Houses for Rent in Keewaydin, Naples, FL

Property Status: Active Nestled in the heart of Port Royal, Naples most sought after neighborhood, this elegantly furnished home offers an unparalleled blend of luxury and comfort. Situated on a quiet street, this residence is just a short walk to the beach and minutes from fine dining, boutique shopping, and the vibrant atmosphere of 3rd Street South and 5th Avenue South. Designed for both relaxation and entertainment, the home features a screened lanai barbecue area, and expansive outdoor living spaces, perfect for hosting guests or enjoying serene Florida evenings. Avai

Property Status: Active Available for annual or off-season rental at $20,000/month, or seasonally 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-style light-colore

Longer term rentals or rent to own opportunities available. Luxurious modern townhome, newly renovated. Walk to the beach, 5th Ave, and 3rd St S. Downtown Naples lifestyle with a 2 car garage + 2 private parking spaces + additional guest parking. Washer and dryer in unit. The 3rd br can be converted into an office. Pet friendly. Impeccable, clean and very private. Floor to ceiling glass, so much natural light fills the living area that you'll rarely have a need for the lights. Four balconies for breakfast outside or afternoon tea. Very quiet. Available for long-term rental

Property Status: Active Wonderful opportunity in the Golden Shores neighborhood. Beautifully remodeled 3BR/2 bath is being offerd for multi week/month rental. Renovated in 2023 this home offers a chef's kitchen, premium asppliances, custom cabnetry and an oversized island. The open-concept transitions easily to the outdoors, where a private pool, and the secluded backyard create the perfect environment for relaxing and entertainiong. The leasing price is $5,000/week, $20,000/month. Office Phone: (847) 370-2949 Copyright © 2026 Bonita Springs-Estero REALTORS. All rights res

Hi!! Annual rental. 3 bedroom 2 bath single family home for rent available for 12 month lease starting May 1st, 2026. Fenced in yard. 2 screened lanai. Small dog allowed. Brookside Community. 3 minutes away from 5th Ave and the beach. Its currently furnished, but can be unfinished. Utilities not included. Call me for more info!

Property Status: Active Stunning, spacious living in a home that is classic in style but has a southern flair. An ideal location that is walking distance to the beach, close to Third Street South and Fifth Avenue South for world-class restaurants, shopping, entertainment, art galleries, and more. A distinguished estate with wrap around porches, and more than 3,000 sq ft of outdoor living space suitable for relaxing and entertaining. The rear of the house has stunning views of Lantern Lake, and the house is surrounded by exquisite landscaping and brick walkways. The gourmet

Property Status: Pending Live like a millionaire for just $4,000 a month in this meticulously upgraded 1,300 square feet unfurnished two bedroom, two and a half bath Olde Naples townhouse with garage and lanai. When you enter this property it feels like you have stepped on a fine yacht because everything you can imagine is perfect. There is nothing even close to the quality of this property that is available for annual rental in all of Naples at this price. I hope you will give us a call so that we can show you the quality of this property. The unit was completely remodele

Property Status: Active Under Contract Live luxuriously year-round where people vacation in the Isles of Collier Preserve, a gated community! With 2743 sq. ft, this spacious & upgraded ground-level Covington Floorplan 3-bedroom, 3 full-bathroom home features a den/bonus room, 3-car garage, gourmet kitchen with stainless steel appliances, gas cooktop, warranted kitchen & laundry appliances, walk-in pantry, impact glass, walk-in closet & so much more! Enjoy the private, tranquil setting from the 981 sqft covered lanai with outdoor kitchen, dining, fireplace& custom designed

Property Status: Active AVAILABLE MAY 2026 THROUGH DECEMBER 2026!!! 3 MONTH MINIMUM!!! This beautiful 3 bedroom plus den 3 bath house is an absolute gorgeous vacation rental in an equally gorgeous community. Isles of Collier Preserve offers a stunning clubhouse with resort pool, pickleball, tennis courts, restaurant and a beautiful fitness center. Come live the Southwest Florida Lifestyle just 15 minutes from Shopping, Dinning, Entertainment, and the Beautiful Beaches of Southwest Florida, this vacation rental offers everything you would want in a vacation rental and more.

Property Status: Active Beautifully renovated home available for rent in a highly desirable and rapidly developing area. This updated property features modern finishes throughout, offering a comfortable and move-in-ready living space. Enjoy waterfront living with your own private dock, perfect for relaxing by the water or accommodating a boat. Conveniently located near shopping, dining, and everything the area has to offer, this home provides the perfect combination of lifestyle and location. Office Phone: (239) 268-8976 Copyright © 2026 Naples Area Board of REALTORS. All

Property Status: Active Arguably the best location for a rental in Olde Naples! Only 3 blocks from the white sandy beaches that make Naples one of the most desired locations in FL. This dream home boasts nearly 5,000 square feet with heated pool, southern exposure, and 4 Clive Daniel decorated bedrooms, each with its own en suite bath. One bedroom features four floating bunks, each with a privacy curtain, lamp and charging stations. Outside the bunk room, you will find a large media room with a vibrant red wrap around couch, large flat screen TV, and wet bar with a wine co

Property Status: Active Charming Designer Cottage in Royal Harbor - A Coastal Retreat in Naples, FL Escape to a stunning newly built tropical retreat just minutes from downtown Naples and within walking distance to Tin City! This beautifully designed 3-bedroom, 2-bath Key West-style cottage offers nearly 1,200 sq. ft. of thoughtfully curated and meticulously equipped living space, blending coastal charm with modern elegance. Step inside and be captivated by the designer kitchen, a true showpiece with its striking cabinetry-an Instagram-worthy departure from traditional whi

Property Status: Active Single family Home totally Renovated In Bayshore Community Craigs Subdivision Offers This Single Family Home Completely Renovated Inside And Out. New Windows, Flooring, Kitchen Baths, Two Bedroom, Two Bath And Open Floor Plan Living, Dining, Kitchen. Large Yard, Covered Parking, Washer Dryer And Storage Room In Back Of House. Bayshore Offers Many Amenities Like Restaurants, Art Galleries, Nursery, Child Care, Botanical Gardens, Shopping Center Close By. Pet Friendly!! Office Phone: (239) 261-2244 Copyright © 2026 Naples Area Board of Realtors. All r

Property Status: Active Pool Home Totally Renovated. Bayshore Community Of Turner Oak Hill Estate Features This Florida Style Ranch That Has Just Been Completely Renovated. All White And Gray Tile/Wood Flooring Thru Out. New Open Floor Plan With Gourmet Kitchen Living. Dining Area Leading To A Huge Screened Porch/Lanai Overlooking Lake And Salt Water Pool, Completely Fenced In. Pet Ok On Approval. 3 Large Bedroom, 2 Modern Bathrooms, Oversized Family Room, And Laundry Room. Across From The Botanical Gardens And Corner Store Called The Popcorn Store. Private And Great For O

Property Status: Active The perfect blend of coastal contemporary elegance and boho-inspired charm awaits in this stunning Sandbar model townhome located in the gated Arboretum community. Striking board-and-batten accent walls, designer light fixtures, soaring 9'4" ceilings, porcelain wood plank tile flooring, and abundant natural light create a space that feels straight out of a luxury home magazine. Thoughtfully designed for comfort and privacy, the primary suite is conveniently located on the ground floor, while guest bedrooms are tucked away upstairs. Two spacious livi

Property Status: Active Lovely Villa Home includes all the services of the property plus kitchen and bedroom utensils, sheets, towels, furniture, internet, etc.. Corner lot on a quiet street in the Royal Harbor area. 2 bedrooms and 2 bathrooms with laundry room in residence. This home features new kitchen cabinets, quartz countertops, and new appliances. Superb master bathroom with walk-in shower, less than 2 miles from Naples' 5th Avenue. Steps from Market Three 60 and the lively Celebration Food Truck Park, which features an oceanfront bar, restaurants, and live music. T

Property Status: Active Discover this luxurious hidden gem, just a 5-minute drive from the pristine beaches and the vibrant Naples 5th Avenue. Professionally designed by Urban Home Interior Design Studio, this fully renovated spacious villa combines style and comfort with high-end finishes throughout. This villa has been our cherished Florida retreat for years. Now for the first time, it's available for rental, offering a fresh new experience. The master suite features a plush King bed and private ensuite, while the guest room, complete with two queen beds, ensures ample s

Property Status: Active The crop of the crop location, the best of the best destination nation wide, home is located at prestigious Port Royals big sister/brother neighborhood Aqualane Shores. This unique classic home is situated on a 0.35 acre homesite right by waterfront of Naples Bay. Neighborhood is surrounded by multimillion dollar estate homes, beautiful mature landscaping, which creates an amazing ambiance and adds a tranquility to this very special with a character property. House has 3 bedrooms, 3 full baths, an office/den and a fairly large size heated swimming p

Property Status: Active Welcome to your perfect getaway in the heart of Southwest Florida! This beautifully furnished coach home features a spacious, open floor plan with two bedrooms, a den with a sleeper sofa, and two full bathrooms. The well-appointed kitchen offers an island, crisp white cabinetry, quartz countertops, and stainless steel appliances-perfect for both everyday living and entertaining. Step onto the screened balcony to take in breathtaking SWFL sunsets, or hop on the provided bikes for an easy ride to Celebration Park to enjoy dinner, drinks, and live musi

Property Status: Active Welcome to your dream vacation! This luxury 4-bedroom, den, 3 1/2 bath, pool & spa home is a coastal retreat that combines timeless elegance with modern comforts. It offers a seamless blend of designer finishes and sophisticated charm. Built for both relaxation and convenience, this home is in the award-winning community, The Isles of Collier Preserve, which is located just 4 miles from Downtown Fifth Avenue and 15 minutes to the beach. The community has a full-time Social Director creating daily activities, events and parties. It has a dog park and

Property Status: Active Welcome to Bliss in Port Royal. This beautiful home offers the finest luxurious accommodations available with soaring ceilings, fabulous light and huge outdoor spaces and gardens. Enjoy the professionally decorated furnishings and decor, brand new gourmet kitchen with 2 Wolf ovens, Wolf gas grill and Sub- Zero appliances, beautiful master bath with dual vanities, soaking tub and steam shower, oversized private outdoor space with huge pool and spa, outdoor bar and gas grill, tropical landscaping and a yoga meditation garden. For the entertainment lov

Property Status: Active Welcome to the Kite House a one of a kind Old Naples family compound only steps to The Gulf of Mexico. This fabulous new Naples Beach Retreat is comprised of three residences sleeping up to 16 people. There are 3 residences comprised of a 3 bedroom, 2 bedroom and one bedroom cottage. The 2 bedroom residence can be rented separately. From the front porches, you are just steps to the sugary sand beaches and a short stroll to the world renowned Fifth Ave and Third Street districts where culture, fine dining and shopping are in abundance. Reserve all th

Property Status: Active Plan Your Beach Vacation Now! Welcome to the "Kite House," a charming Old Naples retreat just steps from the Gulf of Mexico. This listing features the beautifully designed 2-bedroom, 2-bath residence, perfect for a family getaway or a relaxing couples' retreat. Enjoy all the comforts of a newly remodeled property, complete with exquisite decor, thoughtful design, and state-of-the-art appliances., Relax on the lanai or take a short stroll to the sugary sand beaches. While this listing focuses on the 2-bedroom, 2-bath residence, the "Kite House" is pa