A stay in one of our Bokeelia vacation rentals is a great way to experience the year-round warmth, laid-back living, and pristine natural beauty of Southwest Florida. Located on the northern tip of Pine Island, Bokeelia is a small hamlet where sportsmen and vacationers of all ages flock for its world-class fishing and access to great water sports along the Gulf Coast.
View 0 more homes
Yes, 89 of our Bokeelia homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).
Browse dog-friendly homes >Yes. 169 of our Bokeelia vacation rentals have internet access, so you can stay connected throughout your trip.
Browse homes with internet access >Absolutely. Our local Bokeelia team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.
Learn more about Vacasa Premium Clean >While many towns along Florida's Southwest Gulf Coast boast tropical views, gorgeous white sand beaches, and fresh-from-the-boat seafood, Bokeelia is special for its unparalleled access to great sport fishing in Charlotte Harbor and Pine Island Sound; this makes it especially well-suited to anglers and those seeking adventures on the water - and our Bokeelia vacation rentals will give you quick access to all the off-coast action!
Head out in the morning with Native Attitude Fishing Charters and let an experienced guide show you the best places to cast for redfish, snook, snapper, cobia, grouper, and many more Gulf species that live along the lush mangrove coastline and in the deepwater habitat just off the coast.
Dry yourself out and grab your whole group for an afternoon tour of the Museum of the Islands. Learn about Pine Island's rich history and view ancient artifacts of the Calusa Indians, a Native American tribe that once lived on the island. Continue your day of learning about the island's diverse past including Spanish settlers, Seminole wars, and much more at the Useppa Museum.
Wind down your day at any of the island's quaint restaurants, of which there are three: Red's Fresh Seafood House & Tavern, The Lazy Flamingo, and Capt'n Cons Fish House. Chow down on fresh-caught seafood and indulge in a slice of key lime pie - an island specialty - for dessert.
Though you may decide to spend your entire stay partaking in the many land and water activities around your Bokeelia vacation rental, numerous great day trips add even more fun. Head 15 miles south to Pine Island's southern tip where you'll be able to birdwatch for herons, roseate spoonbills, egrets, osprey, and many more waterfowl native to Southwest Florida while hiking on the Calusa Land Trust's St. Jude Nature Trail. If you're looking for great shopping, head 25 miles east and back onto mainland Florida where you'll find plenty of boutique shops, along with great dining, live music venues, and art galleries in Fort Myers.
Whether you've come for island-themed relaxation or to reel in your next trophy fish, our Bokeelia vacation rentals give you access to it all!
Photo credit: Laurent Prat via Adobe stock
