Holiday rentals in Keewaydin Island

4.96 out of 5 average rating, 188 reviews

Serene Home 10 min 2 Beach w/ Bikes & Master Suite

We have stellar reviews, come check us out & see for yourself. Stay at this downtown Naples relaxing 1,864 sqft, 4 BD (2-king beds & 2-queen beds+twin blow up), 2 BA home for the best of vacations. Minutes from 5th Ave beaches/shopping/food/activities. Bonus: 2 outdoor seating areas/ample entertaining space/BBQ/outdoor games (corn hole, jenga, putting green), 2 bikes & beach equipment for 8. If looking for a pool, we have resort access to 6 area resort pools (day rate fees apply). Message me!

Apartment 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

4.97 out of 5 average rating, 377 reviews

Guest suite in Naples

Tropical Garden Studio Cottage (2 miles to beach)

Studio beach cottage experience in North Naples. Take one of the two complementary bicycles on an easy 15 min bike ride to the beautiful Wiggins Pass State Park or Vanderbilt beach. Just 3 miles from the popular Mercado shops, restaurants and theater. Prefer to walk? It's less than 10 mins walking to multiple great restaurants, grocery stores, and even paddle board/boat rentals, fishing trips, dolphin eco sunset & tours. Feeling adventurous? Take one of double kayaks from the dock to the beach.

5 out of 5 average rating, 16 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.

4.91 out of 5 average rating, 115 reviews

Apartment in Naples

5th Ave & Beaches 10 Minutes Away! 2 BD/2 BA

Bring your family and friends to our Southwest Florida paradise! This stylish space is the newest addition to our profile. Located in Naples Florida and within a 7 min drive to 5th Ave shops, restaurants, and beaches. Enjoy a 10 min walk to Celebration Park and local restaurants. Guests can enjoy this newly remodeled condo that has everything you will need for your Naples getaway. **If you have a larger party, inquire and view our profile about the 3 other condos on this property.

4.95 out of 5 average rating, 155 reviews

Apartment 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.

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.

4.95 out of 5 average rating, 300 reviews

Coastal Farmhouse w/ mini Golf, Private Beach &Spa

We welcome you to our high end, next level, brand new Farmhouse, which is conveniently located in the heart of Naples. Only 1.5 miles away from the beach, minutes away from the nearby plaza, which offers dining experience, shops, supermarkets, gas stations, etc. The well-known downtown district is only four miles away and Mercato, if you are looking for nighttime activities. Brand new High-end furniture and beds. Welcome, Home!

4.87 out of 5 average rating, 216 reviews

Flat in Marco Island

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.

4.92 out of 5 average rating, 222 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.

4.98 out of 5 average rating, 271 reviews

Garden House-2 Bedroom/2 Bath-Naples / Park Shore

WHOLE HOUSE RENTAL-Intimate quiet setting just ten minutes (4 miles) from downtown Naples, within easy walking distance of restaurants and bars, and 2 miles from the beach. There are no hidden cleaning fees on this listing which is a huge plus. There are also no hidden cameras or sensors of any kind at the house—your privacy is respected.

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Other great holiday rentals in Keewaydin Island

5 out of 5 average rating, 8 reviews

Guest house in Naples

The yellow apartment

CoryRating, 5 stars1 week ago

Awesome place. Clean and felt right at home. Host is very friendly, responsive and quick if you need anything. Would recommend this spot to everyone. And theres really cool Iguanas right outside! Added Bonus

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!

4.93 out of 5 average rating, 28 reviews

3Bedroom/2 Bath +Free Golf! Greenlinks/Lely Naples

RenatoRating, 5 stars3 months ago

Our Naples Airbnb was an absolute dream! From the moment we stepped inside, we were greeted with a clean, bright, and beautifully decorated space that immediately felt like home. The location was perfect – nestled in a charming neighborhood, just a short walk from amazing restaurants and the vibrant city center. The host was incredibly responsive and thoughtful, providing us with fantastic local recommendations and ensuring we had everything we needed for a comfortable stay. The apartment itself was well-equipped, with a modern kitchen, comfortable beds, and a lovely balcony where we enjoyed our morning coffee. What truly made this Airbnb stand out was the attention to detail. Little touches with a detailed guide to the area made our stay extra special. The apartment was clean, and we could tell the host took great pride in maintaining it. Great experience!

4.97 out of 5 average rating, 34 reviews

Flat in Marco Island

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!!!

4.98 out of 5 average rating, 88 reviews

Home in Marco Island

Flamingo Paradise 4 min walk from Beach Access.

ChristinaRating, 5 stars3 weeks ago

This was our first time visiting Marco Island with my husband, 5 year old son and 2 year old daughter. We do not have enough great things to say about how much we loved our stay at this house! I think it was in an absolutely perfect location to the beach and local amenities, we had a great time hanging out in the private pool by our little one was napping then would walk down the street and out to the beach every night for the beautiful sunsets. We will definitely be back.

Flat in Naples

5 out of 5 average rating, 3 reviews

The Coral-2 Kings-Heated Pool 89

BillyRating, 5 stars5 days ago

This place was great. Very clean and neat and had everything that I needed for a productive work trip. Would highly recommend!!

Apartment in Marco Island

4.87 out of 5 average rating, 79 reviews

Luxury Beachfront Condo!

HeatherRating, 5 stars3 weeks ago

You can’t beat the location of this condo. And it did look just like the pictures. Unfortunately the pool was under construction so the balcony was unusable and the table/chairs were removed. But once the pool is redone, it will be a fabulous place to stay. Restaurants and shops are within walking distance and it’s quieter than the nearby hotels, which was nice. Will definitely be back!