Holiday rentals in San Carlos Island

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!

Heated pool home Mid Island Short walk to beach

New to the rental market! This stylish retreat is perfect for families or groups with plenty of space to unwind. Featuring 4 bedrooms with 2.5 bathrooms, you’ll enjoy comfort and privacy throughout your stay. Perfectly located mid-island, just a short walk to the soft sands of FMB. Out back, a huge pool on the canal and large patio provide the ultimate spot for swimming and soaking up sun. Private parking and all the essentials for a seamless stay. Book today. Prime dates won’t last long!

Sea Salt FMB! Stunning pool and island location.

STR #22-0432 Welcome to Sea Salt FMB! This stunningly decorated 4 bedroom and 4 bath pool home is just one block to the beautiful sands of Fort Myers Beach. The unique property features two master suites and two additional king guest bedrooms both incorporating an additional over-the-top bunk that the kids will adore. Side by side living spaces connected via outdoor terrace make Sea Salt FMB an absolute perfect choice for families or groups of friends looking for a perfect beach getaway.

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.

Manatee Suite 3 / Funky Fish House at Cape Harbour

"Manatee Suites" Funky Fish House is an exclusive yachting community in Cape Harbour. “Manatee Suites” offers a five-level design, perfect for couples or groups. All 3 private suites offer a king-sized bed, living room, and private laundry room. Suites 1 and 2 have well-equipped kitchenettes, and Suite 3 has a full kitchen. Level one is a common area we call "Sea Level Lounge". This is a new development so there are still a few under construction around us.

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!

Dolphin beach house 2

ONE OF THE BEST WATERFRONTS IN CAPE CORAL! A short walk to the beach a. This 2,500+sq ft home has stunning sunsets and South Western water views from all main living areas,as well as the Master Suite. Heated pool w/ LED colored lighting, built in Spa,Pool bath, full laundry facility, Lanai,Fireplace ,Wi-fi and TVs in every bedroom, private dock . Boat on lift for rent w/RPM rentals . Large 2-car garage w/5 bicycles,beach wagon & cooler on site.

Fins Right - Next to Margaritaville

Welcome to our charming 1-bedroom, 1-bathroom apartment nestled on the second floor, conveniently located directly across from Margaritaville on Fort Myers Beach. Perfect for couples or solo travelers, our cozy retreat offers all the comforts of home in an unbeatable location. Step inside to discover a welcoming living area, a fully equipped kitchen, and a comfortable bedroom, providing a relaxing haven after a day of beachside fun.

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.

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

Luxury 2BR Condo | Pool · Near Bonita Beach

Renovated 2BR/2BA condo in gated community — 5 min to Bonita & Barefoot Beach. King beds in both rooms, quartz kitchen, screened lanai & smart TVs throughout. Community pool steps away. Beach chairs, umbrella & cooler provided. Free WiFi, in-unit W/D, dedicated parking. Perfect for couples or families seeking a sun-soaked Florida escape.

San-Carlos Island Retreat

Enjoy this breathtaking home on the water. Located on San Carlos Island, this home is a prefect retreat. For those who love to walk or bike ride, this home offers easy access to Estero Island/Fort Myers Beach, where you'll enjoy local bars, restaurants, and a myriad of shopping & boutiques.