Pet-friendly vacation rentals in Estero Island

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!

Beautiful Pool Home Fort Myers Beach Pet Friendly

Come and Enjoy ultimate relaxation at Ocean Breeze, your perfect getaway on Fort Myers Beach! This stunning home is designed to make your vacation unforgettable, with plenty of space and fantastic amenities for families or groups. Our home comfortably accommodates up to 9 adults up to 11 guests if there are children Upstairs you will find 2 bedrooms and a bonus room with a futon for extra sleeping space Downstairs there is a private suite featuring A kitchenette A Queen sized bed Plus a Futon

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.

Beach Cottage w/ htd pool + The Beach is in sight!

Discover the serenity of The Beached Albatross, a quaint haven just a stone's throw from Fort Myers Beach and it's famous powdered sugar sand. Once you've had your fill of the beach, unwind by the year round heated pool. Inside, a serene sky blue ceiling complements cozy corners, perfect for a morning coffee or evening read. With it's inviting spaces and thoughtful amenities, this is your ideal retreat for creating memories by the ocean. Book your stay and dive into relaxation today!

Fort Myers Beach Sunset Nest

Sunset Nest | Pool, Walk to Beach & Times Square Bright, breezy, and ready for memory-making. This property offers a spacious, sunlit interior with a birds-eye view of the rebuilt, refreshed, thriving Fort Myers Beach neighborhood. Walking distance to the beach and Times Square allows for easy access to shops, dining, and waterfront strolls. The private pool area is just steps away from the main living space. Swim, soak, repeat as you unwind under Fort Myers Beach’s famous skies.

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.

Grace by The Sea · 2025 Build · Steps to Beach

This stylish coastal home offers a brand-new experience with a spacious lanai and backyard, all with just a 6-minute walk to the sugar sand beach. Start your morning with coffee on the covered front porch, enjoying Gulf breezes. Relax by the pool with a book throw something on the blackstone grill, play corn hole or enjoy cozy outdoor seating for lounging and dining. End the day with a sunset stroll or a short drive to nearby bars and restaurants.

Barefoot Breeze 2

Welcome to Imperial Shores and the beaches of Bonita Springs and southwest Florida. This 2023 BRAND NEW home includes a Master Suite with a king bed and 3 more bedrooms with queen beds. There are three full bathrooms. Barefoot Beach is a mile away. The backyard offers a 3'-6' deep, 12' W x 37' L heated pool, patio furniture and BBQ grill. Less than 30 mins away from RSW (Airport), 10 mins from Coconut Point Mall, and 25 mins from downtown Naples.

Renovated Bungalow, Beachgear, BBQ, Free Parking

Stay just 600 ft from the beach and a 10-min walk to downtown Fort Myers Beach, with bars and restaurants like Mr. Waves Island Bar. This cozy bungalow sleeps 4 with 2 queen beds, a full kitchen, and a luxurious shower in the full bathroom. Enjoy the patio, grill-ready back porch, and a large garden perfect for outdoor games. We provide beach chairs, umbrella, cooler, and towels—everything you need for a perfect beach day.

Dive into Luxury: Stunning Tropical Home & Pool

Escape to a tropical paradise in this stunning 1952 midcentury modern home, perfectly located in the heart of historical McGregor Boulevard - home to the famous palm trees planted by Thomas Edison. Indulge in delicious meals at local restaurants like McGregor Cafe and McGregor Pizza, or tee off at the nearby public golf course. And if you're looking to hit the beach or explore downtown, both are just a short drive away.

Island Time | Primo Dr, Steps to Beach, Gulf Views

Island Time on Primo Drive — 250 steps to the Gulf. 365 to Margaritaville. 680 to Times Square. A cozy stilted beach retreat with Gulf sunsets from the front deck, canal views from the screened lanai, and a dock out back. 3 bedrooms, modern open living, and a walkable location that most Fort Myers Beach properties can't touch. 250 steps to the beach | 365 steps to Margaritaville | 680 steps to Times Square

"The Osprey" - New Construction, Gulf-Side, Pool!

Have fun with your perfect beach getaway! Pool, Tiki Bar, Gulf-side, Ocean!| Brand new construction with pool on premier gulf-side location of Fort Myers Beach. Rebuilt after Hurricane Ian--same great location, same great host! Professionally decorated and just steps from the ocean! Updated with quality finishing, this 4BR, 4BA home is fully outfitted with everything you'll need for your beach getaway.