Waterfront holiday rentals in Old Naples

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Old Naples

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

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Guest favourite

Home in Caloosahatchee

4.92 out of 5 average rating, 52 reviews

DownTown Villa WaterFront/Kayaking/Heated Pool

Make some wonderful Memories at our Crystal Blue Beach House! Heated pool! Relax in our Spacious Waterfront Cove Enjoy the Amazing Sunsets in the Expansive Lanai with a 32ft Pool! Outside is a gas BBQ-grill and an extra dining area. Dock your boat rental at the edge of the property! Close drive, or boat ride, to Fort Myers Beach & Sanibel Island! Close to shopping, and restaurants * Close to Twins and Red Sox spring training fields. * Newly remodeled home *Top Notch Neighbor Hood on Quite Street

Superhost

Home in Naples

4.68 out of 5 average rating, 47 reviews

Gorgeous cottage with boat ramp, dock, heated pool

Absolutely adorable cottage on the water with a boat dock and a boat ramp. Bring your water toys: ) 3 bedrooms with new pillow top super comfy mattresses, 2 baths, home completely redone, hardwood floors, beamed ceilings, gas stove, microwave, sparkling heated pool, pool cage, AC/Heat, cable/WiFi. Please check with me if you need to come in a day earlier or leave a day later as I usually have a day between guests and I might be able to accommodate you. Small dog allowed - under 20 lbs, pet fee

Guest favourite

Home in Fort Myers

4.94 out of 5 average rating, 17 reviews

Waterfront Adventure Awaits!

Looking for a getaway? Need space for group fun? This Fort Myers Waterfront Escape has it all: Fishing, kayaking, boating right from your backyard, whether you prefer fly fishing in the mangroves or deep-sea fishing. Charter a boat or rent one to keep at the house. Kayaks. paddleboards, and a game room, plus a fire pit and private boat dock. Central location offers easy access to top restaurants, shopping, and day trips to Bonita Springs, Naples, or Sanibel. Perfect for small or large groups!

Top guest favourite

Home in Pelican

5 out of 5 average rating, 22 reviews

Villa Sorento

This 5-bedroom waterfront home redefines family vacations, offering endless aquatic adventures, spacious comfort, and memories that shimmer like the Gulf itself. Water views blur the line between indoors and out, while the chef-inspired kitchen is perfect for your family gatherings. This isn't just a vacation; it's an experience. Reconnect with loved ones, rediscover the magic of Florida living, and create memories that sparkle like sunlight on the water. Book your waterfront vacation today!

Superhost

Apartment in Old Naples

4.72 out of 5 average rating, 163 reviews

Waterfont Retreat in Prestigious Royal Harbor

This beautiful remodeled, waterfront apartment is located upstairs in a quaint, 5 unit condominium. The lovely, galley style kitchen has granite countertops and a bar area that extends into the living room, perfect for entertaining while cooking. This 2 bedroom apartment can sleep 6 and has wood flooring throughout. The condo is in a fantastic location, in prestigious Oyster Bay/ Royal Harbor with a large back area with BBQ, making a wonderful quiet escape for relaxing, sunbathing and fishing.

Top guest favourite

Home in Caloosahatchee

4.98 out of 5 average rating, 57 reviews

Exclusive Waterfront Retreat Pet Friendly & Dock

Discover luxury, relaxation, and modern convenience in a serene neighborhood with direct access to Caloosahatchee River & Gulf of Mexico. Fully Equipped Living, Chef's kitchen, private master suite, split bedroom layout & high-speed WiFi. Outdoor Living: Lanai with greenery, built-in grill & incredible sunsets. Waterfront with Dock Access: Ideal for boating, fishing, or wildlife watching on private dock. Location: Easy access to attractions, dining, and entertainment for Florida adventures

Top guest favourite

Home in Bonita Springs

4.97 out of 5 average rating, 39 reviews

Brand New 3/3 Villa, Riverfront, Heated Pool !

"BRAND NEW" PET FRIENDLY ! ON THE “RIVER"! READ OUR REVIEWS !!! Our past guests say it best ! EACH SUITE HAS ITS OWN BATHROOM ! Fish Poles, Kayaks, Bikes, Fire Pit, Grill, Hammock. Sparkling Designer Pool / Jacuzzi Naples-Spectacular "Vanderbilt Beach" -only 9 minutes away! IN HEART OF BEAUTIFUL AND ALLURING BONITA SPRINGS- ART GALLERY, "LIVE" OUTDOOR THEATRE, UNIQUE & SCRUMPTIOUS LOCAL RESTERAUNTS, ONLY 7 MINUTES FROM THE FAMED "MERCADO" IN NAPLES- SAKS, GUCCI, PRADA, AND MORE!

Top guest favourite

Guest house in Fort Myers

4.97 out of 5 average rating, 134 reviews

Waterfront Hideaway

This picturesque Airbnb is a hidden gem nestled along a canal with a one minute boat ride to the Caloosahatchee River. The living room, bathed in natural light is perfect for taking in the scenic views. The spacious bedroom has a king-size bed, ensuring a night of blissful rest. The full kitchen is equipped with all modern appliances. Bring your boat and dock it on the seawall, ready to set sail whenever your heart desires. (PLEASE NOTE-boats only) Book now - your coastal paradise awaits!

Superhost

Home in Pelican

5 out of 5 average rating, 11 reviews

Lakefront Luxury on 5th Ave

Welcome to your dream vacation destination in Cape Coral, Florida! Our meticulously updated vacation rental home boasts breathtaking views of the serene Lake Yuma and provides seamless access to the Gulf waters, promising an unforgettable retreat for you and your loved ones. This 3 bedroom and 2 bath pool home with dock sleeps 6. Conveniently located close to restaurants, shopping, Parks, Yacht club beach and 30 minutes to Fort Myers Beach or Sanibel. Perfect for boating, kayaking, fishing.

Guest favourite

Villa in Caloosahatchee

4.95 out of 5 average rating, 40 reviews

Waterfront Bliss w/ Dock - Sunsets Over Del Prado

This canal-front villa in Cape Coral redefines luxury waterfront living, with its extensive renovations, breathtaking outdoor space, and unmatched location. A unique opportunity to experience the best of Florida's Gulf Coast lifestyle, from leisurely days by the new saltwater pool and spa to adventurous outings on the water. With its sophisticated design, modern amenities, and prime boating access, this property stands as a testament to luxury, comfort, and the allure of waterfront living.

Guest favourite

Flat in Caloosahatchee

4.87 out of 5 average rating, 157 reviews

The Cape (1) /Gulf access.

Why waste your vacation time and money on taxis. This beautiful newly renovated apartment is located just blocks from downtown Cape Coral. Less than 10 minutes walk to bars, restaurants and stores. Use the bicycles we provide for guests to bike around the Cape. 5 mins drive to Cape Coral beach/yacht club.Rent a boat for your vacation and tie up at your own personal dock. 10 minutes boat ride to river.The space is for 2 adults and 2 children. Not for 3-4 adults. Fastest internet available.

Guest favourite

Home in Pelican

4.94 out of 5 average rating, 16 reviews

Heated Saltwater Pool Home in Tarpon Point

Spacious, well-equipped home with a heated saltwater pool located in the highly sought after Tarpon Point neighborhood and WALKING distance (half mile) from the Westin, Tarpon Point Marina, and entertainment. This SW FL paradise comes with a 1500 square ft patio and waterfront views. Coming here for boating? WALK to your slip at Tarpon Point Marina or utilize our DISCOUNTED boat charter service. Here for beaches? The gorgeous beaches of Sanibel, Captiva, and Ft Myers Beach are close by.