
Holiday houses in Estero Island
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Top-rated holiday rentals in Estero Island
Guests agree: these stays are highly rated for location, cleanliness and more.

Beachfront & newly refurbished with heated pool
Located on the southend of Ft. Myers Beach. Enjoy the Beach Life! This beautiful one-bedroom condo on the beach with partial ocean views for breathtaking sunsets situated on 10 acres of beauty. Estero Beach & Tennis is ready for a new vacation experience ! heated pool, laundry rooms, BBQ areas, tennis courts, pickleball and bocce ball. Santinis Plaza across street,Our Island is 7 miles of paradise, plenty to do here-enjoy walks on the beach, fishing & watching the dolphins & shelling! Paradise
LocationValueComfort
5.0 out of 5 average rating, 29 reviews
The Wren at Coconut Cove
Welcome to The Wren at Coconut Cove on Fort Myers Beach! This bright and 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, spend your days swimming, shelling, or 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.
LocationFamilyBathroom
4.95 out of 5 average rating, 20 reviews
708A Beachfront Sunrise + Sunset Views
Wake up to stunning sunrises and wind down with breathtaking sunsets in this beautifully renovated beachfront condo on the South End of Ft Myers Beach. Enjoy luxury finishes throughout, including a sleek quartz countertop kitchen, modern appliances, and a spa-inspired walk-in shower. The layout and private balcony offer unbeatable ocean & bay views, making it the perfect escape for relaxation, comfort, and coastal elegance—all just steps from the sand. 708A is where your dream vacation starts!
ValueFamilyDecor
4.94 out of 5 average rating, 32 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!!
FamilyLocationLaundry
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.
LocationKitchenCheck-in
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! 🌊☀️
ValueLocationSleep quality
5.0 out of 5 average rating, 11 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.
LocationQuietSleep quality
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.
LocationFamilyPool
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.
LocationFamilySleep quality
4.97 out of 5 average rating, 87 reviews
Mid Island Home with Hot Tub 1 Block from beach!
Your perfect escape awaits at The Salty Mermaid! Ideally located mid-island, just a block from the beach, this charming retreat offers breathtaking canal views. Our community has a deeded beach access for easy beach entry. Relax in the hot tub on the back patio or explore nearby bars/restaurants featuring live music. We provide everything you need for a stress-free stay as well as some awesome extras available for rent!
ValueLocationBiking
4.96 out of 5 average rating, 157 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.
FamilyLocationAccess
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!
FamilyLocationCondition
5.0 out of 5 average rating, 16 reviewsPopular amenities for Estero Island holiday rentals
Other great holiday rentals in Estero Island

Beach Front Panoramic View - Sunset Paradise
ValueLocationBathroom
5.0 out of 5 average rating, 18 reviews
Seaside 302 - Beachfront 2BR/2BA - Solmate on FMB
ValueLocationCondition
4.97 out of 5 average rating, 30 reviews
Beach Cottage w/ htd pool + The Beach is in sight!
LocationFamilyPool
4.94 out of 5 average rating, 53 reviews
“Steps to Sand! Modern Cozy Apartment
LocationFamilyCheck-in
4.8 out of 5 average rating, 10 reviews
1BR Apt w/ Gulf View, Kitchenette & Free Parking
LocationCleanlinessWalkability
5.0 out of 5 average rating, 8 reviews
2 bedroom house on Fort Meyers Beach
LocationValueDecor
5.0 out of 5 average rating, 17 reviews
Seaside #509 Beautiful MidIsland Beachfront Condo
LocationFamilyNearby
5.0 out of 5 average rating, 7 reviews
1min walk to beach, BBQ, Free Parking, Beachgear
LocationFamilyKitchen
4.97 out of 5 average rating, 58 reviewsDestinations to explore
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