Vacation rentals in Bokeelia Island

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Top-rated vacation rentals in Bokeelia Island

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Top guest favorite

An outdoor patio is presented with a colorful array of furniture, including a blue table and yellow benches. A shaded area features a seating arrangement with cushions, while vibrant greenery can be seen in the background. Natural light enhances the welcoming space.

Home in Bokeelia

4.98 out of 5 average rating, 50 reviews

Island Paradise - Hot tub, Bikes & Ocean fishing

Welcome to the Florida retreat - The Clubhouse. Nestled on a quiet island 🏝️ location, the well appointed home is ready for you to breath deep and relax in the Florida sunshine. Use the bikes to explore the tropical Island, or walk just two blocks to the Marina and launch your boat. This is the perfect getaway for anyone who loves to boat, fish or relax. Enjoy a relaxed stay with your family and friends in the outdoor kitchen, fire pit and hot tub in the lanai. New bunk beds in lower level!

Superhost

A spacious bathroom is shown, featuring a walk-in shower with textured stone tiles and a grab bar for safety. A modern toilet is positioned next to the shower, which is enclosed by a stylish curtain. Natural light enhances the neutral tones of the decor.

Guesthouse in Bokeelia

4.89 out of 5 average rating, 44 reviews

Adorable & spacious efficiency w/ full kitchen

Relax on island time in this adorable & spacious efficiency. It is equipped with wifi, full kitchen, full bathroom, and full closet. There is also a queen sized bed and futon to accommodate guests. Indoor and outdoor dining options. Charcoal grill on site. Designated outdoor smoking section in rear of efficiency with a firepit. Located just 2 miles from the BEST fishing pier in Southwest Florida. Tour the island and experience local restaurant yummy bites. Please *no pets, smoking, or parties *.

Guest favorite

An open kitchen area presents an inviting design featuring modern appliances and a spacious island with rattan bar stools. The high, beam ceiling enhances the airy feel, while natural light floods the space from nearby windows, creating a bright and welcoming environment.

Home in Bokeelia

5 out of 5 average rating, 11 reviews

Antigua Cay Retreat

Stylish and classy, with plenty of space to relax and enjoy one of Floridas most unique and special hidden treasures. Bokeelia on Pine Island! Beautifully remodeled home has 3 full bedrooms, as well as a bonus room with double futon downstairs at pool lanai. Lots of outdoor space around the pool, on the new boat dock as well as an upper level outdoor breakfast area that can be fully opened up to both main bedrooms via the oversized sliding glass doors to each bedroom. Also includes an elevator!

Guest favorite

The shower space is enveloped in elegant marble tiles with a mix of grey tones and gold veining. A sleek golden showerhead is mounted on the wall, complemented by matching hardware. The floor features small, smooth pebbles, offering a natural texture.

Home in Bokeelia

5 out of 5 average rating, 20 reviews

Boater’s Paradise in Bokeelia!

Forget your worries in this spacious and serene space. Beautiful Newly Remodeled Home located right On the Water in Florida’s Best Kept Secret, Pine Island. Come and enjoy a Relaxing and Comfy Home. Boaters, we are located 1 minute from the Public Boat Dock, Minutes to Captiva & Sanibel Islands, Cayó Costa State Park, and Boca Grande which is known for its historic downtown, and sugar sand Beaches. Best of all, some of the best fishing in SW Florida aka “Tarpon Fishing Capital of the World!”

Top guest favorite

A large fish is held prominently by two individuals aboard a fishing boat. The ocean stretches in the background under a clear blue sky. Fishing gear and equipment are visible in the boat, contributing to the serene maritime scene.

Home in Bokeelia

4.97 out of 5 average rating, 92 reviews

The Snook & Rod Club (Waterfront)

Welcome to the Snook & Rod Club. If you want a place to relax, bring your family, or friends this is the place to be! We are on a canal with a 50' captains walk you can tie your vessel to while you stay. Our island getaway property is located on the northern end of Pine Island (off of FT Myers/ Cape Coral) in the quiet community of Bokeelia FL. We are perfectly located in a neighborhood of canals right down from Jug Creek Marina and are set up for retired couples, families, or fishing buddies

Top guest favorite

Cottage in Bokeelia

4.99 out of 5 average rating, 140 reviews

Romantic Getaway “Waterside” Dockage~Canal front

Also available: airbnb.com/h/aframeausable Minutes to open water and Jug Creek Marina! Wait till you see this freshly updated cottage! Bring your boat, or rent one nearby. There is a dock available here. 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! Jug Creek Marina is steps away with food & music!

Top guest favorite

A two-story canal front home is surrounded by lush greenery and palm trees. A boat dock is visible with a boat ready for use. The clear water reflects the sky and nearby structures, conveying easy access to the canal and Gulf.

Home in Bokeelia

5 out of 5 average rating, 12 reviews

2/2 Home in Bokeelia, Boat Lift Included!

This two level 2 bedroom, 2 bathroom canal front home is exactly what's needed for an excellent vacation on beautiful Pine Island! This property has beautiful tropical décor to get you settled into the island lifestyle. You can relax and enjoy the views and wildlife on the back patio or grill the day's catch. This canal has incredible Gulf access and you will be out to the intra-coastal in minutes for some of the best fishing in not just the country, but the world. Bring your boat!

Guest favorite

The exterior of the building showcases a modern design with outdoor seating areas illuminated by string lights. Tropical plants enhance the inviting atmosphere, while palm trees are seen in the background. Stairs lead to the entrance of the flats, creating easy access.

Apartment in Boca Grande

4.9 out of 5 average rating, 217 reviews

Downtown Boca Grande Flat#3

We beat the old 1-2 of Huricaines Helene and Milton and are ready to host you. This is a great, renovatred , one bath flat, in the heart of Boca Grande on the gorgeous Gasparilla Island. Located across the street from The Temp Rest. Going to the beach, no worries, it is just down the road. Please note: there is a small fridge and coffee maker in this flat, but no other cooking facilities. Rent our place through Air BnB and receive a 10% discount on golf cart and bike rentals.

Top guest favorite

A modern kitchen features white cabinetry paired with dark blue lowers, complemented by granite countertops. A small dining table is set beside a spacious living area, which includes a light-colored sectional sofa and a coffee table. Natural light floods the room through large windows.

Home in Bokeelia

5 out of 5 average rating, 27 reviews

Waterfront Oasis with Boat Lift & Hot Tub

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 beautiful cottage boasts a outdoor hot tub and shower, screened in porch, 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.

Top guest favorite

Home in Bokeelia

4.96 out of 5 average rating, 24 reviews

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.

Superhost

An aerial view displays the duplex surrounded by lush greenery and open space. The building features a light-colored exterior with a brown roof, situated on a well-maintained lot with palm trees and a clear blue sky in the background.

Apartment in Bokeelia

4.6 out of 5 average rating, 58 reviews

Doublemint Duplex A- on Quaint Pine Island!

Take a break and unwind at this peaceful oasis. The Doublemint Duplex A has the necessities and comfort you need for your getaway in paradise. This is an older unit, but the comfortable bed and cozy living room gives you a soft place to land at the end of a day in the sun! This is a bottom floor unit in a duplex located on a quiet street on the quaint Pine Island. Pine Island, which includes Bokeelia, Matlatcha, and St. James City, is one of the gulf coasts' best kept secrets!

Top guest favorite

An aerial view captures the property surrounded by lush greenery and waterways. A private home features an inviting pool in the foreground, while nearby residential structures and boats are visible, showcasing the tranquil waterfront environment of Bokeelia.

Home in Bokeelia

5 out of 5 average rating, 7 reviews

The Harbor House

Welcome to your private waterfront getaway in Bokeelia, Florida! Enjoy amazing views of Charlotte Harbor, fish from the 300-ft private pier, kayak , or relax by the pool. Watch dolphins, manatees, ospreys, pelicans, and bald eagles right from the property. Spend your days boating, fishing, exploring the island, or biking along the trails, then unwind as you take in a stunning sunset over the water. Whether you seek adventure or relaxation, this spot has something for everyone.