Holiday rentals in Bokeelia Island

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Top-rated holiday rentals in Bokeelia Island

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Guest favourite

Cottage in Matlacha

4.88 out of 5 average rating, 137 reviews

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.

Guest favourite

Home in Bokeelia

4.97 out of 5 average rating, 33 reviews

Relaxing island home near marina and boat ramp

Enjoy the island life at this newly renovated two-bedroom home. Costa Jack's is within walking distance of Jug Creek Marina and Lavender Landing Boat Ramp so you can bring your boat or kayaks/paddle boards and be out on the water in minutes. You'll feel right at home at this pet and family-friendly home. It's fully equipped with everything you need to relax and explore Pine Island. Great place for anglers, boaters, kayakers, families, vacationers, and anyone looking for time on the island/water.

Guest favourite

Home in Bokeelia

5.0 out of 5 average rating, 19 reviews

Island Paradise - Hot tub, Bikes & Ocean fishing

Welcome to this Florida retreat - The Clubhouse. Nestled on a prime island 🏝️ location, the well appointed home is ready for you to breath deeply and relax in the Florida sunshine. Use the bikes to explore the tropical Island, or take a short walk to the Pineland Marina and launch your boat. This is the perfect getaway for anyone who loves to boat, fish or relax. Enjoy a delightful stay with your family and friends in the outdoor kitchen, fire pit and hot tub in the lanai. You will love it!!

Guest favourite

Cottage in Bokeelia

4.99 out of 5 average rating, 112 reviews

Romantic Getaway “Waterside” Dockage~Canal front

Minutes to open water and Jug Creek Marina! Wait till you see this freshly updated cottage! Bring your boat, or rent one nearby. The dock is shared, but there is plenty of room! Lots of history on this beautiful island, with fishing you’ll be amazed with! 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!

Guest favourite

Flat in Bokeelia

4.88 out of 5 average rating, 48 reviews

Doublemint Duplex B - Cozy & Stylish Getaway!

This cozy & stylish apartment is everything you've been looking for in that private little getaway! The DoubleMint Duplex is perfect for a couple's private escape, a little family looking to live like locals on the remote Pine Island, or a group of close friends ready to reconnect in the comfiest space possible. There is a boat ramp just down the street and the driveway has plenty of space for a vehicle and boat trailer! There is one dock space available for this unit just across the street!

Guest favourite

Apartment in Bokeelia

5.0 out of 5 average rating, 14 reviews

Bokeelia Island Breeze

Bocilla Island Club in Bokeelia this sparkling clean 2 bedroom completely furnished condo offers tranquil views, screened lanai, fully stocked kitchen, 1 king, 1 queen, 1 twin, each w/a private bath, plus a main floor powder room, full size washer dryer & covered parking. Superb location offering 2 heated pools w/cabañas, tennis courts, onsite Marina, boat launch, lush grounds, fishing pier & close to bike paths and restaurants. WIFI INCLUDED! Pool is shared. LEGAL NAME REQUIRED 4 BOOKING

Guest favourite

Flat in Bokeelia

5.0 out of 5 average rating, 16 reviews

Apartment at Treehouse Permaculture Farm

This apartment is on a one-of-a-kind tropical fruit farm. Guests can wander throughout 4 acres of tropical fruit tree groves featuring extremely rare fruits grown as a "Food Forest" using the principles of Permaculture. The apartment has private entrance at poolside. On a paved road in a quiet rural location at the north end of Pine Island, within minutes of Saint James City and Bokeelia! All new kitchen. Queen size bed. Parking for a boat trailer. The large bathroom has a tub and shower.

Superhost

Guest suite in Matlacha Isles-Matlacha Shores

4.84 out of 5 average rating, 320 reviews

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!

Guest favourite

Home in Bokeelia

5.0 out of 5 average rating, 9 reviews

Sunset Serenity: Waterfront Oasis

Bask in endless sun at our Jugg Creek canal-front home, a stone's throw from Charlotte Harbor and iconic islands like Captiva and Boca Grande. Dive into 'Old Florida' with unspoiled beaches and cute eateries. Watch dolphins from your doorstep and savor rainbow sunsets. Our newly revamped cottage boasts plush linens, a fully equipped kitchen, grill, and kayaks with a kayak launch right on the dock. Docking is on us, with a new dock & 10k pound boat lift available April-December.

Guest favourite

Home in Bokeelia

4.78 out of 5 average rating, 51 reviews

Island Retreat

Located on beautiful Pine Island SW Florida. Recently renovated with new flooring throughout and updated bathroom. Close to community swimming pool, fishing pier, boat ramp, restaurants, and golf course. Take a ride on the 17 mile bike path with 2 bicycles we provide and enjoy 2 kayaks provided to tour the local waters. I also have a private hot tub at Island Retreat for your enjoyment. Island Retreat is a 2 bedroom 2 bathroom private mobile home in a quiet community

Guest favourite

Flat in Bokeelia

4.83 out of 5 average rating, 84 reviews

Family & Fisherman Get-a-way

This is a great vacation rental on a small island away from the hustle and bustle. The home is located right across the road from the boat ramp which makes it easy and convenient for a day out on the water. However, there isn't any dock access at the property. If you are not interested in going out, the home is fully equipped with a television, board games, and a kitchen & BBQ grill to make it a cozy stay!

Guest favourite

Loft in Boca Grande

4.97 out of 5 average rating, 102 reviews

The Loft on Park Ave--Boca Grande FL

We survived Ian and are ready to host you! A unique loft in the heart of Boca Grande. Grab dinner and drinks and simply walk home. The loft apartment has great views of the main drag in Boca Grande. The timber framed interior and high end appliances assure you will have a comfortable stay. This is a great place to park your car-grab a golf cart- and enjoy the Boca Grande lifestyle.