Vacation rentals in Keewaydin Island

A beach setup is displayed on soft white sand. A blue folding chair with a geometric pattern stands next to a black cooler. Nearby, a colorful beach umbrella and a patterned beach bag are arranged for convenience.

4.96 out of 5 average rating, 23 reviews

'The Morning Star' w/ spa & Private Mini Beach

Experienced host welcomes you to this fully equipped home with a Jacuzzi, private sandy mini beach, outdoor grill and dining, fire pit area, fun things like bucket golf, cornhole, beach bikes. Right across from the Lake at Sugden Park where you can go to the beach, use our complimentary paddle board or the bikes to enjoy the trails around the lake and grab a coffee. Very close to the pickleball center. Fast WiFi, King-size bed, very comfortable Tommy Bahamas beds, beach equipment, and much more!

4.99 out of 5 average rating, 123 reviews

A decorative lantern features a black metal top and a wooden frame with a weathered finish. Inside, a large cream-colored candle rests among sand dollar shells, providing a subtle coastal accent. The glass panels allow light to shine through, creating a warm ambiance.

Condo in Marco Island

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

4.94 out of 5 average rating, 88 reviews

A straw-roofed bar area features a long countertop with several high-backed chairs arranged along it. Multiple flat-screen televisions are mounted above the bar, showing various channels. In the background, views of boats and water are visible, enhancing the waterfront setting.

Condo in Marco Island

Perfect Paradise Awaits!

Recently renovated in the coastal contemporary style on the Marco River. Wood-like plank porcelain tile throughout. White custom cabinets. Stainless steel appliances. Granite tops. Waterfront Anglers Cove features two heated pools, whirlpools, tennis courts and Marco Island’s popular Dolphin Tiki Bar and Restaurant. Approx. 2 miles to the beach. *New owners as of 3/10/22. As of that date, the owner was a Superhost and this unit had 34 reviews with a 5-Star rating. Reviews available upon request.

4.99 out of 5 average rating, 119 reviews

A wooden boardwalk leads from lush vegetation to the serene beach. Soft sands are visible alongside the path, with gentle waves lapping at the shore. The sky showcases a gradient of colors as the sun rises or sets, creating a peaceful coastal scene.

Vacation home in Naples

25% OFF · Beach 3mi · 2 Htd Pools · Tennis · Pickle Ball · Bikes

Play TENNIS (16 courts) and PICKLEBALL (4 courts). Free clinics. World Tennis Club encompasses 82.6 acres. About 6 mls to downtown and 3 mls to the beaches. Redesigned 2 bdrs 2 baths condo in WTC Resort, designed for up to 6 guests. The largest layout in this subdivision at the FIRST-floor unit also has 2 huge lanais. The living room features sectional sofa and 75 inches flat screen Smart TV with internet and cable fiber optic speed of 250. Another TV is in the master. Safe GATED community.

A modern kitchen features white cabinetry and a large island with seating for four. Stainless steel appliances, including a refrigerator and microwave, enhance the space. Natural light floods the area through multiple windows, illuminating the open layout connecting the kitchen to a cozy living area.

5 out of 5 average rating, 21 reviews

Blue Banyan Boathouse w/heated POOL. Boat DOCK!

POOL! BRING YOUR BOAT! This ranch home is located on a canal with direct access to the Gulf/Naples Bay(no bridges). Amazing water sports access. In the cool/hip Bayshore Arts district! Great restaurants, Naples Botanical Gardens, 3 miles to DT Naples and 4 to the best beaches. This is a perfect family/friends vacation spot. We have all the gear to enjoy this location. Quiet neighborhood/newly renovated/great views. Coffee/drinks/BBQ poolside. Pool is not heated. You have use of 1/2 of dock.

5 out of 5 average rating, 32 reviews

A ceramic coffee mug featuring a palm tree design rests on a textured outdoor table. The backdrop includes blurred views of palm trees swaying gently, and the reflective surface of the water adds a serene atmosphere to the scene.

Condo in Marco Island

Waterfront 2 Bath Oasis, Pool Balcony & Beach Gear

Summer Special! 15% Discount for 7 night minimum stays until August 30, 2025! Fall Special - 10% Discount for 7 night minimum stays until November 30, 2025! Stunning Waterfront Balcony w/ amazing views of Marco River, Pool & Spa King Bed, 2 full bath & dream kitchen. Daybed & Trundle. In-unit washer & dryer w/ complimentary laundry supplies Around the corner from Snook Inn, Smith House, Boardroom Tavern & Collier House Beach chairs, umbrella's & towels, Pickleball

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.

4.94 out of 5 average rating, 122 reviews

LUX Oasis~10 min Beach/5th Ave~Custom pool w/shelf

Paradise awaits! This newly updated, 3 bed 3 bath home is just perfect for your family vacation! *10-15 minute drive to our favorite local beaches: Via Miramar and Lowdermilk. *Located on a quiet street just 7 minutes from 5th Avenue!* Our screened in lanai makes our home the perfect mix of indoor/outdoor living! Lay out on our luxury chaise loungers, sip a cocktail, watch the game while taking a dip in the heated pool, grill up some grub, kick back and relax!

4.95 out of 5 average rating, 155 reviews

A modern bathroom features a glass-enclosed shower with marble-style tiles. A small window provides natural light while toiletries are neatly arranged on a shelf. A white toilet and a decorative plant add a touch of style, complemented by a textured rug on the floor.

Condo in Naples

Sea Shell Villa 1

Your will be close to everything when you stay at this centrally-located villa. Our villa is fully upgraded. Has a full kitchen, 1 bedroom with a queen bed and laundry room with a full size washer and dryer. There is a great variety of restaurants and shopping just minutes away. In just 15 minutes you can be at the famous Naples pier for a fun day at the beach. We also have Marco Island, which is one of the top beaches in the world, just 20 minutes away.

A wooden pathway bordered by lush greenery leads towards the beach, with swaying palm trees framing the view. Soft sand can be seen in the distance, meeting the inviting blue ocean under a clear sky.

4.96 out of 5 average rating, 107 reviews

Tropical paradise 5 minutes from the beach

Come on in and unwind in this peaceful and one-of-a-kind oasis just a short 5-minute drive from Wiggins Pass beach! Feeling adventurous? Hop on a bike and you'll be there in a little over 15 minutes. Located in North Naples, this charming house is fully stocked with everything you need to cook, discover, unwind, and rejuvenate, this space even boasts its own private backyard. The moment you pull into the driveway, you'll instantly feel those vacation vibes.

4.96 out of 5 average rating, 251 reviews

Home in Cape Coral

Dolphin beach house 2

ONE OF THE BEST WATERFRONTS IN CAPE CORAL! A short walk to the beach a. This 2,500+sq ft home has stunning sunsets and South Western water views from all main living areas,as well as the Master Suite. Heated pool w/ LED colored lighting, built in Spa,Pool bath, full laundry facility, Lanai,Fireplace ,Wi-fi and TVs in every bedroom, private dock . Boat on lift for rent w/RPM rentals . Large 2-car garage w/5 bicycles,beach wagon & cooler on site.

Apartment in Marco Island

A waterfront view showcases the well-maintained condo building with palm trees lining the property. Calm green waters reflect the clear blue sky, while nearby structures exhibit a mix of coastal architecture. Several lounge chairs are positioned along the water's edge, inviting relaxation.

4.87 out of 5 average rating, 216 reviews

Amazing Olde Marco Condo, Beautiful Sunsets & Dolphins

No Damage from Hurricanes Ian, Helene, or Milton! We'd love to host you if you had planned to travel to an area affected by any of these storms in other parts of Florida. Great One Bedroom, One Bath condo in Olde Marco Island. You'll enjoy great views of the bay and amazing sunsets over the Gulf Of Mexico. You'll love all of the boats that float by and the daily dolphin sightings sitting on our back porch.

An outdoor area is illuminated by soft lights, featuring a gazebo with a hot tub and a dining table surrounded by a lush green yard. Comfortable seating is arranged around a firepit, creating a welcoming space for relaxation.

4.92 out of 5 average rating, 221 reviews

" The Bohemian Heaven " w/ SPA, 2miles to downtown

Welcome to the unique Bohemian Paradise. Completely renovated spectacular bright space, high-end furniture, a fantastic huge outdoor area, firepit, outdoor dining table, and BBQ station. Minutes away from restaurants and convenient stores, as well as historical Naples Pier, Naples beach, and 5th Ave/Downtown. You don't want to miss this experience.

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Popular amenities for Keewaydin Island vacation rentals

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Other great vacation rentals in Keewaydin Island

5 out of 5 average rating, 7 reviews

Condo in Naples

Naples Tyme Retreat

TiffaniRating, 5 stars2 weeks ago

The perfect getaway. Just what we needed. We spent 8 wonderful nights in Kelly's spacious and beautifully decorated cottage. She always responded promptly to any questions we had and is a great host. The resort amenities were amazing! We loved spending our days at the pool. Would definitely stay again!

5 out of 5 average rating, 3 reviews

Sports Ranch Luxe Estate

DanielleRating, 5 stars2 weeks ago

My husband and I had an amazing experience at this Airbnb! It truly felt like we were staying in a luxury home. The layout was beautiful, the materials and finishes were high-end, and everything was thoughtfully designed. We were also pleasantly surprised to find outdoor basketball, volleyball, and soccer setups that added extra fun to our stay. The neighborhood felt very safe, which gave us peace of mind. One thing to note: the area is predominantly Spanish-speaking, so you may occasionally encounter a language barrier with Uber drivers or locals. This didn’t impact our stay in any way, but it’s helpful to be aware of. As an entrepreneur, I found the home especially inspiring. It helped me stay grounded in a positive, abundant mindset. Lastly, the host was excellent! Warm, proactive, and quick to address any concerns. We wholeheartedly recommend this home to anyone looking for a luxurious, comfortable stay with great amenities and a peaceful atmosphere. 10/10.

An expansive lanai is highlighted, featuring a newly built, oversized pool surrounded by a screened enclosure. Lush greenery is visible outside the screens, while sunlight reflects on the clear water, creating a serene view of the lake beyond.

5 out of 5 average rating, 15 reviews

Modern Home in Naples w/ Heated Pool

JeffreyRating, 5 stars1 month ago

We had a really great vacation at Michele’s house. The pool area is huge and very well furnished with a variety of seating areas. Very relaxing! The pool has a lake view and excellent privacy. We had everything we needed and Michele was extremely responsive and informative throughout our time there. Highly recommended!

A bright seating area features two wooden chairs with cushioned seats, positioned around a small round table. A window with wooden blinds allows natural light to fill the space, complemented by a decorative shelf showcasing greenery.

5 out of 5 average rating, 34 reviews

Modern Naples Duplex Home ~ 7 Mi to Beach!

MiaRating, 5 stars2 weeks ago

Great place to stay! Was in a great location that offered a peaceful stay. Place was easy to find and very comfortable.

Apartment in Marco Island

The image captures a serene view of the canal at sunset, with colorful clouds reflecting on the water. String lights hang above a patio area featuring a white chair and a small potted plant, while palm trees line the tranquil waterfront.

4.97 out of 5 average rating, 34 reviews

Marco Island Palm House (1 bedroom with loft)

NicoRating, 5 stars3 weeks ago

Michelle was a fantastic host. She let us check in early as we got to the island and it was quite hot out so we needed a place to drop our stuff before heading out. The unit is super cozy with great views to the canals. It is near old Marco Shopes and walking distant to great breakfast, fresh seafood, and bars on the water. Yet the place is extremely peaceful and in the mornings it was very quiet which we loved. Would highly recommend staying here!!!

A wooden pathway leads through lush greenery towards a serene beach, with turquoise waters visible in the distance. Gentle sunlight filters through the trees, casting dappled light on the sandy ground, inviting a peaceful stroll towards the shore.

5 out of 5 average rating, 16 reviews

Beach Access Modern 3BR w/ Pool

JennyRating, 5 stars1 week ago

We had a great experience at this Airbnb! The place was exactly as described clean, cozy, and thoughtfully decorated. The location was perfect close to the beach. Our host was incredibly kind and responsive, making check-in and communication smooth and stress free. We appreciated the little touches, like fresh towels and well stocked kitchen. It truly felt like a home away from home. We would definitely stay here again and highly recommend it to anyone looking for a great place to stay!