Old Naples Condos for Rent

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  $4,500 per month

  • 1 Bed
  • 1 Bath
  • 650 Sq Ft
  • Condo for Rent

  421 12th Ave S Unit A-9, Naples, FL 34102

  2026!SEASON ! Book it now at lower rate !! very convenient to everything Walk or Roger bike at theALGONQUIN 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.

  Karen Wagenheim Downing Frye Realty Inc.

  421 12th Ave S Unit A-9, Naples, FL 34102
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  /25

  $8,500 per month

  • 2 Beds
  • 2 Baths
  • 1,058 Sq Ft
  • Condo for Rent

  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

  286 4th St S Unit 203, Naples, FL 34102
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  /31

  $9,000 per month

  • 2 Beds
  • 2 Baths
  • 1,568 Sq Ft
  • Condo for Rent

  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! DISCOUNTED RENT AVAILABLE FOR JANUARY 2026 and the 2026 OFF SEASON. 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

  Anthony Porter Sun Realty

  285 5th Ave S Unit 2B, Naples, FL 34102
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  /11

  $14,970 per month

  • 2 Beds
  • 2 Baths
  • 662 Sq Ft
  • Condo for Rent

  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

  1295 Gulf Shore Blvd S Unit 218, Naples, FL 34102
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  /26

  $8,000 per month

  • 2 Beds
  • 2 Baths
  • 1,256 Sq Ft
  • Condo for Rent

  1051 3rd St S Unit 301, Naples, FL 34102

  2026 Feb-April rented, Booking for seasonal Nov, Dec. Jan. at South Beach Club in olde Naples on 3rd St S . This charming apartment condo is on the third floor and an end unit featuring two bedrooms, den/ guest room/office. The kitchen was updated with new cupboards, Granite and stainless steel appliances. The two bathrooms were updated recently. Tile floors throughout for easy upkeep . The

  Karen Wagenheim Downing Frye Realty Inc.

  1051 3rd St S Unit 301, Naples, FL 34102
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  /50

  $16,000 per month

  • 3 Beds
  • 2.5 Baths
  • 1,758 Sq Ft
  • Condo for Rent

  453 8th Ave S Unit 106, Naples, FL 34102

  ****DOWNTOWN NAPLES***ANNUAL OR SEASONAL***BEAUTIFUL VILLAS NAPOLI****NOW AVAILABLE**Nestled in the heart of prestigious Old Naples, this exquisite Villas Napoli condominium offers over 1,700 square feet of refined living space, featuring three spacious bedrooms and 2.5 luxurious baths. Bathed in natural light, the residence boasts soaring high-volume ceilings, elegant French doors, and an

  Andrea Clark Premier Property Management

  453 8th Ave S Unit 106, Naples, FL 34102
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  /31

  $15,000 per month

  • 3 Beds
  • 3 Baths
  • 1,667 Sq Ft
  • Condo for Rent

  433 2nd St S Unit 202, Naples, FL 34102

  Welcome to Coconut Grove, an intimate community of luxury condominium residences. Enjoy the convenience of a perfect walk-to-everything location: one block from the renowned shops, galleries, and restaurants on Naples’ 5th Avenue South and only 2 blocks from the white-sand beaches of the Gulf of Mexico! Your second floor vacation home features volume ceilings in the great room, an open concept

  Kal Anderson Coldwell Banker Realty

  433 2nd St S Unit 202, Naples, FL 34102
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  /19

  $6,000 per month

  • 1 Bed
  • 1 Bath
  • 580 Sq Ft
  • Condo for Rent

  532 4th Ave S Unit 2, Naples, FL 34102

  Available for March 2025. Property is for sale. Great location. 30 second walk to 5th Ave's dining & shopping. Walking distance to beach. Completely furnished with everything you need to have a comfortable & enjoyable visit to Naples.

  Beverly Molitierno Sellstate on 5th

  532 4th Ave S Unit 2, Naples, FL 34102
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  /27

  $13,000 per month

  • 2 Beds
  • 2 Baths
  • 1,209 Sq Ft
  • Condo for Rent

  850 Central Ave Unit 311, Naples, FL 34102

  Available Seasonally ($13,000/M) and Annually ($6,000/M). Emphasizing the significance of location, this exquisite 2-bedroom, 2-full bathroom luxury condominium serves as an ideal winter retreat. Exuding contemporary vibes, this residence includes a gourmet kitchen with a spacious breakfast bar, a natural gas stove, Sub-zero appliances, a wine cooler, and quartz countertops. The primary suite,

  Sarah Wayne Gulf Coast International Lux R

  850 Central Ave Unit 311, Naples, FL 34102
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  /15

  $5,000 per month

  • 2 Beds
  • 1 Bath
  • 760 Sq Ft
  • Condo for Rent

  421 12th Ave S Unit 11, Naples, FL 34102

  Experience the perfect blend of lifestyle, location, and convenience at this hidden gem in the vibrant heart of downtown Naples at the intersection just a block away from the hub of 3rd St South Shopping District. Step into a well-designed space featuring an updated kitchen with granite countertops and diagonal tile flooring throughout, creating a seamless flow of natural light and providing

  Rob Mauceli Compass Florida LLC

  421 12th Ave S Unit 11, Naples, FL 34102
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  /37

  $30,000 per month

  • 4 Beds
  • 3.5 Baths
  • 2,700 Sq Ft
  • Condo for Rent

  476 1st Ave N, Naples, FL 34102

  Nestled in the heart of Olde Naples, this lovely, 4 bedroom, 3.5 bath residence offers comfort, privacy, and location. As you enter the house, you are greeted with a spacious and open floor- plan, offering a cheerful interior. The living room offers a comfortable, upholstered couch, 3 side chairs, fireplace, and beautiful artwork.The dining area offers a mahogany, rectangular table, with

  Marjorie Workinger Royal Shell Real Estate, Inc.

  476 1st Ave N, Naples, FL 34102
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  /23

  $9,000 per month

  • 2 Beds
  • 2 Baths
  • 902 Sq Ft
  • Condo for Rent

  101 8th St S, Naples, FL 34102

  Experience the best of Olde Naples in this beautifully appointed, turnkey 2-bedroom, 2-bathroom condo at SoCe Flats. Available for both weekly or monthly rentals, this residence offers a fully equipped kitchen, washer/dryer, and a private balcony off the great room, providing a perfect spot to unwind and enjoy the Naples lifestyle.Inside, you’ll find luxurious Clive Daniel Home

  Lauren Trethewey Realty One Group MVP

  101 8th St S, Naples, FL 34102
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  /17

  $13,500 per month

  • 2 Beds
  • 2 Baths
  • 1,522 Sq Ft
  • Condo for Rent

  820 3rd St S Unit 101, Naples, FL 34102

  WALKING DISTANCE TO BEACH, 5TH AVE AND 3RD ST S!!! This 2-bedroom + den, 2-bath ground-floor condo is perfectly located in the heart of Olde Naples, just 2.5 blocks from the stunning 8th Avenue beach. You’ll love the convenience of being just 3 blocks from 5th Avenue South and the 3rd Street South shopping and dining districts. With this prime location, you’re truly within walking distance of

  Monica Simon William Raveis Real Estate

  820 3rd St S Unit 101, Naples, FL 34102
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  /16

  $9,900 per month

  • 2 Beds
  • 2 Baths
  • 1,058 Sq Ft
  • Condo for Rent

  282 4th St S Unit 204, Naples, FL 34102

  DOWNTOWN NAPLES, CLOSE TO 5TH AVENUE - 3 MINUTES TO THE BEACHES Welcome to our Beautiful Beach Breeze Condo, which is located on a quiet street in downtown Naples. LOCATION, LOCATION, LOCATION! This vacation rental offers 1058 Square Feet of newly remodeled living space and the perfect location - Only two blocks away from Downtown 5th Avenue and four short blocks to the beach! Naples

  Maya Mihajlovic Realty One Group MVP

  282 4th St S Unit 204, Naples, FL 34102
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  /11

  $9,000 per month

  • 2 Beds
  • 2 Baths
  • 979 Sq Ft
  • Condo for Rent

  284 4th St S Unit 103, Naples, FL 34102

  The envy of location! Tucked into the heart of Olde Naples just two blocks from 5th Ave S and four blocks from the sugar white sand beach, Beach Breeze offers the opportunity to live in one of the most desirable residential neighborhoods in the USA. Unit 284 offers the convenience of a ground floor entry and has wonderful views out to tree-lined 4th St S from newer impact resistant windows.

  Stacey Cotter John R Wood Properties

  284 4th St S Unit 103, Naples, FL 34102
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  $24,000 per month

  • 2 Beds
  • 2.5 Baths
  • 1,704 Sq Ft
  • Condo for Rent

  201 8th St S Unit 209, Naples, FL 34102

  Indulge in the ultimate luxury and convenience at The Mark on 8th, a premier condominium community in the heart of Olde Naples. Just steps from world-class boutiques, charming cafes, acclaimed restaurants, and the pristine sandy beaches of the Gulf of Mexico, this prime location offers everything you need for an unforgettable Southwest Florida vacation. Unit 209 is thoughtfully designed to

  Stacey Cotter John R Wood Properties

  201 8th St S Unit 209, Naples, FL 34102
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  $30,000 per month

  • 2 Beds
  • 2.5 Baths
  • 1,704 Sq Ft
  • Condo for Rent

  201 8th St S Unit 311, Naples, FL 34102

  Indulge in the pinnacle of luxury and convenience at The Mark on 8th, a premier condominium development nestled in the heart of Olde Naples. Just a short walk from boutiques, quaint cafes, acclaimed restaurants, and the pristine beaches along the Gulf of Mexico, this exceptional location is ideal for a Southwest Florida getaway. Unit 311 is meticulously designed to accommodate larger groups. The

  Stacey Cotter John R Wood Properties

  201 8th St S Unit 311, Naples, FL 34102
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  /16

  $11,000 per month

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Condo for Rent

  271 Broad Ave S Unit 203, Naples, FL 34102

  Embrace the quintessential Old Naples lifestyle in this light-filled, end-unit condo—turnkey and available for immediate seasonal or annual lease. Perched on the top floor of a charming three-unit building, this residence boasts an unbeatable location just steps from 3rd Street South, where world-class dining, boutique shopping, and charming cafes line the palm-shaded streets. Only two blocks

  Steven Fenttiman Coldwell Banker Realty

  271 Broad Ave S Unit 203, Naples, FL 34102
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  /18

  $12,500 per month

  • 2 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Condo for Rent

  271 Broad Ave S Unit 202, Naples, FL 34102

  Experience the ultimate Naples lifestyle in this beautifully furnished 2-bedroom, 2-bath condo—turnkey and available for immediate short term lease. Ideally located on the top floor of a quaint, three-unit building in the heart of Old Naples, this residence is just steps from the iconic 3rd Street South, renowned for its world-class shopping and dining. Only two blocks away, the pristine white

  Steven Fenttiman Coldwell Banker Realty

  271 Broad Ave S Unit 202, Naples, FL 34102
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  $18,000 per month

  • 3 Beds
  • 3.5 Baths
  • 4,101 Sq Ft
  • Condo for Rent

  428 9th St S, Naples, FL 34102

  Experience the epitome of downtown Naples living in this exquisite Penthouse, where sophistication meets convenience. Just steps from the vibrant 5th Avenue and a short walk to the stunning beaches, this property offers the perfect blend of luxury and location, available for both seasonal and annual rental. Spanning an entire floor, this penthouse welcomes you with a 2,000-square-foot wrap-around

  Steven Fenttiman Coldwell Banker Realty

  428 9th St S, Naples, FL 34102
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  /25

  $6,300 per month

  • 2 Beds
  • 2 Baths
  • 855 Sq Ft
  • Condo for Rent

  766 Central Ave Unit 303, Naples, FL 34102

  This Gem awaits you in Olde Naples. Quaint 2 BDR quiet unit is everything you need for your stay. Super close to the beach, quick walk to Downtown 5th Ave., for all your shopping, dinning, Art and exciting entertainment Naples has to offer. Also just a few blocks to our awarded white sandy beaches, for unbelievable sunrises and sunsets. The prettiest sunsets are in Naples,

  Ody Noa Hamro & Associates LLC

  766 Central Ave Unit 303, Naples, FL 34102
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  /39

  $27,000 per month

  • 2 Beds
  • 2.5 Baths
  • 1,704 Sq Ft
  • Condo for Rent

  201 8th St S Unit 310, Naples, FL 34102

  Experience the ultimate in luxury and convenience at The Mark on 8th, the latest high-end condominium development located in Olde Naples. This property is extremely unique in the fact it allows weekly rentals (please inquire for rates)! Just steps away from world-class boutiques, charming cafes, renowned restaurants, and the pristine sandy beaches of the Gulf of Mexico, this prime location is

  Stacey Cotter John R Wood Properties

  201 8th St S Unit 310, Naples, FL 34102
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  $4,000 per month

  • 2 Beds
  • 1.5 Baths
  • 1,000 Sq Ft
  • Condo for Rent

  72 7th St S Unit 203, Naples, FL 34102

  In the heart of Olde Naples, Park Terrace Club -- Two bedroom condo with one full bath and a half bath. A second floor unit in an elevator building for $4,000 for January 2026 plus 11% tourist tax plus cleaning fee. Also an application fee to be paid by Renter. The open floor plan for the dining and living area extends to the enclosed lanai. Crown molding and laminate flooring in living and

  Karen Meola Downing Frye Realty Inc.

  72 7th St S Unit 203, Naples, FL 34102
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  /2

  $28,000 per month

  • 5 Beds
  • 5.5 Baths
  • 3,745 Sq Ft
  • Condo for Rent

  300 3rd Ave S Unit 3, Naples, FL 34102

  Luxury Coastal Living Steps from Fifth Avenue and the Beach Perfectly positioned in one of Naples’ most desirable locations, this beautifully appointed residence offers the ultimate blend of comfort, style, and convenience. Just three blocks from the white sands of the Gulf and two blocks from the vibrant energy of Fifth Avenue South, you’ll enjoy easy access to Naples’ finest dining, boutique

  Marie Vaughan Diversified Real Estate Group

  300 3rd Ave S Unit 3, Naples, FL 34102

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