A coastal cityscape with a marina, dense housing, and a beach.

Estero Island vacation rentals

We found 9,878 vacation rentals — enter your dates for availability

Welcome to Estero Island, where sun-drenched beaches meet a family-friendly atmosphere brimming with charm. Picture yourself lounging on the pristine sands of Estero Beach, or embarking on outdoor adventures with loved ones, from boating escapades to exploring lush urban parks. With diverse accommodations—ranging from cozy private homes to luxurious villas—you’ll find the perfect space to unwind together after a day of fun. Embrace the comfort and convenience of a vacation rental, where lasting memories await.

Holiday rentals with weekly discounts - Estero Island

Showing deals for:Feb 12 - Feb 19

Spacious Beach Retreat, Steps to Sugary Sand, Conveniences and Fun!

Terrace/patio

Serene Oasis

Private kitchen

Walk To Beach, North End Restaurants, Night Life Steps Away!

Exterior

Not available due to hurricane Ian damage

Property grounds

Walk To Beach, North End Restaurants, Night Life Steps Away!

Exterior

Featured on Staycation Sports! Heated Pool • Games

Private kitchen

Bonita Breeze | Walk to Beach, Outdoor Games, Fire Pit + More

Gather around the table for memorable meals in this bright coastal retreat.

Casa Bonita Florida | Heated Pool

Aerial overhead drone view of Casa Bonita Florida showcasing the private screened-in saltwater pool and tropical landscape in Bonita Springs.

LOCATION!! LOCATION!! SHORT WALKING TO RESTAURANTS, SHOPS, & BEACH!

Exterior

Cozy Beach Villas, Huge Shared Pool, Walk to Beach, Times Square Restaurants!

Pool

Bonita Lake Home - Luxury taken to the next level

Private kitchen

Cozy Beach Villas, Huge Shared Pool, Walk to Beach, Times Square Restaurants!

Private kitchen

Resort Life at it's finest! Beautiful Pool Home only 10 Minutes from World Class Beaches!

Living area

Huge Shared Pool, Walk to Beach, Times Square Restaurants!

Living area

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Find properties near top attractions in Estero Island

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1

Bowditch Point Park

Find the best place to stay - Estero Island

Edison Beach House

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Sleeps 3

GullWing Beach Resort

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Sleeps 4 · 1 bedroom

Flamingo Inn

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Sleeps 2 · 1 bedroom

OCT, NOV & DEC dates available for Fabulous rates! 3 min walk to the beach 🏖️

Image of OCT, NOV & DEC dates available for Fabulous rates!  3 min walk to the beach 🏖️

Premier Host

Sleeps 6 · 3 bedrooms · 2 bathrooms

Beautiful Spacious Condo Steps Away From The Beach - Casa Marina 124

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Sleeps 4 · 2 bedrooms · 2 bathrooms

5960 Sunset Beach: 4BR Beachfront Home w/ Pool!

Image of 5960 Sunset Beach: 4BR Beachfront Home w/ Pool!

Sleeps 8 · 4 bedrooms · 3+ bathrooms

Top rated rentals - Estero Island

Wiggins Pass Chalet

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Island Inn

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Find out more about Estero Island

Why visit Estero Island

Popular types of accommodation around Estero Island

Planning a getaway to Estero Island? You’re in for a treat. With a variety of popular accommodations like houses, condos, and villas, you’ll find the perfect spot to relax. Don’t miss out on the Estero Beach Club and Estero Island Beach Club for fantastic amenities and stunning views. Explore your options and make your stay unforgettable.

Top attractions near Estero Island

Estero Island is a fantastic destination for beach and outdoor family vacations. Visitors can enjoy a variety of attractions, including beautiful beaches and urban parks. Popular activities include beach vacations, beachfront hotels, and various beach activities. Whether you're exploring Estero Island or nearby Fort Myers Beach, you'll find plenty of options for a memorable getaway that caters to outdoor enthusiasts and families alike.

Things to do recommended for couples

For a romantic getaway on Estero Island, indulge in a round of mini-golf at Jungle Golf or Smugglers Cove, both just 6 miles away. Dive into adventure at Sanibel Sea School, 8 miles away, for an unforgettable underwater experience together.

Things to do recommended for families

Your family vacation on Estero Island will be exciting with a visit to the Lee Health Sports Complex for active fun, Mound Key Archaeological State Park for a relaxing nature experience, and the Bay Oaks Recreation Center for recreational activities that everyone can enjoy.

Things to do recommended for groups

Explore the vibrant Coconut Point Mall for shopping and entertainment, play a round of golf at Raptor Bay Golf Club surrounded by stunning outdoor scenery, or enjoy a performance at the cultural Barbara B Mann Hall for a memorable group experience on Estero Island.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Estero Island

If you're traveling with a group, family, pets, or planning an extended stay, it's important to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to assist you.

Where to stay near Estero Island

Estero Island, Florida, offers an idyllic vacation experience for families and beach lovers alike. With its beautiful resorts and tropical atmosphere, you'll find plenty of budget-friendly options for relaxation and fun. Explore nearby cities and neighborhoods, where friendly locals welcome you to enjoy excursions and outdoor activities. Whether you're lounging on pristine beaches or indulging in local cuisine, Estero Island is the perfect Florida getaway for unforgettable memories.

Booking with Vrbo is simple

Planning to save on your upcoming trip? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, consider booking a longer stay to enjoy considerable savings. To discover a Vrbo property that suits your budget, take advantage of our filters to narrow down options by price, location, and type of vacation rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board provides you with a dedicated area to plan new adventures, manage your existing arrangements, or organize your reservations. The properties you’ve saved or booked are conveniently categorized into Potential, Upcoming, or Current Trips. To explore your Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

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