$48,000 per month
- 5 Beds
- 3.5 Baths
- 3,277 Sq Ft
- House for Rent
687 9th Ave S, Naples, FL 34102
687 9th Ave S, Naples, FL 34102
306
Old Naples Homes for Rent
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Explore Old Naples
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$13,000 per month
- 2 Beds
- 2 Baths
- 1,090 Sq Ft
- Condo for Rent
365 5th Ave S Unit 303, Naples, FL 34102
365 5th Ave S Unit 303, Naples, FL 34102 -
$3,500 per month
- 1 Bed
- 1 Bath
- 580 Sq Ft
- Condo for Rent
540 4th Ave S Unit 13, Naples, FL 34102
540 4th Ave S Unit 13, Naples, FL 34102 -
$2,195 - $2,245 per month
660 8th St N, Naples, FL 34102Le Bijou
2 Beds
660 8th St N, Naples, FL 34102
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$55,000 per month
- 4 Beds
- 4.5 Baths
- 3,576 Sq Ft
- Condo for Rent
270 5th Ave S Unit H-2, Naples, FL 34102
270 5th Ave S Unit H-2, Naples, FL 34102A rare opportunity located in the heart of Old Naples. This three-level residence offers simple and crisp spaces, creating a seamless flow from room to room with white limestone floors, imported Italian wood and glass custom doors and custom cabinetry in the kitchen and baths. A private interior elevator leads you to the additional floors featuring a fitness room, guest suites with custom
Nathan Dyer William Raveis Real Estate
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$1,695 - $2,395 per month
618-628 8th St N, Naples, FL 34102Villas Isabel
1 - 2 Beds
618-628 8th St N, Naples, FL 34102
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$15,000 per month
- 4 Beds
- 3.5 Baths
- 3,094 Sq Ft
- House for Rent
155 1st Ave S, Naples, FL 34102
155 1st Ave S, Naples, FL 34102Welcome to your coastal retreat, just steps from the pristine white sands of Naples' famous beaches. Nestled on one of the most coveted and tranquil streets in Olde Naples, this timeless residence is now available as a long-term, unfurnished rental. Recently refreshed with new interior paint and updated landscaping, this home offers an ideal retreat for those seeking comfort, charm, and location.
Samantha Ford John R Wood Properties
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$5,000 per month
- 2 Beds
- 1 Bath
- 755 Sq Ft
- Condo for Rent
473 12th Ave S Unit B-10, Naples, FL 34102
473 12th Ave S Unit B-10, Naples, FL 34102Dates 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
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$6,500 per month
- 2 Beds
- 1 Bath
- 755 Sq Ft
- Condo for Rent
473 12th Ave S Unit B8, Naples, FL 34102
473 12th Ave S Unit B8, Naples, FL 34102Newly 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
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$12,000 per month
- 4 Beds
- 3 Baths
- 2,349 Sq Ft
- House for Rent
299 1st Ave S, Naples, FL 34102
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
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$12,000 per month
- 2 Beds
- 2 Baths
- 1,241 Sq Ft
- Condo for Rent
651 10th Ave S Unit 651, Naples, FL 34102
651 10th Ave S Unit 651, Naples, FL 34102Charming Old Naples Retreat – Fully Furnished 2-Bedroom, 2-Bath Condo with Secluded Pool - Walk to Beach, Fifth Avenue and Third Street Restaurants and Shopping! Escape to paradise at this inviting, modern 2-bedroom, 2-bathroom condo, nestled in the heart of vibrant Old Naples at 651 10th Avenue South. Spanning 1,241 square feet, this turnkey gem is fully furnished and ready for your next monthly
Marybeth Alford Diversified Real Estate Group
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$5,500 per month
- 3 Beds
- 2 Baths
- 1,400 Sq Ft
- House for Rent
465 8th St N, Naples, FL 34102
465 8th St N, Naples, FL 34102Fully 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
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$9,000 per month
- 3 Beds
- 2.5 Baths
- 1,400 Sq Ft
- Condo for Rent
1140 5th St S Unit A, Naples, FL 34102
1140 5th St S Unit A, Naples, FL 34102Step into the epitome of coastal elegance at 1140 5th Street South, Unit A, located in the heart of Olde Naples, where charm, convenience, and luxury converge. This beautifully appointed vacation rental offers the quintessential Florida lifestyle just a short stroll from the world-renowned 5th Avenue South, Third Street South, fine dining, boutique shopping, and the sugar-white sands of Naples
Bill Archer Keller Williams Realty Naples
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$2,940 per month
- 2 Beds
- 1 Bath
- Condo for Rent
813 Central Ave Unit ID1249221P, Naples, FL 34102
813 Central Ave Unit ID1249221P, Naples, FL 34102Welcome to the heart of beautiful sunny Naples, your new home away from home. This 2-bedroom, 1-bathroom apartment is centrally located in Downtown Naples, with everything within walking distance or a short drive away, including shops, restaurants, bars, and the beach. You'll love your time spent here in downtown. Enjoy soaking up the sun by the pool or roaming around the area. The place is
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$16,000 per month
- 2 Beds
- 2 Baths
- 1,667 Sq Ft
- Condo for Rent
231 2nd Ave S Unit 102, Naples, FL 34102
231 2nd Ave S Unit 102, Naples, FL 34102$8.5K/month is for an Off-Season Lease only. Two blocks to Naples white sand beaches! This pristine and fully updated 2 BR + Den, 2 Bath condominium with 1,667 Living Area in in the delightful four-unit complex of Gulfwalk with southern exposure community pool. A seaside cottage in the heart of Olde Naples. Feels like a new, coastal home. Clean and bright, but warm and charming. This condo’s
Aaron Earls John R Wood Properties
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$4,860 per month
- 2 Beds
- 1 Bath
- Condo for Rent
805 Central Ave Unit ID1249232P, Naples, FL 34102
805 Central Ave Unit ID1249232P, Naples, FL 34102Welcome to the heart of beautiful sunny Naples, your new home away from home. This 2-bedroom, 1-bathroom apartment is centrally located in Downtown Naples, with everything within walking distance or a short drive away, including shops, restaurants, bars, and the beach. You'll love your time spent here downtown, enjoying the sun by the pool or exploring the area. Conveniently close to the center
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$6,500 per month
- 2 Beds
- 2 Baths
- 855 Sq Ft
- Condo for Rent
766 Central Ave Unit 312, Naples, FL 34102
766 Central Ave Unit 312, Naples, FL 34102Available for the 2026 season. This 2 bedroom / 2 bath unit in Olde Naples is just 4 blocks north from 5th Ave South so you can walk or ride your bike to the downtown area where you can enjoy shopping, entertainment, dining and what Olde Naples has to offer. This small complex with mature trees and lush landscaping has a heated pool with a large area for poolside lounging, a sauna, BBQ area and
Charlie Wallen Naples Flat Fee Realty LLC
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$2,900 per month
- 2 Beds
- 1 Bath
- Condo for Rent
817 Central Ave Unit ID1249224P, Naples, FL 34102
817 Central Ave Unit ID1249224P, Naples, FL 34102Welcome to the heart of sunny Naples, your new home away from home. This 2-bedroom, 1-bathroom apartment is centrally located in Downtown Naples, with everything within walking distance or a short drive away, including shops, restaurants, bars, and the beach. Enjoy soaking up the sun by the pool or exploring the area. This vacation apartment accommodates up to 6 people, making it a fantastic home
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$19,995 per month
- 4 Beds
- 3 Baths
- 2,122 Sq Ft
- House for Rent
339 4th Ave N, Naples, FL 34102
339 4th Ave N, Naples, FL 34102Rare opportunity to secure your long term rental in Old Naples! Only 1.5 blocks to the beach and 9 blocks to 5th Ave S! This renovated, well maintained 4/3 beach house has soaring ceilings and a backyard oasis that dreams are made of. Offered turn key furnished. Have peace of mind knowing this house has never flooded.
Daniel Riess Compass Florida LLC
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$10,795 per month
- 2 Beds
- 2 Baths
- 1,132 Sq Ft
- House for Rent
1325 Gordon Dr, Naples, FL 34102
1325 Gordon Dr, Naples, FL 34102** GORDON DRIVE FULLY REMODELED COTTAGE FOR SEASON ** 2/2 ** BLOCK AND HALF FROM THE BEACH ** LUXURY ** Welcome to the oldest Cottage on Gordon Drive. This STUNNING completely remodeled 2/2 Cottage comes fully stocked with everything NEW! Located in Prestigious Olde Naples, FL. This luxurious 2 bedroom, 2 bath Cottage is just a block and a half away from the beautiful Naples white powdery-sands
Cheri Anne DeMonico Premier Property Management
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$6,000 per month
- 2 Beds
- 2 Baths
- 1,000 Sq Ft
- Condo for Rent
1021 3rd St S Unit 102, Naples, FL 34102
1021 3rd St S Unit 102, Naples, FL 34102Walk to the beach and Downtown Naples**ANNUAL or SEASONAL FURNISHED RENTAL AVAILABLE** 2 BEDS 2 BATHS ** Welcome to this beautiful coastal retreat! Fully furnished annual or seasonal rental! This newly renovated 2-bedroom, 2-bathroom first floor condo offers the perfect blend of comfort and convivence. Located within walking distance to the pristine Naples beach and the famous 5th avenue. Step
Angela Muscato Premier Property Management
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$18,000 per month
- 4 Beds
- 3 Baths
- 2,293 Sq Ft
- House for Rent
320 Gulf Shore Blvd S, Naples, FL 34102
320 Gulf Shore Blvd S, Naples, FL 34102***DOWNTOWN***OLDE NAPLES***BEACH IS JUST A FEW STEPS FROM FRONT DOOR***4 BEDS/ 3 BATHS***FURNISHED SEASONAL***Stately charm and Olde Naples elegance await you in beautiful Villa Rosa, a classic Bahamian villa just steps from the sugar-sand beaches in Olde Naples. Four bedrooms and three full baths make this home the perfect spot for the whole family to enjoy! There's a large kitchen and living
Angela Muscato Premier Property Management
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$10,000 per month
- 2 Beds
- 2 Baths
- 1,152 Sq Ft
- Condo for Rent
1222 Gordon Dr Unit 3, Naples, FL 34102
1222 Gordon Dr Unit 3, Naples, FL 34102This condo is available for March and April 2026 only.2 Blocka ro Naples Pier Beach and 1 Block to all of the fun on 3rd avenue restaurants and shops! It doesn't get better than that. THis condo has been COMPLETELY redone and furnished with all new furniture from Baers! If you are looking for a perfect seasonal rental this is it. Parking place right behind the back door and a bike rack near
Marcie Roggow Douglas Elliman Florida, LLC
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$22,000 per month
- 3 Beds
- 3 Baths
- 2,051 Sq Ft
- House for Rent
740 5th Ave N, Naples, FL 34102
740 5th Ave N, Naples, FL 34102Soak up the sun in this pet friendly cottage! This single family pool home gives you the perfect place to drop your bags and hit the beaches that line the Gulf of Mexico, go shopping or dining at the world famous 5th Ave Naples, or relax poolside in the privacy of your own backyard. The spacious pool deck offers a covered sitting/dining area, grill station, and mini fridge. Located right around
Stacey Cotter John R Wood Properties
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$49,500 per month
- 6 Beds
- 5.5 Baths
- 3,811 Sq Ft
- House for Rent
362 2nd Ave N, Naples, FL 34102
362 2nd Ave N, Naples, FL 34102A welcoming Olde Naples retreat awaits at Neapolitan Sky! The stately Key West style home sits amidst lush landscaping on one of the prettiest tree-lined avenues in town, just a third of a mile from beach access. Approach the home from the circular driveway and enter across the the covered front porch. The main floor has an open white marble kitchen, dining area, living room, home office with
Stacey Cotter John R Wood Properties
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$18,000 per month
- 3 Beds
- 3 Baths
- 1,638 Sq Ft
- Condo for Rent
850 Central Ave Unit 207, Naples, FL 34102
850 Central Ave Unit 207, Naples, FL 34102Experience Coastal Elegance in Downtown Naples! Welcome to Eight Fifty Central, a stunning corner unit condominium in a prime walkable downtown location. This beautifully furnished, single-level home offers a blend of contemporary style and luxurious comfort. The spacious layout features three bedrooms with a king-size bed in the master suite, a queen bed in the guest bedroom, and a versatile
Monica Simon William Raveis Real Estate
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$14,000 per month
- 2 Beds
- 2 Baths
- 1,150 Sq Ft
- Condo for Rent
365 5th Ave S Unit 307, Naples, FL 34102
365 5th Ave S Unit 307, Naples, FL 34102Newly available for the 2025–2026 season! This exceptional two bedroom two bathroom penthouse is one of only seven exclusive residences, located at 365 Fifth Avenue South. A wonderful location to enjoy urban living in downtown Naples. Offering PGT impact-rated windows, porcelain tile flooring, custom closet systems, and Porcelanosa, vanities and trim, this condominium is one of style and
Marjorie Workinger Royal Shell Real Estate, Inc.
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$6,500 per month
- 1 Bed
- 1 Bath
- 600 Sq Ft
- Condo for Rent
480 5th St S Unit 102, Naples, FL 34102
480 5th St S Unit 102, Naples, FL 34102One-half block off 5th Avenue South in Downtown Naples FL! 4 blocks to the beach! This is the one-bedroom condo that puts you right in the heart of Naples. Completely renovated and well-designed with all the comforts of home. So elegant, so sophisticated, so comfortable. Huge sectional sofa, 2 flat-screen TVs, plantation shutters, beautiful quartz and marble countertops, stainless steel
Terese DeLuca Berkshire Hathaway FL Realty
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$17,500 per month
- 2 Beds
- 2 Baths
- 1,357 Sq Ft
- Condo for Rent
850 Central Ave Unit 203, Naples, FL 34102
850 Central Ave Unit 203, Naples, FL 34102Beautifully appointed 2-bedroom, 2-bathroom condo in the vibrant heart of Naples, FL. This modern and elegant unit offers a perfect blend of comfort, style, and convenience. Sleek kitchen features high-end stainless appliances and oversized island with counter seating. The well-designed floorplan maximizes space and natural light with a comfortable main living area boasting large flat screen TV
Lauren Wells Premier Sotheby's Int'l Realty
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$43,500 per month
- 4 Beds
- 4 Baths
- 2,700 Sq Ft
- House for Rent
369 2nd Ave N, Naples, FL 34102
369 2nd Ave N, Naples, FL 34102Listed rate is for High Season (November-April). Longer High Season leases have greater discounted rates. Annual Rate is $32,625 / month. Located just three blocks from the Gulf, this charming residence offers the perfect blend of elegance, comfort, and coastal living. Nestled on the property is a sun-drenched main residence featuring open-concept interiors with vaulted ceilings and a cozy
Bill Earls John R Wood Properties
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$2,600 per month
- 2 Beds
- 2 Baths
- 890 Sq Ft
- Condo for Rent
490 Broad Ave S Unit 490, Naples, FL 34102
490 Broad Ave S Unit 490, Naples, FL 34102ANNUAL RENTAL 2nd Floor 2 bedroom 2 bath. Turn key furnishedBeautiful updated kitchen with custom cabinetry, granite counters and stainless appliances. Island bar between kitchen and living room provides a great spot to enjoy with friends. Enclosed lanai overlooking landscaped area, large trees and Broad Ave South. King sized bed in Master and Guest Bedroom is set up as a den with pull-out
Carolyn Quistberg Premiere Plus Realty Company
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$10,000 per month
- 2 Beds
- 2.5 Baths
- 1,584 Sq Ft
- Condo for Rent
1080 6th St S, Naples, FL 34102
1080 6th St S, Naples, FL 34102AVAILABLE FOR AUGUST - DECEMBER....BOOKED FOR THE 2026 SEASON. This condo offers an amazing location and fabulous living in the heart of Old Naples! Spend your vacation on iconic 5th Avenue and 3rd Street for luxury shopping and five-star dining. Or the stunning, sandy beaches of the Gulf of Mexico are just minutes away. This 2 bedroom/2.5 bath condo is beautifully decorated and is fully equipped
Sarah Wayne Gulf Coast International Lux R
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$4,500 per month
- 1 Bed
- 1 Bath
- 689 Sq Ft
- Condo for Rent
72 7th St S Unit 208, Naples, FL 34102
72 7th St S Unit 208, Naples, FL 34102OWNERS ACCEPTING ALL SINGLE MONTH LEASE OFFERS. It's all about the location! This quaint, nicely appointed and furnished unit is located in a prime location for experiencing the Naples lifestyle. Walk to 5th Ave. for shopping and dining while the white sandy beaches of The Gulf of Mexico are only blocks away. This unit has been nicely updated with wood-like porcelain tile flooring and a
Joe Hoopfer Premier Sotheby's Int'l Realty
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$70,000 per month
- 4 Beds
- 4.5 Baths
- 3,000 Sq Ft
- House for Rent
675 2nd St S, Naples, FL 34102
675 2nd St S, Naples, FL 34102Beautiful and elegantly appointed, be the first to enjoy this 4 bedroom, 4.5 bath house in Olde Naples, just 2 blocks to the beach. The living room offers a neutral-toned l-shaped, linen couch, side chair, large TV, and fireplace. The Dining area has a rectangular table seating for 8, Walk-in Wine room; Wet Bar. The well- equipped Kitchen has all white cabinetry, white quartz counters and bar
Marjorie Workinger Royal Shell Real Estate, Inc.
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$16,150 per month
- 4 Beds
- 3 Baths
- 2,011 Sq Ft
- Condo for Rent
1136 6th St S Unit 5, Naples, FL 34102
1136 6th St S Unit 5, Naples, FL 34102***OLD NAPLES***FULLY FURNISHED RENTAL***WALK TO THE BEACH*** Old Naples perfectly situated on 6th St. Just minutes from the beautiful beaches, world-class restaurants, and shopping, don’t miss out now on this chance! Feel right at home in this beautifully decorated, air-conditioned, and furnished vacation home in the heart of Naples. Two parking spots available on-site. Screened-in Lanai area
Angela Muscato Premier Property Management
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$2,500 per month
- 1 Bed
- 1 Bath
- 500 Sq Ft
- Condo for Rent
209 8th Ave S Unit 209B, Naples, FL 34102
209 8th Ave S Unit 209B, Naples, FL 34102Live just steps from the beach in this bright and airy 1-bedroom, 1-bath end unit located in the heart of Old Naples. Surrounded by million-dollar homes and tropical landscaping, this corner condo is filled with natural light from three sides and offers peaceful garden views right from your porch. Inside, you’ll find an updated kitchen and bathroom, along with a brand-new A/C—no upgrades needed,
Kyle Kissane William Raveis Real Estate
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$14,000 per month
- 3 Beds
- 2.5 Baths
- 1,400 Sq Ft
- House for Rent
116 3rd St N, Naples, FL 34102
116 3rd St N, Naples, FL 34102A light, bright and casually inspired beach cottage in the heart of Olde Naples. Close to downtown, beaches and shopping. Primary bedroom features a queen bed, flat-screen TV and ensuite bathroom with marble countertop. 2nd guest room offers another queen bed. flat-screen TV & guest bath. A powder room and a third bedroom offers 1 twin bed and walks onto the large lanai. Home features a
Grace Meholick Premier Sotheby's Int'l Realty
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$17,500 per month
- 4 Beds
- 4 Baths
- 3,641 Sq Ft
- House for Rent
258 9th Ave S, Naples, FL 34102
258 9th Ave S, Naples, FL 34102A rare opportunity to enjoy the trifecta of perfect location with this Single Family Home in Old Naples that places you within walking distance to everything Naples is famous for: 5th Avenue S, 3rd Street S and it's white-sand beaches. This property features 4 bedrooms, 4 bathrooms, a large, open floor plan with over 3600 SQFT, and it's own private pool and spa. Entertain family and friends with
Ryan Gaumer William Raveis Real Estate
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$6,700 per month
- 3 Beds
- 2 Baths
- 1,032 Sq Ft
- Condo for Rent
766 Central Ave Unit 207, Naples, FL 34102
766 Central Ave Unit 207, Naples, FL 34102Location, location, location! This beautifully updated three-bedroom condo is just a few blocks from iconic Fifth Avenue South, home to Naples’ best dining, renowned art galleries, theater, and world-class shopping. Plus, it’s within walking distance to the beach, where you can enjoy unforgettable sunrises and sunsets. Experience the very best of Naples, Florida, right here.
Ody Noa Hamro & Associates LLC
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$18,000 per month
- 3 Beds
- 3.5 Baths
- 2,898 Sq Ft
- Condo for Rent
1130 3rd Ave S Unit 309, Naples, FL 34102
1130 3rd Ave S Unit 309, Naples, FL 34102AVALIABLE FROM 07/01/2025 FOR SHORT OR LONG TERM RENTAL. LUXURIOS CONDO IN QUATTRO AT NAPLES SQUARE! UNBEATABLE LOCATION !SHORT WALK WAY FROM 5TH AVE THE HEART OF NAPLES! WELCOME TO 1130 3RD AVE, A PRESTIGIOUS AND BRAND NEW UNIT BOASTING A SPACIOUS 3,200 SF. THIS STUNNING CONDO OFFERS THE PINNACLE OF LUXURY LIVING. STEP INSIDE TO DISCOVER THE OPEN AND AIRY LAYOUT, FEATURING 3 BEDROOMS PLUS A DEN,
Ewa Fila Downing Frye Realty Inc.
Showing Results 1 - 40, Page 1 of 5
Why Live in Old Naples
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.
Rentals in Old Naples
More About Living in Old Naples
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