Holiday rentals with a kayak in Estero Island

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!

Bahia Villa | Coastal Waterfront Retreat Pool

Discover Bahia Villa, a private waterfront retreat on Fort Myers Beach with pool, dock, and space for up to 10 guests. The Villa is the entire home (both Penthouse & Poolside units) for the ultimate coastal getaway. Enjoy two kitchens, two living areas, and four bedrooms — perfect for families or groups seeking comfort and privacy under one roof. Lounge by the pool, fish from your private dock, or stroll just four minutes to the beach. Modern coastal interiors, open-concept living, and tropic

Riverview@EndPoint -Sunrises+Sunsets - Heat Pool

One in a million - direct riverfront -dead end with no drive by traffic. Vast river views from almost every spot in the house! Full day sun on heated pool. Dock for fishing or tying up a boat. Back screened lanai and open deck to watch the dolphins, manatees and pelicans that visit daily. Privacy due to angle of corner lot with water on two sides. Ample parking. Safe neighborhood. Park and boat launch walking distance end of street. Clean products. Lift may be available -pre approval and fee.

Blue Sky Beach Escape * beach, pool and relaxation

Escape to Fort Myers Beach and experience a classic Florida getaway at this stunning 3-bedroom duplex vacation home, located on one of the quiet canals on the Bayside of the island. This recently remodeled & furnished home, offers the perfect combination of comfort, convenience and relaxation, ideal for friends or families. One of 2 homes that share a pool and dock, YOU MUST BE PREPARED TO SHARE THE OUTSIDE POOL SPACE. The 2 houses are also available to rent together if you have a larger group.

LUX Villa w/ Private Salt Water Pool, Lanai, Canal

Are you looking to swim, relax outdoors, fish and take in beautiful sunsets on a wide gulf access canal? If so you will fall in love with this stunning newly constructed custom built home! The 2750 square foot home is bright & airy with two main bedroom on-suites & a separate family wing! The gourmet kitchen, dining room & great room open via large sliders to the lanai & pool w/ views of the canal in much desired SW Cape! Beach inspired villa! Large captains walk & Tiki! Check out our reviews!

Salt Life-beautiful 2 bed/1 bath-pool-hot tub-tiki

This charming two-bedroom, one-bathroom home is perfect for families, offering comfortable beds and a relaxing atmosphere. Just under half a mile to the beach, Margaritaville, and great restaurants, it’s ideally located for both fun and convenience. Outside, enjoy a private oasis with a saltwater pool, hot tub, and a patio featuring a grilling area and dining space. The large tiki hut offers a lounge area with a smart TV. Located on a canal, it’s perfect for kayaking or fishing off the dock.

Paradise on canal minutes to Ft Myers Beach/Gulf

Beautiful 3 Bedroom, 3 bath home on a canal with a dock! Bring your boat or jet skis! Enjoy a relaxing stay watching the dolphins and manatee right off the dock. This exquisitely updated home has everything you need for a fantastic vacation. Especially location! 5 minutes to Ft Meyers Beach. Enjoy the resort right in your own backyard. New pool with hot tub and sun shelf. Enjoy beautiful sunsets off the huge patio. Trolly to beach at neighborhood entrance or walk to in minutes.

Cape Serenity- Luxury Waterfront Residence

This recently renovated, fully equipped home offers serenity and relaxation as you unwind in this gorgeous 3 bed, 3 bath residence. Located off the Caloosahatchee River, it is one of just a few select homes in the area that offers both privacy and luxury, along with direct accessibility to the gulf. Recent upgrades include a newly refinished pool deck, Ev charger, renovated kitchen and bathrooms and modern touches throughout to enhance your experience. Updated photos coming soon!

Seaside Villa Aqua

The Seaside Villa Aqua is located directly on Fort Myers Beach and is only a 3-minute walk from the beach. The electrically heated infinity pool with directly connected whirlpool in a south-facing position is perfect for enjoying the sunsets over Fort Myers Beach. A breathtaking experience. Thanks to the outdoor kitchen with gas grill, every barbecue evening or breakfast with freshly brewed coffee at sunrise with friends and family will be an unforgettable experience.

The Great Escape Beach House/ Pool/ Dock

Escape to this waterfront beach house in sunny Fort Myers Beach! Perfect for families and friends, it features a private pool, a 50ft private dock with direct gulf access. House is only 1/2 a block from beach access. Plenty of outdoor entertainment areas including a large game room, with an outdoor ping pong table and beach accessories. Just minutes from beaches, shops, and dining this is your perfect Florida getaway for fun, relaxation, and unforgettable memories!

Cozy 2 bedroom on the canal with pool and hot tub!

Welcome to your relaxing retreat in beautiful Bonita Springs, Florida. This comfortable home is located in a quiet neighborhood, offering a peaceful stay with easy access to everything Southwest Florida has to offer. Perfect for families, couples, or business travelers. You’re just a short drive from Bonita Beach, Barefoot Beach, Coconut Point shopping, and great local dining. Enjoy nearby boating, fishing, golf, and nature preserves, all within minutes.

3BR / 2BA Beach House walk 2 min to sand + HOT TUB

TWIN PARROTS It' Five O'Clock Somewhere - Meaning HERE! -5 Minute Walk to Margaritaville -2- 3 minute walk to the sand This is a perfect 3BR/2 BA beach house to park the car for your stay and walk to everything a Fort Myers Beach House rental offers . Close to the beach and 25 restaurants / bars now open but plenty of peace and quiet. 2 minute walk to the Miramar beach access across the street or to the bay down at at the other end to launch kayaks.