Holiday houses in San Carlos Island

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Top-rated holiday rentals in San Carlos Island

Guests agree: these stays are highly rated for location, cleanliness and more.

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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, 870 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
The modern kitchen features sleek stainless steel appliances, including a refrigerator and a stove with an oven. Light wood countertops complement the white cabinetry. Natural light enters through a window, illuminating the wood-style flooring and creating a bright and functional cooking space.
Apartment in Fort Myers Beach
5 out of 5 average rating, 21 reviews

Roys' Sunset Roost

Kick back and relax in this comfy space with sunset views over the bay and gulf! Recently remodeled with new wood plank luxury vinyl flooring throughout, new kitchen with butcher block counters and stainless steel appliances. New AC/Heat system, impact windows, new water heater, high speed internet. Only 1.1 miles to beach & Times Square. Free parking, bicycles, close to trolley stops, bars, restaurants Doc Ford's & Dixie Fish, Key West Express, Boat rentals/tours/fishing, & more! Book Now!

Guest favourite
A spacious living room is furnished with a sectional sofa and decorative pillows. A large window fills the space with natural light, surrounded by indoor plants. A flat-screen TV is positioned on a red table, offering local and national programming options.
Home in Fort Myers
4.81 out of 5 average rating, 310 reviews

Amazon Bungalow near Sanibel & Fort Myers Beach

Tropical setting. Peaceful/quite neighborhood. Bunche Beach 2 miles, Sanibel Island 3.5 miles, Fort Myers Bch 5 miles. Home is set up as a duplex, with TWO COMPLETELY SEPERATE & PRIVATE entrances, kitchens, living rooms, bedrooms, bathrooms & laundry rooms for COMPLETE PRIVACY. The Bungalow is a 1 King bed, 1 full bathroom & shower with large living room, kitchen & porch. Perfect for Couples! • 1/2 mile to Restaurants and Shopping • Close to Shellpoint Golf-Course • FREE Wi-Fi and Cable-TV

Top Guest favourite
An open living area features a kitchen island with seating for four, surrounded by white cabinetry and stainless steel appliances. A comfortable seating area with light gray furniture invites relaxation, complemented by natural light streaming through multiple windows. Decorative accents add a welcoming touch.
Home in Fort Myers Beach
4.94 out of 5 average rating, 18 reviews

Paradise Found

Located in Sun Retreats Fort Myers Beach (formerly Indian Creek), just 3 miles from Fort Myers Beach, Bunche, and Sanibel Island, and Margaritaville. The property offers amenities, including pools, pickleball, tennis, and numerous activities. It’s a great location, away from the main beach traffic but still close to shopping, and you can bike or walk to the beach. The trolley also stops right at the entrance. The bungalow features a fully equipped kitchen. Must be 35 to book, park rules.

Top Guest favourite
A bright dining area is highlighted by a round wooden table surrounded by blue chairs. Natural light fills the space through large sliding glass doors, showcasing a peaceful lake view framed by trees. A television displaying a beach scene adds to the coastal ambiance.
Home in Fort Myers Beach
4.96 out of 5 average rating, 140 reviews

Charming Lake View Home, Close to 3 Beaches!

"Come relax by Florida's best beaches and sunsets—no damage from Hurricane Milton, and power/internet are on! This beach-style vacation home is minutes from Ft. Myers Beach and 15 minutes from Sanibel. You'll be spoiled by beach choices and amenities that make you feel like you're in paradise. In the evening, hop on the trolley to watch the sunset, enjoy cocktails, and the best beachside seafood. Just bring your sunglasses & flip flops. Forgot something? Shops are a 5-min walk."

Guest favourite
A modern kitchen features stainless steel appliances, including a refrigerator and oven. White cabinetry contrasts with a textured brown rug. Natural light flows through large windows, enhancing the bright atmosphere. Potted plants add a touch of greenery to the space.
Guest suite in Fort Myers Beach
4.88 out of 5 average rating, 285 reviews

Charming suite w/ private deck Downtown FMB

Discover the perfect blend of modern and tropical charm at our 1BR/1BA loft apartment in Downtown Fort Myers Beach. Just a 2-minute walk to the white sands, this upscale retreat is walking distance to the beach, Times Square, restaurants, bars, and shops. Enjoy water sports, kayaking, parks, and more. Ideal for couples, snowbirds, or anyone seeking a tropical escape, The Loft FMB combines modern comforts with island relaxation truly designed to feel like your home away from home.

Guest favourite
A spacious living area is displayed with light-colored laminate flooring and neutral-toned furnishings. Two soft blue armchairs and a matching sofa are positioned around a coffee table. A ceiling fan and wall-mounted television enhance comfort. A bar table with stools is visible in the background.
Home in Fort Myers
4.93 out of 5 average rating, 175 reviews

So Beachy! Pet friendly and free early check-in!

Welcome to SO Beachy!! This family and pet friendly 1200 sqft home has been fully renovated and beautifully decorated, featuring everything you need to relax and enjoy our location that is within 5 miles of Sanibel, Fort Myers Beach, and 1 mile from Bunche Beach! Enjoy the beautiful sunsets on the beach and stay with us knowing you have all the beach supplies and basic necessities you could need for your stay! I allow free early check-in as soon as I am finished cleaning:)

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
4.93 out of 5 average rating, 132 reviews

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!

Top Guest favourite
The living area features a spacious sofa and loveseat, with a ceiling fan above providing airflow. Light-colored cabinets and appliances are visible in the kitchen area, while a dining table accommodates four. A comfortable bedroom showcases a large bed, with art decor enhancing the ambiance.
Apartment in Fort Myers Beach
4.98 out of 5 average rating, 98 reviews

Stylish and Modern! 2 bedroom 2 bathroom

One of the most popular vacation rental listings available on Ft Myers Beach! Get ready to thoroughly enjoy your beach vacation at this fully renovated 2 bedroom, 2 bath beach apartment! Wonderful section of the beach too- just one block to the sand. Why stay at a hotel when this is newer, nicer + better! Also check out my 2 other vacation rentals also available for rent in this same building and read the past guest reviews: 8+ years of very happy guests

Top Guest favourite
A tranquil scene featuring calm waters reflecting a colorful sunset, with hues of orange and purple blending across the horizon. A kayak's bow is visible in the foreground, leading into the serene waters.
Home in Fort Myers Beach
5 out of 5 average rating, 16 reviews

Cap't Jack's Waterfront Cottage

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!

Top Guest favourite
The kitchen is designed with modern finishes, featuring an island with seating and a dining table with white chairs. Natural light filters through the window blinds, illuminating the room. Stainless steel appliances and cabinetry are visible, enhancing the functional layout.
Home in Fort Myers
5 out of 5 average rating, 23 reviews

2BR Retreat by Sanibel & Fort Myers Beaches

Experience comfort and convenience in this spacious 2BR home, just minutes from Sanibel Island and local beaches. Ideal for any traveler, the home offers a king bedroom, queen bedroom, and a pull-out couch. Enjoy modern amenities like fast Wi-Fi, smart TVs, washer and dryer, and a private entrance. Relax with outdoor seating, ample parking, and easy access to local dining, attractions, and the marina. Your perfect coastal getaway awaits!

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
4.93 out of 5 average rating, 127 reviews

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

Popular amenities for San Carlos Island holiday rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Lee County
  5. San Carlos Island