Houses for Rent in Keewaydin, Naples, FL

Property Status: Active Available short or long term. Stunning, modern home on the beach with breathtaking views of the Gulf. One of the very few homes available to lease directly on the beach. Contemporary styling throughout, yet comfortable. This four bedroom, four bath home is bathed in sunlight and offers "front row" beach and Gulf views from many vantage points, with incredible sights and sounds of the Gulf. The home has in the master bedroom a king-sized bed, lovely furnishings, a large master bath, and a generous walk-in closet. All very well appointed. The second b

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

Come experience this newly updated, spacious two bedroom beach-cottage style home for the winter season. The house sits on a large property located in the heart of the popular Bayshore District of Naples. You are within a very short walking distance from a wide variety of popular restaurants, live outdoor music options, as well as boat and jet ski rentals. The house has two spacious bedrooms and bathrooms with walk-in showers. The second floor bedroom also contains a bright, dedicated workspace with open views of the outside, perfect for the "digital nomad". It also boasts

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

Now available as an unfurnished annual rental, this updated 2BR/1.5BA first-floor residence is ideally located in a desirable 55+ community just minutes from 5th Avenue South and Naples' pristine beaches. Enjoy easy, no-stair access and refreshed interiors in a quiet, friendly setting. Experience the best of downtown living with fine dining, boutiques, and waterfront sunsets just moments away.

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

Location, Location, Location! This beautifully updated 2-bedroom, 2-bath villa offers the privacy and feel of a single-family home, complete with a private front entrance, 2-car dedicated parking, and mature shade landscaping. Inside, you’ll find tall ceilings and a skylight that fills the living space with natural light. The home features stainless steel appliances, fresh neutral paint throughout, spacious walk-in closets, and an in-residence laundry area for added convenience. Residents also enjoy access to a canoe launch with direct entry to Naples Bay. Perfect for e

Property Status: Active Naples Bayshore Craigs Community Features This Single Family Home That Has A Front and Back Suite That Is totally renovated with open floor plan kitchen, dining and living area, 2 bedrooms and 2 full baths modern and all newly renovated, connected to the Back house Private Access To Outside and consists of a 2 room suite with living/sleep room with fireplace, full bath with shower,step down to a completely new modern kitchen with dining area and back door to yard. parking and. large yard. Bayshore Has Many Amenities, Art Galleries, Wine Tasting, Res

Property Status: Active 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 With Referral. Office Phone: (239) 261-2244 Copyright © 2026 Naples Area Board of Realtors. All rights reserved. All informa

Property Status: Active Bayshore Community Of Turner Oak Hill Estate Features This Florida Style Ranch That Has Just Been Completely Renovated. All White And Grey 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 Out Of City Living In Sought A

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

Botanical Place - Downtown Naples ( Bayshore Drive - South of US 41) $ 2450.00 3 bedrooms 3.5 bathrooms March 21, 2026 UNFURNISHED TOWNHOUSE WITH 1 CAR GARAGE No Smoking No Pets 3 bedrooms +loft / 3.5 bathrooms with 1 car garage. Located in the gated community of Botanical Place in South Naples, this third and fourth floor town home looks brand new with luxury vinyl flooring and stainless steel appliances. Elevator access. Facing the preserve at Sugden Park, this end unit has large windows and sliders throughout making the space bright and airy. Open second floor loft over

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 This elegant two-bedroom, two-and-a-half-bath end-unit townhome offers an exceptional waterfront lifestyle just moments from downtown Naples, the white-sand Gulf beaches, and Tin City. Thoughtfully designed, the gourmet kitchen features abundant cabinetry, granite countertops, a breakfast bar, and sophisticated accent lighting, seamlessly connecting to the open living and dining areas. The spacious floor plan is enhanced by timeless marble flooring, plantation shutters, and expansive glass doors that lead to a covered deck overlooking Naples Bay-an

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

*3-D VIRTUAL WALK THROUGH AVAILABLE HERE: https my matterport com show ?m=bvQcKXaGSWz Welcome to this charming and beautifully maintained 2-bedroom, 1-bath single-family home ideally situated in the heart of Naples. Offering comfort, convenience, and an unbeatable location, this residence is perfect for those seeking the best of Southwest Florida living. Just minutes from I-75, premier shopping, and an array of top-rated restaurants, this home places you close to everything Naples has to offer. Enjoy the ease of daily living with essential amenities nearby—and when it’s

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