Annual rental available! Furnished second-floor unit located in highly desirable Olde Naples. Enjoy a walkable lifestyle just minutes from 5th Avenue South, beaches, dining, shopping, and Cambier Park. Interior features include a dishwasher, microwave, and in-unit washer and dryer. All utilities included.Special rate from March to October $2500.

Annual rental available! Furnished second-floor unit located in highly desirable Olde Naples. Enjoy a walkable lifestyle just minutes from 5th Avenue South, beaches, dining, shopping, and Cambier Park. Interior features include a stove, refrigerator, dishwasher, microwave, and in-unit washer and dryer. All utilities included. Special Rate from March to October $2500.

AVAILABLE APRIL 15TH TO NOVEMBER 15TH 2026!!! 4 MONTH MINIMUM!!!! This pristine 2 bedroom, plus den, 2bath condo in Marina Manor in Olde Naples, is a beautiful seasonal rental in a resort style community. This condo has been completely renovated and is situated on the 2nd floor with gorgeous views of the water, this ideal seasonal rental is centrally located in Naples within minutes 5th Ave &

Jack Breyman

DomainRealty.com LLC

(239) 397-3265

Available for the 2027 season (90-day minimum per HOA). If your idea of the perfect winter in Naples Florida includes morning beach walks, sunset skies, and an easy “we don’t need a car for everything” lifestyle—this Gulf Shore Boulevard condo is exactly that. This 2-bedroom, 2-bath coastal retreat is a short walk to the sand, so beach time can be spontaneous—no planning required. Start the day

Chris Alley

Downing Frye Realty Inc.

(239) 522-2897

ANNUAL RENTAL RATE! Charming rental in the heart of Olde Naples, just minutes from 5th Ave South, 3rd St South, beaches, dining, and shopping. Bright living spaces with a comfortable layout. Located on a quiet street yet close to all downtown Naples has to offer. Ideal for enjoying the Naples lifestyle. UTILITIES INCLUDED!

If you want Naples Florida to feel like real life—not just a weekend getaway—this annual rental on Gulf Shore Boulevard makes it easy. It’s the kind of place where the beach becomes part of your routine, not something you schedule. This 2-bedroom, 2-bath condo is just a short walk to the sand, so morning shoreline strolls can happen on a whim. Start the day on your private balcony with coffee and

Chris Alley

Downing Frye Realty Inc.

(239) 456-0265

Seasonal Rate. Condo is currently available for 2026 season and is a 90 day minimum as per HOA. This condo offers a coastal living experience. Situated on GulfShore Boulevard, this 2 bedroom 2 bath condo is walking distance to pristine beaches and the vibrant Naples lifestyle. Enjoy panoramic viewsfrom your private balcony, perfect for morning coffee or walk across the street for evening sunsets.

Chris Alley

Downing Frye Realty Inc.

(239) 475-0916

Enjoy the Naples lifestyle from this beautifully furnished seasonal condo in the heart of Olde Naples. Featuring a bright open layout, elegant décor, and inviting living spaces, this residence offers both comfort and style. Just a short stroll to 5th Avenue South, charming cafés, boutique shops, and the beach—perfect for your winter retreat in paradise.

Available off season for $3,500/month, Jan and April 2026 @ $6,000/month. "Live Life Beautifully In Southwest Florida" in the Jewel on 4th. This stunning remodeled 2nd floor condo is centered in the heart of Olde Naples. Just 1 block to 5th Ave shops, dining, art & culture. The Jewel on 4th sleeps 4 comfortably with a Queen size pull-out sofa in living room. Home was renovated from top to bottom

Keri Huber

John R Wood Properties

(239) 946-1744

Annual Rental available at this fabulous condo! Nestled between the Bay and Gulf, this beautiful, newly renovated condo is the epitome of coastal luxury in the heart of Naples! This corner, turnkey unit is located on the 4th floor where you will be able to enjoy life in Park Shore. The prime location adds to the charm of Venetian Cove Club and offering a stroll to some of the best shops and fine

Jane Wood

John R Wood Properties

(239) 522-7388

Gorgeous Naples Bay Front Condo available for short- or long-term lease!Located on the beautiful Gordon River in Naples, FL, this stunning condo offers exceptional waterfront living with direct access to the best of Naples. Enjoy serene views, premium coastal living, and close proximity to top dining, shopping, and beaches. Perfect for seasonal stays or year-round enjoyment. Let the

Gorgeous Naples Bay Front Condo available for short- or long-term lease!Located on the beautiful Gordon River in Naples, FL, this stunning condo offers exceptional waterfront living with direct access to the best of Naples. Enjoy serene views, premium coastal living, and close proximity to top dining, shopping, and beaches. Perfect for seasonal stays or year-round enjoyment. Let the

TOES IN THE SAND! A ONE-OF-A-KIND BEACHFRONT CONDO IN THE HIGHLY DESIRABLE COQUINA SANDS NEIGHBORHOOD OF NAPLES FL AT THE SURFSIDE CLUB! Totally remodeled 3 bedroom, 2.5 bath 2nd floor unit with a fully equipped white kitchen with stainless steel appliances, in-residence laundry room with full size washer and dryer, luxury vinyl flooring, built-in cabinetry, large screen TV and a spectacular

Laurie Bellico

William Raveis Real Estate

(239) 276-6281

Location, location, location! The all new FOUR SEASONS with restaurants plus a marketplace has opened and is a great addition to this gulf shore neighborhood. The Del Mar is a dignified building on the corner of Banyan Blvd & Gulf Shore Blvd in Coquina Sands across from Lowdermilk Park, one of the best beaches and waterfront areas in Naples! This 4th-floor unit with SW exposure features

Laurie Bellico

William Raveis Real Estate

(239) 946-2568

AVAILABLE NOVEMBER 2025 THROUGH APRIL 2026!!! 3 MONTH MINIMUM!!! This pristine 2 bedroom, 2 bath condoat Naples Continental Club in the Moorings is a beautiful seasonal rental in a resort style community . Situated on the 6th floor with gorgeous views of the Gulf of Mexico, this ideal seasonal rental is centrally located in Naples with a short drive to 5 th Ave, Venetian Villiage and

Jack Breyman

DomainRealty.com LLC

(239) 427-8978

Turnkey 1-Bedroom Condo in Prestigious Bayfront – Available for Annual Rental Live in the heart of Naples at this fully furnished 1-bedroom, 1-bathroom luxury condo in the highly sought-after Bayfront community. Located on the 4th floor of a mid-rise building, this turnkey annual rental offers 852 square feet of elegant living space, designed for comfort, convenience, and sophisticated urban

Daniel Ilie

Premiere Plus Realty Company

(239) 422-9744

One will have no choice but to fall in love with Sunny Naples, FL after residing in this recently updated and decorated open floor plan unit situated within the heart of Downtown Naples. Take your pick of daily views from the private balcony overlooking iconic 5th Avenue South or enjoy breathtaking sunrises and sunsets from the rooftop pool overlooking Cambier Park! 780 5th Avenue South is an

Blair White

John R Wood Properties

(239) 758-9946

Location, location, location! Live the good life in the highly desirable Coquina Sands neighborhood, just minutes from downtown Naples and around the corner from the brand-new Four Seasons Resort with restaurants and marketplace. This dignified building is perfectly positioned at the corner of Banyan Blvd and Gulf Shore Blvd N, directly across from Naples’ sugar-sand beaches and iconic Lowdermilk

Laurie Bellico

William Raveis Real Estate

(239) 719-5781

"Live Life Beautifully in Southwest Florida" in this stunning, remodeled waterfront condo in Marina Manor, located in the heart of downtown Naples. This spacious residence features stylish shiplap accents & tile flooring throughout, a modern and sophisticated kitchen with stainless steel appliances, and breathtaking views of the Gordon River—where you can watch boats pass by and enjoy the best of

Keri Huber

John R Wood Properties

(239) 360-6465

SAND. SEA. SUN. This beautifully renovated 2-bedroom property is available for the full 2025-2026 season. Approximately 150 steps to the stunning Gulf of America beach. Amazing sunsets. Waves crashing. Crystal white sand. Azure blue waters. Not only do you have the beach, but in Coquina Sands you are close to all that Naples has to offer - fine dining, shopping and entertainment. Book 4 months

"Live Life Beautifully in Southwest Florida" in this lovely top floor condo (with common elevator) in the highly sought after community of Hidden Lake Villas. This 2 bedroom 2 bathroom home is just perfect for a long seasonal getaway in Naples, FL. Just blocks from Venetian Village, Local Beaches, 10 minutes to Mercato & Downtown you can have it all within minutes from this condo. Owner is

Keri Huber

John R Wood Properties

(239) 510-2052

Chic 2-Bedroom, 2-bath condo in the Heart of Olde Naples! Welcome to your dream retreat in downtown Olde Naples! This beautifully updated 2-bedroom, 2-bathroom condo at 365 5th Avenue South #303 offers an elegant blend of style, comfort, and convenience just steps from the best of Naples. Located on Naples’ famous 5th Avenue South, with world-class dining, boutique shopping, and art galleries

David Puskaric

Parkline Realty

(239) 236-3905