Vacation rentals in Bokeelia

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Top-rated vacation rentals in Bokeelia

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Guest favourite

Cottage in Matlacha

4.88 out of 5 average rating, 133 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.

Oct. 29 – Nov. 5

$195 CAD per night

Guest favourite

Home in Bokeelia

4.97 out of 5 average rating, 32 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.

Jul. 1 – 8

$269 CAD per night

Guest favourite

Home in Bokeelia

5.0 out of 5 average rating, 18 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!!

Nov. 29 – Dec. 6

$448 CAD per night

Guest favourite

Cottage in Bokeelia

4.99 out of 5 average rating, 109 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!

Sep. 14 – 21

$332 CAD per night

Guest favourite

Condo 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

Aug. 9 – 16

$270 CAD per night

Guest favourite

Apartment in Bokeelia

5.0 out of 5 average rating, 14 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.

Nov. 1 – 8

$250 CAD per night

Guest favourite

Guest suite in Matlacha Isles-Matlacha Shores

4.84 out of 5 average rating, 315 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!

Nov. 20 – 27

$145 CAD per night

Superhost

Cottage in Bokeelia

4.82 out of 5 average rating, 73 reviews

The Bokeelia Cottage

This tiny home is perfect for those seeking a peaceful retreat from every day life! Located in the quiet little fishing town of Bokeelia. Minutes from several boat ramps, restaurants, and the Bokeelia fishing pier. Take the local ferry out to the outside islands like Cayo Costa, Captiva, or Cabage Key or enjoy your time on the beautiful front porch overlooking your own private pond. Catch and release is always welcomed and don't be surprised if you see wild peacocks passing through!

Nov. 9 – 16

$239 CAD per night

Guest favourite

Home in Bokeelia

5.0 out of 5 average rating, 6 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.

Apr. 19 – 26

$525 CAD per night

Guest favourite

Home in Matlacha

5.0 out of 5 average rating, 142 reviews

The Secret Island Retreat HeatedPool/4b/open water

Free Heated Pool with open Panoramic Bay Views with Amazing Sunsets from this open layout with 4 bedrooms , a den, 3 bath, 2 car garage. 3200 sq ft. 2nd floor has an oversize owners suite with picture windows over the bay and provides an abundance of space for sitting area or quiet space. Three guests rooms + den. Don't forget to relax & enjoy the breeze on the 2nd story balcony...the perfect retreat. Kayaks, 2 boat lifts, fishing poles, bicycles, games, Grill and much more.

Sep. 20 – 27

$490 CAD per night

Guest favourite

Home in Matlacha

4.98 out of 5 average rating, 184 reviews

Matlacha Paradise! NEW Waterfront Home-Free Kayaks

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 & 2 person kayaks 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.

Jun. 30 – Jul. 7

$300 CAD per night

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

Jul. 18 – 25

$188 CAD per night