Waterfront holiday rentals in Naples Park

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Top-rated waterfront rentals in Naples Park

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

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Guest favourite
A modern pool area is featured with a spacious swimming pool surrounded by a screened-in lanai. Lounge seating and vibrant cabanas are positioned nearby, providing shaded relaxation. An adjacent game room is visible, equipped with a pool table and foosball table under unique lighting.
Home in Naples
4.95 out of 5 average rating, 117 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.

Top guest favourite
The courtyard features a heated pool surrounded by lush greenery and a spacious lounge area. A yellow and white striped umbrella provides shade over comfortable seating. A tranquil atmosphere is enhanced by the open layout, connecting the pool area to the interior spaces of the home.
Home in Naples Park
4.89 out of 5 average rating, 70 reviews

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!

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.
Apartment in Park Shore
4.91 out of 5 average rating, 164 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!

Top guest favourite
Home in Naples Park
4.99 out of 5 average rating, 89 reviews

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.

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 Naples
4.97 out of 5 average rating, 405 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
A spacious covered porch offers a view of a tranquil lagoon surrounded by tropical foliage. Comfortable outdoor seating is complemented by a small table, while vibrant flowers are arranged in a vase. Sunlight reflects off the water, enhancing the outdoor ambiance.
Home in Naples
4.96 out of 5 average rating, 167 reviews

Tropical Cottage by the Sea- your own private home

Welcome to your own private waterfront home on private lot close to Naples beaches! This small cottage comes with a big view of a tropical, peaceful lagoon. Fish and kayak right from the back yard! Two Kayaks & bikes provided! Lush, tropical setting and lots of wild life to see too! Relax on the back porch where there's always a breeze! Bike over to the Botanical Gardens or one of the many restaurants close by! Short drive to famous 5th Ave & Naples beaches! Lots of fun things to do close by!

Guest favourite
A serene outdoor space is showcased, featuring a spa and pool area surrounded by palm trees. The sun casts a warm glow over the water, while a canal is visible in the background, lined with boats and lush greenery.
Home in Vanderbilt Beach
5 out of 5 average rating, 8 reviews

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)

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, 92 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 stilt home features large windows that provide ample natural light. An outdoor deck with seating overlooks the canal, surrounded by palm trees. A boat dock is visible alongside smooth stone pathways leading to the house, creating a tranquil waterside setting.
Home in Naples
4.99 out of 5 average rating, 164 reviews

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.

Guest favourite
An outdoor area features a designer pool with an infinity edge, surrounded by sun loungers. A tiki hut and dining table are visible nearby, along with vibrant red umbrellas providing shade. Lush greenery adds a tropical touch to the tranquil ambiance.
Home in Naples Park
5 out of 5 average rating, 5 reviews

New salt pool -Canal Dreamin - 7 hole Mini Golf

Canal Dreamin’ – Spacious 3BR/2BA waterfront home in Naples Park, just minutes to Vanderbilt Beach and Mercato’s dining, shopping, and nightlife. Features heated pool, private mini golf, canal-front lounge, screened lanai, dock, and complimentary bikes. Sleeps 8 with king, queen, twins, and sleeper sofa. Gourmet kitchen, Wi-Fi, washer/dryer, and beach gear included. Perfect for families, couples, or groups seeking luxury, comfort, and fun in Naples.

Top guest favourite
The exterior of a single-story home is shown, featuring a light-colored façade and a dark shingle roof. Palm trees surround the property, and a driveway leads to a two-car garage. Lush green grass complements a sunny sky with a few white clouds.
Home in Naples Park
4.99 out of 5 average rating, 95 reviews

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.

Top guest favourite
A serene outdoor space features elegant seating with plush cushions and wooden tables, set against the backdrop of a softly illuminated pool. The area is accented by vibrant blue drapes and warm lighting, creating a calm atmosphere for relaxation.
Home in Bonita Springs
4.97 out of 5 average rating, 160 reviews

Imperial Garden Riverside Retreat

Escape to paradise in our charming 3BR, 2BA home with a cozy den and extra bed. Enjoy privacy and seclusion in the tropical garden with a fire pit. Relax in the saltwater pool or unwind in the hot tub. With river access and paddleboards provided, adventure awaits. Fire up the gas grill for a delightful cookout. Ideal for families or friends seeking a serene, private retreat with all the comforts of home.

Popular amenities for waterfront rentals in Naples Park

When is the best time to visit Naples Park?

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Avg. price$629 SGD$744 SGD$728 SGD$514 SGD$389 SGD$372 SGD$402 SGD$421 SGD$367 SGD$372 SGD$532 SGD$648 SGD
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Quick stats about waterfront rentals in Naples Park

  • Total holiday rentals

    Explore 20 holiday rentals in Naples Park

  • Nightly prices starting at

    Naples Park holiday rentals start at $118 SGD per night before taxes and fees

  • Verified guest reviews

    Over 730 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Naples Park holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Naples Park rentals

  • 4.8 Average rating

    Naples Park stays are highly rated by guests – averaging 4.8 out of 5!

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