Keewaydin Island vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Keewaydin Island

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

Guest favorite

Home in Naples

4.94 out of 5 average rating, 17 reviews

Poolside Paradise

Relax with the whole family at this peaceful place to stay. While new to Airbnb, this vacation gem has been the #1 home in Naples Park for years on VRBO. With over 300 5-star reviews our home boasts a private heated pool, less than one mile from the beach, rocking chairs to sip morning coffee on the front porch as well as only a few miles from 10+ Naples golf courses. We provide all the beach towels, soap, shampoo, laundry soap, weber grill, 4 bicycles, portable baby crib, and baby chair. :0)

Guest favorite

Apartment in Fort Myers Beach

4.98 out of 5 average rating, 60 reviews

Island Sunshine Poolside Gem

Important Note: This apartment has been totally remodeled from hurricanes in 2024. Everything is perfect here. Beaches are beautiful, pool is relaxing and welcoming. Thankfully the island restaurants and bars are also back up and going in fun island style! Perfectly remodeled bright and cheery poolside apartment. This one truly has it all. From luxury bedding to a fully equipped kitchen to a spacious screen porch right outside the living room door. This dreamy island apartment offers a king me

Guest favorite

Home in Bonita Springs

5 out of 5 average rating, 17 reviews

Casa Bonita by the Sea

Indulge in a dream vacation at our 3-bedroom oasis near one of Florida's top beaches. Inside this brand new home, bask in natural light and chic decor. Unwind on the reclining sofa, step outside to your private paradise with a saltwater pool, infinity spa, and outdoor kitchen. The master suite offers luxury with pool access, soaker tub and shower. Enjoy nearby beach activities, hiking, shopping and dining. Every detail is designed for your relaxation. Book now for the ultimate coastal retreat!

Guest favorite

Home in Marco Island

4.91 out of 5 average rating, 23 reviews

STUNNING Canal Ranch Walk to the Tigertail Beach

NEW LISTING! Newly Remodeled 4 Bed, 2 Bath that sits in a very exclusive location less than 2 blocks from Tigertail Beach! Our vacation home offers an abundance of updated space! Plenty of outdoor entertaining within the large enclosed pool area. Enjoy the several "extras" to use during your stay including, bikes, beach chairs, coolers, and much more! You won't find a better value for your family and be able to walk to the beach! Please note: TV in every room set up for streaming ONLY

Guest favorite

Home in Fort Myers Beach

5 out of 5 average rating, 51 reviews

Coastal Retreat; paradise found!

Welcome to our tranquil retreat, nestled just minutes away from the pristine shores of Ft Myers Beach and Sanibel. Step inside and be captivated by the inviting ambiance of our thoughtfully designed space. The airy living area welcomes you with its abundant natural light, stylish decor, and comfortable furnishings. Relax on the sofa or enjoy the backyard space as you plan your beach adventures. TV's in every bedroom and living room. We look forward to hosting you!

Guest favorite

Home in Naples

4.95 out of 5 average rating, 61 reviews

Blue Tides Inn

Put away your wool hats, hang up your parkas, and break out the swim trunks, sunglasses and flip flops. There’s no better way to celebrate summer (or escape winter) than with a relaxing beach vacation with a tropical pool. Bring the whole family, roll with a group of friends, or make it a romantic retreat. Whatever the trip, opt for a luxurious vacation rental with all the home amenities you’re used to at home—and some. This incredible beach home has it all!

Superhost

Bungalow in Sanibel

4.84 out of 5 average rating, 19 reviews

Palm Retreat Cottage at Palmview Inn of Sanibel

Open for reservations for the first time since undergoing a complete renovation including new kitchen with peninsula, quartz countertops and stainless steel appliances, renovated bathrooms with walk-in shower, coastal furnishings and modern finishes. Featuring a master bedroom with a queen bed, a guest bedroom with two twin beds and a pullout sofa, a second guest bedroom with a queen bed, a spacious kitchen and dining area, 2 full baths and a private porch.

Guest favorite

Home in Marco Island

4.98 out of 5 average rating, 298 reviews

⭐ Rare Waterfront Western Exposure Vacation Home

This dream getaway home is located in the heart of Marco Island with everything you need for an unforgettable trip! Enjoy the convenience of being only minutes away from South Marco Beach, with its white sand and clear blue skies, and the best restaurants such as Da Vinci's, Marco Prime, The Snook Inn, The Oyster Bar and shopping on the Island! Wind down your day watching breathtaking Western exposure sunsets from your own waterfront patio and dock...

Superhost

Cottage in Fort Myers Beach

4.89 out of 5 average rating, 27 reviews

DEJA BLUE 1000 FT from Beach Great for Families

1000 ft from the beach No car needed!!!! Walk around town or Trolley Best location on beach Perfect vacation spot, beautiful sunsets Newly renovated Close to time square restaurants and shopping. Relax on landscaped palm tree front patio 3 New flat screen tv’s and Brand new stainless kitchen Beach chairs, umbrella and towels are ready to go to the beach Backyard with grill Let’s book and start your vacation!!!!!!!!!!!!!!!!!!!!!!

Guest favorite

Home in Naples

4.93 out of 5 average rating, 134 reviews

675 FantaSea | New Heated Resort Pool & Fire Pit

Spend the day outside morning, noon & night and live out your FantaSea vacation! Lounge on the deck or in the heated pool on the sun shelf. On a cool night sit by the fire and relax in the Adirondack chairs. Desirable designer interior with coastal decor has the comfort of home with the feel of the sea. We are just a few minutes away from white sandy beaches with beautiful sunsets, amazing restaurants and upscale shopping centers.

Superhost

Condo in Marco Island

4.6 out of 5 average rating, 5 reviews

Angler Oasis III-Marco Waterfront Condo - 5 Star!

LOCATION! LOCATION! We are Superhosts This tropical escape has a laid back style all it's own. A 1 BDR condo that sleeps 4 is located right on the water with water views, 2 pools, tennis courts and the Dolphin Tiki Bar are all on the grounds. Fish right off the dock or rent a boat at Rose's Marina which is right next door. There are so many reasons you'll love your stay. LOCATION! LOCATION!

Guest favorite

Home in Fort Myers

4.88 out of 5 average rating, 220 reviews

The Beachy Retreat

This is the ultimate getaway for our guests. Our cozy newly renovated retreat is in the perfect location that is close to the beach, near all the best restaurants, and has all the amenities you will need for a breezy family vacation. Just a short 10 min drive to all the best beaches (Sanibel Island and Ft. Myers Beach), shopping locations, and more!