Waterfront holiday rentals in Estero Bay

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

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!

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!

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

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!

Waterfront*Heated Pool*BBQ*Family Fun*Luxury*

📺Featured on TV Show "Staycation" 🖼️Professionally designed 🚤Dock and fishing 🪸Gulf access 💦Spectacular water views throughout 🌊Heated pool overlooking wide canal 🎲Fun included! Board games! 🏖️Beach ready! Chairs & umbrellas ☀️Chaise loungers 👨‍🍳Kitchen for a gourmet chef 🥩BBQ 🛍️Ideal location close to stores downtown & Yacht Club 🐶Pet friendly 🛜High speed fiber internet with dedicated workspace 🍴Household supplies and personal amenities included 👩‍💼Professional host support

Paradise Found

PARADISE FOUND, you can vacation right here at your own LAKE SIDE PARK! Stunning, peaceful & beautiful waterfront property with your own little island. Fish, bird watch or feed the turtles from your private dock or double arched bridge. Huge back yard for enjoyment & safety of children & pets. Your vacation home has a sunny disposition & soaring ceilings. First floor master suite with sliders to pool/lanai. Two story ceilings in livingroom & gorgeous staircase to guest suites.

D'Marsha

This serene retreat features 3 bedrooms, 2 bathrooms, and a fully equipped home office complete with a 36" monitor and printer, perfect for remote work. Nestled along a picturesque canal, this stunning waterfront home boasts impact-resistant windows and doors for added peace of mind. Enjoy peace , relaxation and adventure with a spacious, fenced-in backyard where you can fish right from your doorstep. Experience tranquility

Waterview Naples Retreat

*Escape to Our Serene Waterfront Haven - 2BR/2BA with Pool & More* Welcome to your next getaway in the heart of Naples! Our stunning property boasts breathtaking waterviews, offering a tranquil retreat for families, friends, or couples seeking an unforgettable escape. *Property Highlights:* Indoor and outdoor living room, outdoor bar, pool, peaceful water views, walking distance to Celebration Park which has Bars/food trucks.