
Holiday houses in Estero Island
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Top-rated holiday rentals in Estero Island
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Beach Front Panoramic View - Sunset Paradise
Welcome to your beachside getaway! This bright studio condo sits on Estero Island / Fort Myers Beach and offers direct access to the beach & other amenities to make your vacation memorable. Inside, you’ll find a well-equipped kitchen. An open layout features a comfortable king bed & a sleeper sofa, giving you options whether you're traveling solo, as a couple, or with family. Enjoy your views on the private balcony, the couch, or from bed with the mass of windows, this is your beach destination!
5.0 out of 5 average rating, 18 reviews
3BR BeachCondo | Gulfside Pool | Hot tub | Sleep 8
Welcome to GullWing 202! Experience the comfort of our OWNER-MANAGED 3-bedroom, 2-bath condo situated on Estero Island's broadest white-sand beach. Unwind and bask in the sunshine on the beach or beside the pool, all while supporting the restoration of Fort Myers Beach! Our pool area is ready for enjoyment, featuring brand-new loungers and fresh BBQ grills. Plus, with Publix and CVS open, as well as a growing selection of restaurants, you'll have all the essentials for an ideal getaway.
4.91 out of 5 average rating, 88 reviews
Luxury Beach Condo On The Bay In A tropical Oasis!
Stylish beach condo located on the bay in Estero Island is one of the most beautiful places in all of Florida. There is activities for all ages from fishing, boating, swimming, bicycling and kayaking. You can enjoy World Famous Seafood Restaurants or hang out in the tropical laid back downtown. The condo is walking distance to the beach or a short drive to Lovers Key. Where you can find dolphins exotic shells, manatees, live conch and sea dollars. Memories made here will last a life time!!
4.97 out of 5 average rating, 71 reviews
Waterfront Canal Cottage Near Fort Myers Beach
Unwind at this bright, 2020-built canal-front cottage minutes from the sand and surf. The open kitchen and living area feature quartz counters, a cozy fireplace, and comfy furnishings for two bedrooms and two full baths. Soak in the private hot tub on the screened patio, watch boats cruise the canal, or call a golf cart ride to the beach and waterfront restaurants. In-unit laundry, central AC, and great views make this an easy home base for sun, sand, and salt life. Smart TVs in every room.
5.0 out of 5 average rating, 4 reviews
Coastal Escape | Walk to Beach | Sunset Views
Sunshine Escape ☀️ Steps to the Beach • Family + Friends Welcome!🌴 100% beachfront, close to restaurants, the marina, nightlife, supermarkets, and more. From the lanai, enjoy the white sands of our prestigious beach and breathtaking sunsets. Master Bedroom: King-size bed (super comfortable) Second Bedroom: Full-size bed + bunk bed (kids absolutely LOVE this room) Living Room: Sofa bed for additional friends or family Don’t wait — book today and be part of an unforgettable vacation! 🌊☀️
5.0 out of 5 average rating, 11 reviews
Waterfront Luxury | Walk to Beach | Heated Pool
For a true luxury escape look no further than this modern waterfront 3 bedroom home with spacious sun lit rooms, a large chefs kitchen and a sparkling heated pool overlooking the canal. Located right in the heart of Fort Myers Beach house is within walking distance to the beach, beach shops and 5 min from the grocery store. Sit at the balcony and watch out for manatees or if you're really lucky the occasional dolphin making their way up the canal while enjoying the views. Lic # STR 22-0028
4.96 out of 5 average rating, 23 reviews
Sea Salt Beach Front Condo
Welcome to Sea Salt at Castle Beach, a newly renovated 2-bedroom, 2-bath Gulf-front condo designed for relaxation, comfort, and effortless coastal living. The open living space includes a comfortable pullout sofa. Each bedroom features its own ensuite with a walk-in shower, offering privacy and convenience for couples, families, or friends traveling together. The lanai spans the width of the condo, delivering breathtaking, unobstructed views of the Gulf and your private stretch of beach.
5.0 out of 5 average rating, 9 reviews
Luxury Beachside House W/ Heated Pool & Elevator
261 Key West is a luxurious Oceanside single-family pool home with private elevator that will satisfy the most exquisite taste. You will not only enjoy the fine quality and style of the home, you will enjoy the Gulf waters and the soft white sandy beaches of the Gulf just footsteps from your door. Your stay will include beach chairs, umbrellas, sand toys, fishing rods, kayak, paddle boards, and bicycles for your enjoyments. Enjoy a stylish experience at this centrally-located place.
5.0 out of 5 average rating, 69 reviews
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!
4.94 out of 5 average rating, 53 reviews
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.
4.97 out of 5 average rating, 68 reviews
Oceanfront Condo 201 | Heated Pool + Gulf Views
Rare corner-unit beachfront retreat directly on the white sands of Fort Myers Beach! Enjoy panoramic Gulf views, ocean breezes, beautiful sunsets & a large heated pool. Bright, comfortable and perfectly located mid-island. Supermarket, Junkanoo restaurant/bar & Snook Bight Marina are right across the street. Walk to dining, boat rentals, sunset cruises & deep-sea fishing. Keyless entry, 3 TVs & 6 beach towels included.
4.95 out of 5 average rating, 20 reviews
Seaside Resort Unit 309
This property requires a 7 night minimum from December- April Welcome to Seaside Oasis, your beachside getaway on the Gulf of America. This newly remodeled 2-bedroom, 2-bathroom condo situated right on the white sandy beaches of Fort Myers Beach is the perfect place for your getaway, offering spectacular beach views, water views and amazing sunsets!
5.0 out of 5 average rating, 16 reviewsPopular amenities for Estero Island holiday rentals
Other great holiday rentals in Estero Island

Seaside 204 Beachfront condo - Luna Sea on FMB
4.94 out of 5 average rating, 33 reviews
Relax FMB Gulf views/ pool Beautiful 2B/2B condo
4.97 out of 5 average rating, 65 reviews
Key West–Style Home • Heated Pool • Walk to Beach
4.88 out of 5 average rating, 34 reviews
Ocean Pearl - Steps from the Beach
5.0 out of 5 average rating, 19 reviews
“Steps to Sand! Modern Cozy Apartment
4.78 out of 5 average rating, 9 reviews
Penthouse Suite *Steps 2 Beach* w/ Private Balcony
5.0 out of 5 average rating, 55 reviews
2 bedroom house on Fort Meyers Beach
5.0 out of 5 average rating, 16 reviews
Azure Beach House
4.64 out of 5 average rating, 22 reviewsDestinations to explore
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