Waterfront holiday rentals in North Naples

Oceanfront Views + Balcony Sunsets Bikes Included

“Caihlin, you were a phenomenal host.” – Sandy, May 2025 ☀️ What You’ll Love: • Unbeatable Views: Floor-to-ceiling glass sliders open to the Gulf—watch dolphins, sunsets, and seabirds from your private balcony. • Free Beach Bikes: Cruise the beach or explore nearby Lovers Key with the 2 bikes we provide. • Updated Interior: Modern kitchen, stainless appliances, granite countertops, and a cozy living area with coastal decor. • Comfy King Bed: Sleep to the sound of waves in a plush king-size

NEW! Cozy beach home w/Ocean Access, 5 Mi to Beach

Beach time begins the moment you step foot in this tropical Bonita Springs 3bd 2ba home w/pool and dock on Imperial River canal! From sunrise to sundown, live the Sunshine State lifestyle...swimming, fishing, sipping cocktails, sunsets, and sunbathing. Bonita Beach Park and Barefoot Beach just 5 miles away. Relax in this vacation rental's modern interior. Upscale shops and dining 2 mins. Mercato shops/dining in Naples 10 mins. 5th Ave Naples 15 mins. Kayak/paddleboard launch in neighborhood.

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.

Stunning Views from Above at Vanderbilt Beach

Enjoy sunrises over Vanderbilt Bay and sunsets over the Gulf of Mexico in this 8th floor corner-unit. Wraparound windows providing excellent panoramic views. The split-bedroom floor plan includes two bedrooms and two baths, a kitchen, a living room, a dining room, and two separate balconies — one with views to the east overlooking the bay, and another expansive wraparound balcony with views overlooking the Gulf of Mexico. Electric shutters throughout provide ease and maximum storm protection.

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.

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.

Romantic River Cabin for 2; Beautiful Nature View

Beautifully furnished & decorated cabin for 2 located on the Imperial River. High ceilings w/ large windows with Plantation Shutters for fabulous viewing of the serene river. Enjoy the beauty & privacy of the surrounding landscape as your worries drift away. Jump on a kayak & paddle downstream to the Gulf or head upstream & enjoy nature's bounty. Dine outside under the lights or head to Old Bonita for dinner. Calming, quiet and quaint this is a fabulous getaway for 2!

Waterfront w/Pool & Patio - Close to Everything

Discover your perfect Naples getaway at our charming canal-front home. Featuring 3 bedrooms & 2 bathrooms, this retreat offers a private dock for kayaking and fishing adventures right from your backyard. Relax by the refreshing pool, or enjoy alfresco dining on the spacious patio. You'll have easy access to pristine beaches, delicious dining, and all the best Naples has to offer. Experience the tranquility and beauty of waterfront living in this idyllic setting.

Sunset Cove at Vanderbilt Beach

Welcome to your costal getaway in our one-bedroom condo, a 3-minute walk from Vanderbilt Beach. This fully equipped retreat features Wi-Fi, Smart TVs, a king-size bed, a pull out sofa bed for two, and an extra twin pullout. You are within a mile of Mercato offering shopping, dining, & dancing, and nightlife. Enjoy the blend of home comfort and beachside bliss in this ideal North Naples location, where every detail is catered to make your stay unforgettable.