Waterfront holiday rentals in North Captiva Island

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!

Enjoy the Salt Life w/Gulf Access Dock＋Kayak＋Bike

The "Pinfish", Gulf Access Island Home w/ Boat Dock. Located in the BEST area of Saint James City! Only a few minutes to open water. Perfect for those who want a relaxing stay and boaters with easy & quick access to fishing, shelling, or beaching. A Floating Dock for the included Kayaks & Paddleboards. This Renovated upgraded 2/1, sleeps 5, has everything you need. Fish from the dock, say hi to the Manatees that visit, bike/walk to the amazing local restaurants. Experience true Old Florida.

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!

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.

The Hook Oar House Island Getaway! + 2 Boat Lifts

Welcome to The Hook Oar House in St. James City! 🏝️ Embrace 'Island Time' in our quiet cul-de-sac, overlooking a canal filled with dolphins and manatees. Our elevated home offers 2 boat lifts, stunning wildlife views, high-speed Wi-Fi, pet-friendly amenities, and outdoor grills—ideal for boaters, anglers, families, remote workers, and couples seeking a serene escape. Dive into nature and unwind by the water. Discover South Florida Island Life Today! Inquire about our lower unit

Scenic Modern Waterfront Stay w/ Heated Pool & Spa

Escape to this serene waterfront home with private heated pool/hot tub, perfect for relaxing or entertaining. Enjoy stunning lake views from a spacious lanai. This retreat offers a fully equipped kitchen, with large cozy living spaces. Perfect for families or couples, the home is close to much SWFL has to offer. Beaches, Nightlife, Sports, Dining, Shopping, Events, and of course beautiful weather. Discounts for weekly/monthly and return guests. We look forward to hosting you soon.

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.