Holiday rentals in Pine Island Center

Mojito Island Cottage

Update: In September 2022 we were affected by Hurricane Ian. We had just over 5 feet of flooding in our treasured cottage. We have worked tirelessly to put everything back together. All new tile, walls, electric, lighting, furniture, and we even improved the bathroom! Spacious tropical home with water view from our back yard lanai. Boat Dock with Cleaning Fish Station, BBQ beautiful sunsets with fish jumping in our canal. New large kitchen and one block from art galleries, restaurants and bars.

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.

Matlacha Paradise! NEW Waterfront Home-Free Kayak

Matlacha is for LOVERS! Lovers of relaxation, fishing, art, friends, social scenes and enjoying Life in a beautiful location ON THE WATER! Matlacha had damage from Ian. Our new home - none. You can still walk to great restaurants, shops and the fishing bridge. Enjoy the water in Matlacha & the Barrier Islands. Use our 1 person kayak for fun or fishing from our 8'X22' FUN & SUN deck docked in the back canal with picnic table & loungers. Relax, sun, grill and fish.

Cozy clean duplex

Have your vacation in Paradise! This duplex is located in the heart of Pine Island a couple of blocks from the four way stop (center of the island). Full Kitchen Sleeper Sofa in living room. Walking distance to: Restaurants and Delis Shops Spa Yoga Studio Park Library Museum Community POOL We are 5 minutes away from the touristic town of Matlacha with all its artsy shops and fantastic restaurants.

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!