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Keewaydin Island vacation rentals

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Top-rated vacation rentals in Keewaydin Island

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

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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!

Top guest favorite

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

4.99 out of 5 average rating, 123 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 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, 49 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!

Top guest favorite

Home in Marco Island

4.97 out of 5 average rating, 141 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!

Top guest favorite

Home in Marco Island

4.98 out of 5 average rating, 88 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.

Top guest favorite

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

5 out of 5 average rating, 31 reviews

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

Top guest favorite

A shaded outdoor seating area is featured under a gazebo, furnished with a long bar-style table and six chairs. A television is mounted on the back wall, and surrounding tropical plants add greenery to the inviting space.

Apartment in Fort Myers Beach

4.98 out of 5 average rating, 118 reviews

Ready to Enjoy again! Everything is brand new!

This vacation rental unit has been totally rebuilt and is now ready to welcome guests again! Nearly everything is brand new and it is likely one of the nicest studio apartments now available on the entire island. Skip the dated condos and hotels and get ready to enjoy this newer, nicer option, located just 1 short block (800 feet) from the sand. As you’ll see from the reviews it had a great track record before the storm, and it’s been rebuilt even better! Enjoy NEW!

Top guest favorite

A covered lanai features a hot tub and comfortable seating for relaxation. A small wooden table is adorned with fresh fruit, while a patterned area rug adds texture to the space. Soft lighting creates a cozy atmosphere, complemented by abundant greenery visible beyond the screens.

4.99 out of 5 average rating, 123 reviews

Walk to Beach~Hot Tub~Game Room~Bikes

Step into a sun-soaked oasis! Walk, bike, or drive less than a mile to tranquil Vanderbilt Beach or 1 mile to lively Mercato's dining, shopping, and entertainment scene. This spacious newly renovated home offers a blend of modern comfort and coastal elegance. Prepare meals in the fully equipped kitchen or relax in the hot tub in the screened-in lanai. Whether you're lounging inside or basking on the beach, it's the perfect seaside sanctuary for your next getaway!

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

4.95 out of 5 average rating, 153 reviews

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.

Top guest favorite

Beach chairs arranged facing a colorful sunset over the water are accompanied by a beach wagon filled with sun hats, toys, and other beach essentials. The scene captures a serene atmosphere, inviting relaxation by the shore.

Home in Marco Island

4.98 out of 5 average rating, 132 reviews

Top-rated luxury pool home in prime location

🏠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

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.

A private outdoor area features a heated pool surrounded by palm trees and lounge chairs. Cozy seating is arranged around a circular table, with a patterned rug providing texture. The tranquil ambiance is enhanced by the clear blue sky and landscaped greenery in the background.

Home in Marco Island

5 out of 5 average rating, 4 reviews

Private Pickleball Court & Pool | Walk to Beach

Newly listed and beautifully renovated corner-lot retreat—offering the best location on Marco Island and the closest walk to the beach of any single-family home. Private Pickleball court, putting green, and heated pool. The closest home to the beach access of Marco Island & the renowned JW Marriott! Fully stocked Kitchen, outdoor large dining table with outdoor grill. Spacious & Stylish design with modern coastal decor.

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Popular amenities for Keewaydin Island vacation rentals

Laptop-friendly workspace

Air conditioning

Other great vacation rentals in Keewaydin Island

Top guest favorite

The image captures a spacious open-plan living area featuring a modern kitchen with a light marble countertop and gray cabinetry. A dining table is positioned near large windows that frame scenic water views. Comfortable seating is arranged in a cozy corner, with a television and wall art adding character.

Condo in Marco Island

4.98 out of 5 average rating, 92 reviews

Riverside Paradise!

ThomasRating, 5 stars1 week ago

Great place to stay. Easy access and parking. Very clean place.

Top guest favorite

Home in Bonita Springs

5 out of 5 average rating, 26 reviews

Private Palm Oasis - Close to Beach

KimberlyRating, 5 stars1 day ago

Beautiful property. Everything was immaculate. All the linens and blankets were clean and fresh. The property was pet friendly and our senior girl GG had a great stay and especially enjoyed the dog beach that was very close to the house. The area itself was not what we expected, we were looking for more of a small town vibe. aot of the restaurants didn't open until 4pm and not many were dog friendly (unless a service dog) even for the patios. This was not a reflection of the Private Oasis, this property was everything we thought it would be. One of the best Airbnb we stayed in.

Top guest favorite

Condo in Marco Island

5 out of 5 average rating, 60 reviews

Welcome to "Marco-ritaville!"

BarbaraRating, 5 stars1 week ago

The apartment is very nice, nicely furnished, great size for a family of 2-4. The kitchen is extremely well equipped. It has a balcony to chill outside and looking partially to the bay which is beautiful. The pool is a huge plus, including a hot tub! It has it’s own parking lot, also an elevator which was very convenient! There were beach equipments included and a beach car - it was amazing! The beaches are short drives away, public parking is available so not a big deal. Tom is very responsive, check-in and check-out go super smooth and flexible. An absolutely great deal to stay here:)

Top guest favorite

The image displays a spacious outdoor lanai equipped with a heated salt-water pool. Comfortable seating arrangements are visible alongside a dining table set for multiple guests. The fully-retractable glass sliders allow a seamless connection to the interior living area, enhancing the outdoor ambiance.

5 out of 5 average rating, 20 reviews

Pool Home Minutes to the Beach

BenjaminRating, 5 stars4 weeks ago

This was the best Airbnb I've stayed at. I will stay here again when I'm back in the area. The house looked exactly like the photo's and was in excellent condition - furniture, appliances, tv's, the pool & outdoor furniture. The house was fully stocked with everything you need to cook in, go to the beach, or chill at the pool. The location is like 10 minutes from anything (beach, gas, grocery store, etc) yet tucked away on a quiet street giving you privacy and quiet. The host was always responsive when needed. Me and my family were very happy with this house and look forward to coming back.

Home in Bonita Springs

5 out of 5 average rating, 6 reviews

Luxurious 4-Bed Pool Home with Dock & Gulf Views,

AnnemieRating, 5 stars1 month ago

We had an absolutely great 4 day stay. The house is beautiful and the views are stunning. The description in the listing is completely accurate. We would for sure choose this place again for future stays.

Top guest favorite

5 out of 5 average rating, 23 reviews

Mediterranean Inspired Villa with Private MiniGolf

SamRating, 5 stars1 week ago

This place was absolutely amazing! The outdoor area and pool were the highlights — beautifully maintained and perfect for relaxing. It truly felt like a private resort. The home itself was tastefully decorated with great attention to detail, creating a cozy yet luxurious atmosphere. We were a big group and the house had plenty of room for everyone. It was stocked with so many essentials, which made the stay super convenient. They even had everything needed for a day at the beach with the whole family. The location was also perfect — close to everything but still peaceful and private. We couldn’t have asked for a better stay and would 100% book again. Highly recommend!

Top guest favorite

A spacious living area is highlighted by a modern sectional sofa and a glass coffee table. Large sliding doors provide views of the outdoor terrace, revealing a serene landscape with palm trees and water. Soft natural light illuminates the room, enhancing its open feel.

Home in Cape Coral

5 out of 5 average rating, 24 reviews

A tropical boaters pet friendly paradise!

CoryRating, 5 stars2 months ago

Tracy was an excellent host. Super helpful and very responsive. House was spotless when we arrived and everything was as advertised. Location was beautiful with plenty of great bars and restaurants nearby. The family loved the pool/hot tub and the gazebo on the water. I would highly recommend this place to stay.

Top guest favorite

A neatly organized garage space features a wall-mounted rack holding various beach gear, including blue bags and mats, alongside several bicycles in white and black hues. The floor is finished in a smooth gray, offering ample space for additional storage.

Villa in Naples

5 out of 5 average rating, 29 reviews

Salt Pool Oasis: 5 Miles to Beaches (4BD/3BA)

LisaRating, 5 stars1 month ago

Danielle, the host, was very friendly, responsive and easy to work with. The home was beautiful, had a great floorplan, and was clean, tidy and well organized. We loved how the bedrooms, family room & kitchen surrounded a centrally located salt water pool, the focal point as you entered the home. The kitchen was well appointed and had all utensils, pots and pans to cook simple to gourmet meals. The garage housed an assortment of all the toys & equipment we desired for the pool, beach, nearby courts and included several bikes & helmets in great condition. Danielle was super responsive at all stages both before and after booking, and even followed thru on altering the pool from a chlorine to salt water after learning about our preference. The security was a definite plus with the gated entrance. And our friends and family had no trouble gaining access due to the efficient gate system. We truly enjoyed the home and our experience with Danielle and plan to return!

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