
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
The Wells at Coconut Cove
Welcome to The Wells at Coconut Cove right across from Fort Myers Beach! This comfortable unit puts you just steps from white sand and blue waves. Whether you’re here to relax, explore, or soak up unforgettable sunsets, this beach retreat has everything you need. Start your mornings with coffee, go swimming, shelling, or just lounging under the Florida sun. In the evenings, unwind in your space or head out to enjoy Fort Myers Beach’s famous restaurants, bars, and live music just minutes away.
5.0 out of 5 average rating, 6 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
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
Scenic Retreat with Private Balcony
A studio apartment more than just a room. 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 and deck. Newly remodeled kitchenette and laundry room. If this sounds like what you’ve been looking for, instant book now or text me with any questions.
4.97 out of 5 average rating, 87 reviews
Fort Myers Beach | private pool | bikes | Arcade
Welcome to our 4 bedroom, 4 bathroom beach house in Fort Myers Beach, with a private pool and easy beach access via Delmar. 🌟Property Highlights🌟 🏝️Public beach access available on Delmar (3-4 min short walk) 🏝️Large Private Pool (Optional Pool Heat) 🏝️Large Pool Patio as a private oasis 🏝️4 Bedrooms / 4 Bathrooms (3 King / 4 Queen Beds) 🏝️Incredibly large Chef's Kitchen Settle in, spread out, and enjoy a relaxed coastal stay that’s made for families and groups.
4.91 out of 5 average rating, 55 reviews
Chateau Bleu ·2026 Luxury· Rooftop Deck Gulf View
Personally hosted by Paul & Alicia of Dancing Palms Vacations, this elevator equipped brand-new experience with covered porches on all levels including a panoramic gulf view from a roof top deck. The oversized TV is perfect for watching movies or sports and the house has 4 KING beds. The backyard features a spacious lanai and fenced heated pool with sun loungers and a putting green. Just across the street awaits the white sugar sand beach. All beach equipment is provided.
5.0 out of 5 average rating, 20 reviews
Oceanfront Condo 202 | Heated Pool + Gulf Views
Rare remodeled 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.
4.93 out of 5 average rating, 15 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 reviews
Nautical Nest - Quick Walk to Beach
Welcome to your Mid-Island Pool Paradise on Fort Myers Beach. This stunning, brand-new 4-bedroom, 2.5-bathroom pool home is located mid-island, just across the street from the beach, giving you easy access to the sand while still enjoying a quieter island setting.
5.0 out of 5 average rating, 12 reviewsPopular amenities for Estero Island holiday rentals
Other great holiday rentals in Estero Island

Beach Cottage w/ htd pool + The Beach is in sight!
4.94 out of 5 average rating, 53 reviews
Salt Air Gulf View Pool Condo Steps from the Beach
4.91 out of 5 average rating, 22 reviews
708A Beachfront Sunrise + Sunset Views
4.94 out of 5 average rating, 32 reviews
“Steps to Sand! Modern Cozy Apartment
4.8 out of 5 average rating, 10 reviews
Renovated 1BR Beach Condo |Walk to Sand| Sleeps 4
5.0 out of 5 average rating, 18 reviews
1BR Apt w/ Gulf View, Kitchenette & Free Parking
5.0 out of 5 average rating, 8 reviews
2 bedroom house on Fort Meyers Beach
5.0 out of 5 average rating, 17 reviews
Seaside #509 Beautiful MidIsland Beachfront Condo
5.0 out of 5 average rating, 7 reviewsDestinations to explore
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