$3,500 per month
540 4th Ave S Unit 13, Naples, FL 34102
540 4th Ave S Unit 13, Naples, FL 34102
$48,000 per month
687 9th Ave S, Naples, FL 34102
687 9th Ave S, Naples, FL 34102
$2,195 - $2,245 per month
Le Bijou
2 Beds
660 8th St N, Naples, FL 34102
$9,000 per month
1140 5th St S Unit A, Naples, FL 34102
Step 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
$1,695 - $2,395 per month
Villas Isabel
1-2 Beds
618-628 8th St N, Naples, FL 34102
$16,000 per month
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
$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
$6,500 per month
766 Central Ave Unit 312, Naples, FL 34102
Available 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
$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
$19,995 per month
339 4th Ave N, Naples, FL 34102
Rare 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
$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
$10,795 per month
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
$6,000 per month
1021 3rd St S Unit 102, Naples, FL 34102
Walk 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
$18,000 per month
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
$10,000 per month
1222 Gordon Dr Unit 3, Naples, FL 34102
This 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
$22,000 per month
740 5th Ave N, Naples, FL 34102
Soak 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
$49,500 per month
362 2nd Ave N, Naples, FL 34102
A 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
$18,000 per month
850 Central Ave Unit 207, Naples, FL 34102
Experience 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
$14,000 per month
365 5th Ave S Unit 307, Naples, FL 34102
Newly 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.
$6,500 per month
480 5th St S Unit 102, Naples, FL 34102
One-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
$17,500 per month
850 Central Ave Unit 203, Naples, FL 34102
Beautifully 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
$43,500 per month
369 2nd Ave N, Naples, FL 34102
Listed 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
$2,600 per month
490 Broad Ave S Unit 490, Naples, FL 34102
ANNUAL 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
$10,000 per month
1080 6th St S, Naples, FL 34102
AVAILABLE 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
$4,500 per month
72 7th St S Unit 208, Naples, FL 34102
OWNERS 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
$70,000 per month
675 2nd St S, Naples, FL 34102
Beautiful 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.
$16,150 per month
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
$2,500 per month
209 8th Ave S Unit 209B, Naples, FL 34102
Live 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
$14,000 per month
116 3rd St N, Naples, FL 34102
A 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
$17,500 per month
258 9th Ave S, Naples, FL 34102
A 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
$6,700 per month
766 Central Ave Unit 207, Naples, FL 34102
Location, 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
$18,000 per month
1130 3rd Ave S Unit 309, Naples, FL 34102
AVALIABLE 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.
$8,000 per month
250 7th Ave S Unit 207, Naples, FL 34102
Steps from the BEACH and to exquisite shopping and dining on FIFTH AVE and THIRD STREET. Exquisitely REMODELED condo is just 2 blocks from the white sand beach of the Gulf of Mexico; 2 blocks from glamorous 5th Avenue South with its exquisite shops and restaurants, and 4 blocks from the charm that adorns the 3rd Street Shopping District. Ideally located, chic and comfortable, this 2 bedroom, 2
Julie Baron Premier Sotheby's Int'l Realty
$54,995 per month
420 Palm Cir E, Naples, FL 34102
Beautifully renovated and professionally furnished Old Naples Home steps to the Beach! This meticulously renovated and outfitted luxury rental is situated on a private, oversized corner lot. Renovations and furnishings include wide plank flooring, full kitchen remodel, Restoration Hardware and Arhaus furniture, brand new plush pillow top mattresses with fine linens and bedding. This property is
Daniel Riess Compass Florida LLC
$2,400 per month
440 Broad Ave S Unit 440, Naples, FL 34102
ANNUAL LEASE NOW AVAILABLE ON THIS TWO BEDROOM TWO BATH CONDO JUST A SHORT WALK FROM THE BEACH! PROPERTY COMES FULLY FURNISHED AND IS WELL PRICED. THIS IS A WONDERFUL OLDE NAPLES LOCATION CONVENIENT TO ALL THE ACTIVITIES INCLUDING SOCIAL EVENTS, DINING, SHOPPING, BEACH, 5TH AVE, THIRD ST, TIN CITY, BAYFRONT, ETC... AVOID THE CRAZY TRAFFIC AND ENJOY A SHORT WALK TO MANY OPPORTUNITIES. ANNUAL CONDO
Gerald Mathusek Downing Frye Realty Inc.
$7,500 per month
341 3rd Ave S Unit 341, Naples, FL 34102
Guests will enjoy this Lovely, cheerful and colorful property only 2 blocks to 5th Ave. S. in Old Naples. Walk to the beach (3 blocks) and walk to all the restaurants, shops and galleries for which Old Naples is famous! All this is possible and still enjoy reasonable rent. The living room offers a sofa and loveseat, TV, and sliding glass doors leading to a large patio with cushioned furniture
Maria Metzger Royal Shell Real Estate, Inc.
$20,000 per month
850 Central Ave Unit 305, Naples, FL 34102
This beautiful 3 bed, 2 bath unit is filled with modern touches and bright natural light. A boutique condo in a 22-unit building, you’ll find all the privacy and serenity you crave while living just steps from the beach and downtown life. The amenities are unparalleled - you’ll love the courtyard pool, outdoor green space and lounge hammocks, and rooftop summer kitchen and fire pit! Inside the
Ashley Baird Coldwell Banker Realty
$47,250 per month
688 3rd St N, Naples, FL 34102
ANNUAL RATE IS $35,438 / month. Listed rate is for High Season (December through April). Longer leases have greater discounted rates. See rental rate sheet. Now available is the renowned featured cover home of Home & Design magazine’s 2015 Design Issue—an architecturally significant coastal retreat just three blocks from the beach. Masterfully designed with a sleek, transitional aesthetic, this
Bill Earls John R Wood Properties
$7,000 per month
250 7th Ave S Unit 305, Naples, FL 34102
Great location! Two blocks to Naples pristine beaches! Within walking distance of all the Olde Naples and Historic Olde Naples has to offer! World famous restaurants, boutiques and specialty shoppes! This two bedroom, two bath condo has everything you need to enjoy the ambience of Naples, Florida. Very pleasant courtyard for your enjoyment!
J Bazzell Waterfront Realty Group Inc
$15,000 per month
392 7th Ave S Unit 4, Naples, FL 34102
Welcome to your coastal sanctuary at Olde Westlake Villas! This fully remodeled 2-bedroom, 2-bathroom plus den residence on the first floor offers the perfect blend ofluxury and convenience, just 4 blocks from the beach.Step inside and immerse yourself in the tranquility of this meticulously upgraded space. The master bedroom features a sumptuous king-size bed and a lavish ensuite bathroom
Joe Hoopfer Premier Sotheby's Int'l Realty
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