Holiday rentals in San Carlos Island

4.98 out of 5 average rating, 139 reviews

Tiny home in Cape Coral

Private Hot Tub | King Bed Loft | Hammock Swings

🛜500mbps+ WiFi 🏠Fully private + Private entrance 🌴Hammock Swings ☀️ Outdoor Patio 🦩Private Hot Tub 🥑Kitchenette w/ electric hot plate 😴King Size Bed Loft 📚Work Desk 📺 55 inch Smart TV + Roku ❄️ Cold A/C 🚘 1 parking space Ask about our optional Romantic Occasion Package perfect for anniversaries or a couples getaway ✨❤️ NOTE: Accessing the bed requires climbing a ladder. While sturdy and secure, it may not be suitable for guests with mobility limitations, so please consider this before booking.

4.99 out of 5 average rating, 104 reviews

Private Home and Heated Pool on Virginia Ave

Your Sandy Feet Retreat in Paradise This newly remodeled home offers modern elegance with 3 spacious bedrooms and 2.5 beautifully remodeled bathrooms. Enjoy the private heated pool, perfect for relaxing. Situated in the heart of Fort Myers Beach, this home is just a 5-minute stroll to the powdery, sugar-sand beach and only a 10-minute walk to margaritaville andTimes Square. With a variety of restaurants and bars featuring live music nearly every night, it’s the perfect location for enjoying th

Guest house in Fort Myers

4.98 out of 5 average rating, 177 reviews

Waterfront Hideaway

This picturesque Airbnb is a hidden gem nestled along a canal with a one minute boat ride to the Caloosahatchee River. The living room, bathed in natural light is perfect for taking in the scenic views. The spacious bedroom has a king-size bed, ensuring a night of blissful rest. The full kitchen is equipped with all modern appliances. Bring your boat and dock it on the seawall, ready to set sail whenever your heart desires. (PLEASE NOTE-boats only) Book now - your coastal paradise awaits!

Guest house in Fort Myers

4.91 out of 5 average rating, 43 reviews

Amazing & private Studio in Midtown!

Enjoy comfort, convenience and unbeatable location at this updated Studio in the very safe Midtown Fort Myers. 2 TV's Private entrance and parking for 2 vehicles. Walk to FSW College, FGC University, Barbara B Mann Theater and Suncoast Arena 4 supermarkets, 17 Restaurants/Caffes within 1 mile. 2.6 miles to Gulf Coast Medical Center 9 miles to Fort Myers Beach 8 miles to Downtown Fort Myers 11 miles to (RSW) Airport 17 miles to Sanibel Island 50-amp outlet and Level 2 EV charger for EV.

5 out of 5 average rating, 19 reviews

Seabreeze Hideaway

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. The trolley also stops right at the entrance. The bungalow features a fully equipped kitchen and allows one pet up to 20 pounds. An occupant must be 35 or older.

4.96 out of 5 average rating, 135 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."

Cottage in Fort Myers Beach

4.97 out of 5 average rating, 124 reviews

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!

5 out of 5 average rating, 13 reviews

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!

4.97 out of 5 average rating, 35 reviews

Flat in Fort Myers Beach

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.

5 out of 5 average rating, 9 reviews

BEACH/POOL/Times square Cottage

We are back and Newly Renovated 2025! Your beach resort Villa walking distance to the beach, Times square, and Margaritaville. Explore the island, dip your toes in the sugar white sand and come back to recharge in your two bedroom suite. Or hangout in your expansive pool patio taking in the sun. This ideal location suite comes with 3 beds (1 king, 2 queen beds) 50inch 4k tv in living room. Please note there is possible construction nearby

4.94 out of 5 average rating, 101 reviews

Flat in Fort Myers Beach

2025: Ready to enjoy! 1 block to the beach!

Prepare to be impressed by this wonderful 2nd floor apartment located just 1 short block from the beach. It sleeps a total of 4 guests (two queen beds) and features a tastefully designed kitchen, granite counters, stainless appliances, updated vanities, 3 tvs & travertine floors. Wifi, bbq grill and a private balcony…pretty much everything you’ll need for a great beach vacation! 223+ very happy guests and counting!