Vacation rentals in Keewaydin Island

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Top-rated vacation rentals in Keewaydin Island

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Top guest favorite

Apartment in Naples

5 out of 5 average rating, 40 reviews

The Villa Gardenia

Private botanical garden awaits you at the Villa Gardenia with your private lower level suite. Local outdoor artwork is on display throughout the property. Enjoy multitudes of wildlife including hundreds of birds daily. Four distinct yards to enjoy. Walking distance to Naples Botanical Garden and US Open Pickleball. Quiet, professional neighborhood with plenty of parking on premises. 10 minutes to beaches and downtown. 5 minutes to Bayshore Park Boat Landing. Walking and Bicycle friendly area.

Top guest favorite

The open kitchen area is equipped with dark wood cabinetry and stainless steel appliances. A central island with a breakfast bar faces the dining area and living room, where natural light flows through large windows. Modern finishes create a welcoming space.

Home in Naples

4.96 out of 5 average rating, 116 reviews

Parks Place - Ocean, Beach and Pickleball Haven

This stunning new home is surrounded by 4 beautiful Naples Parks and is ideal for ocean & beach lovers, nature enthusiasts, and pickleball. The US Open Pickleball Park is across the street. Bayview Park & Boat Ramp, with gorgeous views & access to Naples Bay is just down the street. Walk or bike around Lake Avalon/Sugden Park - 2 blocks away. Just .8 miles to Naples Botanical Gardens. Near the Bayshore Arts District, and a short drive to the gorgeous beaches, Naples Pier, and infamous 5th Ave.

Guest favorite

Home in Naples

5 out of 5 average rating, 22 reviews

Cozy and Stylish, 2 King, Close to Beach & 5th Ave

Nestled on a tranquil street in the heart of Naples, this newly renovated retreat offers the perfect mix of modern comfort and coastal charm. Step outside to a chic outdoor living area, perfect for enjoying your morning coffee or relaxing in the evening breeze. Just minutes from renowned 5th Avenue and pristine beaches, it's easy to enjoy the best of the area. Plus, we provide all the beach essentials — chairs, umbrellas, and towels — so you can fully relax and enjoy the sun-soaked paradise.

Top guest favorite

A welcoming entrance to the home features a spacious front porch with double doors framed by large, arched windows. Lush landscaping includes various plants and stones, creating a well-defined pathway leading to the entrance. The architecture incorporates a tile roof and a modern design.

Home in Marco Island

4.98 out of 5 average rating, 60 reviews

Gorgeous Marco Island Pool Home near Mackle Park!

Welcome to Marco Island! This stylish vacation home is the ONE! Great location close to Mackle Park, Marco Island Library, and the Marco Island Historical Museum. This spacious home has an open floor plan, high ceilings, and sliders along the back, providing natural light and creating a space for a grand Marco experience! The outdoor pool area has plenty of seating and an outdoor television and covered grill area. The nearby park amenities are an added bonus for family-friendly activities!

Guest favorite

A large swimming pool is set within a landscaped area, surrounded by lounge chairs. Palm trees sway nearby, and a view of the bay and boats can be seen in the background. The scene offers a combination of tranquility and recreation.

Condo in Marco Island

4.93 out of 5 average rating, 42 reviews

Condo in Marco Island

Newly remodeled resort feeling one bedroom with two beds (sleeps 4) condo right on the Bay! Screened in private lanai. Dolphin Tiki Bar and Restaurant on site!! Come relax by the two pools, two hot tubs or down on the dock to fish, watch for dolphins and boats. Condo is next to Rose Marina where you can rent a boat, take a charter or tour. Walking distance to shops and dining. Great getaway for couples or families looking to make some memories. We are Super Hosts, check out our reviews.

Top guest favorite

A vibrant blue island home with a welcoming front entrance, surrounded by manicured green grass. Lush tropical plants and flowering shrubs enhance the landscape. A paved driveway leads to a single-car garage, under a light-colored roof, set against a bright sky.

Home in Naples

4.97 out of 5 average rating, 250 reviews

Island lifestyle family vacation home (Salt Pool)

A stylish, brand new island home perfect for vacationing with your own private heated pool. The West Hilo Home sleeps 8 and is within 3 blocks of local restaurants that feature dining on the water in sunny Isles of Capri. Enjoy laid back island life- including kayaking, boating, fishing and jet skiing just minutes away. Neighboring Marco Island is less than 10 minutes by car and famous for their powder white sand beaches. Or relax at home grilling by the pool while the sun sets.

Top guest favorite

A screened-in outdoor area features a clear blue inground pool alongside a jacuzzi, both surrounded by stone pavers. Lush greenery is visible beyond the enclosure, providing a serene backdrop. Comfortable seating awaits for relaxation in this private oasis.

Home in Naples

4.93 out of 5 average rating, 123 reviews

Venetian Photoshoot - La Dolce Vita

Escape to our charming single-family home, where comfort meets luxury in a serene setting. This delightful retreat features three spacious bedrooms, perfect for families or groups seeking a relaxing vacation. Step outside to discover your private oasis: an inground heated pool complete with a rejuvenating hot tub, ideal for unwinding after a day of exploration, enjoy al fresco dining, with ample seating to savor meals together while soaking in the beautiful Florida sunsets.

Top guest favorite

A spacious living area is presented with two gray sofas and two blue armchairs arranged around a decorative coffee table. A large television is mounted on the wall, and natural light filters through the plantation shutters, illuminating the room's light-colored tile flooring.

Home in Bonita Springs

5 out of 5 average rating, 113 reviews

Bonita Retreat: Heated Pool - Minutes to Beach

We know that you’ll love it here – whether you spend your time lounging by our pool, or at beautiful Barefoot Beach, less than 3 miles away. Our home is close to everything, so many beautiful beaches, great shopping and world class restaurants. If dining-in is more your thing, you will have a fully stocked kitchen with every amenity you could wish for. This is our own vacation home, so we’ve made every effort to make it as comfortable and convenient as possible.

Top guest favorite

An open-concept living area features a comfortable sofa and a cozy chair, oriented towards a 55" HDTV mounted on the wall. A dining table with seating for four is nearby. Natural light streams in from large windows, enhancing the welcoming atmosphere.

Apartment in Marco Island

4.94 out of 5 average rating, 267 reviews

Best JW Marriott Alternative Prime~ Location~Pool

Retreat to the gorgeous 1BR 1Bath coastal oasis located across the street from JW Marriot, offering easy access just steps to the amazing beach on Marco Island. The condo's comforts, amenities, and wonderful location provide everything you need to relax, recharge, and have a perfect Gulf Coast stay! ✔ Large 1bd w King Bedroom ✔ Open Design Living ✔ Full Kitchen ✔ Balcony ✔ Smart TV ✔ High-Speed Wi-Fi ✔ Community Amenities (Pool, Hot Tub, Free Designated Parking)

Guest favorite

A spacious living area features a comfortable sectional sofa adorned with decorative pillows. A stylish coffee table sits at the center, complemented by a simple plant. A large television is positioned on a modern console against a backdrop of clean, white walls and a soft area rug.

Home in Naples

4.94 out of 5 average rating, 217 reviews

Location! Quality! Comfort! " The downtown Gem "

This Completely renovated gem offers a pleasant and cozy open floor plan with high-end beds and furniture, a private patio with a BBQ station, Screened lanai, and it's fully equipped with anything that you can think of. Within half a mile, you will be in the most fun Celebration Park or have breakfast on the water, Naples Botanical Gardens, and much more. You'll also appreciate the short drive to downtown Naples and the best Naples beach.

Top guest favorite

A spacious living room features a comfortable sectional sofa in a deep blue hue, paired with a modern coffee table. A wall-mounted television is positioned across from the seating area. Light streams in through large windows, illuminating the neutral-toned walls and tiled floor.

Home in Naples

5 out of 5 average rating, 16 reviews

Tropical Haven in Lovely Naples!

Welcome to Tropical Haven – Your Perfect Naples Escape! This beautifully designed 2-bedroom, 1-bathroom apartment offers a spacious living room with cozy seating, a fully equipped kitchen ideal for entertaining, and peaceful bedrooms with comfortable beds. Step outside to the charming terrace or relaxing patio, perfect for morning coffee or evening cocktails. Enjoy a serene retreat while exploring all that Naples has to offer!

Top guest favorite

A light-filled living room features a comfortable seating arrangement with soft sofas and an armchair, complemented by a decorative area rug. Large windows invite views of lush greenery, while a painting enhances the tranquil atmosphere. A ceiling fan is mounted for added comfort.

Home in Naples

4.98 out of 5 average rating, 282 reviews

Garden House-2 Bedroom/2 Bath-Naples / Park Shore

WHOLE HOUSE RENTAL-Intimate quiet setting just ten minutes (4 miles) from downtown Naples, within easy walking distance of restaurants and bars, and 2 miles from the beach. Outdoor hot tub, fire-pit and lush green gardens for a tranquil stay. There are no hidden cleaning fees on this listing which is a huge plus. There are also no hidden cameras or sensors of any kind at the house—your privacy is respected.