Waterfront vacation rentals in Estero Island

An aerial view captures the spacious waterfront property, featuring a lush green lawn and palm trees. The home, with a screened lanai and a pool, is situated near a canal lined with boats. Nearby residential areas are visible, showcasing well-kept gardens and rooftops.

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

4.68 out of 5 average rating, 47 reviews

A spacious deck is shown overlooking a serene canal, with a dining set featuring a round table and four chairs beneath a large umbrella. Lush greenery surrounds the area, and several boats are docked nearby, contributing to the tranquil waterfront setting.

Home in Naples

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

4.94 out of 5 average rating, 17 reviews

A two-story house is situated amidst green landscaping, featuring a metal roof and a welcoming front staircase. Palm trees frame the property, and a truck with a boat trailer is parked in the driveway, emphasizing the waterfront access.

Home in Fort Myers

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 favorite

An outdoor space features a covered seating area with a circular table and charcoal chairs, surrounding a fire pit. A tranquil blue pool is visible, with waterfront views enhancing the atmosphere, and palm trees lining the shore in the background.

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!

4.72 out of 5 average rating, 163 reviews

A spacious living area features a large sectional sofa adorned with yellow accent pillows. A dark wooden coffee table sits at the center, topped with a decorative bowl of colorful items. Natural light filters in through two windows, enhancing the cozy ambiance.

Condo in Naples

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 favorite

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 favorite

The image captures a serene canal view framed by palm trees. A well-maintained grassy area leads to modern homes, with a dock visible along the water's edge. The sky is partly cloudy, suggesting a pleasant weather backdrop.

Guesthouse 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!

5 out of 5 average rating, 12 reviews

Villa in Cape Coral

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

An aerial view captures the property situated on a triple lot with a pool and spacious decking. A boat dock is visible along the waterfront, complemented by a tiki hut and shaded umbrella. Lush landscaping and nearby homes provide a serene backdrop.

4.88 out of 5 average rating, 105 reviews

RARE FIND: Palm Tree Retreat-Lakefront, Pool, Sun

Beautiful Sunrise & Sunsets at this Unique Lake Saratoga Pool home. Located on a 3 lot site, this 4 bed, 2 bath, 2 garage home features 2,298 sq ft with Living room, dining room, family room, split bedroom plan. Updated kitchen w/Granite counters, new stainless refrigerator, new faucet, breakfast bar & breakfast nook w/built in seating overlooking pool area. Backyard decking w/built in chairs, boat dock w/lift, stairs to water & tiki hut. Inground pool w/waterfall & decorative lighting.

4.91 out of 5 average rating, 23 reviews

The exterior of a two-story yellow house is displayed, featuring large windows and a welcoming front entrance. A pathway leads to the door, bordered by lush greenery. The front yard is grassy, and a driveway with a two-car garage is visible on the right.

Home in North Fort Myers

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.

A spacious living area features a large sectional sofa in neutral tones, positioned on a patterned area rug. Natural light enters through expansive windows, illuminating the modern kitchen with white cabinetry and stainless-steel appliances in the background.

5 out of 5 average rating, 3 reviews

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