Downtown Naples Houses for Rent

*(Annual OR Seasonal)* *(Sept 2025 thru Jan 2026 and also March 2026 thru March 2027 available)*This exquisite, renovated, turnkey gem located in the true heart of Olde Naples features 2 bedrooms and 2 full baths, covered parking space, oversized screened-in lanai, oversized community pool, washer & dryer in the unit, separate dining room, new plantation shutters for privacy, and a spacious

Todd Culmer Waterfront Realty Group Inc

An exciting new concept of living has arrived in Olde Naples! Naples Square boasts the newest and most luxurious level of mid-rise condominium residency within the heart of the Naples area. This fabulous residence is furnished in a contemporary design scheme with accents of Florida colors as well as equipped with all modern features. Solid surface flooring throughout all living areas with area

Jeffrey Windland Royal Shell Real Estate, Inc.

Conveniently located just north of Naples' renowned 5th Ave district, this one bedroom, plus den, one and one half bathroom residence allows you to luxuriate in style. The bright end-unit has western and southern exposure, so you can take in the serenity of a partial bay view and the Bayfront city-scape. This turnkey residence has also been elegantly upgraded with white cabinets, granite

Rob Mauceli Compass Florida LLC

This spacious two-bedroom, two-bathroom haven boasts 1,511 square feet of light-filled living. Offered fully turnkey, this residence has been outfitted with contemporary furnishings and fixtures that blend coastal elements into a delightful, comfortable Florida oasis. The floorplan features ample space for entertaining with a large living area, formal dining area, and a well equipped eat-in

Rob Mauceli Compass Florida LLC

Welcome to the HEART of Olde Naples! Delight in being located smack-dab on Naples’ uber-charming and Historic 5th Ave. South, while simultaneously enjoying a remarkably blissful, quiet, rear (Off-5th) sunny, southern exposure! This 2nd-floor gem touts private, secured, elevator access, generous 2820 ACSF, a 2-story, soaring-ceiling living room showcasing a 20' wall of French doors and windows, a

Marjorie Workinger Royal Shell Real Estate, Inc.

Enjoy the ultimate seasonal Naples getaway in this beautifully furnished Bayfront condo, available for 30-day minimum stays and offered completely turn-key. The residence features two inviting outdoor spaces—a private balcony off the bedroom and a covered lanai off the living room—both overlooking Bayfront’s charming fountains with Naples Bay glistening just beyond. Inside, the bright open layout

Christopher Pruett Gramercy Vale Real Estate

SEASONAL RENTAL - WATERFRONT COTTAGE WITH GULF ACCESS AND FLOATING DOCK Welcome to Heron's Landing, a recently updated waterfront cottage offering direct Gulf access via the Gordon River and Gordon Pass. Located at the end of a quiet cul-de-sac, this property features a brand-new floating dock perfect for boats, jet skis, or kayaking, with a 2-person kayak included for your enjoyment. This

Arturo Sabates Coldwell Banker Realty

AVAILABLE LONG-TERM AND SHORT-TERM. MAY CONSIDER SMALL PETS. Newly Remodeled 1-Bedroom Condo in Prime Olde Naples Location – Castleton Gardens. Discover the charm and convenience of Olde Naples living in this beautifully remodeled condo located in the highly sought-after, gated community of Castleton Gardens. This turnkey residence offers a bright, open layout with brand-new furnishings, updated

Elliot Barton Waterfront Realty Group Inc

Available December - April! Get ready to live in the lap of luxury with this stunning 2.5 bed, 3 bath rental located in the heart of Naples. You'll be just steps away from the best beaches, shopping, dining, and entertainment that Naples has to offer. The open concept unit provides spacious living and dining areas with wide open views, and the sleek kitchen with stainless appliances offers a

Steven Fenttiman Coldwell Banker Realty

Highest Elevation in the Neighborhood! No claim or flooding from Hurricane.

Frank Stier Naples Investment Realty

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

This former Model home with 2 bedrooms + den and 2 baths, creates an inviting contemporary space with the natural light you would expect in a Naples coastal retreat. The luxurious primary suite offers a king-size bed and large walk-in shower. The guest bedroom has a queen-size bed for guests with ensuite bath. The den features a full-size sleeper sofa and a custom built-in desk. Entertaining is

Sarah Wayne Gulf Coast International Lux R

Available Seasonally ($75,000/M) and Annually ($35,000/M). Experience luxury and prestige at its finest in Mangrove Bay, just a short stroll from Naples’ iconic 5th Avenue. This exceptional 4-bedroom, 4.5-bathroom home with a 6-car garage epitomizes downtown living. Available for both seasonal and annual leases, it offers breathtaking views of the Gordon River. The gourmet kitchen showcases

Sarah Wayne Gulf Coast International Lux R

Available Seasonally ($75,000/M) and Annually ($35,000/M). Experience luxury and prestige at its finest in Mangrove Bay, just a short stroll from Naples’ iconic 5th Avenue. This exceptional 4-bedroom, 4.5-bathroom home with a 6-car garage epitomizes downtown living. Available for both seasonal and annual leases, it offers breathtaking views of the Gordon River. The gourmet kitchen showcases

Sarah Wayne Gulf Coast International Lux R

Great location in the heart of Olde Naples.Short walk to Fifth AVE. Naples Beach Tin City and everything else Naples has to offer. This area is full of great restaurants and entertainment.This is a two bedroom two bath second floor overlooking the pool. This has a great pool a carport and extra storage.Available for annual rent starting July 1ST.

Brian Flannery Sun Realty

AVAILABLE LONG-TERM AND SHORT-TERM. MAY CONSIDER SMALL PETS. Newly Remodeled 1-Bedroom Condo in Prime Olde Naples Location – Castleton Gardens. Discover the charm and convenience of Olde Naples living in this beautifully remodeled condo located in the highly sought-after, gated community of Castleton Gardens. This turnkey residence offers a bright, open layout with brand-new furnishings, updated

Elliot Barton Waterfront Realty Group Inc

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

Naples Square offers luxury living in the heart of downtown Naples! This 3 BR plus den/3.5 bath condominium lives like a single-family home with a private street entrance and attached private garage. The gourmet kitchen, with an induction cooktop, opens to the living and dining areas and has seating for 4 at the breakfast bar and the dining table seats 6. Boasting high ceilings, this two-story

Sarah Wayne Gulf Coast International Lux R

Available November-April 2026! $25,000/month for December and April. Discounted Rates for extended stays. Located in the heart of Olde Naples, this elegant four-bedroom, five-bathroom townhouse offers the ideal combination of luxury, comfort, and convenience. Perfectly positioned between 5th Avenue South and Third Street South, the home is just steps from Naples’ finest dining, shopping, and

Samantha Ford John R Wood Properties

Olde Naples New Construction. Combine the coastal charm of the past with the luxurious amenities of a custom build, 844 is the perfect rental. Available monthly and weekly. No detail was spared. Wake up and enjoy the morning sun as you sip your coffee with views of the heated pool and spa. Walk to the beach or stroll up to 5th Avenue or over to 3rd Street for lunch and shopping or cook in the

Michelle Craft Naples Homes and Rentals Inc

Available Season 2026, this Bayfront rental features one bedroom plus 11/2 baths and a den that can be easily converted into a second bedroom, complete with a custom-built closet. The unit is unique with three balconies that allow for abundant natural sunlight and bay views. Offered turnkey furnished or unfurnished, this unit is suitable for a variety lifestyle situations. Bayfront offers a

Rob Mauceli Compass Florida LLC

2026 Seasonal Rental Available NOW!!! ! this stunning condo nestled within the esteemed Eleven Eleven Central offers a haven of luxury and convenience. Impeccably furnished with brand new amenities, every corner of this residence exudes comfort and style. From the state-of-the-art gourmet kitchen to the inviting media room and elegant dining area, no detail has been spared in ensuring a truly

Nico Paredes John R Wood Properties

Enjoy resort-style living with flexible lease options. Seasonal and off season rates vary, Don’t miss your chance to relax and unwind in this beautiful home during the quieter months or plan ahead for the peak season.Discover this stunning condo in one of Naples' most sought-after downtown communities. Featuring 2 spacious bedrooms, 2 full bathrooms, and over 1,300 sq ft of open, airy

Eddie Rodriguez John R Wood Properties

This exquisite 4 bedroom, 5 bathroom coastal contemporary home is perfectly situated just blocks from Naples’ white sand beaches and the vibrant Third Street South and Fifth Avenue districts. Built in 2022, the 4,600-square-foot retreat blends modern luxury with sophisticated design. The gourmet kitchen features Wolf/Sub-Zero appliances, dual refrigerators, a wine tower, and a Cristallo quartzite

Sarah Wayne Gulf Coast International Lux R

This top floor residence, with 2 br/den and 2.5 baths, creates an inviting contemporary space with an abundance of natural light. The luxurious primary suite offers a king-size bed and large walk-in shower. The guest bedroom has a queen-size bed with ensuite bath. The den features a full-size sleeper sofa and workspace. Entertaining is effortless with the oversized kitchen island and ample

Sarah Wayne Gulf Coast International Lux R

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

Tom Puckett IV Luxury Real Estate LLC

This modern 2-bedroom, plus den, 2.5-bath condo is located within walking distance to renowned Olde Naples. Revel in the well-appointed kitchen with a gas cooktop, stainless hood, wine frig, exquisite backsplash and breakfast bar. The open floor plan provides ample space for relaxation or entertaining. The den, furnished with a desk, sleeper soda and large TV, serves as a delightful retreat. The

Sarah Wayne Gulf Coast International Lux R

Coastal yet cosmopolitan, this 3 bedroom, 2 bath townhome is located just 6 blocks from the white sand beaches of Old Naples. Take the secured elevator to the second floor to enter the main living area. Here you'll find huge picture windows with Bahama shutters encasing the open great room/dining room/kitchen area - the heart of the home. Down the hall is a full bathroom and two guest bedrooms,

Julie Baron Premier Sotheby's Int'l Realty

Contemporary design with warm finishes creates a luxurious and calm setting in this beautiful condo in Bayfront Place. Featuring two bedrooms and two bathrooms in 1,344 square feet, this residence is the perfect Naples home. Bayfront features resort-style amenities including 2 pools, 2 spas, a fitness center, grills, pickleball, tennis, and many outdoor spaces. Bayfront also is home to a

Rob Mauceli Compass Florida LLC

Walk to Beach - YES. Steps to Fifth and Third - YES. Fabulously updated, old-Florida Style, coastal contemporary - YES. Pet Friendly - YES. Elevator - YES. It doesn't get any better than this in a rental property in Olde Naples. Perfectly designed to be warm, friendly and functional. This three-bedroom and a den property meets all your needs. Very private and lush outdoor living area with large

Michelle Craft Naples Homes and Rentals Inc