Enjoy Peace and Tranquility at this Near Beach Bungalow for 4. Stroll to the beach, golf, pickleball, restaurants and more.

Windsong Cottage: Your Tranquil Island Escape

~Where Simplicity Meets Sanibel Charm~

Sometimes the best vacations happen in the coziest places. Windsong Cottage is a peaceful 2-bedroom, 2-bath retreat where you can truly unwind, reconnect, and rediscover the simple pleasures that make Sanibel special.

~Perfectly Positioned for Island Living~

Tucked away in a secluded setting yet wonderfully convenient, Windsong offers the best of both worlds. You're a short bike ride or stroll from the beach, close to the Sanibel Golf Club and local restaurants, and steps from the island's extensive bike and shared-use path network—your gateway to exploring all 26+ miles of Sanibel's natural beauty.

~Sanibel's Night Sky Awaits~

One of the island's most underrated treasures? Those spectacular dark skies. Stroll to the beach for sunrise, linger for sunset, then stay for stargazing. Watch constellations emerge, catch meteor showers, and remember what it's like to simply look up and wonder.

~Cozy Comfort in 988 Square Feet~

Windsong proves that great things come in perfectly sized packages. This thoughtfully appointed cottage gives you everything you need and nothing you don't—creating an atmosphere that's instantly relaxing and wonderfully low-key.

Living & Entertaining Spaces

The open-concept layout connects living room, dining area, and kitchen in one inviting space where conversations flow naturally. Catch up on your favorite shows with the Smart TV and Dvd player, stream music on the stereo, or simply gather around the dining table for meals and games.

Dine at the breakfast bar for casual bites, gather at the dining table for family meals, or take everything out to the screened lanai where lush tropical vegetation creates your private jungle dining room.

Fully-Equipped Kitchen

Everything you need to prepare quick breakfasts before beach days or leisurely dinners after sunset strolls. The open layout means the cook is never isolated from the fun.

Primary Bedroom

Your queen-sized bed and private en-suite bathroom with tub/shower combination create a peaceful retreat. Flat-panel TV for those lazy morning moments when you're not quite ready to leave the comfort of your bed.

Guest Bedroom

Two twin beds make this a versatile space perfect for kids, friends, or solo travelers who appreciate their own space. The adjacent guest bathroom and laundry area add convenience.

Screened Lanai: Your Outdoor Living Room

Surrounded by lush, tropical vegetation, this becomes your favorite gathering spot. Morning coffee, afternoon reading, evening cocktails—the screened lanai is where island time slows down even more.

Island-Ready Amenities

Covered parking protects your vehicle from the Florida sun, while the outdoor private shower is perfect for rinsing off sand and sun after beach adventures. Central air conditioning, heat, and ceiling fans keep you comfortable year-round, with cozy carpeting throughout (tile in kitchen and baths).

Your Furry Friend is Welcome!

Windsong welcomes one non-shedding dog up to 25 pounds with prior approval from the owner and Cottages to Castles. A non-refundable pet fee (based on length of stay) applies. Because family vacations should include all family members—even the four-legged ones.

The Simple Life, Perfectly Located

Windsong Cottage isn't about grand gestures or over-the-top amenities. It's about waking up refreshed, spending your days exploring one of America's most beautiful islands, and coming home to a place that feels comfortable, welcoming, and exactly right.

It's about bike rides to the beach with sand between your toes by 9am. Golf rounds at Sanibel Golf Club. Sunset strolls that turn into stargazing sessions. Morning coffee on the lanai listening to birdsong. Lazy afternoons reading in the breeze.

This is island living at its most authentic—unpretentious, peaceful, and perfect.

Professionally Managed Since 1997

Cottages to Castles of Sanibel & Captiva has nearly three decades of experience ensuring every stay is memorable.

Booking Details:

28-night minimum stay (may be rented for any 28 days within the same calendar month)

Pet-friendly with prior approval (one non-shedding dog up to 25 lbs, non-refundable fee applies)

Please message with your specific dates if they appear unavailable due to a booking restriction, possible stay overlap or other block that may be modified to accommodate your stay.

Ready for a cozy island escape? Windsong Cottage is waiting to welcome you (and your pup!) to discover the peaceful side of Sanibel—where simple pleasures become lasting memories.

Faq

Is Windsong pet-friendly? Yes, pets are welcome with prior approval and payment of a non-refundable pet fee.

What is the minimum stay? Windsong may be rented for any 28 days within the same calendar month.

What kind of vacation is Windsong best for? A quiet, simple retreat for guests who want to slow down and unwind.

Are beach towels and beach chairs provided? Yes — a minimum of 2 beach chairs are provided, along with 1 beach towel per person. Beach umbrellas are not provided.

Are bicycles provided? We don’t provide bicycles — that’s not our specialty. We leave bike rentals to the pros: Billy’s Bikes and Finnimore’s. Both deliver, provide helmets, and offer roadside assistance if needed.

When should I book my airfare or finalize my travel arrangements? Please do not book airfare until your reservation has been approved, a deposit has been posted & paid to Cottages to Castles, & a reservation confirmation has been sent to you. -- has charged you a booking fee to process your reservation request.

How do I keep mosquitoes and no-see-ums away on Sanibel and Captiva?

The best defense is an insect repellent containing Picaridin, paired with light, long-sleeve coverage when you're out of the water. Picaridin works against both mosquitoes and no-see-ums, doesn't feel greasy like Deet, and won't damage swimsuits, fabrics, or patio furniture. Apply it before heading outside in the early morning or evening, when both pests are most active.

A guest favorite: Avon Skin So Soft Bug Guard Plus Picaridin — available in aerosol spray, wipes, and lotion/sunscreen options.

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City of Sanibel Dwelling Rental License #20-00020371

-- 7347664

-- ID #7347664

Amenities Include:

- Square Footage, Est.: 988

- Bed Size 1st Rm/Primary: Queen

- Bed Size 2nd Rm: 2 Twins

- TVs - Smart: 3

- Wi-Fi: Xfinity

- Cable - Streaming: Y

- Dog Friendly: Y

- Pet Instructions: Limit 1 Dog <25 lbs

- Pet Instructions 2: Prefer Non-Shedding

- Beach Chairs: Y

- Linens Provided: Y

- Coffeemaker - Drip: Y

- Dishwasher: Y

- Microwave: Y

- washer dryer: Y

- Parking - Covered: Y

- Storage - Assigned: Y

- Video / Audio Doorbell On Property: N

- Near Beach: Y

- Beach Access: Y

- Rental License No.: Shom-005443