Vacation rentals in Bokeelia Island

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Top-rated vacation rentals in Bokeelia Island

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Guest favorite

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.

Nov 4 – 11

G$23,979 GYD per night

Guest favorite

Home in Bokeelia

4.97 out of 5 average rating, 31 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.

Sep 11 – 18

G$33,772 GYD per night

Guest favorite

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!

Apr 20 – 27

G$41,629 GYD per night

Superhost

Apartment in Bokeelia

4.87 out of 5 average rating, 45 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!

Jun 7 – 14

G$24,340 GYD per night

Guest favorite

Home in Captiva

4.97 out of 5 average rating, 106 reviews

The Pearl Beach House, North Captiva Island,FL

This water-front property offers designer furniture and panoramic views of the Gulf of Mexico throughout the home. Experience unprecedented privacy with direct walking access to the beach, and a very secluded location suitable for couples, friends or families. The property has a Main House and Guest Cottage, both with expansive decking and panoramic windows and doors providing spectacular views of the water and sunsets. StarLink WiFi and Samsung QLED smart TV. We allow dogs up to 50 lbs

Oct 29 – Nov 5

G$139,437 GYD per night

Guest favorite

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

Sep 10 – 17

G$30,757 GYD per night

Guest favorite

Apartment in Bokeelia

5.0 out of 5 average rating, 11 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 19 – 26

G$32,509 GYD per night

Guest favorite

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!

Oct 29 – Nov 5

G$18,933 GYD per night

Superhost

Cottage in Bokeelia

4.83 out of 5 average rating, 72 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!

Mar 9 – 16

G$30,976 GYD per night

Guest favorite

Home in Bokeelia

5.0 out of 5 average rating, 5 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.

Oct 10 – 17

G$65,554 GYD per night

Guest favorite

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

Sep 21 – 28

G$26,653 GYD per night

Guest favorite

Home in Bokeelia

5.0 out of 5 average rating, 5 reviews

*Newly Renovated* Fishing Getaway Near Boat Ramps

Fish camp is a newly renovated 2 bedroom 1 bath mobile home with a nice yard. The living space has been completely renovated and is all new from floor to ceiling. Private bedrooms at opposite ends of the house make it perfect for two couples or a family of 4 to come and enjoy all that Pine Island has to offer. There are 4 different boat ramps within one mile of fish camp for access to all of Pine Island and Boca Grande pass, home of world-class fishing.

Jul 20 – 27

G$22,259 GYD per night