House vacation rentals in Estero Island

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Top-rated house rentals in Estero Island

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Guest favorite
A spacious outdoor area features a sparkling heated pool surrounded by sun loungers. The large two-story home showcases multiple balconies and expansive windows, with tropical greenery accentuating the inviting atmosphere. The patio is completed with a barbecue grill, ideal for alfresco dining and relaxation.
Home in Fort Myers Beach
4.95 out of 5 average rating, 22 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

Top guest favorite
A spacious stilt home features large windows that provide ample natural light. An outdoor deck with seating overlooks the canal, surrounded by palm trees. A boat dock is visible alongside smooth stone pathways leading to the house, creating a tranquil waterside setting.
Home in Naples
4.99 out of 5 average rating, 183 reviews

Waterfront ocean access canal, Kayaks, Bikes Beach

We renovated a key west style home into a modern beachy oasis. You can kayak, bike and boat to the beach right from the house! This safe waterfront neighborhood has tons of friendly people out walking, running, biking, dog walking, etc. The house is 1/4 mile to the beach as the crow flys. Beach entrances are 2 miles away. We have 2 nice adult bicycles, kayaks and fishing rods for you to use. Located just off Wiggins Pass Road between 41 and the ocean. Stilt home. Don’t even need a car.

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
4.93 out of 5 average rating, 46 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 waterfront beach house is showcased, featuring a wide driveway and lush green lawn. Palm trees and colorful landscaping surround the entrance, where a welcoming façade is visible under a clear blue sky, creating a relaxing atmosphere for guests.
Home in Fort Myers Beach
4.97 out of 5 average rating, 37 reviews

The Great Escape Beach House/ Pool/ Dock

Escape to this waterfront beach house in sunny Fort Myers Beach! Perfect for families and friends, it features a private pool, a 50ft private dock with direct gulf access. House is only 1/2 a block from beach access. Plenty of outdoor entertainment areas including a large game room, with an outdoor ping pong table and beach accessories. Just minutes from beaches, shops, and dining this is your perfect Florida getaway for fun, relaxation, and unforgettable memories!

Top guest favorite
An expansive open kitchen and dining area showcases sleek white cabinetry and a large kitchen island. Wooden barstools provide seating at the island, while contemporary lighting fixtures hang above. Large windows enhance the airy atmosphere, revealing a modern living space in the background.
Home in Fort Myers
4.99 out of 5 average rating, 99 reviews

Modern City Loft in Downtown River District

Welcome to Gun-Loft, a custom-designed modern sanctuary in the Downtown River District. This expansive 3500 square foot city loft is tailored for those seeking to embrace the cosmopolitan lifestyle, with the perfect blend of urban luxury and cultural richness. Whether it's a leisurely stroll to the Edison Ford Home, an exciting night out, or a culinary adventure in the restaurants nearby, Gun-Loft offers an unparalleled experience in the city's most coveted location.

Top guest favorite
A screened-in pool area features a clear water pool surrounded by light-colored paving. Two blue lounge chairs are positioned beside the pool, with colorful pool floats gently resting in the water. Lush greenery is visible in the background, enhancing the outdoor setting.
Home in Fort Myers Beach
5 out of 5 average rating, 29 reviews

Coral Charmer POOL HOME short walk to beach

Welcome to your home away from home! This charming coastal retreat offers the perfect blend of comfort and convenience, just steps away from the beach(1 block). Whether you are seeking a peaceful getaway or an adventure-filled vacation this pool home situated just a short walk from Times Square is calling your name! Take the beach cart and chairs to relax and spot some dolphins, or bounce around the shops and variety of bars/restaurants for the day.

Top guest favorite
Home in Fort Myers Beach
4.97 out of 5 average rating, 59 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.

Guest favorite
An aerial view captures the expansive outdoor area featuring a shared pool surrounded by patio space. Green palm trees and vibrant sun umbrellas add to the tropical ambiance. Nearby, several units can be seen, with the upper unit highlighted by a circular outline.
Home in Fort Myers Beach
5 out of 5 average rating, 23 reviews

BEACH/POOL/Times square Cottage

We are back and Newly Renovated 2025! Your beach resort Villa walking distance to the beach, Times square, and Margaritaville. Explore the island, dip your toes in the sugar white sand and come back to recharge in your two bedroom suite. Or hangout in your expansive pool patio taking in the sun. This ideal location suite comes with 3 beds (1 king, 2 queen beds) 50inch 4k tv in living room. Please note there is possible construction nearby

Guest favorite
Home in Fort Myers Beach
4.9 out of 5 average rating, 10 reviews

Pink Pearl | Coastal Chic & Convenience

Welcome to The Pink Pearl, a cheerful 4-bed, 4-bath newly built haven in Fort Myers Beach. This charming home offers tropical elegance and laid-back luxury. Enjoy an open-plan living, multiple balconies, and a private pool with a spill-over spa. Each bedroom features a private en-suite. Located in a quiet bayside spot, you're mere steps from the wide sandy beach and a stroll to Times Square. Pairs perfectly with Blue Lagoon next store!

Top guest favorite
Home in Fort Myers Beach
5 out of 5 average rating, 18 reviews

Icon on the bay - Panoramic views/Rooftop hot tub

Waterfront fun meets luxury in this 3-story Fort Myers Beach home on San Carlos Island! Featuring 4 bedrooms, bay-view living room with balcony, and a full kitchen & dining on the 2nd floor. Enjoy an outdoor kitchen with grill and bar, plus pool table, ping pong & air hockey. Private dock with boat lift and a rooftop deck with turf, lounge chairs & a 6-person hot tub for sunset soaking. Perfect for families, boaters & group getaways.

Guest favorite
A spacious room is furnished with two queen beds, each set against a light-colored wall. A wooden bench is placed at the foot of each bed. A ceiling fan is mounted above, while the area transitions into a modern kitchen visible in the background.
Home in Fort Myers Beach
4.96 out of 5 average rating, 47 reviews

1min walk to beach, BBQ, Free Parking, Beachgear

Stay just 600 ft from the beach and a 10-min walk to downtown Fort Myers Beach, with bars and restaurants like Mr. Waves Island Bar. This cozy bungalow sleeps 4 with 2 queen beds, a full kitchen, and a luxurious shower in the full bathroom. Enjoy the patio, grill-ready back porch, and a large garden perfect for outdoor games. We provide beach chairs, umbrella, cooler, and towels—everything you need for a perfect beach day.

Top guest favorite
Home in Fort Myers Beach
5 out of 5 average rating, 12 reviews

Water Front | Modern Open Concept | Beach Vibes

Deck overlooking a mangrove bay, private dock, abundant wildlife & sea life — this is real Florida. Fish off the dock, watch the birds, or just relax in your own space. Skip the stuffy hotel. Walk to Ft. Myers Beach or hop the golf cart shuttle. Bars & restaurants right on San Carlos Island. Key West Express day trip next door. Nature, beach & nightlife — all from your dock.

Popular amenities for Estero Island house rentals

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Lee County
  5. Fort Myers Beach
  6. Estero Island
  7. House rentals