Family-friendly holiday rentals in Bokeelia

Boater’s Paradise in Bokeelia!

Welcome to Bokeelia! Forget your worries in this spacious and serene space. Beautiful Newly Remodeled Home located right On the Water with Boat Lifts & Dockage, and plenty of parking for All Come and enjoy a Relaxing and Comfy Home. Boaters! We are across the street from the Public Boat Ramp, Minutes to Captiva & Sanibel Islands, Cayó Costa, Cabbage Key, and Boca Grande which is known for its sugar sand Beaches. Best of all, Amazing Fishing in Florida aka “Tarpon Fishing Capital of the World!”

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!

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

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!

Private Paradise on Pine Island

Wake to soft island breezes and golden sunlight, sip coffee on the spacious screened porch, then slip into your own sparkling private pool with soothing fountain, fully enclosed for privacy. This bright three-bedroom retreat offers open living, soaring ceilings, a beautiful chef’s kitchen with oversized island, split bedrooms, and shaded outdoor space perfect for gathering. Walk to parks and shops, explore nearby beaches and boating, and savor the true charm of peaceful Old Florida living.

The Lookout

This 2 bed 2 bath home sleeps 4 comfortably and there are extra air mattresses. The decor is modern and the home has an old Florida style. Plenty of parking for vehicles and boats. There are 4 older bikes, a single and tandem kayaks. Live music and food are at the end of the street at Jug Creek. Bokeelia is known for its boating, fishing, kayaking and biking. Relax on either of the two decks or patio or hit the water for some fun. The boat ramp and kayak access are both very close.

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.

Waterfront Fisherman’s Retreat Quick Harbor Access

Welcome to your perfect Pine Island getaway! This charming 2-bedroom, 1-bath canal-front home is an ideal escape for fishing lovers, boaters, and anyone looking to relax in a peaceful island setting. Located on a quiet canal, the property offers direct access to Charlotte Harbor within minutes, making it easy to reach open water for fishing, boating, and exploring. Our private boathouse and lift are currently occupied, but guests who rent a boat are welcome to tie up at the dock.

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!

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.

Bokeelia Breeze - Boater's Dream

Discover paradise at Bokeelia Breeze on a Gulf access canal! This stunning Bokeelia vacation rental offers boaters the perfect getaway with a heated pool, wrap-around deck, private dock fishing, and breathtaking 360-degree views from the third-floor sanctuary. Located on quiet Pine Island with easy marina access to Charlotte Harbor. Modern amenities, beautiful grounds, and three bedrooms make this your ideal Florida retreat. Your bucket list adventure starts here!

Condo in Four Winds! 2/2 Incredible Water Views!

This condo offers the finest in island getaway accommodations. Beautiful waterfront 2 bedroom/2 bath unit with abundant amenities to round out a relaxing boating and fishing vacation experience. Unit 302 has a screened-in lanai and a water view. It is beautifully appointed with a complete kitchen, washer/dryer, wi-fi, cable television, 48 state free long distance, boat docks, and a swimming pool on site. This condo building has an elevator for easier access.