Olde Naples Real Estate For Rent

Olde Naples contains (148) subdivisions

Loading...

Loading...

Loading...

Ultra Luxury
Ratings
Reviews (
)
Results 29 of 67
Olde Naples, 550 N 3rd Ave, Naples, Florida 34102, image 1
Furnished
$5,688
  • 2 Beds
  • 2 1/2 Baths
  • 1,950 SqFt
  • $2.92/SqFt
House for rent in Olde Naples
550 N 3rd Ave, 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 and boutique shopping await you. After days spent soaking up the sun at the beach, you can relax and unwind in your private screened lanai, perfect for hosting friends and family! There's room for your whole family thanks to the generous floorplan of two spacious bedrooms, plus a loft den area for overflow guests. New shower, new flooring going in in Master Bedroom. Light and Bright skylights, new landscaping and lighting -- perfect quiet peaceful unit in the highly desired area of Olde Naples! 5 blocks from Naples Beach. ***OWNERS OPEN TO SHORT TERM RENTALS OF 2-3 MONTHS MINIMUM*** ***SMALL DOGS ALLOWED AND CAT WITH APPROVAL AND DEPOSIT*** Dec - April: $11,000 Oct - Nov: $8,000 May- Sept: $5,500
Olde Naples, 258 S 9th Ave, Naples, Florida 34102, image 1
Negotiable
$17,500
  • 4 Beds
  • 4 Baths
  • 3,641 SqFt
  • $4.81/SqFt
House for rent in Olde Naples
258 S 9th Ave, 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 the property's generously sized great room, large kitchen, formal dining and breakfast areas, that all face your incredible screened-in outdoor area with your large pool and Jacuzzi overlooking the landscaped private yard. Long Term Rentals in this type of location don't present themselves often, take advantage today!
Olde Naples, 135 N 7th Ave, Naples, Florida 34102, image 1
Unfurnished
$10,000
  • 2 Beds
  • 2 Baths
  • 1,915 SqFt
  • $5.22/SqFt
House for rent in Olde Naples
135 N 7th Ave, Naples, FL 34102
ANNUAL RENTAL!! Charming Olde Naples Beach Home – Steps to the Sand! Live the Olde Naples lifestyle in this beautifully renovated Old Florida home, just steps from the beach! This pristine 2-bedroom + large den/family room, 2-bathroom home offers 2,050 square feet of comfortable living space on an oversized, private lot. Enjoy abundant natural light with large, sunny windows and French doors throughout. The home features a spacious living and dining area, a well-appointed family room with custom built-ins, and a bright Florida room that opens to a screened lanai—perfect for indoor-outdoor living. Tile floors run throughout the home, enhancing its classic coastal charm. The private backyard is a peaceful retreat, featuring mature landscaping, a covered screened lanai, and an outdoor patio—ideal for relaxing or entertaining. A two-car attached garage adds extra convenience. Located in prestigious Olde Naples, this unfurnished home is within walking distance to the beach and just minutes from world-class dining, shopping, and entertainment.
THINKING OF SELLING YOURPROPERTY IN Olde Naples?
We can help

Sell Faster

For Top Dollar

With The Best Terms

Mara Villa At Olde Naples, 888 S 10th St #101, Naples, Florida 34102, image 1
Furnished
$20,000 $1K
  • 3 Beds
  • 3 1/2 Baths
  • 3,163 SqFt
  • $6.32/SqFt
Villa for rent in Mara Villa At Olde Naples
888 S 10th St #101, Naples, FL 34102
Nestled between the iconic 5th Avenue South and the charming Third Street South, this exquisite 3 bedroom plus den, 4 bathroom villa is the ultimate winter retreat in Naples. Spanning nearly 4,500 square feet across four sun-drenched stories, the home features elegant furnishings, a neutral color palette, and refined finishes throughout. The inviting living room boasts a stylish sectional, rich wood flooring, and French doors that open onto a private balcony. Perfect for culinary enthusiasts, the chef’s kitchen is outfitted with premium Sub-Zero and Wolf appliances, custom cabinetry, a gas range, and a generous island with breakfast seating. Adjacent to the kitchen, the dining area showcases a chic table for six, complemented by a wet bar and dual wine refrigerators—ideal for entertaining. Take your private elevator to the luxurious primary suite, complete with a king-sized bed, a dedicated seating area with a large-screen TV, a spacious walk-in closet, and a private balcony. The primary bathroom features a walk-in shower and a custom-designed mirror for a spa-like experience. Guests will feel right at home in the two ensuite bedrooms—one with a king bed and the other with a queen. A comfortable family room offers additional space to relax, with access to a secluded brick-paver patio framed by lush, tropical landscaping. Additional conveniences include a large, attached two-car garage with ample storage. Just outside your front door, you'll find upscale dining, boutique shopping, and the pristine white sands of Naples’ beaches. Live exceptionally in Old Naples.
Olde Naples, 194 N 4th Ave, Naples, Florida 34102, image 1
Turnkey
$33,600
  • 5 Beds
  • 4 1/2 Baths
  • 5,132 SqFt
  • $6.55/SqFt
House for rent in Olde Naples
194 N 4th Ave, Naples, FL 34102
The annual rate is $36,000.00 / month. The advertised rate is for high-season (Nov.-April); longer terms have greater discounted rates. Situated only four houses from Naples’ sugar sand beaches on an oversized lot offering the utmost this home represents the quintessential tropical retreat! The residence features Old-Florida architecture, a metal roof, Hardi Plank siding, a front porch, wood floors, and vaulted Cypress beamed ceilings. The seamlessly-flowing floor plan hosts multiple sun-drenched living spaces, a butler’s pantry and bar off the formal dining room, four spacious bedrooms plus a study on the main level, as well as three full and one half bathrooms. Located on the second level, a spacious guest suite encompasses a wet bar, full bath, and covered balcony, making it ideal for long-term guests or live-in help. The residence also entails a three car garage with private, paved alley access. The residences ninety-degree sliders opens the family room and kitchen area to a backyard oasis surrounded by lush tropical environs. A well-equipped outdoor kitchen, a natural-stone look pool and spa, as well as plenty of space for sunbathing, make this area the ideal space for entertaining and providing the ultimate Florida lifestyle. When the need for adventure ensues, the highly-anticipated Naples Beach Club / Four Seasons is just seconds away, while the chic boutiques and world class dining of Fifth Avenue South / Third Street South within a few blocks.
Olde Naples, 223 S 11th Ave, Naples, Florida 34102, image 1
Furnished, Turnkey
$18,000
  • 4 Beds
  • 4 Baths
  • 2,691 SqFt
  • $6.69/SqFt
House for rent in Olde Naples
223 S 11th Ave, Naples, FL 34102
Olde Naples Oasis is a short walk to the beautiful Gulf of Mexico! Nestled in a non-gated coastal neighborhood, this 2-story home with a Key West ambiance is the ideal place to relax & unwind enjoying the Florida sun. Situated right next to Naples 5th Ave AND 3rd Street South where you can find world-famous shopping & dining, plus a 2-block walk or bike ride to the gorgeous beach that lines the Gulf of Mexico. This home offers a comfortable layout with formal living room, family room, kitchen w/ long bar area, and formal dining area. On the first floor there is a guest room, guest full bath, and guest suit. The primary suite & a second guest suite can be found on the 2nd floor. There is a private front patio that is surrounded by Old Florida landscaping, rear porch with sitting area & grill station, outdoor shower, open yard to play in, and parking is available in the front of the home as well as in the rear. Very convenient location- short distance from the airport, easy drive to Marco Island and to championship golf courses, plus you will be only a short drive to local attractions like the Naples Zoo, boating tours, & more!
Golf Drive Estates At Olde Naples, 650 S Golf Dr, Naples, Florida 34102, image 1
Furnished, Turnkey
$17,000
  • 3 Beds
  • 3 Baths
  • 2,318 SqFt
  • $7.33/SqFt
House for rent in Golf Drive Estates At Olde Naples
650 S Golf Dr, Naples, FL 34102
NOW AVAILABLE FOR JANUARY 2026! THIS HOME IS IN SUCH A GREAT LOCATION AND IS A VERY SHORT WALK TO THE NEW FOUR SEASONS RESORT (FORMERLY THE NAPLES BEACH CLUB) WHICH IS SCHEDULED TO OPEN IN OCTOBER 2025. PRIVATE POOL, LARGE YARD, PLENTY OF PARKING, AND JUST A FEW BLOCKS FROM THE BEAUTIFUL WHITE SAND NAPLES BEACHES. THIS HOME OFFERS THE FEELING OF OLD NAPLES LIVING AND PUTS YOU IN CLOSE PROXIMITY TO DOWNTOWN, 5TH AVENUE, TIN CITY, BAYFRONT, BOATING, 3RD ST S, AND SO SO MUCH MORE. FULLY FURNISHED SO READY FOR YOU TO MOVE IN WITH YOUR TOOTHBRUSH!
Olde Naples, 221 N 2nd Ave, Naples, Florida 34102, image 1
Turnkey
$42,000
  • 5 Beds
  • 6 1/2 Baths
  • 5,641 SqFt
  • $7.45/SqFt
House for rent in Olde Naples
221 N 2nd Ave, Naples, FL 34102
Annual rate is $40,500 per month. Listed rate is for High Season (Nov. through April). Longer High Season leases have greater discounted rates. See attached rate sheet. Located only two blocks to the beach and featuring lush, mature tropical foliage, this classic Bermuda styled home offers absolutely stunning interiors. The sprawling residence hosts five bedrooms, a study, as well as a flex space located off of the master - allowing plenty of space for large families and guests. Enhancements that truly make this an ideal home-away-from-home include generously sized interior living spaces, lofty ceilings, travertine floors, exquisite molding detail, French doors, numerous windows that allow the sunshine to pour right in, plantation shutters, a gourmet styled kitchen with gas range, fireplace, gallery hallways, and extensive build-in cabinetry throughout. The exterior living environs entail a massive pool, spa, and verdant green lawns - all the while conveniently close to the all the chic galleries, boutiques, and bistros that Downtown Naples has to offer.
Olde Naples, 756 S 8th Ave, Naples, Florida 34102, image 1
Furnished
$22,000
  • 3 Beds
  • 3 Baths
  • 2,909 SqFt
  • $7.56/SqFt
House for rent in Olde Naples
756 S 8th Ave, Naples, FL 34102
Welcome to The Cambier Cottage, a charming vacation home nestled in the heart of Olde Naples, Florida. This delightful retreat seamlessly combines comfort, convenience, and artistic flair. Expertly handcrafted by a talented local Naples artist, every corner of this three-bedroom, three-bathroom haven exudes a unique and captivating ambiance. From the stunning artwork adorning the walls to the carefully curated decor pieces, artistic touches are woven seamlessly throughout the space. Perfectly situated just steps away from Cambier Park, The Cambier Cottage offers easy access to public tennis courts for sports enthusiasts and nature lovers seeking an active escape. Additionally, a short stroll leads to the upscale dining and shopping options of Fifth Avenue, where guests can immerse themselves in the vibrant atmosphere of Olde Naples. Upon entering The Cambier Cottage, you will be greeted by a serene ambiance and enchanting lush landscaping that envelops the property. The beautifully landscaped outdoor area provides an idyllic setting for relaxation and enjoyment. Whether you're savoring your morning coffee or indulging in a delightful breakfast, the meticulously maintained gardens offer a picturesque backdrop, inviting you to unwind and embrace the natural beauty that surrounds you. Experience the perfect blend of comfort, artistry, and convenience at The Cambier Cottage—a true haven in Olde Naples.
Olde Naples, 320 S Gulf Shore Blvd, Naples, Florida 34102, image 1
Furnished
$18,000
  • 4 Beds
  • 3 Baths
  • 2,293 SqFt
  • $7.85/SqFt
House for rent in Olde Naples
320 S Gulf Shore Blvd, 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 area for entertaining guests, and everyone can walk to 5th Avenue, 3rd Street, Cambier Park for dinner, art shows, and the Farmer's Market. This beautiful villa is bright and clean with brand new tile throughout the living area. Enjoy the Naples lifestyle at one of the most exclusive addresses in town. Your well-behaved pets are welcome with approval!
Broadview Villas At Olde Naples, 1136 S 6th St #5, Naples, Florida 34102, image 1
Furnished
$16,150
  • 4 Beds
  • 3 Baths
  • 2,011 SqFt
  • $8.03/SqFt
Villa for rent in Broadview Villas At Olde Naples
1136 S 6th St #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 offers the perfect spot for late-night wine & cocktails. Private pool to enjoy while soaking up the warm Naples sunshine. Small pets allowed! Jan - Mar $16,150 Apr - Sep $11,300 Oct - Nov $11,190 Dec $12,350
Olde Naples, 255 N 2nd Ave, Naples, Florida 34102, image 1
Turnkey
$35,000
  • 6 Beds
  • 6 1/2 Baths
  • 4,351 SqFt
  • $8.04/SqFt
House for rent in Olde Naples
255 N 2nd Ave, Naples, FL 34102
Discover the ultimate family beach retreat, located just seven doors from the pristine white sands of Old Naples! Perfectly designed for multi-generational gatherings or groups of friends, this unique property features two beautifully updated homes—the main house and a guest house—each offering modern comforts with a touch of historic charm. Recently renovated, both homes are connected by a screened-in pool lanai, creating an inviting space for family fun and relaxation. With separate entrances, a circular front drive, and a rear alley drive, this property provides the perfect balance of privacy, flexibility, and comfort. Surrounded by mature trees and lush landscaping, the serene setting is enhanced by soft lighting that complements the tranquil neighborhood. Enjoy being steps from the beach and a short walk from the vibrant dining and shopping of 5th Avenue South. Additionally, world-class golf, tennis, museums, theaters, and the Naples Botanical Gardens are all just minutes away. Whether you’re working remotely or enjoying leisure time, this home has it all. The guest house includes a dedicated office space, and the property is stocked with six bicycles, beach chairs, umbrellas, and towels—everything you need for an unforgettable stay. This is your chance to experience luxurious and convenient living in the heart of Old Naples.
Olde Naples, 431 N 1st Ave, Naples, Florida 34102, image 1
Turnkey
$29,750
  • 4 Beds
  • 4 Baths
  • 3,702 SqFt
  • $8.04/SqFt
House for rent in Olde Naples
431 N 1st Ave, Naples, FL 34102
Annual Rate is $31,875 per month. Listed rate is for High Season (Nov.-April). Longer High Season leases have greater discounted rates. Ideally situated on a quiet, mahogany lined street in the heart of Downtown Olde Naples sits this custom 4-bedroom home with a very accommodating floorplan. Freshly updated and decorated. Features include including wood floors throughout, hurricane impact doors/windows, 12' tray ceilings heated pool, large 2 car garage, large loft/media room on 2nd floor, new paint throughout, circle driveway, easy back-alley access, & a spacious office. Located only 4 blocks from Naples beach and conveniently close to the famous 5th Ave and 3rd Street shopping and dining. Come live the Olde Naples lifestyle!
Olde Naples, 739 N 7th Ave, Naples, Florida 34102, image 1
Turnkey
$20,000
  • 3 Beds
  • 3 Baths
  • 2,253 SqFt
  • $8.88/SqFt
House for rent in Olde Naples
739 N 7th Ave, Naples, FL 34102
This gorgeously remodeled house is the ideal fusion of your modern coastal home and your Olde Naples beach cottage. Everything you need in a Naples vacation rental is present in this three-bedroom home with a den and three bathrooms. All rooms include hardwood and tile flooring, and the kitchen has been entirely rebuilt with new cabinets, countertops, stainless steel appliances, and a wine cooler. The bathrooms have also been updated, and there is new furniture and décor throughout. Take use of your personal pool and spa, or stroll down the street to the Gulf of Mexico. It is centrally located between some of the best dining and shopping at the Waterside Shops and Downtown Naples.
Spellbinder Villas At Olde Naples, 1080 S 5th St #1080, Naples, Florida 34102, image 1
Furnished, Turnkey
$21,500
  • 3 Beds
  • 3 Baths
  • 2,310 SqFt
  • $9.31/SqFt
Villa for rent in Spellbinder Villas At Olde Naples
1080 S 5th St #1080, Naples, FL 34102
Fabulous multistory attached villa located right in the heart of Olde Naples! So close to everything this highly desirable neighborhood has to offer. Four stories of luxurious, yet comfortable, accommodations offer the best of Florida living. Numerous luxury appointments include all solid surface flooring throughout, soaring ceilings, granite kitchen countertops, stainless steel appliances plus much more. Separate living room/dining room combo and casual family room plus a top floor den/office equipped with a desk station. Sofa and reclining chair in the formal living room. The family room offers a sofa, reclining chair and TV. The wood dining room table seats six plus there are three stools at the breakfast bar. A covered screened lanai located just off the kitchen and family room area leads directly to the private courtyard boasting its own heated splash soaking pool. Every creature comfort has been provided to make a tenant's stay more convenient and enjoyable. Conveniently located just five blocks to the beach and six blocks to 5th Avenue South shopping & dining district and three blocks to chic 3rd Street South offering fine shopping, dining and entertainment.
Olde Westlake Villas At Olde Naples, 392 S 7th Ave #4, Naples, Florida 34102, image 1
Furnished
$15,000
  • 2 Beds
  • 2 Baths
  • 1,600 SqFt
  • $9.38/SqFt
Villa for rent in Olde Westlake Villas At Olde Naples
392 S 7th Ave #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 of luxury 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 boasting dual sinks and a spacious shower, providing a serene retreat after a day at the beach. Your guests will feel right at home in the comfortable guest bedroom with twin beds, accompanied by a convenient guest bathroom featuring a shower/tub combination. Throughout the home, elegant wood tile 36 x 36 designer tiles create a seamless flow, enhancing the coastal ambiance. The gourmet kitchen is a chef's dream, complete with an oversized island, Viking appliances, a built-in refrigerator, stainless barn sink, and custom island lights, perfect for preparing and enjoying delicious meals with loved ones. Need to catch up on work or accommodate extra guests? The property includes a den with a desk and sleeper sofa, providing flexibility and comfort for your lifestyle. A dedicated laundry room with stacked washer and dryer adds convenience to your daily routine. Outside, bask in the sunshine by the community pool or host a barbecue at the community grill, creating lasting memories with neighbors and friends. With its prime location just steps from the beach, this Olde Westlake Villas residence offers the ultimate coastal lifestyle. Don't miss out on this opportunity to live in luxury near the sea – schedule your viewing today!
Olde Naples, 339 N 4th Ave, Naples, Florida 34102, image 1
Turnkey
$19,995
  • 4 Beds
  • 3 Baths
  • 2,122 SqFt
  • $9.42/SqFt
House for rent in Olde Naples
339 N 4th Ave, 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.
Olde Naples, 329 N 2nd Ave, Naples, Florida 34102, image 1
Furnished
$55,600
  • 6 Beds
  • 7 1/2 Baths
  • 5,900 SqFt
  • $9.42/SqFt
House for rent in Olde Naples
329 N 2nd Ave, Naples, FL 34102
This home is truly what living in Olde Naples is all about! A spacious home great for entertaining, enjoy the outdoors on the verandah or out by the pool, walk to the beach, and easily enjoy Fifth Ave and Third street shopping, dining and entertainment! Open & bright, loaded w/upgrades! Absolutely ideal location in the heart of Olde Naples just 5 doors to the beach Luxurious ground floor master suite has a sitting area, two walk-in closets, separate vanities, soaking tub, king-sized shower! Also, there's a ground floor guest suiteAlley access to rear entry 3+ car garage Coffered volume and cathedral ceilings, granite, marble and onyx countertops, fireplaces, split bedrooms for privacy, chef's kitchen, both drip and keurig coffee machines, large impact picture windows with tropical landscape views, plantation shutters on most windows. Manicured grounds, brick paved circular drive. Open floor plan offers multiple areas for entertaining. Tropical lagoon pool and spa beckon guests outdoors to enjoy the patio and summer kitchen amidst the lush environs. 4 Kings, 4 twins, (2 down and 2 up)
Raintree Club At Olde Naples, 380 S 4th Ave #380, Naples, Florida 34102, image 1
Furnished
$10,000
  • 2 Beds
  • 2 Baths
  • 1,000 SqFt
  • $10/SqFt
Condo for rent in Raintree Club At Olde Naples
380 S 4th Ave #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, presenting a harmonious blend of style and functionality. Enjoy the convenience of an in-unit washer and dryer, and the luxury of a private outdoor space for serene relaxation. Parking is included, ensuring effortless access to your new home. This pet-free sanctuary awaits those who appreciate life’s finer touches. Experience a blend of elegance and convenience in this magnificent residence.
Olde Naples, 195 N 2nd Ave, Naples, Florida 34102, image 1
Turnkey
$45,000
  • 5 Beds
  • 5 1/2 Baths
  • 4,434 SqFt
  • $10.15/SqFt
House for rent in Olde Naples
195 N 2nd Ave, Naples, FL 34102
Annual Rate is $33,750 per month. Listed Rate is for high-season (Nov.-April). Longer high-season leases have greater discounted rates. The epitome of whimsical beach town living! Nestled only two blocks to the sugar sand coastline on a lush-tree lined street is this charmingly renovated two-story residence. Hosting five bedrooms + den, five full and one half bathrooms, and a number of other desirable features are found throughout including a great-room style floor plan, bamboo flooring, sky-high tongue and groove ceilings, Chicago brick details. A sprawling patio and pool-area is perfect for backyard BBQs or post-beach dips. This charming residence is also located a mere stone's throw to the renowned galleries, shoppes, restaurants, and entertainment found on Fifth Avenue South and Third Street South.
Tre Ville At Olde Naples, 425 S 5th St #A, Naples, Florida 34102, image 1
Furnished
$33,000 $2K
  • 3 Beds
  • 4 1/2 Baths
  • 3,213 SqFt
  • $10.27/SqFt
Villa for rent in Tre Ville At Olde Naples
425 S 5th St #A, Naples, FL 34102
Location, location, location! This stunning, 3 level, 3 bedroom villa is located less than 1 block from Fifth Avenue in beautiful downtown Naples, featuring a private pool/spa and outdoor kitchen with wet bar & fridge. As you enter the 1st level you are greeted by a spacious foyer leading to a comfortable den with a Murphy bed, large screen TV and private outdoor patio. Also on the lower level is the first of 4 full bathrooms with a walk-in shower. Take your private elevator to the main level where you will find a cozy family room with fireplace, open gourmet kitchen with high-end cabinetry, ample storage, breakfast island and top of the line appliances. The adjacent dining area features a large glass table and an all-glass, walk-in wine cooler. The 3rd floor boasts the primary bedroom with a king-sized bed, private balcony and a bright bath with a walk-in shower and soaking tub. A 2nd bedroom also has a king-sized bed, and a tub and shower combo in the bath. Bask in the tropical breezes through the multitude of balconies and enjoy the city lights and ease of downtown living, all just a few blocks from the sandy beaches of the Gulf of Mexico.
Spellbinder Villas At Olde Naples, 1165 S 4th St #2, Naples, Florida 34102, image 1
Furnished
$22,000
  • 3 Beds
  • 3 1/2 Baths
  • 2,100 SqFt
  • $10.48/SqFt
Villa for rent in Spellbinder Villas At Olde Naples
1165 S 4th St #2, Naples, FL 34102
OPEN FOR 2026 Season!! Book EARLY!! OPEN FOR Summer and Fall too! This completely updated 3 bedroom/3+ bath residence offers everything one thinks of in Olde Naples: Central location, Walk to the pristine beaches, Naples' fishing pier, restaurants/shopping. This 2-story Villa sleeps six; it is spacious, well furnished, well equipped, and offers one a very comfortable place to stay in Olde Naples. Enjoy entertaining and relaxing on the Lanai, with a private heated pool, dining, lounge chairs, and gas BBQ grill. The Kitchen has rich wood cabinetry, granite counter-tops and island, stainless appliances, including gas stove/oven, dishwasher, microwave and refrigerator/freezer, coffee maker (Kureig), toaster, blender, mixer, high quality dishes, etc. There is a 1-car garage with garage door opener, and key pad. Beach towels, chairs, umbrella, hairdryers, make up mirrors, bikes, all provided. You need to only bring your clothes and personal toiletries. Enjoy walking to the Third Street shops, restaurants, and galleries, or just short bike ride to the 5th Ave. shops, restaurants, and galleries.
Olde Naples, 361 N 1st Ave, Naples, Florida 34102, image 1
Furnished, Turnkey
$16,000
  • 3 Beds
  • 3 Baths
  • 1,500 SqFt
  • $10.67/SqFt
House for rent in Olde Naples
361 N 1st Ave, Naples, FL 34102
This charming cottage offers 3 bedroomss,3 bath and is nestled in Olde Naples, on a quiet street, lined with beautiful trees, just 3.5 blocks to Naples' pristine, white sandy beaches, and magnificent sunsets. The living room is decorated in cream couch/loveseat with blue trim, and chair. The family room is decorated with bright cheerful colors of yellow, orange, etc. for the couches, floral chairs, armoire with t. v., VCR, wireless internet. The master suite offers a Kingsize bed, white dresser, private bath, and sliding doors leading to the pool and private garden area. The second bedroom has a Queen-size bed, dresser, sitting area, light furnishings, and private bath. The third bedroom has two Twin beds, dresser, set in light furniture, with private 3rd bath. This home is reminiscent of the true beach home, yet updated in decor. Just a short distance from Fifth Avenue shops, restaurants, and galleries. Enjoy tennis at the Cambier Park tennis facility downtown on 8th Ave. 2 Beach Cruiser Bikes are available to guests, (at your own risk).
Olde Naples, 740 N 5th Ave, Naples, Florida 34102, image 1
Furnished, Turnkey
$22,000
  • 3 Beds
  • 3 Baths
  • 2,051 SqFt
  • $10.73/SqFt
House for rent in Olde Naples
740 N 5th Ave, 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 the corner from the pool lanai is a fenced-in dog run area that spans the entire side of the home. In the rear of the property there is also a 1 car garage in addition to the ample parking provided by the circular drive at the front of the home. The inside of this amazing vacation home features a sprawling living & family room layout, large U-shaped kitchen, dining area, 3 bedrooms, and 3 full baths. Coffee aficionado's prepare your favorite drink at the coffee bar equipped to make cappuccino, espresso, lattes, coffee, etc. Naples is one of the most popular vacation destinations in Florida... known for its championship golf courses, wide beaches, & peaceful coastal setting.
Kensington Gardens At Olde Naples, 480 S 5th St #102, Naples, Florida 34102, image 1
Turnkey
$6,500
  • 1 Beds
  • 1 Baths
  • 600 SqFt
  • $10.83/SqFt
Condo for rent in Kensington Gardens At Olde Naples
480 S 5th St #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 appliances, king bed, stylish bathroom, and washer and dryer in the unit. Experience what Naples is truly about.
Olde Naples, 783 S 11th Ave, Naples, Florida 34102, image 1
Furnished
$40,000 $5K
  • 4 Beds
  • 4 1/2 Baths
  • 3,582 SqFt
  • $11.17/SqFt
House for rent in Olde Naples
783 S 11th Ave, Naples, FL 34102
This exquisite 4-bedroom, 5-bathroom coastal contemporary home is perfectly situated just blocks from Naples' pristine white sand beaches, as well as the vibrant Third Street and Fifth Avenue districts. Built in 2022, this two-story retreat spans 4,600 square feet, offering modern luxury and sophisticated design. The gourmet kitchen is a chef’s dream, featuring Wolf/Sub-Zero appliances, two refrigerators, a wine tower, and stunning Cristallo quartzite island. A Butler’s pantry, complete with a second dishwasher, enhances convenience, while a Sonos sound system sets the perfect ambiance for entertaining. The open-concept design seamlessly connects the kitchen, living, and dining areas, all bathed in natural light—creating an inviting space to relax and unwind. An air-conditioned lounge with a fireplace and folding doors blends indoor and outdoor living while overlooking the outdoor oasis. The spacious first-floor primary suite boasts a king-sized bed, rich wood floors, expansive windows, and a spa-like marble bathroom with a walk-in shower and generous closet space. Upstairs, a second primary suite offers its own private balcony, ensuring comfort and privacy. Two additional en-suite guest bedrooms—one with a soaking tub/shower combo and the other with a walk-in shower—both feature king-sized beds for ultimate relaxation. An upper-level air-conditioned lounge with a fireplace and folding doors blends indoor and outdoor living while overlooking the outdoor oasis. Outside, a 35-foot heated pool and spa, a tranquil water feature, and a dining area create a private retreat. The four-season room with wet bar is perfect for entertaining. Additional features include first and second-floor laundry rooms, a full-house generator, a 2-car air-conditioned garage, full array of beach and pool gear, security system and a spacious circular driveway. Experience Naples living at its finest—this exceptional home offers luxury, comfort, and an unbeatable location. Live exceptionally in Olde Naples!
Olde Naples, 150 N 1st Ave, Naples, Florida 34102, image 1
Turnkey
$24,000
  • 3 Beds
  • 2 Baths
  • 2,097 SqFt
  • $11.44/SqFt
House for rent in Olde Naples
150 N 1st Ave, Naples, FL 34102
The perfect beach cottage! This classic Olde Naples home has been completely renovated to offer comfort and coastal style in an ideal location along tree-lined 1st Ave N, just three houses from the beach. Walk out your front door to catch nightly sunsets or enjoy early morning beach walks to welcome another beautiful day in paradise. Inside the house, you will find three beautifully appointed bedrooms arranged in a split floor plan. At the center of the home is the open kitchen with sparkling quartz countertops, stainless appliances and a breakfast bar overlooking the living room. A large dining room offers plenty of space for entertaining and the screened lanai has another outdoor dining table, perfect for enjoying those balmy gulf breezes over coffee or dinner!
Olde Naples, 1155 S 6th St, Naples, Florida 34102, image 1
Furnished, Turnkey
$16,000
  • 3 Beds
  • 2 Baths
  • 1,384 SqFt
  • $11.56/SqFt
House for rent in Olde Naples
1155 S 6th St, Naples, FL 34102
Bella Bungalow is a classic Olde Naples ranch home, newly renovated and furnished to honor its mid century modern roots! Experience an authentic taste of Olde Naples in this excellent location just 6 blocks from the beach, 3 blocks from the beloved 3rd Street South shopping and dining district and 3-4 blocks from Crayton Cove and Naples City Dock on the bay. Fifteen minute walk to the luxurious 5th Ave shopping and boutiques! Three bedrooms sleep 6 comfortably and the open floor plan offers a den that can be enclosed with wooden doors as an additional private work or lounge space. Outside, enjoy a screened lanai in the back for meals as well as a tropical shell stone recreation area and open air patio at the front of the home. A gas BBQ grill is provided on the covered open lanai out back. Enjoy clean modern comfort in the true heart of Olde Naples at Bella Bungalow!
Olde Naples, 210 Central Ave, Naples, Florida 34102, image 1
Furnished
$55,600
  • 5 Beds
  • 6 Baths
  • 4,687 SqFt
  • $11.86/SqFt
House for rent in Olde Naples
210 Central Ave, Naples, FL 34102
Welcome to your own slice of paradise in Naples, Florida. Nestled in a prime location, just 5 blocks away from the vibrant 5th Avenue shops and restaurants, and a mere 2 blocks from the sun-kissed beach, this opulent 3-story estate is a dream come true. With 5 spacious bedrooms, this residence exudes elegance and sophistication. The convenience of a private elevator ensures accessibility to every level. As you enter, you'll be captivated by the grandeur of this property. A large pool, enveloped by lush greenery, invites you to take a refreshing dip. The expansive backyard provides a tranquil retreat where you can unwind amidst the tranquility of nature. A charming tiki hut adds an exotic touch, perfect for outdoor gatherings and relaxation. Every detail of this home is meticulously designed, ensuring that luxury is paramount. Here, you can savor the best of Naples, with its pristine beaches, high-end shopping, and delectable dining options all within easy reach. Whether you're looking for a serene escape or a lively, sun-soaked adventure, this is the ideal destination. Indulge in the allure of Naples, and make this luxurious estate your home away from home.
1 - 29 of 67 Results

Subdivision Amenities

Bike Storage
Common Laundry
Fitness Center
Internet Access
Pool
See Remarks
Shopping
Sidewalk
Spa/Hot Tub
Storage
Streetlight
Underground Utility
Barbecue
Beach Access
Bike Storage
None
Pool

Scores

Walk Score®

Somewhat Walkable. Some errands can be accomplished on foot.

69

100

Transit Score®

No data.

N/A

Bike Score®

Bikeable. Some bike infrastructure.

50

100

Sound Score®

Very loud.

72

100

Olde Naples Communities in Naples, FL

Entry-Level 91
Inactive Segment 91

Naples
Ultra Luxury Homes & Condos

Related Searches in Naples, FL

Logo

Broker reciprocity logoLocal Realty Service Provided By: Hyperlocal Advisor. Information deemed reliable but not guaranteed. Information is provided, in part, by Greater Miami MLS & Beaches MLS. This information being provided is for consumer's personal, non-commercial use and may not be used for any other purpose other than to identify prospective properties consumers may be interested in purchasing.

Copyright © 2025 Subdivisions.com • All Rights Reserved • Made with ❤ in Miami, Florida.
Map
Filters