Vacation rentals in Keewaydin Island

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Top-rated vacation rentals in Keewaydin Island

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite

A modern pool area is featured with a spacious swimming pool surrounded by a screened-in lanai. Lounge seating and vibrant cabanas are positioned nearby, providing shaded relaxation. An adjacent game room is visible, equipped with a pool table and foosball table under unique lighting.

Home in Naples

4.96 out of 5 average rating, 116 reviews

New Home, 6 Beds, Heated POOL / Game Room

Park in the driveway and enter through the front double doors to a newly and completely updated Home with 3bedrooms and 3 full bathrooms located just 7 miles from the trendy 5th avenue south, white sanded beaches and the famous Naples pier; This private and MODERN exquisite home has everything you need to enjoy an endless summer alike stay. Heat for the Pool Available EXTRA $ October to May $40 EXTRA per each night stay May to September $30 EXTRA per each night stay. Game Room and and Gym area.

Top guest favorite

A tranquil pool area is showcased, surrounded by lounge chairs and palm trees. The inviting water reflects the blue sky and waterfront views of lush greenery. The building nearby features a light exterior, complementing the serene atmosphere of the space.

Condo in Marco Island

4.99 out of 5 average rating, 126 reviews

Waterfront View, Boat Dock, Pool Wildlife &Fishing

Unique Waterfront Condo & Gorgeous Intercoastal Views, Wildlife, Fishing, Boat Dock. One block from Snook Inn! Adjacent Pool Steps Away from Back Patio. NEWLY REMODELED! Pool & Patio Overlook Beautiful Waterfront, Dolphins, Manatees, Exotic Birds. Main Floor with no steps. If you love water and WILDLIFE, this place is for you! Fishing on the dock-Fishing Poles and Tack Supplied, pull your boat right to the back door. TONS of wildlife. Dock is lit at night, watch the sea life! NON SMOKING UNIT

Top guest favorite

A modern living area features a spacious gray sofa adorned with textured blue and a warm yellow pillow. Framed botanical artwork decorates the walls, complemented by wall-mounted planters. A sleek white coffee table sits in the center, with a decorative bowl and a wood accent piece on its surface.

Home in Naples

5 out of 5 average rating, 19 reviews

“Taormina House” 5th ave and beaches 2 Miles away!

Welcome to Taormina house. Hospitality, uniqueness, comfort & location. Only 2 miles from Downtown Naples and the beach. All brand new, high quality comfortable furniture, that makes you feel at home. Tv's in the bedrooms, fully equipped kitchen, coffee bar, games, fast internet and a beautiful private backyard that lights up at night for an amazing atmosphere equipped with fire pit, BBQ, lounge area, dining area for magical moments. Let us prove to you our 20+ years of hospitality experience.

Guest favorite

A spacious covered porch offers a view of a tranquil lagoon surrounded by tropical foliage. Comfortable outdoor seating is complemented by a small table, while vibrant flowers are arranged in a vase. Sunlight reflects off the water, enhancing the outdoor ambiance.

Home in Naples

4.96 out of 5 average rating, 158 reviews

Tropical Cottage by the Sea- your own private home

Welcome to your own private waterfront home on private lot close to Naples beaches! This small cottage comes with a big view of a tropical, peaceful lagoon. Fish and kayak right from the back yard! Two Kayaks & bikes provided! Lush, tropical setting and lots of wild life to see too! Relax on the back porch where there's always a breeze! Bike over to the Botanical Gardens or one of the many restaurants close by! Short drive to famous 5th Ave & Naples beaches! Lots of fun things to do close by!

Top guest favorite

The exterior of a modern single-story residence features a combination of light and dark wood paneling, complemented by a sleek stone pathway. A paved driveway leads to an attached two-car garage. A lush green landscape with minimal plantings is present in the front yard.

Home in Marco Island

5 out of 5 average rating, 71 reviews

JAmbers Marco Island Home w/Heated Pool

Welcome to The Modern Oasis on Marco Island, a NEW CONSTRUCTION (Completed January 2023) luxury getaway nestled in the island’s most coveted & conveniently located neighborhood! The Modern Oasis is a short stroll from the salty Gulf Coast sea & pristine Public Beach. Explore the island with ease & walk to Boutique Shops, Fine Dining like Marco Prime, & Entertainment like Marco Movie Theater too. Get active & discover top-rated Golf Courses, Public Pickleball Courts, Nature Preserves, & more!

Top guest favorite

A bright living area is furnished with comfortable sofas and a coffee table. Light blue walls enhance the spaciousness, while a ceiling fan circulates air. A large television is mounted on the wall, and glass doors offer a view of the outdoor pool area.

Home in Marco Island

4.97 out of 5 average rating, 150 reviews

Beachy Chic house Free bikes/SUPs Less mile beach

Beautifully renovated beach house walking or short bike ride to everything you need to enjoy Marco Island's beautiful weather. New, designer furnishings decorated in beachy chic. 3 bed, 2.5 bath. Great location 7/10 mile from Tigertail beach. 3 min bike ride or short walk to beach. Beautiful large pool and screened lanai for al fresco dining. Walking to many restaurants. Everything you need for fun at in the sun: Bikes, umbrella, cooler, beach towels. Enjoy paradise at your own pool home!

Guest favorite

The illuminated pool glistens in a tranquil setting, adorned with floating yellow lily candles. Lounge chairs with striped towels are positioned beside the water, while soft lights provide ambiance around the area, creating a serene space for relaxation.

Home in Marco Island

4.97 out of 5 average rating, 140 reviews

Top-rated luxury pool home in prime location

*No AirBnB or Cleaning Fees!* 🏠Newly renovated & professionally designed 👙Amazing pool and outdoor kitchen (including grill, pizza oven, fridge)! 🏖️4 mins to beach 🌊Beach chairs, umbrellas, beach wagon & bikes 🐶Low pet fee; we love our 4-legged guests! 🧻Household supplies and personal amenities included ✅Fully stocked chef’s kitchen 🛌🏽Super comfortable beds for ultimate comfort and sleep 💻 High speed internet with dedicated workspace 😊24/7 local & professional host support!

Top guest favorite

A spacious heated pool invites relaxation, surrounded by lounge chairs placed along the deck. Lush palm fronds frame the view, enhancing the tropical ambiance. The pool area is well-maintained, with clear water reflecting the sun. Parking is visible beyond the poolside greenery.

Condo in Naples

4.93 out of 5 average rating, 126 reviews

NEW! ONE BLOCK to the Beach, Restaurants & Shops!

Welcome to your newly renovated condo in the heart of Olde Naples! Just ONE BLOCK to the beautiful Naples beaches and all of the shops and dining on 3rd Street! Your first floor condo suite is ideally situated just steps from the oversized heated pool. And with large windows you can let that warm Florida sunshine in. The studio also has a designated parking space, common laundry, kitchen, bathroom, dining table, king size bed, pull out single trundle bed and can sleep up to 3 people.

Top guest favorite

An outdoor dining area is highlighted by a large wooden table surrounded by woven chairs. Pendant lights hang above, casting soft illumination. A swimming pool with clear water is visible through a screened enclosure, complemented by lush greenery in the background.

Home in Naples

5 out of 5 average rating, 31 reviews

Mediterranean Inspired Villa with Private MiniGolf

Welcome to our Mediterranean-inspired villa, where luxury meets comfort in the heart of Naples. Nestled just 15 minutes from the beach and downtown, our home features one of the largest private putting greens and pools in the area. With 4 inviting bedrooms and 3 spacious bathrooms, our villa comfortably hosts 8 adults or a mix of 6 adults and 6 children. It’s the perfect vacation home for the whole family. Enjoy the blend of relaxation and adventure in our tropical paradise.

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

4.94 out of 5 average rating, 129 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.

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, 268 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)

Top guest favorite

A child stands on a sandy beach, holding a large shell with both hands. The clear blue sky and soft clouds create a bright backdrop, while the expansive shoreline leads to a tranquil ocean in the distance.

Condo in Marco Island

4.9 out of 5 average rating, 228 reviews

By the Ocean

This building is located right in front the Marco Island Beach Access Point! This condo is very close to the JW Marriot, providing a convenient alternative. The condo has a pool - available all year -, tennis court, BBQ and laundry on each floor. All the common areas are fully available for your use and in excellent condition. And of course, you have a reserved parking space for your vehicle. This is an exceptional place to rest and enjoy with your family.