Houses for Rent in Keewaydin, Naples, FL

Property Status: Active Available for annual or off-season rental at $20,000/month, or for the 2026-2027 season at $35,000/month. Situated on approximately 110 feet of waterfront, offering scenic views of one of the widest points of Runaway Bay in Port Royal, this unique 3-bedroom, 3-bath property is truly a great vacation home. Elegantly set back on the exclusive, tree-lined Galleon Drive, the home features hurricane impact windows and doors, a chef's kitchen, spacious living and family rooms, and has been freshly painted and newly furnished with sophisticated, beach-styl

Property Status: Active Step back into a bygone era of classic charm and comfortable elegance. Nestled in the ultra-exclusive, world renowned enclave of Port Royal, Florida, this quiet, very private, oasis invites you to experience old-world charm combined with modern comfort. This splendid waterfront residence boasts 4 graciously appointed bedrooms and 4.5 luxurious bathrooms, sprawling across nearly 4,000 s.f. of living space. This includes a totally separate attached house with a separate entrance. Just steps from the Port Royal Club and Naples famous white, sugar sand

Property Status: Active Beautiful Port Royal neighborhood. Fully furnished with screened barbecue area and plenty of entertaining space. Quiet street and walking distance to the beach and minutes from3rd Street Shops, restaurants and downtown 5th Ave. South. Naples most exclusive neighborhood. Will do a long term lease as well. Enjoy the traditional feel of Naples! Office Phone: (239) 799-5303 Copyright © 2025 Naples Area Board of REALTORS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be ind

**3-D VIRTUAL WALK THROUGH AVAILABLE HERE: https my matterport com show ?m=8VGSR4PFoHV Welcome to your perfect coastal escape—just two blocks from the sugar-white sands of Naples beaches! This exquisite 2-bedroom, 2-bathroom residence in the coveted Cambridge Club offers the ultimate blend of luxury, comfort, and convenience in one of Naples’ most desirable neighborhoods. Perched on the second floor, this beautifully furnished home is designed for effortless living. Simply move in, unpack, and begin enjoying the quintessential Naples lifestyle. Imagine mornings spent str

Updated 3-Bedroom Home in Naples Bright and fully remodeled, this 3-bedroom, 2-bath home also features a family room, carport, and attached workshop that can be converted into extra living space. Located on a quiet cul-de-sac, just minutes from 5th Avenue South, 3rd Street South, and the beaches. Enjoy a fenced yard with garden and patio space. Inside, the modern kitchen has quartz counters, stainless steel appliances, and marble backsplash. & high-impact windows. Fully furnished and move-in ready, with outdoor furniture, TVs, linens, and kitchenware included. Backyard

Charming 3-Bedroom Home in the Heart of Naples This fully remodeled 3-bedroom, 2-bath home is a perfect mix of modern updates and classic Olde Florida charm. It’s just minutes from the beach, 5th Avenue, and the lively Bayshore Arts District, a great spot for a full-time home. Inside, the open layout is bright and welcoming, with plenty of room to relax or entertain. The home has been thoughtfully updated with wide plank tile floors, quartz countertops, stainless steel appliances, a subway tile backsplash, designer tile in the bathrooms, new cabinetry and vanities, fresh

Property Status: Active Lovely 2nd floor unit in Naples Sunrise. This 2 bedroom and 2 bathroom unit is a great getaway for the winter season. With spacious open living and dining area, flat screen TV and view of tranquil landscaped area. The fully equipped kitchen has been updated as well as the bathrooms. Master suite has a queen bed, TV, stand alone closet, and esuite bathroom with shower only. The guest bedroom with queen bed, TV and guest bathroom in same area. There is a quaint table and chairs on the front entrance porch. WIFI, cable, and laundry room are also includ

Property Status: Active Steps from the iconic 5th Avenue Downtown and Naples' beautiful white sandy beaches, this is your opportunity to live within the heart of Olde Naples and reside within one of Southwest Florida's most sought after newer construction luxury downtown condominiums. 875 Sixth Avenue consists of only eight exclusive condominiums within walking distance to all of the great amenities offered within the charming Downtown Olde Naples. Enjoy delicious hors d'oeuvres and cocktails with your friends and family atop your private rooftop before walking to one of t

Property Status: Active 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 Arts. Don't miss the opportunity to live and play in the heart of Old Naples. Office Phone: (239) 799-5300 Copyright © 2025 Naples Area Board of REALTORS. All r

Property Status: Active BRAND NEW HOME.Arboretum, great location , in Naples Bayshore Arts District, 3 miles away from downtown Naples, short distance to Celebration Park, 360 market and next to Botanical Gardens. Close to Gulf Coast's best beaches. This is a brand new home, the Seabright floor plan - second floor coach home offers two bedrooms, 2 baths and a 1 car garage, in home laundry, lanai and a balcony. Perfect open floor plan, dining area adjacent to the kitchen, living area next to the kitchen too and they all look to the screened -in lanai. Huge island where you

Property Status: Active Welcome to this charming retreat in the heart of Naples, FL. This elegant 1,000-square-foot residence offers a perfect balance of comfort and sophistication. Featuring two beautifully designed bedrooms and two immaculate bathrooms, the home provides a serene and inviting atmosphere throughout. The residence comes fully furnished with tasteful décor that complements its coastal charm. Enjoy a thoughtfully updated kitchen with all stainless steel appliances, perfect for everyday living or entertaining. Step outside to a lovely screened-in patio, ideal

Property Status: Active AVAILABLE SHORT OR LONG TERM. Cozy and comfortable Florida home with circular driveway located in the prestigious area of Aqualane Shores! Direct canal front. Bring your boat and tie up to the floating dock. Entertainer's delight from the built-in pool and a hot tub to the many outdoor seating areas. Split bedrooms allow for privacy while the great room provides a fabulous gathering space that flows to the beautiful outdoor living area. Gather on the new deck or sit canal side and enjoy your morning coffee and evening cocktail. Stroll or ride your b

Brand New Dahlia Villa is available for the 25'-26' on-season! Professionally curated fully furnished down to the coffee maker! Step into the light filled open floorplan featuring Two Bedrooms + Den/Third Bedroom, Two Full Bathrooms, and designer finishes throughout. Countless upgrades are found in the kitchen including thick quartz countertops, stainless steel appliances, custom built-ins, and wine fridge. Past the Den/Third bedroom or office and large living room complete with plush couch, large TV, and view over the pool + spa. A unique floral chandelier illuminates the

Property Status: Active Available immediately for annual rental. Stunning, renovated, updated, unfurnished unit in a building on a canal. Lovely outdoor deck facing the canal for common use to entertain and relax. Dock is available to launch kayak or paddle board if so desired. High-end finishes throughout the unit with marble tile, dark grey countertops and kitchen cabinets, and high-end appliances. The interior decor is beautiful, tasteful, and the unit is move in ready for your own furnishings. Office Phone: (239) 263-1000 Copyright © 2025 Naples Area Board of R

Property Status: Active Available March 2026! Exquisitely & tastefully remodeled this popular 3-bedroom floor plan leaves nothing to be desired. Exceptionally relaxing is the over-sized rounded balcony and if one balcony is not enough enjoy a 2nd balcony off the 3rd bedroom that could be used as a den/office. Still not satisfied? Entertain in your formal dining room just off your magnificent double French door entry. Bayfront offers a lifestyle of convenience, excitement, and relaxation, perfect for those seeking the best of Naples. An array of luxurious amenities are avai

Property Status: Active Breathtaking full bay views set this beautiful residence apart from any other. This elegantly remodeled unit with wonderful furnishings features an office niche, 24" travertine floors, stainless appliances, and tiled patio. Bayfront offers a lifestyle of convenience, excitement, and relaxation, perfect for those seeking the best of Naples. An array of luxurious amenities are available on-site including 2 pools, 2 spas, a fitness center, grills, pickleball, tennis, and many outdoor spaces. Bayfront also is home to a selection of delicious restaurant

Property Status: Active Location, location, location.... There is no better place to experience the best of Naples than Bayfront of Naples. And this light infused, stunning unit features 3 full bedrooms, Brazilian hardwood oak floors, European quartz kitchen countertops, plantation shutters, and two exquisite terraces. It is fully furnished and equipped with everything that you need - other than your toothbrush and bathing suite. Bayfront offers a lifestyle of convenience, excitement, and relaxation, perfect for those seeking the best of Naples. An array of luxurious a

Property Status: Active Luxury living & Location converge in this renovated 1,511 square foot, 2 bedroom, 2 bathroom home that has been updated, opened, and transformed into a coastal contemporary paradise. There is room to comfortably host and entertain in the eat-in kitchen, with access and connection to the balcony and living area. Need extra room for visitors, there are also two twin Murphy Beds conveniently tucked away in a built-in unit in the main living space. Bayfront offers a lifestyle of convenience, excitement, and relaxation, perfect for those seeking the bes

Property Status: Active Location, location, location!!!! There is no truly no better location to experience a winter in Naples than Bayfront of Naples. Bayfront offers a lifestyle of convenience, excitement, and relaxation, perfect for those seeking the best of Naples. An array of luxurious amenities are available on-site including 2 pools, 2 spas, a fitness center, grills, pickleball, tennis, and many outdoor spaces. Bayfront also is home to a selection of delicious restaurants, a unique waterfront Cabana bar, and an adventure shop offering boat rentals and outdoor excu

Property Status: Active *YES- Full Season is Available!* Welcome to your brand-new, luxurious lakefront escape located within the award-winning Isles of Collier Preserve, where designer furnishings, serene water views, and resort-style amenities come together for an unforgettable Naples getaway. Step into a sun-drenched two-story foyer that immediately sets the stage for the home’s refined, open-concept layout. From here, the living and dining areas flow seamlessly. At the heart of the home is a gourmet kitchen, complete with a spacious central island, premium appliances,

Property Status: Active A vast water view and chic and rustic decor welcome you when entering this magnificent three bedroom, two and one half bathroom residence in Bayfront Place. Located on the top floor, this unit has an open lanai that allows you to perch above Naples Bay and the twinkling lights of the city, then escape back inside where you can relax and enjoy the open space in the 1,796 square feet that make up your penthouse. Additional features include plantation shutters, crown molding, huge walk-in closets, and dual sinks in both full bathrooms. Bayfront offers

Property Status: Active Breathtaking lakefront rental property located at exclusive WINDSTAR ON THE BAY. One of the kind opportunity to rent this home for high season (January, February and March) - 3 month minimum stay accomodations. This stunning open floor concept property has 2 bedrooms and the den/office, plus 3 bathrooms, while lanai area is completely enclosed with hurricane proof impact windows, which give great amount of additional living space, while enjoying the stunning lake views in the back. Centrally located Windstar is an extremely unique community with a d

Property Status: Active Luxury Seasonal Rental in The Isles of Collier Reserve – Close to Downtown Naples! Escape to paradise with this beautifully furnished 2-bedroom+ den, 2-bath seasonal rental in the sought-after Isles of Collier Reserve! This turnkey home offers everything you need for a luxurious and relaxing stay, including a private pool and spa with serene lake views. Enjoy a prime location just 6 minutes from downtown Naples, where worldclass dining, shopping, and white sandy beaches await. This pet-friendly home offers the perfect blend of comfort and convenienc

Property Status: Active Charming Attached Villa for Rent in Downtown Naples! This rarely available 2-bedroom, 2-bath villa lives like a single-family home and is tucked away on a quiet cul-de-sac just one mile from 5th Ave. and the white sandy beaches. Featuring new flooring, new granite countertops, vaulted ceilings, skylights, a spacious master suite, and an oversized lanai, the home feels open and inviting with plenty of natural light. Enjoy convenient parking with a one-car garage, long driveway, and an additional dedicated parking space. The neighborhood is welcom