Holiday rentals in Pine Island Center

The Sweet Escape

Welcome to a little slice of paradise… You’re on island time now. Tucked back in a quiet neighborhood, this perfect little getaway provides the ultimate relaxation. Soak up some sun and sip libations while laying out at the heated saltwater pool surrounded by lush vegetation. Enjoy all the beautiful wildlife that frequent the property. Visit the tiki bars with nightly live music, drop the boat at the nearby ramp for world class fishing and miles of pristine beaches, and catch an epic sunset.

The Little Yellow Retreat with boat parking

Welcome to The Little Yellow Retreat! Your cozy escape on Bokeelia Island awaits. This charming home features a bright living room, fully equipped kitchen, and cheerful bedrooms, perfect for families, couples, or solo travelers. Relax in the lush backyard with fruit trees and a covered patio, or walk to nearby restaurants and a pool. Two scooters are available for $20/day for both, perfect for exploring the island. Beaches and marinas are close by. Your island getaway is waiting—book now!

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!

Charlie's of Bokeelia

Enjoy sun-filled days and serene sunsets at this peaceful Bokeelia retreat on the canal. Relax by the saltwater pool with mangrove views for privacy and tranquility, located on a quiet cul-de-sac. The three spacious bedrooms, all with smart TVs, include two open to the patio. The open-concept home seamlessly connects to the patio, and the fully stocked kitchen is perfect for a wonderful family or romantic dinner. Plus, take a quick ride out to the open water to wherever you decide.

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.

"House by the Sea"

You love the water... then this is your place to be! The 2-story villa with heated pool and Gulf access has been completly renovated in 2024! Start kayaking or by boat exploring the beautiful beaches and Mangroves right from the dock, direct access (Lift is not available right now but small boats can be tied at the dock). Catch your fish and enjoy it for dinner....watch Dolphins pass by.... The private pool privides a nice refreshment after a day out and about.

Pine Island paradise, priced right.

Relax with the whole family at this peaceful home, away from the busy hustle of the city. Quite street, with canal out back that has nature sanctuary galore. Easy access to the inter coastal sound and Gulf. Close to great restaurants, shopping and local hotspots. Everything you could want or need is found on Pine Island and minutes away from the house. Simply paradise!

Paradise Found! - 3/2 Pool Home

Escape to our Tropical Oasis in Bokeelia, Pine Island, Florida! This 3-bed pool home offers comfort and style. Enjoy a private pool, lush surroundings, and amenities galore. Minutes from SWFL's best beaches, Cape Coral, Fort Myers, Matlacha, and Pine Island's restaurants and shops. Book now for a perfect blend of relaxation and adventure!

Bountiful Bokeelia

Forget your worries in this spacious and serene oasis. Professionally decorated, Coastal Chic, extremely quiet, 3 acre fenced and gated property off the beaten path on Pine Island. So close yet so far away! The immediate mainland has all that you could possibly need. The property boasts a unique natural swimming pond.