Vacation rentals with a pool in Bokeelia

LAST Minute! NEW Villa-Heated Saltwater Pool & Spa

Experience Cape Coral like never before all from this gorgeous 3bedroom, 3bath villa. This elegant villa boasts a vibrant interior decorated with Italian furniture and fully equipped kitchen. Begin your day with a few laps in the private pool before heading to the Yacht Club Public Beach, Sun Splash Family Waterpark or Pine Island to soak up some sun! After adventurous days, continue making memories back home with a family barbecue and a soak in the hot tub or have a movie night with loved ones!

Island Castaway--Free Kayaks

This is the perfect place to sit back, relax and enjoy the view. You have the privacy of a one-bedroom apartment with small kitchen and bath. We are close to great restaurants and some of the best music on the island. Open water and excellent fishing are minutes away. Two kayaks are set up for fishing and are available for guests to use so bring your fishing rod. Pine Island has no beachs, but Ft Myers Beach is about an hour away or take a ferry ride from Bokeelia to Cayo Costa for the day.

Boater’s Paradise in Bokeelia!

Forget your worries in this spacious and serene space. Beautiful Newly Remodeled Home located right On the Water in Florida’s Best Kept Secret, Pine Island. Come and enjoy a Relaxing and Comfy Home. Boaters, we are located 1 minute from the Public Boat Dock, Minutes to Captiva & Sanibel Islands, Cayó Costa State Park, and Boca Grande which is known for its historic downtown, and sugar sand Beaches. Best of all, some of the best fishing in SW Florida aka “Tarpon Fishing Capital of the World!”

Romantic Getaway “Waterside” Dockage~Canal front

Also available: airbnb.com/h/aframeausable Minutes to open water and Jug Creek Marina! Wait till you see this freshly updated cottage! Bring your boat, or rent one nearby. There is a dock available here. Tarpon capital of the world, and Charlotte Harbor moments away! Boca Grande, Cayo Costa, Useppa, North Captiva, Sanibel and Cabbage Key, etc. a short boat ride away! The golf carts/kayaks/boats/bikes are available to rent at local resources! Jug Creek Marina is steps away with food & music!

Steps to Beach Captiva Includes CLUB & Golfcart

HOST PAYS AIRBNB FEE WINTER SPECIALS Golf Cart and Club amenities Included North Captiva Island Cottage! Just steps away from the Gulf's pristine shores, this cozy retreat offers a private hot tub, perfect for families and beach enthusiasts. Enjoy modern amenities, a well-stocked pantry, and a complimentary golf cart to explore the island. Pet-friendly(small fee) accessible by ferry, boat, or plane. With beach gear, access to the club pool, and unbeatable proximity to the beach STAY WITH US

Moon Shell Hideaway

Private entrance to your one bedroom plus den (with queen size sleeper/sofa) apartment attached to main house. Direct access to the Gulf of Mexico. Bedroom has a queen size bed and the den has a queen size sleeper/sofa. The den doubles as your kitchenette and sitting area with double sliding glass doors that open up to the shared pool and dock area. Gas grill and microwave for cooking (no stove). Boat to five restaurants. Visit the Matlacha Art Galleries. Fish off the dock. WELCOME!

South Seas Resort Beach Villa 🌴 On The Beach !

South Seas Beach Villa 2527 is located directly on the beach. The beautiful sunsets over the Gulf of Mexico, along with the condo pool can be viewed from the private lanai. This updated unit has one king size bed located in the bedroom and pull out queen size sleeper sofa. The kitchen is fully stocked, there is an inside and outside dining table. You will have access to the beach, pool, pickleball, tennis courts, beach chairs & towels and BBQ grills located in the front of the unit.

Whole cozy house

Entire cozy house just for you friends and family. Perfect to spend a pleasant and relaxed moment. If you plan to have a party or event, this place is NOT for you. The neighbors are very strict in terms of noise and large groups of people. Well maintained house. CLEAN POOL BUT NOT HEATED. Walk in to a living area and separated dining. 20 minutes to airport, 25 minutes to the beach, fine dining and entertainment. For a virtual tour, click on the cover photo twice.

Bokeelia Oasis! Heated Pool, Sleeps 12!

Escape to this stunning tropical retreat in Bokeelia, where relaxation meets luxury! This beautiful home features two master suites, one with two king-size beds and the other with two queen-size beds, ensuring plenty of space for family and friends. Enjoy the comfort of two separate living areas, each with a sleeper sofa featuring two full beds, perfect for additional guests. Step outside to your private heated pool, soak up the Florida sun!

Pine Island Pelican Suite: privacy, pool, gardens

Welcome to the Pelican Suite! Secure, private entrance, king bed, outdoor kitchen and patio. This suite is separate from the upstairs main house. Adults only. King bed, ensuite private bathroom with shower; AC. WiFi, cable, TV. Exclusive use of ground floor screened guest lanai: kitchen, fridge, BBQ. Beautiful gardens, small/secluded heated pool. Free parking. The Pelican Suite is ideal for a relaxing no-stress break in the sun!

Luxury Canalfront Pool Retreat w/ Upscale Finishes

Beautiful, modern NEW construction home with heated pool, on saltwater canal. Damage-free after hurricane Milton. FUN for families and tranquil for adults; fully stocked with electronic games table, pool toys and floats, outdoor games, arcade games, board games — much to enjoy! Enjoy indoor/outdoor living on expansive resort-style lanai and retreat to stylish finishes & luxe amenities throughout!

Matlacha Waterfront Home | Gulf Access & Pool

Experience Matlacha from this stunning waterfront home with direct Gulf access, a heated private pool, a spacious dock, and a boat lift. Bright, refined, and deeply relaxing, it’s the perfect coastal escape for families and friends. Wake up to still waters, enjoy warm swims under the sun, and end each day with the kind of peaceful, unforgettable evenings that make you never want to leave.