$1,650 - $1,900 per month
Stillwater Cove
2 - 3 Beds
1400 5th Ave N, Naples, FL 34102
$1,650 - $1,900 per month
Stillwater Cove
2 - 3 Beds
1400 5th Ave N, Naples, FL 34102
$1,299 - $2,600 per month
Jade Palms
1 - 2 Beds
402 11th St N, Naples, FL 34102
$2,195 - $2,295 per month
Le Bijou
2 Beds
660 8th St N, Naples, FL 34102
$1,795 - $2,395 per month
Villas Isabel
1 - 2 Beds
618-628 8th St N, Naples, FL 34102
$5,000 per month
960 7th St S Unit 103, Naples, FL 34102
960 7th St S Unit 103, Naples, FL 34102$5,000 per month
540 4th Ave S Unit 13, Naples, FL 34102
540 4th Ave S Unit 13, Naples, FL 34102$5,800 per month
805 River Point Dr Unit C-307, Naples, FL 34102
805 River Point Dr Unit C-307, Naples, FL 34102$2,700 per month
805 River Point Dr Unit C-307, Naples, FL 34102
805 River Point Dr Unit C-307, Naples, FL 34102$35,000 per month
433 5th St S, Naples, FL 34102
Experience the ultimate Old Naples lifestyle in this luxurious private villa, perfectly located less than a block from the iconic 5th Ave South. This stunning three-story home offers 3 bedrooms, 4 full baths, a private pool, spa, and elevator for unparalleled comfort and convenience. On the first floor, you’ll find a bedroom with two full-size beds, a full bath, and a wet bar, all easily
Sarah Wayne Gulf Coast International Lux R
$8,900 per month
1910 Gulf Shore Blvd N Unit 112, Naples, FL 34102
Amazing Gulf Views! Beautifully renovated first floor corner unit in Ambassador Club off Gulf Shore Dr N! Close to 5th AVE. Beach access right across the street. The owners converted the screened in lanai into an atrium area where one can relax and enjoy the beautiful bay views. BONUS: the atrium has slider doors, and screen doors to let fresh air into the home! There is a king bed in the master
Tess Skocik REMAX Affinity Mercato
$9,000 per month
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
$5,000 per month
780 10th Ave S Unit 1, Naples, FL 34102
Located in the heart of Olde Naples sits this modern updated yet cozy first floor corner unit in a peaceful boutique building that is reminiscent of the Olde Naples we all love! With just 12 units in Twin Palms, it offers a quiet retreat after fun filled days at the white-sandy beaches. Enjoy the serenity of the peaceful community courtyard which is a favor of all who stay at Twin Palms. This
Teresa Koch Downing Frye Realty Inc.
$7,500 per month
1950 Gulf Shore Blvd N Unit 101, Naples, FL 34102
Spectacular large 2 bedroom 2 Bathroom with den/3rd Bedroom located at Palm Bay Villas! Just steps away from the Moorings Private Beach Club, tenant can join the beach club with paid fee. This newly remodeled coastal style seasonal rental is ready for the season, available Jan, Feb, Mar 2026 & 2027, unit has never been rented. Impeccably furnished and turn key ready! Buildings amenities consist
Rafael Leon Douglas Elliman Florida,LLC
$7,500 per month
1950 Gulf Shore Blvd N Unit 108, Naples, FL 34102
Spectacular large 2 bedroom 2 Bathroom with den/3rd Bedroom located at Palm Bay Villas! Just steps away from the Moorings Private Beach Club, tenant can join the beach club with paid fee. This newly remodeled coastal style seasonal rental is ready for the season, available Jan, Feb, Mar 2026 & 2027, unit has never been rented. Impeccably furnished and turn key ready! Buildings amenities consist
Rafael Leon Douglas Elliman Florida,LLC
$8,000 per month
960 7th St S Unit 101, Naples, FL 34102
Located in the heart of Olde Naples sits this modern yet cozy first floor corner unit in an idyllic boutique building that says Welcome to Paradise. Newly renovated this 1 bedroom 1 bath unit with open floor plan features all stainless Appliances, Gourmet Kitchen, Custom Cabinets & a Large Master Suite is in close proximity to Cambier Park, 5th Ave, Naples City Dock, Dining, Shopping and the
Mel Pierce Douglas Elliman Florida,LLC
$7,000 per month
473 12th Ave S Unit B11, Naples, FL 34102
Steps from 3rd Street South and just two blocks to Naples Beach & Pier, this bright 2-bed/2-bath offers an open-concept living space, modern kitchen, and resort-style Boniare Club amenities including a pool, bocce ball and shuffleboard courts. Inside, a bright open-concept great room welcomes you with stylish finishes and a relaxed atmosphere. The gourmet kitchen features a spacious center
Renee Easley Alfred Robbins Realty Group
$6,000 per month
2100 Gulf Shore Blvd N Unit 212, Naples, FL 34102
Live the Naples lifestyle just 100 steps from the Gulf of Mexico in this beautifully remodeled and fully furnished residence at Port au Villa. This spacious, turnkey unit offers modern coastal charm with recent updates including a new A/C and hot water heater—ready for you to move right in.Enjoy your morning coffee or unwind after a beach day at the heated community pool, or take advantage of
Sean Smuk Coldwell Banker Realty
$1,745 per month
1184 Cherrystone Ct, Naples, FL 34102
**ONE WHOLE MONTH OF FREE RENT. **ENJOY THE SWFL LIFESTYLE**ROYAL HARBOR**2 BED 2 BATH ANNUAL**GULF ACCESS** TWO WEEKS FREE RENT Bring your kayak and paddle board - the Gulf is right at your back door! This 2 bed 2 bath unit in Royal Harbor is light and bright with plenty of room on a quiet, peaceful street. Nearby is Naples Bay Resort, Cove Yacht Club, and downtown shopping. Go to the beach or
Erin Hale Premier Property Management
$28,500 per month
1016 7th St S, Naples, FL 34102
With over 250 sunny days a year, Naples, Florida is a top-tier destination on the Paradise Coast. Spend your days on soft, sandy beaches, world-class golf courses, or boating on the Gulf. This charming Old Naples townhouse provides easy access to the beach, tennis, pickleball, marinas, art galleries, upscale shopping and fine dining. The best part? No passport needed! Fly or drive—the road to
Cynthia Joannou Barefoot Beach Properties
$22,000 per month
572 11th Ave S Unit 2, Naples, FL 34102
Beautifully finished turnkey attached Villa in the heart of Olde Naples, offering 2,520 sq.ft. across three levels with private elevator access. Features a gourmet kitchen, attached garage, and private pool with inviting outdoor space. Available for seasonal rental. Conveniently located near the beach and just a short walk or bike ride to 5th Ave S dining, shopping, and entertainment ideal for
Tyler Dunham Gordon Pass Realty LLC
$30,000 per month
425 2nd Ave S Unit A1, Naples, FL 34102
Ideally situated just blocks from iconic Fifth Avenue South, this 4 bedroom, 3 bath end-unit villa offers the ultimate Naples winter retreat. Just inside your private gate is a secluded tropical courtyard where a sparkling pool, relaxing spa, and ample seating create the perfect space for entertaining or unwinding in style. The chef’s kitchen is thoughtfully appointed with Quartzite countertops,
Sarah Wayne Gulf Coast International Lux R
$5,000 per month
780 10th Ave S Unit 5, Naples, FL 34102
MARCH 2026 AVAILABLE! This quaint Naples get-away is nestled in the midst of all the activities that Olde Naples area has to offer. This first floor corner unit with community courtyard is located directly outside of this units door steps. Recently remodeled with freshly updated furnishings provides all of the comforts of home. Just a short stroll or bike ride or drive to the Naples Pier and the
Teresa Koch Downing Frye Realty Inc.
$3,000 per month
960 7th St S Unit 101, Naples, FL 34102
Located in the heart of Olde Naples sits this modern yet cozy first floor corner unit in an idyllic boutique building that says Welcome to Paradise. Newly renovated this 1 bedroom 1 bath unit with open floor plan features all stainless Appliances, Gourmet Kitchen, Custom Cabinets & a Large Master Suite is in close proximity to Cambier Park, 5th Ave, Naples City Dock, Dining, Shopping and the
Mel Pierce Douglas Elliman Florida,LLC
$10,000 per month
1977 Gulf Shore Blvd N Unit 504, Naples, FL 34102
Dreaming of spending your winter in a beachfront property? Gulf Towers is a boutique condo building with only 36 residences, and allows you to enjoy miles of white sandy beach. This building has just completed a major exterior and interior renovation as of 2022. Gulf Towers offers elevators, private beachside pool, and unobstructed views of the Gulf of Mexico. This 5th floor residence has 1300
Holly Gregor Royal Shell Real Estate, Inc.
$20,000 per month
991 8th St S Unit 1, Naples, FL 34102
Experience the ultimate in Florida luxury at this stunning 3-bedroom + loft 4-bathroom coastal contemporary condo, offering 2,524 sq. ft. of thoughtfully designed living space. This high-end unit has been fully remodeled to combine modern sophistication with timeless charm. Step inside to discover white shaker-style cabinetry, quartz countertops, new flooring, and updated fixtures throughout,
Jake Ponsler Naples Vacation Properties
$7,500 per month
1950 Gulf Shore Blvd N Unit 113, Naples, FL 34102
Spectacular large 2 bedroom 2 Bathroom with den/3rd Bedroom located at Palm Bay Villas! Just steps away from the Moorings Private Beach Club, tenant can join the club with paid fee. This newly remodeled coastal style seasonal rental is ready for this season, available Jan, Feb, Mar & April 2026 or 2027, unit has never been rented! Impeccably furnished and turn key ready! Buildings amenities
Rafael Leon Douglas Elliman Florida,LLC
$26,000 per month
270 5th Ave S Unit H-2, Naples, FL 34102
A 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
$12,000 per month
1851 Gulf Shore Blvd N Unit 15, Naples, FL 34102
Beautiful beachfront villa with unobstructed views of the sparkling Gulf of Mexico! Situated among the soon to be ultra luxury skyline that will soon be filled $15-$30 million dollar condos and the Four Seasons Resort. La Tour Rivage is an iconic boutique co-op with only 40 residences and offering an on site manager, meticulous landscaped grounds, beachfront sun deck, community room, Bbq, extra
Tony Blaskis William Raveis Real Estate
$21,500 per month
1080 5th St S, 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
Jeffrey Windland Royal Shell Real Estate, Inc.
$19,500 per month
1165 4th St S Unit 2, Naples, FL 34102
REDUCED $2,500/mo.! December, January and February for the 2026 Season!! Owner will give a larger reduction for December & January!! Book 2 months for a better deal!! 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
Marjorie Workinger Royal Shell Real Estate, Inc.
$33,000 per month
425 5th St S Unit A, Naples, FL 34102
BOOKED FOR THE 2026 SEASON. 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
Sarah Wayne Gulf Coast International Lux R
$30,000 per month
477 3rd Ave S Unit 2, Naples, FL 34102
30 Day Minimum. Available November and/or December 2025 at $20,000 per month. Available April 2026 at $28,000 per month. Newly Available! Escape to this stunning beach villa in the heart of Olde Naples—just 4 blocks from the Gulf and 2 blocks from the world-class dining, boutique shops, and art galleries of 5th Avenue South. The perfect winter retreat awaits you! The main level boasts a gourmet
Michael Dedio Naples Trust Real Estate Servi
$12,000 per month
175 5th Ave S Unit 104, Naples, FL 34102
WINTER IN BEAUTIFUL DOWNTOWN NAPLES!!! AVAILABLE WEEKLY OR MONTHLY NOW THROUGH February 9th, 2026, February 22nd through the 28th AND From March 7th Through April 30th,2026. Spend your vacation in the HEART OF NAPLES!!! Meticulously Maintained, this GROUND FLOOR Condo is beautifully COMPLETELY RENOVATED with 2 King Beds and its own washer and dryer. Fifth Avenue Beach Club offers a community pool
Louise Messina Phase III Real Estate Services
$48,000 per month
270 5th Ave S Unit H-2, Naples, FL 34102
A 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
$10,000 per month
1111 Central Ave Unit 417, Naples, FL 34102
Available for the 2026 season! February is rented. A prestigious resort style living in the heart of Naples. Beautiful luxury condo! Natural light fills the home, that is a Spacious 2 bed/2 bath condo which opens to 142 sqft balcony with city views. Beautifully decorated and turn-key furnished ready for immediate occupancy as an annual or seasonal lease. Eleven Eleven Central offer an infinity
Tess Skocik REMAX Affinity Mercato
$6,000 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
$3,950 per month
1100 8th Ave S Unit 203A, Naples, FL 34102
TURNKEY CONDO IN THE HEART OF OLDE NAPLES. THIS BEAUTIFUL UPDATED TWO BEDROOM, TWO BATH CONDOMINIUM IS TRULY A COASTAL RETREAT. BEAUTIFULLY FURNISHED, IMMEDIATE ACCESS TO THE VIBRANT SHOPPING AND DINING OF 3RD STREET AND 5TH AVE, AS WELL AS THE CHARMING AMBIANCE OF TIN CITY MAKING IT AN ATTRACTIVE RENTAL OPTION FOR YEAR ROUND. YOU WILL LOVE IT!
Katherine Daniels Realty One Group MVP
$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
$18,000 per month
888 10th St S Unit 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
Sarah Wayne Gulf Coast International Lux R
$25,000 per month
846 9th Ave S Unit 104, Naples, FL 34102
This impeccable villa is ideally situated in the heart of Olde Naples, just steps away from 5th Avenue South, Cambier Park, and Naples' pristine white sandy beach. Villas Ravello was designed to embrace abundant natural light throughout the entire home. The interior has been professionally curated with high-end decor and furnishings. In addition, the villa features a private courtyard complete
Samantha Ford John R Wood Properties
Showing Results 1 - 40, Page 1 of 2