Holiday rentals in Bokeelia Island

Adorable & spacious efficiency w/ full kitchen

Relax on island time in this adorable & spacious efficiency. It is equipped with wifi, full kitchen, full bathroom, and full closet. There is also a queen sized bed and futon to accommodate guests. Indoor and outdoor dining options. Charcoal grill on site. Designated outdoor smoking section in rear of efficiency with a firepit. Located just 2 miles from the BEST fishing pier in Southwest Florida. Tour the island and experience local restaurant yummy bites. Please *no pets, smoking, or parties *.

Antigua Cay Retreat

Stylish and classy, with plenty of space to relax and enjoy one of Floridas most unique and special hidden treasures. Bokeelia on Pine Island! Beautifully remodeled home has 3 full bedrooms, as well as a bonus room with double futon downstairs at pool lanai. Lots of outdoor space around the pool, on the new boat dock as well as an upper level outdoor breakfast area that can be fully opened up to both main bedrooms via the oversized sliding glass doors to each bedroom. Also includes an elevator!

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!

2/2 Home in Bokeelia, Boat Lift Included!

This two level 2 bedroom, 2 bathroom canal front home is exactly what's needed for an excellent vacation on beautiful Pine Island! This property has beautiful tropical décor to get you settled into the island lifestyle. You can relax and enjoy the views and wildlife on the back patio or grill the day's catch. This canal has incredible Gulf access and you will be out to the intra-coastal in minutes for some of the best fishing in not just the country, but the world. Bring your boat!

Downtown Boca Grande Flat#3

We beat the old 1-2 of Huricaines Helene and Milton and are ready to host you. This is a great, renovatred , one bath flat, in the heart of Boca Grande on the gorgeous Gasparilla Island. Located across the street from The Temp Rest. Going to the beach, no worries, it is just down the road. Please note: there is a small fridge and coffee maker in this flat, but no other cooking facilities. Rent our place through Air BnB and receive a 10% discount on golf cart and bike rentals.

Fishing and Nature Paradise

Savor Nature, Sip Cocktails and Embrace Sunsets. Beautifully designed 2 Bedroom home located right on the water. Take a kayak or Paddleboard down the canal and you are instantly in the most pristine waters of the Gulf of Mexico. Located one block away from the Jug Creek Marina where you will find Live entertainment, fresh seafood and any boating needs. Sit on the extensive screened in porch and watch the Manatees. We have everything you need to enjoy a wonderful getaway.

Doublemint Duplex A- on Quaint Pine Island!

Take a break and unwind at this peaceful oasis. The Doublemint Duplex A has the necessities and comfort you need for your getaway in paradise. This is an older unit, but the comfortable bed and cozy living room gives you a soft place to land at the end of a day in the sun! This is a bottom floor unit in a duplex located on a quiet street on the quaint Pine Island. Pine Island, which includes Bokeelia, Matlatcha, and St. James City, is one of the gulf coasts' best kept secrets!

The Harbor House

Welcome to your private waterfront getaway in Bokeelia, Florida! Enjoy amazing views of Charlotte Harbor, fish from the 300-ft private pier, kayak , or relax by the pool. Watch dolphins, manatees, ospreys, pelicans, and bald eagles right from the property. Spend your days boating, fishing, exploring the island, or biking along the trails, then unwind as you take in a stunning sunset over the water. Whether you seek adventure or relaxation, this spot has something for everyone.