Waterfront vacation rentals in North Naples

505 Sunset Key Estate | Luxury Courtyard Pool Home

Welcome to 505 Sunset Key Estate | Luxury Courtyard Pool Home Located on the coveted Vanderbilt Drive, this 5BD, two-story, heated pool home features Old Naples Charm w/ a North Naples location. Enjoy breathtaking sunsets from the private balcony or take a short stroll to world class, white sand beaches. Professionally designed to give you a sophisticated vacation home away from home. The upmost attention was paid to selecting quality furnishings that are as functional as they are beautiful!

Park Shore Resort Modern Top Floor 2 Bed 2 Bath

You have found THE BEST condominium in Naples! This wonderful and tranquil get-away is set in a tropical paradise in the heart of Park Shore. A modern 2 bedroom, 2 bath with one king bed, two twin beds and one sofa bed, sleeps 6 people. This top floor unit with elevator gives you a breath-taking view over a beautiful resort which offers heated pool, tennis, pickleball, and poolside restaurant Hogfish Harry. The beach is only a mile away! Let us welcome you to your own personal piece of paradise!

The Bonita Bitty Beach Cottage

Welcome to the Bonita Bitty! This 2 bed, 1 bath direct waterfront cottage is the perfect getaway spot to relax & recharge. Outdoor dining and lounge area with private canal mangrove views with the occasional manatee & dolphin visit. Unbeatable location in a quaint neighborhood only 1 mile to walk/bike to the beautiful beaches. Downtown, parks, restaurants, cafes, & breweries minutes away. Explore all Bonita, Naples, & Fort Myers paradises have to offer from this Bonita duplex. Estero Bay fishing

Private pool-spa home just blocks from the beach

Hello, owners Ted & Maya welcome you to an amazing private pool & spa home surrounded by a luscious backyard plant garden just 2 blocks from the beach. Fully remodeled 3 bedrooms, plus a den, 2 baths with lanai complete with a private pool and spa, 2 car garage and offered turnkey furnished! Simply and elegantly decorated spacious home. As you enter, there is a den with a couch, massage chair, TV on the wall, and a desk area perfect for working from home with high-speed WIFI internet service.

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.

Beach House on pond w/ HEATED pool - sleeps 6

This secluded and beautiful beachside getaway is yours. Perfectly positioned easy access to white-sand beaches & fabulous shopping/dining/golfing/site seeing experiences of Naples. (2 bed 2 bath.) Gorgeous lakeview, (turtles/ducks incl.). HEATED POOL. Enjoy fresh coffee at sunrise from lanai watching swans take their morning swim or have a nightcap near shimmering moonlit pond. We warmly welcome you to rest, relax and stretch-out at this incredibly charming Beach*House cottage.

Waterfront ocean access canal, Kayaks, Bikes Beach

We renovated a key west style home into a modern beachy oasis. You can kayak, bike and boat to the beach right from the house! This safe waterfront neighborhood has tons of friendly people out walking, running, biking, dog walking, etc. The house is 1/4 mile to the beach as the crow flys. Beach entrances are 2 miles away. We have 2 nice adult bicycles, kayaks and fishing rods for you to use. Located just off Wiggins Pass Road between 41 and the ocean. Stilt home. Don’t even need a car.

Riverside Cottage just a short walk to downtown!

Experience the most charming downtown in all of Southwest Florida from this pet-friendly Riverside Cottage! -Beautiful 10-minute walk to Downtown Bonita Springs and Riverside Park -15-minute drive to Bonita Beach -15-minute drive to Mercato -10 miles to Lovers Key State Park -15 miles to Naples 5th Ave -15 miles to Fort Myers Beach -King Size bed! -Queen Size bed -Outdoor games (cornhole, LED frisbee) -Bluetooth speakers and music players -2 well behaved pets welcome! :-)

Stunning Beach Cottage!

Welcome to paradise. Stunning cottage one mile from the beach! Three bedrooms, two bathroom, one with a brand new steam shower. This house is immaculately appointed and sits on a little lake. Enjoy the fire pit on any cold nights. Relax in the heated pool and hot tub or enjoy the patio which is screened in and includes a BBQ and relaxing seating. This really is a fantastic location, close to shopping, restaurants and the beach. Small dog ok with pet fee.

2br/2ba spacious House near the Ocean

Welcome to our stylish and comfortable retreat, located just 1.3 miles from the sandy shores of Vanderbilt Beach and the scenic beauty of Wiggins Pass State Park. With the vibrant Mercato district nearby, you'll have access to an array of dining, shopping, and entertainment options. Our well-appointed accommodations include two bedrooms with king-sized beds, as well as a queen-sized sleeper sofa, making it perfect for families or groups of friends.

Naples Paradise Cove Luxury 4/3 Beach Home

This stunning single-story home is just one mile from the white sands of Vanderbilt Beach, perfect for an evening stroll or a quick bike ride. At Naples Coastal Vacations, we personally develop and manage our properties to ensure an exceptional guest experience. Every detail of this home has been thoughtfully crafted to offer luxury living that exceeds expectations, creating the ultimate coastal getaway.

Casa Bonita - Relax @ The Beach (Newly Remodeled)

Beach within steps of this beautifully remodeled condo! DOC's restaurant & jet ski rentals, directly across the street. Beach gear available along with a cart to transport. Luxurious king size bed with extra plush mattress topper. Queen size sofa bed. Our studio will sleep up to 3 people (2 adults, 1 child) Newly refurbished pools opened April 2nd 2025.