Apartments 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 Experience the best of Florida coastal living in this beautifully elevated 3-bedroom, 3-bathroom home, perfectly located for those who love the water and the outdoors. With easy access to boating, fishing, and the Pickleball US Open, this property offers both adventure and relaxation. Inside, you'll find a spacious open-concept layout with high ceilings and large windows that fill the home with natural light and showcase stunning views. The living, dining, and kitchen areas flow seamlessly, making it ideal for entertaining or unwinding after a day o

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 Escape to paradise in this beautifully furnished 3-bedroom, 2-bathroom condo that offers a luxurious retreat perfect for those seeking comfort, tranquility, and an unbeatable location. Nestled on the shores of Naples Bay, this condo is just minutes from Naples' world-class beaches, fine dining, upscale shopping, and entertainment options. Experience the charm of 5th Avenue South or explore the natural beauty of the Everglades. Perfectly positioned for both relaxation and adventure, this location truly offers the best of Naples. This stunning cond

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

Welcome to your perfect escape in the vibrant Bayshore Arts District! This beautifully updated 3-bedroom, 2-bathroom first-floor condo in the gated Botanical Place community offers turnkey comfort just minutes from Downtown Naples, 5th Avenue, and the white-sand beaches. Step into a sun-filled open layout with updated flooring and a fully remodeled kitchen designed for effortless entertaining. Relax on the private screened lanai with tranquil preserve views, or enjoy the community’s resort-style amenities, including a sparkling pool, modern fitness center, clubhouse, and

**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

Discover the perfect blend of modern comfort and coastal charm in this beautifully renovated 1-bedroom bungalow. Located just a short stroll from the pristine beach and vibrant 5th Ave South, this home offers the ultimate in convenience and style. Step inside to find an open-concept living space flooded with natural light, featuring fresh finishes, updated fixtures, and a sleek new kitchen. The spacious bedroom provides a serene retreat, while the cozy living area is ideal for relaxing or entertaining. Enjoy the best of both worlds – beach days and shopping, dining, and

Escape to this ultra-convenient second-floor condo located in the heart of Naples, FL. This cozy 2-bedroom, 2-bathroom unit features a spacious layout and modern amenities. Property Highlights: Bedrooms: 2 Bathrooms: 2 Comes furnished, but is negotiable. Location: Winterpark community, Naples, FL Amenities: Bocce Court Community Park/Playground Large Community Resort Pool Community Room Pickleball Shuffleboard Tennis Court Fitness Area In-Unit Features: Washer and Dryer Air Conditioning Cable Ready Dishwasher Freezer Microwave Range Refrigerator Window Coverings Nearby

Welcome to this beautiful coastal retreat! Fully furnished annual or seasonal rental! This newly renovated 2-bedroom, 2-bathroom first floor condo offers the perfect blend of comfort and convivence. Located within walking distance to the pristine Naples beach and the famous 5th avenue. Step inside to find an open concept living area perfect for relaxation. The spacious master suite boasts a private bathroom and generous closet space, providing a serene haven for rest and rejuvenation. The second bedroom is equally inviting. Outside, enjoy your morning coffee on the pr

AMAZING LOCATION! Renovated 2BR/2BA Detached Villa with carport. Experience the perfect blend of style, space, and location in this updated 2-bedroom, 2-bathroom detached villa, nestled on a tranquil lake. This annual rental offers the privacy of a single-family home with the ease of simple living, right in the heart of Naples, approximately 1 mile to 5th Ave, or Celebration Park. Step inside to discover a thoughtfully redesigned interior featuring impact windows & doors, white shaker cabinetry, granite and quartz countertops, stainless steel appliances, and designer fixtu

Experience the perfect fusion of coastal charm and modern luxury in this beautifully remodeled corner-unit condo at Port Nell Villas. Nestled within an exclusive community of just 12 residences, this waterfront gem offers direct Gulf access and comes with a deeded boat slip, accommodating up to a 21’ outboard or 23’ inboard vessel, just a quick five-minute ride to Naples Bay and beyond. Fully furnished and move-in ready, the interior boasts an updated kitchen and bathrooms, stainless steel appliances, new tile flooring throughout, quartz stone finishes, and ample closet sp

Welcome to Naples Paradise, a newly remodeled retreat perfect for friends and family. Nestled in a quiet and safe area, this home is just a 5-minute drive to 5th Avenue Downtown and 10 minutes to 3rd Avenue and the beach. The house features a newly remodeled large heated pool, an outdoor shower, a dining area, a bar, a grill, lounge chairs and umbrellas, and a spa-like master suite. Each bedroom offers memory foam beds, smart TVs, and a dedicated workspace. The home accommodates up to eleven guests with three bedrooms, a flex space sunroom with a full-size futon bed and a

*Available with flexible terms. ($2999.00 month) Conveniently located in Royal Harbor, minutes from prestigious downtown 5th Avenue and the white-sand beaches of the Gulf of Mexico, this spacious 2 bedroom/2 bath condo with a walk in closet is available as a furnished seasonal rental. This is a fully remodeled condo. Located on the main level and an end unit. It features a comfortable living room with glass sliders opening onto a large south-facing lanai that overlooks the marina and canal. Plenty of sunlight throughout the home. The open-concept kitchen is fully renovate

Property Status: Active Welcome to this stunning unfurnished 2-bedroom, 2-bathroom home located in the heart of Naples, FL in the Sandpiper Bay community. This property boasts a range of modern amenities that ensure a comfortable and convenient lifestyle. The home features a spacious walk-in closet, granite countertops, and a balcony that offers a great view of the surroundings. The property is cable-ready and comes with a washer and dryer, making everyday chores a breeze. The building is equipped with an elevator, ensuring easy access to your home. As part of an HOA commu

Property Status: Active Welcome to your serene, freshly painted retreat in the heart of Naples, Florida! This 2-bedroom + den, 2-bathroom condo offers 1,721 sq ft of bright, open living space, perfectly designed for comfort, convenience, and classic Florida lifestyle. Enjoy breathtaking lake views from your private, screened lanai, ideal for your morning coffee or winding down at sunset. Features You'll Love: Spacious open-concept layout with dedicated den/office space / Attached garage for secure parking . Resort-Style Amenities (HOA Included): Community pool for relaxing

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

Property Status: Active Discover the charm of Old Naples with this rare opportunity in Brookside—no HOA or Deed Restrictions! This 3-bedroom, 2-bathroom home is perfectly situated on a serene, extra-wide street, just moments from the renowned 5th Avenue South, 3rd Street South shopping district, world-class dining, vibrant nightlife, and pristine white sandy beaches. Golf enthusiasts will also appreciate the proximity to premier courses. Experience the best of Old Naples, all within reach! The tropical backyard oasis features a fenced-in setting, a custom-updated swimming

Property Status: Active AVAILABLE JANUARY 2026 - FEBRUARY 2026 AND APRIL 2026. Welcome to this BRAND NEW condo in the Bayshore Arts District-Windstar on Naples Bay, offering 3 bedrooms plus 2 bathrooms. The unit comes furnished and it has been totally renovated. The huge screened lanai is ideal for your coffe in the morning and the condo is located just few steps to the pool. An added perk, the Keewaydin Queen shuttle offers convenient access to nearby Keewaydin Island, where you will find Adirondack chairs, beach umbrellas, bathroom facilities and a grilling area. Winds

Property Status: Active Skip the hotel, upgrade to paradise. Your fully remodeled Naples retreat is calling, and it’s ready for you now. Welcome to your ultimate Naples getaway. This stunning 2/2 condo has been fully remodeled and is waiting for you to move in and start living the Florida dream. Why book a hotel when you have top-of-the-line amenities designed for style, comfort, and convenience. The open-concept living space flows seamlessly to your private lanai, where every sunrise becomes your morning ritual and every sunset your evening toast, framed by tranquil

Property Id: 2134085 This beautifully renovated 2 bedroom 2 bathroom condo is situated on the same street as the prestigious neighborhoods of Royal Harbor and Oyster Bay. Designed with exceptional attention to detail, the condo showcases tile flooring throughout, elegant quartzite countertops, and the finest high-end finishes—all brand new. Set within a tranquil community, residents enjoy serene lake views and exclusive access to a private pool. The location is unmatched: just minutes by bike, golf cart, or on foot to 5th Avenue, 3rd Street, and Tin City, with boating and

Property Status: Active Beautiful, fully furnished 2 br 2 bathe villa in the Glades. Available for upcoming season Walk steps to the pool, enjoy all the wonderful amenities the Glades has to offer, including 2 golf courses, tennis, pickleball, and so much more. Close to dinning, shopping, Tin City and downtown 5th ave. Office Phone: (239) 778-1010 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 independently verified.

Property Status: Active Available for Season 2026! Here it is, the perfect haven to escape to Naples this spacious Bayfront condo offers two-bedrooms, two-bathrooms and 1223 square feet of remodeled living area. 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 expansive balcony with wide views of the enchanting Italian-inspired courtyard. The split

Property Status: Active Welcome to the Colonnade Club, an intimate community of condominium residences located in the heart of Olde Naples. This sunny 2 bedroom/2 bath corner unit offers a comfortable living room featuring luxury vinyl plank flooring, a large screen TV, and a wall of glass sliders that open onto a west-facing screened balcony. Natural light fills the fully-equipped kitchen and there’s plenty of counter space. The primary bedroom suite has a king bed, and the flexible guest room has 2 twin-sized Murphy beds plus a workspace that perfectly suits today’s work