Vacation rentals in Bokeelia Island

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Top-rated vacation rentals in Bokeelia Island

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Top guest favorite
The open living area features a modern design with light wood flooring. Comfortable leather seating is arranged around a central space. Natural light floods the room through large windows, highlighting the sleek kitchen and dining area in the background.
Home in Bokeelia
5 out of 5 average rating, 17 reviews

3/3 Loft Style Home in the Heart of Bokeelia!

Discover this stunning brand-new build located in beautiful Bokeelia! This property offers: 3 spacious bedrooms, each featuring king-sized beds and private bathrooms for comfort and privacy. An open loft overlooking the living room and kitchen, providing a modern and airy feel. A balcony with picturesque canal views, with plenty of room for boat trailer parking and the public boat ramp conveniently located just across the street! *Pet Friendly, $150 fee* *BOAT RAMP CURRENTLY CLOSED FOR UPGRADES*

Guest favorite
An outdoor dining area features a round table surrounded by four wrought iron chairs, shaded by a striped umbrella. A charcoal grill stands nearby on a concrete patio, framed by a simple, white building with black accents and a door.
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 *.

Top guest favorite
The exterior of the home features a modern design with light blue siding and large windows. Lush palm trees surround the property, adding a tropical touch. A gravel driveway leads to the entrance, which includes a set of stairs leading to the main level.
Home in Bokeelia
5 out of 5 average rating, 18 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
An outdoor pool area features a thatched-roof structure providing shade. A spacious swimming pool reflects sunlight, while a person enjoys a swim. Surrounding seating areas include lounge furniture and a dining area, all set against a backdrop of palm trees and greenery.
Home in Bokeelia
4.93 out of 5 average rating, 29 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 modern living area is highlighted by a spacious white sectional sofa, accented with a mustard yellow pillow. A glass coffee table sits atop a striped rug, while a charming yellow front door adds a pop of color. Decorative oars are mounted on the wall.
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!

Guest favorite
A scenic view of the canal-side property showcasing a wooden dock with a boat lift, surrounded by lush tropical vegetation. Sun loungers are placed on a manicured lawn, and the house's screened-in porch is visible, highlighting the tranquil waterfront setting.
Home in Bokeelia
5 out of 5 average rating, 34 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
The exterior of the home is illuminated at dusk, highlighting a welcoming entrance with decorative stone pathways. Lush greenery surrounds the property, and two palm trees add a tropical element. A soft glow from the porch light enhances the inviting atmosphere.
Home in Bokeelia
4.97 out of 5 average rating, 29 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.

Guest favorite
An aerial view captures the waterfront property, highlighting the silver-roofed house surrounded by lush greenery and palm trees. A long wooden pier extends into the calm waters of Charlotte Harbor, inviting activities like fishing and kayaking.
Home in Bokeelia
4.92 out of 5 average rating, 24 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.

Superhost
The exterior of the waterfront property displays a spacious yard with a sandy area leading to the canal. Two boat docks are positioned for easy access, and several kayaks are neatly arranged alongside sun loungers. A large tiki hut provides a shaded gathering spot.
Home in Bokeelia
4.84 out of 5 average rating, 67 reviews

Blue Heron * fish, boat, wine, dine, relax, repeat

Welcome to the Blue Heron. This beautiful home will win your heart - a place to create amazing memories. Located in Bokeelia, this home offers tranquility and is the perfect spot to boat from, fish, enjoy family time, and simply relax. There are 2 boat docks and a boat ramp close by, we have kayaks and paddle boards to explore the waterways, bikes to explore the island, or stay home and make the most of the heated pool, fish from the dock, or hang at the private tiki bar!

Top guest favorite
A two-story house with a light-colored exterior and a metal roof is showcased under a bright blue sky. Lush tropical landscaping surrounds the property, including palm trees. A paved driveway leads to the two garage doors at the front of the home.
Home in Bokeelia
5 out of 5 average rating, 29 reviews

Peaceful Lakeview Retreat / Screened Porch & Bikes

Escape to a peaceful lakeview retreat on Pine Island. Relax on the breezy screened porch, unwind in the cozy living room, and enjoy two serene bedrooms with smart TVs and comfortable bedding. The home features modern bathrooms, a fully stocked kitchen, fast Wi-Fi, and in-unit laundry for convenience. Pet-friendly and close to trails, marinas, and seafood spots — perfect for birdwatching, biking, fishing, or simply soaking up the island’s quiet charm and natural beauty.

Top guest favorite
A charming yellow house is framed by lush greenery and vibrant red flowers. The inviting porch features a railing, while a pathway leads to the entrance. Tropical palm trees sway gently in the background under clear blue skies.
Home in Bokeelia
5 out of 5 average rating, 25 reviews

Bountiful Bokeelia

Seasonal rental, January February March available to book for all three months. You’ll be glad you did!! Forget your worries in this spacious and serene oasis. Professionally decorated, Coastal Chic, extremely quiet, 3 acre fenced and gated property off the beaten path on Pine Island. So close yet so far away! The immediate mainland has all that you could possibly need. The property boasts a unique natural swimming pond.

Guest favorite
The small heated pool is surrounded by a screened lanai, featuring mature hedges for privacy. Lounge chairs are positioned nearby on the stone patio, complemented by tropical foliage and vibrant flowers that enhance the serene atmosphere.
Guest suite in Bokeelia
4.98 out of 5 average rating, 106 reviews

Pine Island Pelican Suite: privacy, pool, gardens

Welcome to the Pelican Suite! Secure, private entrance, king bed, living area with kitchen and patio. This suite is separate from the upstairs main house. Adults only. King bed, ensuite private bathroom with shower; AC. WiFi, cable, TV. Exclusive use of screened guest lanai - kitchen, fridge, BBQ, gardens, secluded heated pool. Free parking. The Pelican Suite is ideal for a relaxing no-stress break in the sun!

Popular amenities for Bokeelia Island vacation rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Lee County
  5. Bokeelia
  6. Bokeelia Island