Waterfront holiday rentals in Estero

Waterfront Hideaway

This picturesque Airbnb is a hidden gem nestled along a canal, 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. Close to Sanibel & Fort Myers Beach. Bring your boat & dock it on the seawall, ready to set sail whenever your heart desires. Book now - your coastal paradise awaits!

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.

Romance! Awesome Beach & Views! 5 Stars

Feeds the senses & nourishes the soul! Away from the crowds and noise is this spectacular, waterfront (on the beach) 5 Star corner condo allowing you private unobstructed views of the Gulf, San Carlos Pass, Fort Myers Beach, City Lights, Back Bays, wildlife and is on Lover’s Key State Park Beach (#4 in US & 3 miles of pristine white sand shelling beach and 700 acres of nature). Don't risk your chance for a lifetime memorable experience anywhere else. There is bridge construction currently.

Get Away to the Mango Cottage

Nestled on the outskirts of Historic downtown Fort Myers abides the Mango Cottage overlooking the Caloosahatchee River. The sunsets are amazing. You will enjoy the luxurious linens on the King sized bed to the relaxing patio it will delight the senses. You will be able to enjoy the 60" flat screen Smart TV! . The cottage is complete with Keurig coffee maker, toaster, microwave/convection oven and grill outside. We are minutes from restaurants and night life. This is a NON-SMOKING property.

Simply Secluded with beautiful pond view

Escape to comfort at this peaceful home nestled within a resort community it offers beautiful pond views, cozy living spaces, and full access to the resort amenities — perfect for a relaxing getaway or a fun-filled vacation. Wake up to tranquil water views, enjoy breakfast on the patio, then spend your day exploring the resort and the local areas Whether you're planning a family trip, a couple’s escape, or a weekend with friends, you’ll find the perfect mix of comfort and convenience here

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.

Waterfront Condo with Pool & Boat Slip

Your Piece of Paradise Step into Unit B, a beautifully appointed retreat offering the perfect blend of comfort and coastal charm. Located directly on the scenic Rubican Canal with direct Gulf access. • Two king bedrooms - both featuring plush king beds for ultimate comfort • Fully equipped modern kitchen - perfect for preparing seafood and family meals • Waterfront views that immerse you in tranquil canal scenery. Fish, Kayak, Swim, Boat, Vacay, enjoy it all @ Seatuit Boat & Beach Club

Experience of a lifetime

Get ready for the experience of a lifetime at this hidden gem! As you walk through the front door you will begin your journey into the best vacation of a lifetime. Keep on going through the sliders & that will lead you to the incredible resort style pool that will leave you in awe!!! Here you are in the heart of it all. Shopping-dining-entertainment is all within a 5 minute drive. The beautiful beaches just 7 miles away. If you enjoy boating & relaxing this is the place for you.

Lovely 1 BR Condo steps away from Bonita Beach!

Welcome to our Bonita Beach Paradise that we would love to share with your family! This unit is newly renovated and all appliances, furniture, and fixtures are brand new! Enjoy ocean & 🌴 views from the condo! Equipped with all the furnishes you need to enjoy your vacation! 1 Bedroom + 1 Bath. Along with a pull out sleeper couch. Refrigerator, Oven/Range, Microwave, and in unit washer and dryer. Exactly a .25 mile walk to the beach, and within walking of local restaurants!

Executive King Suite City View | Downtown Ft Myers

Welcome to Your Luxe Living Getaway! Experience the perfect mix of comfort and sophistication in this Executive King Suite with City Views, located in the heart of Downtown Fort Myers. This modern 1-bedroom condo features a plush king bed and a queen-size pull-out sofa, ideal for couples, professionals, or small families. Enjoy city views, a fully equipped kitchen, and access to premium amenities all just steps from the best dining, shopping, and entertainment in Fort Myers.

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.

Relaxing Riverside Pool Home

Relax and recharge in this spacious 3-bedroom, 2-bath home with a private pool and flexible den space. Located in a quiet riverfront community with private boat ramp and dock access, perfect for boating, fishing, kayaking, and paddleboarding. Enjoy the outdoor shower, fire pit, and peaceful backyard oasis. Close to beaches, parks, shopping, and dining — the ideal getaway for relaxation or adventure in sunny Southwest Florida.