
Luxury rentals in Estero Island
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Top-rated luxury holiday rentals in Estero Island
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White Sands Retreat: Bay Views, Pool, Elevator
Welcome to your dream escape—a brand-new, three-story canal-front masterpiece offering five bedrooms, five bathrooms, and all the high-end amenities you could want for a luxurious getaway. This private home boasts a heated pool, hot tub, and expansive pool deck backing up to the tranquil waters of the canal, with stunning bay views and just steps across the street from seven miles of sugar-soft sand on Estero Island. With a 4-car driveway, an elevator, and incredible indoor-outdoor living spaces

3134 Gulf-Front 5BR: Pool, Spa, Stunning Views
3134Check out this stunning luxury rental property on the Gulf of Mexico! This property is one-half of a duplex with a private heated pool and spa. This property boasts 5 bedrooms and 4 full & 1 half bathrooms making it a spacious, comfortable place for all your entourage to enjoy. Private elevator, heated pool, spa, and large balconies with amazing views contribute to a luxurious living experience. You will walk right out the back door onto the famous 7-mile stretch of white, sugar sand beach!

Large Beachfront Home Perfect For Groups
☀️ Modern Luxury Meets Beachfront Bliss – Your Bonita Beach Escape Brand new to the market, this 6-bedroom, 7-bathroom luxury home delivers the ultimate beachfront retreat. Located directly on Bonita Beach, it blends modern elegance with the natural rhythm of the ocean. Expansive windows frame stunning Gulf views, and sleek decor sets the tone for total relaxation. Perfect for families or groups seeking high-end comfort. Nervous about booking new? Check our other listings for trusted reviews.

Luxury 6BR Bayfront Home Pool, Dock, Walk to Beach
Welcome to your ultimate family retreat—just a 10-minute walk to Bonita Beach! This 6-bedroom bayfront home offers upscale comfort, a private dock, heated pool and spa, and resort-style outdoor living. With two kitchens, spacious interiors, a home gym, and serene water views, every detail is designed for connection and relaxation. Perfect for families or groups, this is the Florida getaway where unforgettable memories are made—whether you're dining al fresco or spotting dolphins from the dock.

Award Nominated Multimillion Beachfront Mansion
🌅 Seas The Day – Award-Nominated Beachfront Luxury with Concierge Touches The moment you walk through the doors of Seas The Day, something shifts. The breeze carries the scent of salt and sea. The horizon stretches endlessly before you. And for the first time in a long time, you exhale. Nominated for the prestigious Sand Dollar Award for Best on Beach, this custom-built Gulf-front estate isn't just a place to stay—it’s a place to reconnect, reflect, and make unforgettable memories.

Beachside Haven with Pool, Dock and Walk to Beach
From the moment you arrive, you’ll feel it, this is where peace meets play. Just a 5-minute stroll from the soft sands of Bonita Beach, your 5-bedroom retreat is more than a place to stay—it’s a place to exhale. Wake up to glimmering bay views, sip coffee by the pool, and spend your days soaking in the warm sun, salt air, and the easy rhythm of coastal life. Unforgettable family memories are waiting—from sunset paddles and fire table chats to dolphin sightings at your private dock.

Brand New Gulf Coast Luxury Getaway
Escape to luxury in Naples, Florida! Our well appointed vacation BRAND NEW 2025 built rental home features a heated private pool and spa, an outdoor kitchen with a sprawling outdoor oasis and luxurious accommodations. Enjoy a gourmet kitchen, elegant dining indoors and out, and multiple living areas with large Alexa enable TV's throughout. Just minutes from beaches, dining, and more, it’s the perfect Florida getaway. Bikes, beach chairs, a universal EV charger and more provided!

Aqua Villa - Gulf Access
Welcome to "Villa Aqua", your exclusive retreat nestled in the sought-after Southwest of Cape Coral! Experience the perfect blend of a central location and tranquil surroundings. Just moments away, you'll discover a diverse array of premier shopping and dining options to satisfy every desire. This spacious vacation home boasts an impressive approx. 2,456 square feet of living space, featuring three stylishly appointed bedrooms and three modern bathrooms – ideal for families.

Riverfront Estate w/ Pool, 5-min to Beach
🌴 Riverfront Bliss – Elevated Pool, Spa & Direct Gulf Access in Bonita Welcome to your peaceful escape on the Imperial River—just a 5-minute drive to Bonita Beach! This coastal-inspired home offers serene water views, an elevated pool and spa, spacious interiors, and your own private double dock with direct Gulf access. Whether you're watching dolphins from the lanai or kayaking downriver at sunset, this home blends comfort, luxury, and adventure.

Beachfront Mansion - Pool, Theater, Game Room
Welcome to Your Private Beachfront Getaway Wake up to breathtaking Gulf views and soft white sand just steps away. Spend your days lounging by the private pool, soaking in the hot tub, or watching a movie in the in-home theater. Enjoy coffee on the balcony, sunsets on the beach, and starry nights with loved ones. Whether it's adventure or relaxation, this luxurious retreat is all about comfort, connection, and memories.

Coastal Elegance: Dual Master Bedroom Retreat 3/3
This stunning single-story home is just one mile from the white sands of Vanderbilt Beach, perfect for an evening stroll or a quick bike ride. At Naples Coastal Vacations, we personally develop and manage our properties to ensure an exceptional guest experience. Every detail of this home has been thoughtfully crafted to offer luxury living that exceeds expectations, creating the ultimate coastal getaway.

Naples Luxury Orange Blossom Oasis 4/3 Tiki Bar
This stunning single-story home is just one mile from the white sands of Vanderbilt Beach, perfect for an evening stroll or a quick bike ride. At Naples Coastal Vacations, we personally develop and manage our properties to ensure an exceptional guest experience. Every detail of this home has been thoughtfully crafted to offer luxury living that exceeds expectations, creating the ultimate coastal getaway.
Popular amenities for Estero Island luxury holiday rentals
Other great luxury holiday rentals in Estero Island

Beachside Haven with Pool, Dock and Walk to Beach

Award Nominated Multimillion Beachfront Mansion

Riverfront Estate w/ Pool, 5-min to Beach

3134 Gulf-Front 5BR: Pool, Spa, Stunning Views

Coastal Elegance: Dual Master Bedroom Retreat 3/3

Large Beachfront Home Perfect For Groups

Beachfront Mansion - Pool, Theater, Game Room

Luxury 6BR Bayfront Home Pool, Dock, Walk to Beach
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