Holiday rentals in Keewaydin Island

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Top-rated holiday rentals in Keewaydin Island

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

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Top guest favourite
Flat in Park Shore
5.0 out of 5 average rating, 21 reviews

Lux Lakefront Resort | Beach 3 MIN Drive | 70"TVs

🌴Naples Coastal Escape🌴 “After several Airbnb visits this place definitely stands out among the rest…” Enjoy sunrises and sunsets in this remodeled, quiet, lavish lakefront oasis at Park Shore Resort. ☞Screened lanai w/lakeview+alfresco dining ☞Gourmet kitchen+Coffee bar+Wine fridge ☞Rainfall showerheads ☞Towel Warmer ☞Workspace desk ☞Cable TV TOP LOCATION ☀️ Clam Pass Beach->3min by car /~20min walk 🍹Mercato->9min car 💎 Old Naples/5th Ave->10min car 🛒 Fresh Market Grocery->10min walk

Guest favourite
A spacious screened-in lanai features a heated pool with a shallow area for children. Luxury chaise lounges are positioned near the pool, offering comfortable seating. The outdoor space is designed for relaxation and enjoyment, with clear views of the surrounding greenery.
Home in Naples
4.94 out of 5 average rating, 158 reviews

Lux Oasis | 10 min Beach and 5th Ave•HTD Pool•Crib

Welcome to Your Naples Getaway! Why our home is perfect for your vacation: 🏖️ Beaches Nearby – Just a quick 10–15 minute drive to Via Miramar and Lowdermilk Beach. 📍Prime Location – Nestled on a peaceful street only 7 minutes from the iconic 5th Avenue. 🏡 Resort-Style Comfort – Relax in our fully screened lanai featuring: • Heated private pool • Luxury chaise loungers • Outdoor TV • Gas grill for BBQ nights Unwind with a cocktail, take a sunset dip, or simply kick back under the stars!

Top guest favourite
A bright living area features large glass sliding doors that open to a private patio with views of lush greenery. A round dining table with four chairs is positioned adjacent to the doors, while a dark sofa is placed nearby, creating a welcoming and open atmosphere.
Cottage in East Naples
4.98 out of 5 average rating, 199 reviews

Sandy Cove Cottage/Sandy Cove Villa near the beach

Sandy Cove is one bedroom, one bathroom Cottage located only 10 minutes from Downtown Naples, beaches, 5th Ave, fine dining and world-class art galleries. Sandy Cove Cottage is next to the Hamilton Harbor Yacht club, & within walking distance to beautiful Naples Bay. Only a short bike ride to the Naples Botanical Gardens, Sudgen Park, & East Naples Park- Home of the Pickleball Championship! Sandy Cove Cottage is fully furnished, just bring your clothes and settle in for some fun in the sun!

Top guest favourite
Home in East Naples
4.96 out of 5 average rating, 55 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 favourite
An expansive lanai features a shimmering pool with a waterfall-edge spa and in-pool loungers. The outdoor space is surrounded by a screened enclosure, providing views of well-kept greenery. A comfortable seating area and dining space are visible in the background, enhancing the outdoor living experience.
Home in Naples
5.0 out of 5 average rating, 33 reviews

Pool Home Minutes to the Beach

Enjoy our family’s bright, renovated home and experience indoor/outdoor Florida living at its best! The open floor plan living area has high vaulted ceilings and fully-retractable glass sliders that open out to a beautiful, south-facing lanai featuring a brand-new, heated, salt-water pool complete with a waterfall-edge spa, a sun shelf and in-pool loungers! Perfect for entertaining and outfitted with all new outdoor furniture including a new sofa & lounge chairs, dining table & grill.

Superhost
Cottage in Marco Island
4.92 out of 5 average rating, 155 reviews

Coastal Paradise! Kayaks+Bikes+Fishing+Boat Dock

Direct back bay access+ boat dock & lift+ kayaks + bikes. 1 mile to Everglades National Park! Minutes to shops & dining! Delightful rustic home- perfect for a seaside retreat!. Designed for dockside enjoyment: hammocks, swing chairs, outdoor dining. Enjoy a taste of old Florida! - 5 minute boat ride to beach -12 minute car ride to beach -Walk to waterfront dining & live music -Kayak in the Everglades -Fish off the dock -Cool, rustic Old Florida vibe -Bring your boat or rent one

Top guest favourite
A modern single-story home is showcased with a sleek facade and an inviting entryway. A well-maintained driveway leads to a garage, with green landscaping and carefully arranged plants adorning the front. Large windows allow natural light to fill the interior space.
Home in Marco Island
4.98 out of 5 average rating, 116 reviews

Flamingo Paradise 4 min walk from Beach Access.

Time, and worries of the rest of the world, will melt away as you are captured by the serenity of this beautiful location. This 3 bedroom home accommodates up to 8 guest, all with its own private heated pool. This is the best option to create the story of a perfect vacation with family and friends. This house is newly renovated with a modern look steps away from the beautiful white sanded beach. Its fully equipped with gym, laundry, BBQ, and even with bikes for the whole family.

Luxe
Home in Naples
5.0 out of 5 average rating, 6 reviews

Pickleball, Pool, Hot Tub, Game room-Naples escape

Welcome to Naples Escape – A Luxurious Retreat in the Heart of Naples Set on 2.5 acres of meticulously landscaped grounds, this 4-bedroom, 4-bathroom estate combines elegant design and modern amenities for the ultimate getaway. Whether you’re planning a family gathering, a getaway with kids, a multi-generational reunion, or a peaceful retreat with friends, Naples Escape is the perfect destination for relaxation and recreation, conveniently located near Naples’ best attractions.

Top guest favourite
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 South Naples
5.0 out of 5 average rating, 69 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 favourite
A spacious and well-lit living area features a comfortable sectional sofa arranged around a wooden coffee table, situated on a textured rug. Natural light enters through large windows, and a ceiling fan adds to the airy ambiance. Dining and kitchen areas are visible in the background.
Home in Marco Island
4.98 out of 5 average rating, 47 reviews

Beach Paradise with Pool and Spa

Kick back and relax in this calm, stylish house. 3 minutes away from the beautiful beaches and 2 minutes away from Mackle Park. This exclusive house offers 3 sizable bedrooms two with queen size and one with king size beds, 2 full bathrooms and a fully Equipped kitchen, all with charming coastal decor and newly furnished. Every detail has been designed to ensure your comfort. Our perfect Lanai area is a perfect spot for BBQ lounging or enjoying the heated pool and Spa.

Top guest favourite
A spacious outdoor area showcases a swimming pool and a hot tub, surrounded by a screened enclosure. Comfortable seating is arranged nearby, with a dining table set under an umbrella. Bright green murals add a touch of color to the white walls.
Home in Marco Island
4.99 out of 5 average rating, 68 reviews

Heated Pool & Spa | Game Room | 5 Min Beach

Welcome to Sunset Serenity, a beautifully remodeled Marco Island retreat designed for unforgettable family vacations. Enjoy a heated pool, relaxing spa, game room, and spacious indoor and outdoor living areas. Located just 5 minutes from the beach, you'll be close to restaurants, parks, shopping, and scenic bike trails. Whether you're exploring the island, relaxing poolside, or unwinding under the stars, Sunset Serenity is the perfect place to create lasting memories.

Top guest favourite
Home in East Naples
5.0 out of 5 average rating, 103 reviews

" Velvet Bloom” Bubbling Spa Retreat with Sauna

Deep-hued velvet furnishings create a luxurious ambiance at the Velvet Bloom. Only 3.5 miles from Downtown and the beach. 2mins walk to Sudgen Park Lake which includes kayaking, beach, walking trails & biking. All brand new, high-quality comfortable furniture, Tempur-Pedic mattress, Very Fast WiFi, King-size bed, TVs in all bedrooms, fully equipped kitchen, Fire pit, BBQ, bikes, and much more to offer. Reserve " Velvet Bloom " for exquisite lakefront experience.

Popular amenities for Keewaydin Island holiday rentals