing an exceptional offering inside this 2 bedroom, 2.5 bath attached villa in Olde Naples lives like a two story single family home. This immaculately renovated coastal contemporary residence epitomizes modern luxury living just FOUR blocks from the beach and THREE blocks to the best of shopping and dining on Fifth Avenue. Perfectly sized at 1302 square feet, this home has been
Maddie Tracy Compass Florida LLC
$4,750 per month
421 12th Ave S Unit A-9, Naples, FL 34102
ALGONQUIN CONDO IN VILLAGE GREEN OFFERS A ONE BEDROOM, 1ST FLOOR CONDO FOR THE 2026 SEASON. NEW KITCHEN, NEW FLOORING, NEW FURNISHING. GREAT LOCATION DOWNTOWN AND OFFERS AN ABUNDANCE OF AMENITIES AT THE CLUBHOUSE AND POOL AREA. SOCIAL GATHERINGS TO MEET YOUR WINTER TIME FRIENDS AND NEIGHBORS. LAUNDRY CONVENIENTLY NEXT DOOR TO APT. STROLL TO 3RD STREET AND THE BEACH, CHURCHES, MUSEUMS, COFFEE
Karen Wagenheim Downing Frye Realty Inc.
$2,750 per month
424 Broad Ave S Unit 424, Naples, FL 34102
ANNUAL UNFURNISHED RENTAL - Beautiful updated 2 bedroom 2 bath condo with tile floors throughout. Excellent condition overlooking natural Florida foliage. Conveniently located in the City of Naples Historic District within walking distance to Third Street shops & restaurants and Naples Brach. Relaxing community patio for grilling and dining area to enjoy with friends. Fabulous all new community
Carolyn Quistberg Premiere Plus Realty Company
$9,000 per month
286 4th St S Unit 203, Naples, FL 34102
All about the location with this immaculate downtown condo nestled in the center of Olde Naples. Located only two blocks from 5th Avenue South and just a short walk or bike ride to the famous white sand beaches of SW Florida. This light and bright corner unit has been meticulously decorated and stocked full of everything you need to enjoy your stay. Two updated bedrooms and an in-unit laundry
Keith Ponsler Naples Vacation Properties
$55,600 per month
Unlisted Address
This finely decorated home is the pinnacle of luxury Old Naples living. The Balmoral has five bedrooms and plenty of living space, with tall ceilings and large windows for tons of light. The open living room and kitchen layout overlooks sliding glass doors that lead directly to the pool. The pool area itself features a large electric pergola for when you want to get out of the sun, and a fully
Tom Puckett IV Luxury Real Estate LLC
$7,750 per month
333 4th Ave S Unit 202, Naples, FL 34102
***SEASONAL RENTAL***CAMBRIDGE CLUB***FULLY FURNISHED***Experience the pinnacle of luxury living in the heart of Olde Naples! This stunning 2-bedroom, 2-bathroom residence at the exclusive Cambridge Club offers an unrivaled beachside lifestyle just two blocks from the pristine white sands of the Gulf.Perched on the 2nd floor, this fully furnished retreat provides a seamless transition
Angela Muscato Premier Property Management
$14,970 per month
1295 Gulf Shore Blvd S Unit 218, Naples, FL 34102
Short term rental! Iconic Olde Naples! Experience mid-century charm at the Mariner in this recently updated coastal style condo. The Mariner is ideally located just a block from the Gulf of Mexico beach right at the Naples Pier and a block the other direction from the 3rd Street South shopping and dining district. Enjoy Naples as a true beach town from this gem of a location, walking distance to
Stacey Cotter John R Wood Properties
$10,500 per month
285 5th Ave S Unit 2B, Naples, FL 34102
STAY ON PRESTIGIOUS 5TH AVENUE (on the corner of 5th Ave & 3rd Street!) & ONLY TWO BLOCKS FROM THE BEACH! Forget about needing a car because you can comfortably walk roughly 50 feet to the exclusive shops and restaurants in downtown Naples, and enjoy its many vibrant events. Almost 1600 square feet of luxury living. Marble and Travertine floors throughout greet you in this custom
Anthony Porter Sun Realty
$13,000 per month
365 5th Ave S Unit 303, Naples, FL 34102
Chic 2-Bedroom, 2-bath condo in the Heart of Olde Naples! Welcome to your dream retreat in downtown Olde Naples! This beautifully updated 2-bedroom, 2-bathroom condo at 365 5th Avenue South #303 offers an elegant blend of style, comfort, and convenience just steps from the best of Naples. Located on Naples’ famous 5th Avenue South, with world-class dining, boutique shopping, and art galleries
David Puskaric Parkline Realty
$5,688 per month
550 3rd Ave N, Naples, FL 34102
***NAPLES BEACH GET-AWAY***UNIQUE OLDE NAPLES LIVING*** 4 BLOCKS FROM THE BEACH!!!! HEART OF OLDE NAPLES, FAMOUS 5TH AVENUE SHOPPING AND RESTAURNT GALORE!!! Searching for your own affordable piece of paradise in the heart of Downtown Naples? Look no further than this rental! You'll enjoy a convenient location that's a five-minute stroll to the beach and downtown fifth avenue where high-end dining
Angela Muscato Premier Property Management
$7,000 per month
473 12th Ave S Unit B11, Naples, FL 34102
Available for 2026 Season! Location Location Location! Come enjoy your season just a short 1 block to 3rd Street and 2 more blocks to Naples beach and pier. This stunning open concept unit has been completely renovates. Great room with large center island, fully equipped kitchen, dining for 4, and living area with large screen TV. The primary bedroom features a king bed, TV, and ensuite
Dawn Hardee Royal Shell Real Estate, Inc.
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Old Naples, the most historic neighborhood in Naples, is known for its high-end shopping, dining, and direct beach access. Initially developed around Naples Pier in the early 1900s, the area has evolved into a popular spot for seasonal residents, particularly retirees. The neighborhood features a mix of architectural styles, including Craftsman cottages, French Colonial villas, Cape Cods, and newly built transitional-style mansions. Home values in Old Naples are significantly higher than the city average, with properties often valued around $3.1 million. The area is characterized by its pastel-painted homes, fitness-friendly amenities, and a welcoming community atmosphere. Key attractions include the shopping and dining districts on Fifth Avenue South and Third Street South, which host high-end restaurants like Campiello and Sea Salt, designer boutiques, and art galleries. Outdoor activities are abundant, with bike lanes, public green spaces, and proximity to the beach. Cambier Park offers shuffleboard, basketball, baseball facilities, and the Arthur L. Allen Tennis Center. The neighborhood is safer than the national average, and residents can easily access groceries and daily needs at a Publix located about 1 mile north. Schools in the area are highly rated, including Lake Park Elementary, Gulfview Middle, Naples High, and the private Saint Ann Catholic School. U.S. Route 41 provides convenient access to Miami and beyond.
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