Pet-friendly holiday rentals in Estero Island

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

Salty Air | Private Pool, Gulf View, Walk to Beach

Salty Air Retreat 🌴 Spend sunny afternoons in our private backyard with heated pool. Walk 200 steps to the beach & Gulf. Enjoy Gulf views from our screened lanai. 3BR beach house tucked on a quiet street, just a short walk to Times Square and Margaritaville. Beach chairs, umbrella, cooler, and beach buggy included. Pet-friendly. Built for families who want a pool, the beach close, and a kitchen worth cooking in! Locally owned & owner-operated - we'd love to host your Fort Myers Beach getaway!

Lakefront, Beach Retreat!

Welcome to your private beach bungalow retreat! Ideally located in the heart of Southwest Florida, this cozy home keeps your family close to everything for the perfect getaway. You’re just 2 miles from the shores of Fort Myers Beach, 2 miles from Bunche Beach, and only 2 miles from the causeway to Sanibel Island. A trolley stop right outside the community provides easy access to Fort Myers Beach, so you can skip the parking hassle. Relax and unwind in this perfectly located coastal escape.

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!

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.

Seaside oasis studio with with heated pool

Vacation poolside right across from the beach in the newly remodeled studio (renovated post Ian). A path to white sandy beaches is 0.2 miles to the north and south, Lover’s Key State Park 0.5 miles south and FMB district 4 miles north. Easy walk to scenic/peaceful bay beaches. Newly now open restaurants and food trucks at the town center. This 1 bdrm studio with full kitchen washer, dryer, linens, shampoo/conditioner, speedy wifi Pets $50/night/pet min fee 100

Pearl Beach House - Walk to FMB, Pool & Hot Tub!

Walk to Fort Myers Beach and skip the parking hassle. We provide all the beach gear (including a wagon) for easy days in the sun. Cool off back home in the pool or unwind in the hot tub. In the evening, stroll or hop on our electric scooters to nearby dining and ice cream spots. Plenty within walking distance! Ask about using our golf cart for extra fun and convenience. For groups over 6, a pull-out sofa is available, best suited for children under 10.

Sunset Escape | Heated Pool | Amazing Lake Views

PELICAN SUNSET RETREAT • Spectacular lakefront sunsets • Heated pool year-round • Game room with pool table & ping pong • Fitness area & workout equipment • Smart TVs in every bedroom • Outdoor dining & BBQ area • Fast WiFi • Family-friendly home for up to 10 guests • About 8 min to Cape Coral Marina • About 12 min to Yacht Club Beach The perfect Florida getaway for families and groups! ugar único tiene su propio estilo.

Villa Capri · 2025 Luxury Build · Steps to Beach

Hosted by Paul & Alicia of Dancing Palms Vacations, this brand-new, elevator-equipped home includes beach gear and is thoughtfully designed, furnished, and stocked. Enjoy a spacious lanai, fenced backyard, and heated pool & spa just steps from the sugar-white beach. Sip coffee with Gulf views, relax poolside, grill outdoors, then hop on the free open-air Tram to nearby bars and restaurants.

Water Front | Modern Open Concept | Beach Vibes

Deck overlooking a mangrove bay, private dock, abundant wildlife & sea life — this is real Florida. Fish off the dock, watch the birds, or just relax in your own space. Skip the stuffy hotel. Walk to Ft. Myers Beach or hop the golf cart shuttle. Bars & restaurants right on San Carlos Island. Key West Express day trip next door. Nature, beach & nightlife — all from your dock.