Holiday houses in Bokeelia Island

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Top-rated holiday rentals in Bokeelia Island

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Guest favourite
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
4.94 out of 5 average rating, 31 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 favourite
The charming exterior of the cottage is highlighted by a blue facade with white trim. Flower boxes adorn the windows, filled with lush greenery. A red door serves as a welcoming entrance. The patio area features stone pavers, surrounded by various plants and comfortable seating.
Tiny home in Fort Myers
4.93 out of 5 average rating, 880 reviews

Garden Cottage - Tiny House

PLEASE NOTE: The cottage is separate from our house and living quarters. The bathroom is in the back of the main house, just a few steps from the cottage, private and not shared with anyone. We take special precautions to thoroughly clean and disinfect the bedroom and bathroom after each guest. You’ll love our place because of the location, the ambiance, the outdoor space, and the neighborhood. We have a dog and a cat. Our place is good for couples, solo adventurers, and business travelers.

Top Guest favourite
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!

Superhost
The exterior of the cottage is surrounded by vibrant greenery and colorful bougainvillea, with a decorative trellis visible. A pathway leads to the entrance, and a screened lanai is located at the front, providing a sheltered outdoor space.
Guesthouse in Bokeelia
4.78 out of 5 average rating, 174 reviews

Susie's Old Florida Cottage

Explore Pine Island & the Florida Gulf Coast from this retro 2-room cottage set in a pretty back yard. 45 min from Ft. Myers Beach/Sanibel. Wi-fi, A/C, kitchen, v small bathroom w/shower, 1 bedroom, cozy private deck, screened lanai. Perfect for 1 or 2. Avoid the motel feel & enjoy your privacy. Discounts for weekly/monthly bookings. No beaches on PIne Island, but enjoy kayaking, birding, biking, tennis, boating, & fishing. May 2023: Pine Island is still recovering from Hurricane Ian.

Guest favourite
A well-appointed living space is observed, featuring a comfortable couch adorned with decorative pillows. A wooden coffee table occupies the center, complemented by a mounted television across from the seating area. Stairs lead to the loft, with an entry door visible to the right.
Cottage in Bokeelia
4.86 out of 5 average rating, 90 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!

Top Guest favourite
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, 42 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 favourite
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, 32 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.

Top Guest favourite
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, 33 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.

Guest favourite
A screened-in pool area showcases a clear blue pool surrounded by lush greenery. Comfortable lounge chairs are positioned along the edge, inviting relaxation under the palm trees. Soft sunlight filters through the screened structure, enhancing the tranquil atmosphere.
Home in Bokeelia
4.89 out of 5 average rating, 9 reviews

Bokeelia Oasis! Heated Pool, Sleeps 12!

Escape to this stunning tropical retreat in Bokeelia, where relaxation meets luxury! This beautiful home features two master suites, one with two king-size beds and the other with two queen-size beds, ensuring plenty of space for family and friends. Enjoy the comfort of two separate living areas, each with a sleeper sofa featuring two full beds, perfect for additional guests. Step outside to your private heated pool, soak up the Florida sun!

Top Guest favourite
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, outdoor 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 ground floor screened guest lanai: kitchen, fridge, BBQ. Beautiful gardens, small/secluded heated pool. Free parking. The Pelican Suite is ideal for a relaxing no-stress break in the sun!

Top Guest favourite
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, 28 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.

Top Guest favourite
An outdoor seating area features a wooden deck with two wicker chairs and a small table. Lush green bushes line the backdrop under a clear blue sky, providing a sense of privacy and tranquility.
Home in Bokeelia
5 out of 5 average rating, 22 reviews

Angler's Retreat!

Welcome to our angler's paradise! This 2 Bedroom and 2 Bath retreat is tailored for the fishermen and fishing tournaments. Equipped with boatlift, ample parking, a fish cleaning station, and a BBQ grill, it's perfect for prepping your catch. Nestled near prime fishing locations off the Florida coast, it's a haven for avid anglers seeking adventure and relaxation. Book now for the ultimate fishing getaway!

Popular amenities for Bokeelia Island holiday rentals

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