Family-friendly holiday rentals in San Carlos Island

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Top-rated family-friendly rentals in San Carlos Island

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Top Guest favourite

A panoramic view of a sandy beach stretches out towards the horizon under a clear blue sky, dotted with white clouds. Beach chairs are set up along the shore, with lush green vegetation in the foreground, leading to the water's edge.

Condo in Sanibel

100+ 5 Star Reviews and Right on The Beach!

We are a Superhost for a reason! Sanibel Siesta looks amazing! Immaculate beachfront, 2BR, 2BA w/garage, nicely updated beachy unit at sand's edge. Cooks kitchen. Amazing views of the Gulf w/5 star ratings! 3-day min. New hurricane windows, nicely furnished with ELEVATOR IN BUILDING! Discount for weekly/mo. rentals. BR 1:King bed ensuite, smart TV. BR 2: 2 tw. beds, smart TV. Qn. sofa bed in LR. Pool, golf course, bikes, laundry on site. No food or condiments stored in unit. May allow sm. dog.

4.95 out of 5 average rating, 121 reviews

Top Guest favourite

Home in Fort Myers Beach

The Bayview

Welcome to "the Bayview," a stunning getaway minutes from downtown Fort Myers Beach, and a short drive to Sanibel Island. This gorgeous 4 bedroom, 3-bath home has all the amenities to experience the perfect vacation with family and friends. Kick back and enjoy the breathtaking view of Estero Bay from the front porch Lanai, or relax with the family around the rear pool patio. Looking for some fun? Ride an E-bike, rent a golf cart or walk to the nearby "Excursions Marina" and make some memories!

5.0 out of 5 average rating, 16 reviews

Top Guest favourite

The exterior of Captain Jack’s Cottage is displayed, featuring a light-colored wooden structure with a spacious patio. Colorful adirondack chairs are arranged around the outdoor area, with a calming sunset in the background. A staircase leads to the upper level, enhancing accessibility.

Cottage in Fort Myers Beach

Cap't Jack's Waterfront Cottage-walk to the beach

Escape to Captain Jack’s Cottage, a canal-front retreat perfect for up to 4 guests. Just a short walk to the sandy beach or local eateries. This charming home offers a tranquil vibe, modern amenities, and stunning water views. ✔ Canal-front with a private patio and waterfront seating/dining areas ✔ Open-concept living area with TV and a sleeper sofa ✔ Fully equipped kitchen with dining table, plus in-building washer and dryer ✔ Free parking on premises, private entrance, and self-check-in

4.97 out of 5 average rating, 32 reviews

Top Guest favourite

A sunlit pool area is framed by palm trees, with views of the canal and neighboring homes in the background. Comfortable loungers are positioned along the poolside, inviting relaxation amidst the tranquil waterfront setting.

Home in Fort Myers Beach

Paradise on canal minutes to Ft Myers Beach/Gulf

Beautiful 3 Bedroom, 3 bath home on a canal with a dock! Bring your boat or jet skis! Enjoy a relaxing stay watching the dolphins and manatee right off the dock. This exquisitely updated home has everything you need for a fantastic vacation. Especially location! 5 minutes to Ft Meyers Beach. Enjoy the resort right in your own backyard. New pool with hot tub and sun shelf. Enjoy beautiful sunsets off the huge patio. Trolly to beach at neighborhood entrance or walk to in minutes.

4.99 out of 5 average rating, 116 reviews

Top Guest favourite

A spacious backyard features a curved in-ground pool, surrounded by a textured paver patio. Lush palm trees offer shade, while outdoor seating is visible in the background. A shed is positioned adjacent to the villa, contributing to the property's inviting outdoor space.

Cottage in Fort Myers Beach

Mango Villa - Steps away from beach / private pool

We're Back! Fully Renovated in 2023! Welcome to the Mango Villa located at 150 Mango Street, 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!

4.94 out of 5 average rating, 154 reviews

Guest favourite

Home in Fort Myers Beach

“Welcome to Relax and Unwind".

“Welcome to Relax and Unwind, your perfect waterfront getaway in beautiful Fort Myers Beach. This charming 2-bedroom, 2-bath home at 70 Emily Lane offers everything you need for comfort and relaxation — a queen bed, twin beds, a cozy futon, and a fully equipped kitchen. Enjoy peaceful mornings by the water, take a kayak or bike ride. Just minutes from the beach and top attractions like Margaritaville Resort, the Key West Ferry, the vibrant marina, and local restaurants

4.93 out of 5 average rating, 15 reviews

Superhost

Home in Fort Myers Beach

Waterfront Canal Cottage Near Fort Myers Beach

Unwind at this bright, 2020-built canal-front cottage minutes from the sand and surf. The open kitchen and living area feature quartz counters, a cozy fireplace, and comfy furnishings for two bedrooms and two full baths. Soak in the private hot tub on the screened patio, watch boats cruise the canal, or call a golf cart ride to the beach and waterfront restaurants. In-unit laundry, central AC, and great views make this an easy home base for sun, sand, and salt life.

5.0 out of 5 average rating, 3 reviews

Top Guest favourite

Home in Fort Myers Beach

Icon on the bay - Panoramic views/Rooftop hot tub

Waterfront fun meets luxury in this 3-story Fort Myers Beach home on San Carlos Island! Featuring 4 bedrooms, bay-view living room with balcony, and a full kitchen & dining on the 2nd floor. Enjoy an outdoor kitchen with grill and bar, plus pool table, ping pong & air hockey. Private dock with boat lift and a rooftop deck with turf, lounge chairs & a 6-person hot tub for sunset soaking. Perfect for families, boaters & group getaways.

5.0 out of 5 average rating, 30 reviews

Top Guest favourite

Apartment in Fort Myers Beach

The "Tommy" Suite, 350 yards from The Gulf!

We would love to host you in our COMPLETLY renovated Tommy Bahama style suite. You'll enjoy all the comforts of home in your own tropical paradise during your stay with us! Brand new kitchen(complete w/new appliances) w/beautiful tile floor and backsplash. Tommy Bahama dining room is located right off the kitchen w/seating for 4. Brand new bathroom complete w/walk-in shower, back splash and tile floor w/ Tommy Bahama décor.

4.92 out of 5 average rating, 109 reviews

Top Guest favourite

Villa in Fort Myers Beach

Luxury Waterfront Home • Pool • Dock • Near Beach

Experience refined coastal living in Siesta Isles, Fort Myers Beach. This 4,000+ sq ft waterfront retreat offers a quick 5-minute drive to the beach and seamless, direct Gulf access by boat. Features include a private dock with lift, heated pool, open-concept design, multiple lounge areas, outdoor kitchen, and a separate TV suite with bar—perfect for families, groups and boaters seeking privacy, comfort, and location.

5.0 out of 5 average rating, 32 reviews

Guest favourite

A serene bedroom is displayed, featuring a spacious bed with a floral patterned comforter. Natural light filters through sheer turquoise curtains. A large mirror and a television are positioned on a dresser, while a lamp provides additional lighting in the softly colored room.

Apartment in Fort Myers Beach

Calm & Relaxing Beach Getaway!

Forget your worries in this spacious and serene space. Right before the Matanzas Pass Bridge. Excellent for anyone looking for a Beach Getaway. Great neighborhood, walking distance from Fort Myers Beach Times Square and Great Reastaurants. Enjoy the beautiful sunsets and walks on the Beach. Includes: -Beach Towels -Basic Cooking Utensils and Pans -1 Queen Bed 1 Queen Sofa Bed -2 Cars Maximum

4.92 out of 5 average rating, 167 reviews

Top Guest favourite

A serene view of the Gulf of Mexico features soft waves lapping against a sandy shore, with clear turquoise water meeting an expansive blue sky. The adjacent image shows the condo's exterior with lush green landscaping, highlighting multiple units in a welcoming and well-maintained setting.

Condo in Sanibel

Rare walkout condo on Sanibel beach

READY FOR YOUR SANIBEL VACATION! Everything you need in this recently updated, comfortable 2 bedroom, 2 bath condo on beautiful Sanibel Island, Breakers West Unit A-6. Rare ground floor location; private walk-out patio leaves you just steps to the pool and less than a 2 minute walk to the world famous Sanibel beach on the Gulf of Mexico.

4.9 out of 5 average rating, 263 reviews