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Holiday houses in San Carlos Island

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in San Carlos Island

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

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Guest favourite
Apartment in Fort Myers Beach
4.9 out of 5 average rating, 42 reviews

Downtown 3rd Street Retreat Lookout—Steps to Beach

📍 LOCATION! LOCATION! LOCATION! 📍 ☀️ Beach, bayside, marina, boat tours/rentals, and dining all steps away—No car required! 🏠 Your ideal island getaway, offering a cozy 3-bedroom, 1-bathroom top-floor unit within the vibrant heart of downtown Fort Myers Beach. 🏝️ 3rd Street @ Old San Carlos Boulevard. Filled with restaurants, shops, and nightlife, only a short walk to the sandy shores! Perfect for families or small groups, this retreat ensures a comfortable, convenient vacation. Book today!

Guest favourite
Home in Bonita Springs
5 out of 5 average rating, 5 reviews

300ft to Bonita Beach & Boat Ramp | 4 bed 3 bath

☀️ Welcome to LinasBeachHouse – Your Dream Coastal Escape 🏖 🍹 Enjoy this stunning 4-bedroom, 3-bathroom beachside retreat—just 300 feet from Bonita Beach Access #8, with the Gulf on one side and Bonita Boat Rentals on the other. Wake up to ocean breezes, stroll to the sand in minutes, and soak in unforgettable sunrise and sunset views. This area is well-known for its dolphin sightings—you might even spot them right from the shore or from your balcony as they swim through the nearby canal🐬

Top Guest favourite
Home in Cape Coral
5 out of 5 average rating, 16 reviews

Villa510~3 En-Suites~Gulf Access, Heated spa~pool

Villa510 is a newly built waterfront retreat ideal for extended stays in Cape Coral. Enjoy peaceful salt canal water views and manatees from the lanai, then relax in your private heated pool and spa—perfect year-round. The outdoor kitchen and lanai create an easy, comfortable daily routine. Inside offers three private en-suite bedrooms, a den with optional airbed, open living space, and TVs in every room. Close to shopping, dining, and beaches—perfect for snowbirds seeking comfort and ease.

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
4.99 out of 5 average rating, 112 reviews

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.

Top Guest favourite
Home in Fort Myers Beach
5 out of 5 average rating, 18 reviews

FMB Farmhouse

Relax at this new, 3 bedroom home. 3 minute walk or bike ride to the beach or restaurants. Large Master bedroom with king bed and en suite bathroom. Second bedroom has a queen bed and shared guest bath. Third bedroom has two sets of bunk beds. Amenities include Wi-Fi, flat screens in living and bedrooms, heated pool, hot tub, grill and AC. 3 bedrooms, a stocked kitchen, washer/dryer, outdoor dining and a cozy living room make this property perfect for families, couples or friends.

Top 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
4.89 out of 5 average rating, 305 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
Home in Fort Myers Beach
4.93 out of 5 average rating, 15 reviews

“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

Top Guest favourite
An expansive open kitchen and dining area showcases sleek white cabinetry and a large kitchen island. Wooden barstools provide seating at the island, while contemporary lighting fixtures hang above. Large windows enhance the airy atmosphere, revealing a modern living space in the background.
Home in Fort Myers
4.99 out of 5 average rating, 101 reviews

Modern City Loft in Downtown River District

Welcome to Gun-Loft, a custom-designed modern sanctuary in the Downtown River District. This expansive 3500 square foot city loft is tailored for those seeking to embrace the cosmopolitan lifestyle, with the perfect blend of urban luxury and cultural richness. Whether it's a leisurely stroll to the Edison Ford Home, an exciting night out, or a culinary adventure in the restaurants nearby, Gun-Loft offers an unparalleled experience in the city's most coveted location.

Top Guest favourite
A screened-in pool area features a clear water pool surrounded by light-colored paving. Two blue lounge chairs are positioned beside the pool, with colorful pool floats gently resting in the water. Lush greenery is visible in the background, enhancing the outdoor setting.
Home in Fort Myers Beach
5 out of 5 average rating, 30 reviews

Coral Charmer POOL HOME short walk to beach

Welcome to your home away from home! This charming coastal retreat offers the perfect blend of comfort and convenience, just steps away from the beach(1 block). Whether you are seeking a peaceful getaway or an adventure-filled vacation this pool home situated just a short walk from Times Square is calling your name! Take the beach cart and chairs to relax and spot some dolphins, or bounce around the shops and variety of bars/restaurants for the day.

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.
Home in Fort Myers Beach
4.97 out of 5 average rating, 31 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
Home in Fort Myers Beach
5 out of 5 average rating, 20 reviews

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.

Top Guest favourite
Villa in Fort Myers Beach
5 out of 5 average rating, 26 reviews

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.

Popular amenities for San Carlos Island holiday rentals

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