Pet-friendly holiday rentals in Estero Island

‘Coconuts on the Beach’ House + Hot Tub

Relax with the whole family at our peaceful bungalow, just steps from the beautiful white sands of Ft. Myers Beach. Drink your coffee on the upper deck while gazing into the endless waters of the gulf. Fish from the beach or on the opposing end of the road off of “back beach” pier. Ride our beach cruisers to Time Square with countless dining and shopping opportunities or spend the day at MargaritaVille Resort. Publix grocery within walking distance. Covered parking for 3 vehicles/gulf carts.

Blue Sky Beach Escape * beach, pool and relaxation

Escape to Fort Myers Beach and experience a classic Florida getaway at this stunning 3-bedroom duplex vacation home, located on one of the quiet canals on the Bayside of the island. This recently remodeled & furnished home, offers the perfect combination of comfort, convenience and relaxation, ideal for friends or families. One of 2 homes that share a pool and dock, YOU MUST BE PREPARED TO SHARE THE OUTSIDE POOL SPACE. The 2 houses are also available to rent together if you have a larger group.

AquaLux Smart Home

Unwind in style in this spacious and modern home. Here's what awaits you: Smart Home Technology: Control lights, temperature, and even the front door with voice commands or your smartphone for a seamless experience. Heated Saltwater Pool: Take a refreshing dip in the sparkling pool, perfect for year-round enjoyment. Dedicated Workout Area: Maintain your fitness routine with a private space equipped for exercise. Freshwater Canal Views: Wake up to calming water views and the sounds of nature.

Salt Life-beautiful 2 bed/1 bath-pool-hot tub-tiki

This charming two-bedroom, one-bathroom home is perfect for families, offering comfortable beds and a relaxing atmosphere. Just under half a mile to the beach, Margaritaville, and great restaurants, it’s ideally located for both fun and convenience. Outside, enjoy a private oasis with a saltwater pool, hot tub, and a patio featuring a grilling area and dining space. The large tiki hut offers a lounge area with a smart TV. Located on a canal, it’s perfect for kayaking or fishing off the dock.

Waterfront beach .4mi+Pool+Game Room+Dock & Lifts

Island Retreat! Waterfront + Pool + GYM + Docks + Game room! Embrace island living in this 4BD/4.5BA duplex (2/2 per unit), with a brand new pool, game room, and workout room! The Dock & Lifts are setup for jet ski and boats ensuring memorable waterfront adventures. Located mid-island Fort Myers Beach, you'll enjoy easy access to vast beaches, lively restaurants, & bars w/ live bands. Unwind in the pool, lanai, spacious living rooms, or the well-equipped kitchens! FMB STR rental #22-0317

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.

So Beachy! Pet friendly and free early check-in!

Welcome to SO Beachy!! This family and pet friendly 1200 sqft home has been fully renovated and beautifully decorated, featuring everything you need to relax and enjoy our location that is within 5 miles of Sanibel, Fort Myers Beach, and 1 mile from Bunche Beach! Enjoy the beautiful sunsets on the beach and stay with us knowing you have all the beach supplies and basic necessities you could need for your stay! I allow free early check-in as soon as I am finished cleaning:)

Beachside Living – Walk to the Water!

Escape to our cozy one-bedroom beach retreat! Located on the lower level with a private entrance, enjoy your own living room, bathroom, and peaceful privacy. Just a 5-minute walk to the beach and 10 minutes to the island center. Relax outdoors with seating and a refreshing outdoor shower. Parking is available, plus boat parking on the canal. The perfect mix of comfort and convenience for your island getaway. Book now and enjoy sun, sand, and serenity just steps away!

Waterfront Oasis – Heated Pool & Endless Sunshine

Escape the winter chill and settle into this peaceful waterfront retreat in sunny Cape Coral. Perfect for relaxing, this home is close to restaurants and shops, making it easy to enjoy the area. Enjoy mornings on the private dock watching dolphins and boats drift by, or spend afternoons by the pool with calming water views. The home offers four comfortable bedrooms, two full baths, and high-speed Wi-Fi, ideal for extended stays and warm, laid-back coastal living. 🌴☀️

Cape Serenity- Luxury Waterfront Residence

This beautiful, fully equipped home is located in the lovely Orchid neighborhood. As the name suggests, serenity will wash over you as you relax and unwind in this gorgeous 3 bed, 3 bath home. Located off of the Caloosahatchee River, this is one of the select few homes in the Cape Coral/Fort Myers area that affords both privacy/luxury and direct accessibility to the gulf. Recent upgrades include a newly refinished pool deck and EV charger to enhance your experience!

Escape to your Happy Place-pool, 6 bed 2 1/2 bath

We are very excited to update this listing with brand new pictures of this fully renovated home. Everything in Kelsabella is brand new and has plenty of room for everyone. 4 bedroom 2 and 1/2 bathroom with an outdoor heated shower. This is a one story home located in a beautiful neighborhood walking distance to all the activity's and steps away from your beach access . Pool is also heated so it can be used all year round. STR Registration # 21-0367

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.