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Waterfront vacation rentals in Old Naples

Find and book unique waterfront accommodations on Airbnb

Top-rated waterfront accommodations in Old Naples

Guests agree: these waterfront accommodations are highly rated for location, cleanliness, and more.

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Top guest favourite
A spacious living area features modern white armchairs positioned beside a stylish sofa. A table is set with decorative placements, and light enters through large sliding glass doors, framing views of lush greenery outside.
Condo in Naples
4.92 out of 5 average rating, 169 reviews

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!

Guest favourite
A spacious deck extends over the canal, surrounded by lush palm trees. Comfortable seating is arranged around a fire pit, with a paddleboard propped nearby. A BBQ grill is visible, inviting outdoor dining in a serene waterfront setting.
Home in Naples
4.95 out of 5 average rating, 132 reviews

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

Guest favourite
A spacious pool area is surrounded by lush palm trees and vibrant flowers. The water is calm, with small fountains creating gentle ripples. Loungers line the pool's edge, inviting relaxation under the sun. Sunlight reflects off the surface, enhancing the serene atmosphere.
Condo in Lely Resort
4.95 out of 5 average rating, 325 reviews

Lely Greenlinks Golf Resort Luxury Condo

This beautiful and spacious 2-bedroom, 2 bath condo is luxurious, impeccably clean, well-stocked - and perfect for your next vacation getaway! Greenlinks Golf Resort is situated within the prestigious Lely Resort Golf & Country Club in Naples. It is just a two minute walk over to the clubhouse where you can tee off on the Lely Flamingo or Mustang golf courses. Ideal central location between downtown Naples and Marco Island, you are just 15 minutes from downtown or beaches in either location.

Top guest favourite
A private patio area features a smooth surface bordered by lush tropical plants and colorful flowers. A three-tiered blue water fountain adds a calming element, accompanied by comfortable seating arrangements. The space is set against a backdrop of vibrant greenery, presenting a serene outdoor escape.
Guest suite in North Naples
4.97 out of 5 average rating, 426 reviews

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.

Top guest favourite
Home in Naples
4.95 out of 5 average rating, 178 reviews

Naples Cottage for two- your own private home

Welcome to your own, private waterfront home close to restaurants, coffee shops, parks and Naples beaches! This perfect tropical cottage for two comes with a stunning view of a natural lagoon. Fish and kayak right from the back yard! Two Kayaks & bikes provided! Lush, tropical setting. Relax on the back porch where there's always a breeze! Bike over to the Botanical Gardens, Pickle Ball courts or shops near by! Short drive to famous 5th Ave & Naples beaches! Lots of fun things to do near you!

Guest favourite
A sandy backyard features a fire pit surrounded by several black chairs, with a canal lining the edge. Lush greenery and palm trees provide a tropical setting, while a spacious home stands in the background, framed by clear blue skies.
Home in Bonita Springs
4.97 out of 5 average rating, 101 reviews

Canal Home- Gulf Access- PET friendly-Fenced yard

Waterfront home with Gulf access. Recently renovated 3 BR, 3 BA home on a canal off the Imperial river. Two en-suite bedrooms. The home can comfortably sleep 8 guests. Kayaks, bikes, fishing poles, yard games, backyard beach, and fire pit available for your use. Fenced in yard. Centrally located about 20 minutes from the airport, Naples, Fort Myers and only 3 miles from the beach! Close to several breweries, wine loft, local coffee shop, cocktail lounge, parks, churches, and many restaurants.

Superhost
A bright living area features a spacious sectional sofa and a large flat-screen TV. A fan above provides airflow. Natural light enters through large windows framed with sheer curtains, while a tasteful rug and decorative lamps enhance the room's comfort.
Apartment in Naples
4.92 out of 5 average rating, 49 reviews

Remodeled Condo at Resort Near 5th Avenue & Beach

Enjoy the beauty of this completely remodeled condo. The new white wash wood floors, and the upscale furnishings will make your vacation that much more enjoyable. Naples Bay Resort offers you a luxury hotel complex that features 5 pools, a state of the art gym, spa and tennis. The beach is just a 10 min ride and 1.5 miles away. Take a complimentary shuttle and enjoy the luxury hotel van. Rent bikes, kayaks, paddleboat and boats from the marina. Please see our GUEST ACCESS For Club Info-

Top guest favourite
A heated pool is enclosed within a screened lanai, featuring a colorful beach ball floating on the water's surface. Sunlight filters through the mesh walls, illuminating the pool area and surrounding greenery, while lounge chairs are positioned nearby for relaxation.
Cottage in Naples Park
5 out of 5 average rating, 104 reviews

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.

Top guest favourite
A spacious outdoor seating area is featured, showcasing a glass-top table surrounded by six chairs. The patio is complemented by a gas grill on one side. Large sliding doors provide a view of the interior dining area and kitchen, blending indoor and outdoor settings.
Home in North Naples
4.98 out of 5 average rating, 192 reviews

Gulf Access Canal, Kayaks, Bikes, Dock, Wildlife

A renovated mid century modern house with natural peaceful views out of every window and slider. No detail spared, as it was going to be our forever home. Located on an ocean access canal, extremely safe, quaint and friendly neighborhood, just off 41. The backyard has a large shaded sitting area with a gas grill and fire pit. The dock hangs over the water with seating and swim ladder. 2 tandem kayaks, fishing rods & tackle, adult & children’s bicycles, beach chairs, and so much more.

Guest favourite
A modern living room features a soft, light-colored couch and a round wooden coffee table. A large flat-screen TV is mounted on a wood-paneled wall, while a leafy plant adds a touch of greenery. A ceiling fan is positioned overhead, illuminating the space.
Home in Naples
4.97 out of 5 average rating, 101 reviews

"The Boho Bliss" Lakeview Elegance 3miles Downtown

Discover Bohemian Bliss in this uniquely styled home, 2mins walk to Sudgen Lake in Naples that includes beach, lake activities, walking trails or biking. Vibrant energy with the comfort of your creatively adorned space that tells you a story. All brand new, high-quality furniture, Tempur-Pedic mattress, Very Fast WiFi, King-size bed, TVs in all bedrooms, fully equipped kitchen, Fire pit, BBQ. Reserve now so we can welcome you home, to a boho-inspired sanctuary in the heart of Naples.

Guest favourite
The outdoor patio features two wooden lounge chairs with decorative cushions positioned around a small wooden table. Lush greenery and trees provide natural shade, while a picnic table is visible in the background, inviting outdoor gatherings.
Condo in Naples
4.9 out of 5 average rating, 143 reviews

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.

Top guest favourite
Home in Bonita Beach
4.99 out of 5 average rating, 103 reviews

Luxury Home, Steps to the Sand! Pet Friendly!

Breathtaking sunsets await from the second story wrap-around deck on this gorgeous coastal style newly built home located steps from Bonita Beach and the famous Doc's Beach House! This home features a premier location and luxury stay all in one. Walk just steps to the beach, rent a boat, paddleboard, jet ski, cabana or beach loungers just across the street at Docs or enjoy an incredible meal at one of the areas great local restaurants just mins from the door!

Popular amenities for Old Naples waterfront rentals

When is the best time to visit Old Naples?

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Avg. price$342 CAD$400 CAD$335 CAD$309 CAD$232 CAD$213 CAD$259 CAD$251 CAD$271 CAD$265 CAD$186 CAD$284 CAD
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Quick stats about waterfront rentals in Old Naples

  • Total vacation rentals

    Explore 120 vacation rentals in Old Naples

  • Nightly prices starting at

    Old Naples vacation rentals start at $122 CAD per night before taxes and fees

  • Verified guest reviews

    Over 1,800 verified reviews to help you choose

  • Family-friendly vacation rentals

    90 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 60 rentals that welcome pets

  • Vacation rentals with a pool

    90 properties feature pools

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wifi availability

    120 of Old Naples vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Old Naples rentals

  • 4.8 Average rating

    Old Naples stays are highly rated by guests—averaging 4.8 out of 5!

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