Waterfront holiday rentals in Naples

Park Shore Resort Top Floor 2 Bed 2 Bath Sleeps 6

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!

Boaters Bayshore Bungalow w/HOT TUB view of water.

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, boating, 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 on the deck with sunrise in front of you or drinks at sunset. Serenity

Private Sand Beach Backyard | Hot Tub | BBQ Grill

Our Naples Beach Paradise is centrally located minutes to Vanderbilt beach, Mercato, and great restaurants! This home features a fun outdoor space which includes a beach backyard, hot tub, fire pit, horseshoes, and a grill. We brought the beach directly to your backyard! Every room has a smart TV with LED lights installed behind each one. We have 3BRs, two lead to the outdoor space and 2 full bathrooms. Expect to have all the essentials so that you can just kick back and relax during your stay!

LUX Villa w/ Private Salt Water Pool, Lanai, Canal

Are you looking to swim, relax outdoors, fish and take in beautiful sunsets on a wide gulf access canal? If so you will fall in love with this stunning newly constructed custom built home! The 2750 square foot home is bright & airy with two main bedroom on-suites & a separate family wing! The gourmet kitchen, dining room & great room open via large sliders to the lanai & pool w/ views of the canal in much desired SW Cape! Beach inspired villa! Large captains walk & Tiki! Check out our reviews!

Boater’s Paradise-Stunning Sunsets! Games Room!

Newly renovated! This 3 bed/4 bath home is on the nicest canal with 200+ ft of frontage & gorgeous views of the canal & sunset. The pool, tiki hut & docks have full sun all day. Each bedroom has a private bath & there's a 2 pc powder room off the laundry. The primary has a king bed & walkout to pool. The 2nd bedroom has a queen bed & pool access. Bedroom 3 has a queen & private bath. Fully equipped kitchen with everything you need. And a games room! Enjoy the stunning sunsets on the water!

New salt pool -Canal Dreamin - 7 hole Mini Golf

🌴 Welcome to Canal Dreamin’ – Your Waterfront Paradise in Naples, FL! Located in the highly sought-after Vanderbilt Beach / Conners area, Canal Dreamin’ is a beautifully renovated 3-bedroom, 2-bath coastal escape with room for up to 8 guests, including a queen-size sleeper sofa. Just minutes from the sand and close to everything Naples has to offer, this stunning home offers the perfect blend of style, space, and fun—whether you’re here for family memories, beach days, or laid back living.

Tropical Oasis! 1 Mile to Beach! Heated Pool & Spa

Your dreams will become a reality when you stay at this gorgeous, recently updated 4-bedroom, 3-bath, canal-front home in the exclusive Conners at the Vanderbilt neighborhood and boating community in the heart of Naples. Enjoy canal access to the Gulf of Mexico, the shimmering sands of Vanderbilt Beach at your doorstep, and the Ritz Carlton, La Playa Beach and Golf Resort, and the idyllic Delnor-Wiggins State Park just minutes away. Pet cleaning fee-$250 each (2 dogs - 50 pounds or under)

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.

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.