Family-friendly holiday rentals in San Carlos Island

Central 3BD/2BA •Massive Heated Pool •Golf courses

🌞 Gorgeous Heated Pool Home Near Everything – Perfect for a Relaxing & Convenient Getaway! Welcome to your tropical escape in the heart of SW Florida! This beautifully maintained 3BD/2BA home is located just minutes from world-class beaches, and top local attractions, offering the perfect blend of tranquility, comfort, and accessibility. Whether you're here for a family vacation, a romantic getaway, or a business trip, this home provides everything you need for a restful and memorable stay.

Luxury Coastal Farmhouse just steps from beach!

Welcome to your perfect beach getaway! This bright and inviting 2-bedroom, 2-bath vacation rental is ideally located just across the street from the sandy shores of Fort Myers Beach, with easy beach access just a short walk away. You'll also be just a quick stroll from vibrant Times Square—home to great restaurants, shops, live music, and fun nightlife. This comfortable and well-appointed home offers everything you need for a relaxing stay! Come experience the best of Fort Myers Beach!

Just Beachy • Pool • 2 Kings+ • 3 Min to Beach

Brand new home with Gulf views from the front porch—just steps to the white-sand beach. This 3BR/2BA retreat has 2 KINGS+ sleeps 8 and features a private heated pool, fenced outdoor living and dining area with TV, and a coastal boutique hotel vibe. Designed with all-new furnishings, games, and beach gear. Open concept living/kitchen/dining with 85" smart TV. Family-friendly and fully walkable to bars, restaurants, shops, and the marina. Experience Fort Myers Beach in style and comfort.

Coral Reef Villa - Steps from beach / Private Pool

We're Back! Fully Renovated in 2023! Welcome to the Coral Reef Villa located at 213 Fairweather Lane, Fort Myers Beach. 2 bedroom and 1 full bathroom villa. Steps away from the beach where paradise is waiting for you. Centrally located at the North end of the island. Walk to Times Square to enjoy shopping and dining. Close to all Fort Myers Beach has to offer while also located on a quiet residential street, this home is perfect for those that demand both proximity and tranquility!

Cap't Jack's Waterfront Cottage

Brand New Rental! Check us out! Escape to Captain Jack’s Cottage, a newly renovated canal-front retreat perfect for up to 4 guests. Just a 10-15 minute walk to the sandy beach, this charming home offers a tranquil vibe with modern amenities, a private patio, and stunning water views. Walk to local restaurants or hop on the nearby beach trolley. Whether relaxing or seeking adventure, Captain Jack’s Cottage is ideal for a memorable coastal getaway. Book now and unwind in paradise!

Ready to Enjoy again! Everything is new!

This vacation rental unit has been totally rebuilt and is now ready to welcome guests again! Nearly everything is new (as of 2024) and it is likely one of the nicest studio apartments now available on the entire island. Skip the dated condos and hotels and get ready to enjoy this newer, nicer option, located just 1 short block (800 feet) from the sand. As you’ll see from the reviews it had a great track record before the storm, and it’s been rebuilt even better! Enjoy NEW!

Your Home at the Beach!

Less than a mile from Time’s Square, the beach center, and the remains of the pier. Beach access is a 5 minute walk. Close to public transportation and located on a quiet street with a private backyard on a canal. If you’re lucky, catch a glimpse of a dolphin or manatee. Private entrance. Newly remodeled with full kitchen and shared laundry room. If this sounds like what you’ve been looking for, instant book right now or text me with any questions you might have.

Beach Bliss~Private Pool~Steps to Fort Myers Beach

Welcome to Beach Bliss! Located one block to the Sand. Enjoy the quick stroll toTime Square. This Gorgeous Tri-Level Pool home features 1 Bedroom plus Loft & 3 Full Bathrooms. Featuring a Beautiful Open Floor Plan, including a breakfast bar, dining area & plenty of room to relax after a long day spent at the beach. Upstairs you will find a Queen Bed with Full Bathroom and walk in shower. The Loft is a spot for kids! Military & First Responders receive 10% off.

"Seaspray" - beachfront, Amazing GULF VIEWS!

Hurricane Update: When Hurricane Ian hit on September 28, 2022 it devastated the island. Many complexes are still recovering. There is a likelihood that you will hear construction noises throughout your stay from our complex or neighboring complexes depending on the dates of your stay. We appreciate you being part of the healing process. There are plenty of local restaurants and shops to experience during your stay! #SanibelStrong