Holiday houses 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.

4.99 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

4.96 out of 5 average rating, 120 reviews

Coastal Getaway *Heated Pool *3 King Rooms

Tropical Oasis Downtown Naples 3 BD/2 BA full house w/ a HEATED pool, outdoor entertaining, BBQ grill, lanai seating/dining for 8, outdoor games, 2 living rooms w/ large TVs (main room has a 75" screen TV), master suite w/ ensuite bathroom & flatscreen TV, all 3 bedrooms have king beds. Close to downtown restaurants/shopping (9 min), beaches/Naples Pier (14 min). DOG POLICY: Only after owner's approval, a non-shedding small dog is allowed with $100 per dog non-refundable fee (2 dog maximum).

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.

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, 13 reviews

Apartment in Naples

Lake & Golf View in Naples - FREE GOLF May15-Oct15

DM For a Special Offer - SUMMER GETAWAY MAY 15 - OCT 15 FREE GOLF! *excludes cart fee. 2025 & 2026 Bookings Open Welcome to this exclusive 2-bedroom 2 bath Lake and Golf View in the highly desired Greenlinks at Lely Resort. You can’t beat this location! Enjoy our newly renovated, fully stocked and spacious residence with many resort amenities including: Golf, tennis, pickleball, bocci ball, gym, heated pool & hot tub! Centrally located close to downtown Naples and Marco Island.

5 out of 5 average rating, 29 reviews

Apartment in Naples

Warm & Cozy Apartment - Bayshore Arts District

Welcome to your Cozy Bayshore Retreat! Step into this beautifully decorated, brand-new apartment designed for comfort and relaxation. Located just minutes from the stunning Bayshore district and close to the beautiful Naples beach, this charming space offers the perfect blend of convenience and serenity. Whether you're here for a weekend getaway or an extended stay, you'll love the thoughtful touches, stylish decor, and unbeatable location. We are pet-friendly! :)

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, 155 reviews

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.

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, 207 reviews

Location! Quality! Comfort! " The downtown Gem "

This Completely renovated gem offers a pleasant and cozy open floor plan with high-end beds and furniture, a private patio with a BBQ station, Screened lanai, and it's fully equipped with anything that you can think of. Within half a mile, you will be in the most fun Celebration Park or have breakfast on the water, Naples Botanical Gardens, and much more. You'll also appreciate the short drive to downtown Naples and the best Naples beach.

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Other great holiday rentals in Keewaydin Island

5 out of 5 average rating, 37 reviews

Spacious Luxury Home with Heated Pool and Hot Tub

JeremyRating, 5 stars1 month ago

We had a fantastic time at Chris's property in Naples. The house is beautiful and the outdoor area is perfect for relaxing, swimming, and grilling. We travel to Naples twice per year and this is our favorite airbnb that we have rented. We would definitely stay here again in the future. Thanks Chris for being an excellent host!

5 out of 5 average rating, 85 reviews

Condo in Naples

Little Gem By the Beach and 5th w/Patio Old Naples

JimRating, 5 stars1 week ago

Would thoroughly recommend Bruce and Patti's condo. It was spotlessly clean and looks exactly like the photographs. Location is excellent with a short walk to many great restaurants and the beach and a short drive to other amenities. Bruce and Patti were excellent hosts and communication with them was excellent. If we ever come back to Naples we would most definitely stay there again.

5 out of 5 average rating, 20 reviews

3bed 2bath Home Pool/Hottub/Spa East Naples Lely

VadimRating, 5 stars2 weeks ago

Carla's place was definitely worth the price. The home was meticulously clean and we really appreciated the modern kitchen appliances, which we used daily to cook and clean the dishes. The furniture is very comfortable, although we found the extra mattress topper in the master bedroom making the bed too soft. The master shower is amazing! Kids and I loved the pool and the partial shade throughout the Am morning and evening. Everything was supplied - beach chairs, umbrella, pool toys and fully stocked kitchen. Even rice cookers, crock pot and air fryer are available, as well as 3 ways to make coffee ☕. Publix stores and Walmart very close by, Loudermilk park/Beach within an 18- minute drive. Thank you, Carla, this would be a place to come back to if visiting area again.

Apartment in Marco Island

5 out of 5 average rating, 8 reviews

Modern 2/2 with beach access!

AvalonRating, 5 stars1 month ago

What a perfect spot! We were so impressed with this condo. It’s in such a charming location on the north side of the island in Olde Town. We could walk to restaurants and a cute little bakery for coffee. The host is so accommodating and great with communication and questions. They also have a private beach access which is a short drive away and we took advantage of it both days. So amazing, free parking. The condo has been renovated top to bottom and it’s gorgeous. This is an end unit in the building so we loved the extra large outdoor patio! We ate most of our meals and had coffee out there everyday. We highly recommend this place! Planning to come back in May!

Apartment in Marco Island

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!!!

4.93 out of 5 average rating, 61 reviews

Villa in Naples

Modern Villa with peaceful setting

ReneRating, 5 stars3 weeks ago

My partner and I had a lovely ten day stay. The house was back in the foliage behind the main house making it very private. The porch was great to get some morning sun and afternoon shade. There is another living area next door and the laundry is shared. The bathroom was my favorite. I kept telling my partner that I want the exact same bathroom in our future home. We had the privilege to speak to the owner and share life stories. He also gifted us a mango and gave us recommendations to stores and beaches. If I am ever back in Naples, I will attempt to stay here again. It was an amazing place to be.

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!