Holiday rentals in Keewaydin Island

4.96 out of 5 average rating, 109 reviews

New Home, 6 Beds, Heated POOL / Game Room

Park in the driveway and enter through the front double doors to a newly and completely updated Home with 3bedrooms and 3 full bathrooms located just 7 miles from the trendy 5th avenue south, white sanded beaches and the famous Naples pier; This private and MODERN exquisite home has everything you need to enjoy an endless summer alike stay. Heat for the Pool Available EXTRA $ October to May $40 EXTRA per each night stay May to September $30 EXTRA per each night stay. Game Room and and Gym area.

4.98 out of 5 average rating, 405 reviews

Guest suite in Naples

Naples Loft-private-18 min to the beach

Beautiful newer construction loft that offers 640 square feet of open floor plan! This unit sits above our two car garage , 130 feet from the main house. Full kitchen, microwave, coffeemaker, toaster, iron, and washer/dryer! Our home sits on 1.14 acres with a circular driveway in a very quiet neighborhood. Enjoy organic farm fresh eggs when the hens are laying. If you have children, your welcome to play in the "island" (our kids play area) with a playhouse and climbing dome. Very relaxing place!

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

4.94 out of 5 average rating, 88 reviews

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.

4.95 out of 5 average rating, 108 reviews

Parks Place - Ocean, Beach and Pickleball Haven

This stunning new home is surrounded by 4 beautiful Naples Parks and is ideal for ocean & beach lovers, nature enthusiasts, and pickleball. The US Open Pickleball Park is across the street. Bayview Park & Boat Ramp, with gorgeous views & access to Naples Bay is just down the street. Walk or bike around Lake Avalon/Sugden Park - 2 blocks away. Just .8 miles to Naples Botanical Gardens. Near the Bayshore Arts District, and a short drive to the gorgeous beaches, Naples Pier, and infamous 5th Ave.

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!

4.89 out of 5 average rating, 209 reviews

By the Ocean

This building is located right in front the Marco Island Beach Access Point! This condo is very close to the JW Marriot, providing a convenient alternative. The condo has a pool - available all year -, tennis court, BBQ and laundry on each floor. All the common areas are fully available for your use and in excellent condition. And of course, you have a reserved parking space for your vehicle. This is an exceptional place to rest and enjoy with your family.

4.95 out of 5 average rating, 153 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, 250 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.

4.98 out of 5 average rating, 110 reviews

Sunside House, 3/2 Pool Home in Gated Community

Prepare to be impressed as you enter this beautiful home in the sought-after Community of Briarwood. It certainly has the 'WOW' factor. The open aspect of this great-room floor plan, which flows out to a large, very private SW facing Patio and Pool area, makes this a perfect home for entertaining, family time or your golf time. You will love how light, bright and spotless this gorgeous home is. So much NEW.

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 holiday rentals

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Other great holiday rentals in Keewaydin Island

5 out of 5 average rating, 7 reviews

Apartment 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!

4.98 out of 5 average rating, 49 reviews

Home in Marco Island

Gorgeous Marco Island Pool Home near Mackle Park!

NicholasRating, 5 stars5 days ago

This was the perfect house for a family with small kids. We bikes to the park and walked the trail. Everything was 5 minutes away. Gist was perfect, provided everything we needed and answered all questions. Wonderful first time in Marco island, would rent this place again for sure!

5 out of 5 average rating, 8 reviews

Waterfront w/Pool & Patio - Close to Everything

RyanRating, 5 stars2 weeks ago

Thanks for hosting us, we had a really nice stay. The pool was amazing and we used it daily. The area was very peaceful and close to all that Naples had to offer.

5 out of 5 average rating, 20 reviews

Pool Home Minutes to the Beach

BenjaminRating, 5 stars3 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.

4.97 out of 5 average rating, 34 reviews

Flat in Marco Island

Marco Island Palm House (1 bedroom with loft)

NicoRating, 5 stars2 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!!!

4.94 out of 5 average rating, 50 reviews

The Turtle| Pool, Fire Pit, 10min to Beach/5th Ave

JanineRating, 5 stars3 weeks ago

5 Stars - Perfect Vacation Stay! We had an absolutely perfect stay at this Airbnb in Naples, Florida. The home was spotless, beautifully maintained, and incredibly inviting from the moment we walked in. It had everything we needed for a comfortable and relaxing vacation. The beds were cozy, the space was thoughtfully furnished, and every detail felt well cared for. The location was also ideal—close to beaches, shopping, and great restaurants, but tucked away in a peaceful neighborhood that made it easy to unwind. We truly felt at home here and would come back in a heartbeat. Highly recommend to anyone looking for the perfect getaway in Naples!

5 out of 5 average rating, 31 reviews

Waterfront 2 Bath Oasis, Pool Balcony & Beach Gear

DanRating, 5 stars2 weeks ago

This place is beautiful and has everything and more for a perfect stay on Marco Island. Everything that you could possibly need for cooking and lounging is included. It is within waking distance to the Island bikes and they rent bikes as well as motorized fun. There are also quite a few restaurants close by. The area is very quiet but is close enough to night life. The quality of the amenities was top notch, especially bath products. We will defiantly stay again if in the area.