
Estero Island Holiday Rentals
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Our top choices for Estero Island holiday rentals

4. Getaway beach house, Downstairs unit
Getaway beach house, Downstairs unit
5. Studio apartment across from the beach
Studio apartment across from the beach
6. The Strawberry Daiquiri at Lazy Way
The Strawberry Daiquiri at Lazy Way
7. Heated Pool Home steps to the beach
Heated Pool Home steps to the beach
8. Paradise Beach Getaway Steps to Sand & Gulf Views King Bed + Sofa Bed
Paradise Beach Getaway Steps to Sand & Gulf Views King Bed + Sofa BedFind holiday rentals that suit your style
Top Estero Island Hotel Reviews

DiamondHead Beach Resort
Find out more about Estero Island
You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Estero Island holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.
As much as you love your vacation rental, it’s always good to get out and explore to soak up Estero Island. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Estero Island. Seeing all the best attractions is bound to make you fall in love with Estero Island. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.
It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Estero Island short-term rentals, that won’t be hard to do.
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