Vacation rentals in Estero Island

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Top-rated vacation rentals in Estero Island

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Guest favorite
Aerial view of a stunning coastline, featuring soft white sand intertwined with turquoise waters. Small boats are anchored near the shore, where a few individuals enjoy the beach. Lush greenery and houses are visible in the background, contributing to the serene landscape.
Condo in Fort Myers Beach
4.97 out of 5 average rating, 71 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!!

Guest favorite
Condo in Fort Myers Beach
5.0 out of 5 average rating, 11 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! 🌊☀️

Superhost
Home in Fort Myers Beach
5.0 out of 5 average rating, 4 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.

Top guest favorite
A serene pool area is framed by palm trees, with crystal-clear water reflecting the blue sky. A safety railing surrounds the pool, while grassy areas extend beyond. The horizon showcases the Gulf waters in the background, providing a tranquil setting for relaxation.
Home in Fort Myers Beach
5.0 out of 5 average rating, 68 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.

Top guest favorite
The living area features a unique sky blue vaulted ceiling, complemented by light gray walls. A spacious gray sofa and a round glass coffee table are positioned around a patterned area rug. A modern kitchen bar with white stools is visible, alongside large windows framing natural light.
Home in Fort Myers Beach
4.94 out of 5 average rating, 53 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!

Top guest favorite
A spacious backyard features a curved in-ground pool, surrounded by a textured paver patio. Lush palm trees offer shade, while outdoor seating is visible in the background. A shed is positioned adjacent to the villa, contributing to the property's inviting outdoor space.
Cottage in Fort Myers Beach
4.94 out of 5 average rating, 154 reviews

Mango Villa - Steps away from beach / private pool

We're Back! Fully Renovated in 2023! Welcome to the Mango Villa located at 150 Mango Street, Fort Myers Beach. 2 bedroom and 1 full bathroom villa. Steps away from the beach where paradise is waiting for you. Centrally located at the North end of the island. Walk to Times Square to enjoy shopping and dining. Close to all Fort Myers Beach has to offer while also located on a quiet residential street, this home is perfect for those that demand both proximity and tranquility!

Top guest favorite
The living area features a spacious sofa and loveseat, with a ceiling fan above providing airflow. Light-colored cabinets and appliances are visible in the kitchen area, while a dining table accommodates four. A comfortable bedroom showcases a large bed, with art decor enhancing the ambiance.
Apartment in Fort Myers Beach
4.98 out of 5 average rating, 109 reviews

Stylish + Modern! 2 bed 2 bath. 1 block to beach!

One of the most popular vacation rental listings available on Ft Myers Beach! Get ready to thoroughly enjoy your beach vacation at this fully renovated 2 bedroom, 2 bath beach apartment! Wonderful section of the beach too- just one block to the sand. Why stay at a hotel when this is newer, nicer + better! Also check out my 2 other vacation rentals also available for rent in this same building and read the past guest reviews: 8+ years of very happy guests

Top guest favorite
Apartment in Fort Myers Beach
4.92 out of 5 average rating, 109 reviews

The "Tommy" Suite, 350 yards from The Gulf!

We would love to host you in our COMPLETLY renovated Tommy Bahama style suite. You'll enjoy all the comforts of home in your own tropical paradise during your stay with us! Brand new kitchen(complete w/new appliances) w/beautiful tile floor and backsplash. Tommy Bahama dining room is located right off the kitchen w/seating for 4. Brand new bathroom complete w/walk-in shower, back splash and tile floor w/ Tommy Bahama décor.

Guest favorite
A charming single-story retreat is surrounded by lush landscaping and palm trees. The exterior is painted in a soft blue hue, complemented by a metal roof. A spacious driveway leads to the entrance, offering a welcoming first impression.
Home in Fort Myers Beach
4.96 out of 5 average rating, 155 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!

Top guest favorite
Condo in Fort Myers Beach
5.0 out of 5 average rating, 17 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.

Top guest favorite
Condo in Fort Myers Beach
4.84 out of 5 average rating, 128 reviews

206C Gulf Water Views + 2 bikes + beach gear

Beachfront & Gulf Water Views at Estero Beach & Tennis Club 206C Wake up to unobstructed Gulf views in this 5-star Fort Myers Beach condo! Enjoy early check-in, no checkout chores, and every comfort—from a king GhostBed, full kitchen with dishwasher, free high-speed WiFi, heated pool, tennis/pickleball courts, BBQ grills, free parking, and stocked beach gear. Steps from the sand with sunsets you’ll never forget.

Guest favorite
Home in Fort Myers Beach
4.88 out of 5 average rating, 34 reviews

Key West–Style Home • Heated Pool • Walk to Beach

A relaxed, easygoing home designed for Fort Myers Beach living. A 3-bed, 2-bath retreat that sleeps 6, located at the end of a quiet street, just 3-minute stroll to Fort Myers Beach. Features include a private heated pool, outdoor seating, grill, outdoor shower. Walkable to Snook Bight Marina, restaurants, Publix, and the nearby trolley transportation.

Popular amenities for Estero Island vacation rentals

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