Photo by Stephanie Karasek

Estero Island vacation rentals

We found 9,764 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:Nov 20 - Nov 27

Private kitchen
Exterior
Living area
Living area
Exceptional
(6 reviews)

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

Fort Myers Beach

7% off
$240
$1,680 for 7 nights
All fees included
Walk To Beach, North End Restaurants, Night Life Steps Away!
Interior
Terrace/patio
Interior
Pool
Exceptional
(15 reviews)

Gulf access and surrounded by water

Fort Myers Beach

8% off
$608
$4,258 for 7 nights
All fees included
Gulf access and surrounded by water
Dining
Private kitchen
Pool
Private kitchen
Exceptional
(9 reviews)

Cozy Home At Fort Myers Beach!

Fort Myers Beach

8% off
$448
$3,139 for 7 nights
All fees included
Cozy Home At Fort Myers Beach!
Private kitchen
Exterior
Room
Living area
Very Good
(10 reviews)

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

Fort Myers Beach

8% off
$312
$2,182 for 7 nights
All fees included
Walk To Beach, North End Restaurants, Night Life Steps Away!
Interior
Pool
Living area
Exterior
Exceptional
(5 reviews)

Spacious 5-bedroom house w/ Elevator, Canal, and heated pool Fort Myers Beach

Fort Myers Beach

8% off
$1,079
$7,552 for 7 nights
All fees included
Spacious 5-bedroom house w/ Elevator, Canal, and heated pool Fort Myers Beach
Living area
Private kitchen
Outdoor dining
Dining
Exceptional
(13 reviews)

Cozy Coastal Retreat, Steps to the Sugar Sand Beach of FMB!

Fort Myers Beach

8% off
$321
$2,249 for 7 nights
All fees included
Cozy Coastal Retreat, Steps to the Sugar Sand Beach of FMB!
Interior
Exterior
Private kitchen
Living area
Exceptional
(15 reviews)

Stylish Home with New Luxury Pool! Steps to Beach, Restaurants, Nightlife, Entertainment, and more!

Fort Myers Beach

8% off
$645
$4,517 for 7 nights
All fees included
Stylish Home with New Luxury Pool! Steps to Beach, Restaurants, Nightlife, Entertainment, and more!
Guest room 1
Pool area at night
Entry with lockboxes
Outdoor kitchen
Wonderful
(38 reviews)

2 Private Cabanas with kitchen and a Private Pool.

Cape Coral

8% off
$183
$1,279 for 7 nights
All fees included
2 Private Cabanas with kitchen and a Private Pool.
Kitchen with new table and chairs. 
New ceiling fan with remote.
Aerial photo of our beach.
Pool
Exterior
Exceptional
(75 reviews)

Clean & Comfortable Beachfront Condo. New restaurants right across the street!

Fort Myers Beach

8% off
$215
$1,508 for 7 nights
All fees included
Clean & Comfortable Beachfront Condo. New restaurants right across the street!
Private kitchen
Living area
Living area
Exterior
Wonderful
(21 reviews)

New to Market! 🐾 Dog Friendly, Spacious Beach Retreat, Steps to Sugary Sand, Conveniences!

Fort Myers Beach

8% off
$418
$2,927 for 7 nights
All fees included
New to Market! 🐾 Dog Friendly, Spacious Beach Retreat, Steps to Sugary Sand, Conveniences!
Dining
Private kitchen
Living area
Exterior
Exceptional
(31 reviews)

Gorgeous North End Beach Home, Private Pool, Steps to Beach, Margaritaville, Restaurants, Nightlife!

Fort Myers Beach

8% off
$554
$3,880 for 7 nights
All fees included
Gorgeous North End Beach Home, Private Pool, Steps to Beach, Margaritaville, Restaurants, Nightlife!
Exterior
Pool
Room
Private kitchen
Very Good
(7 reviews)

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

Fort Myers Beach

7% off
$163
$1,141 for 7 nights
All fees included
Walk To Beach, North End Restaurants, Night Life Steps Away!
Private kitchen
Interior
Beach
Room
Exceptional
(9 reviews)

Booking for winter 2025-2026.

Fort Myers Beach

8% off
$221
$1,550 for 7 nights
All fees included
Booking for winter 2025-2026.
Terrace/patio
Interior
Living area
Private kitchen
Exceptional
(40 reviews)

🐾 Pet Friendly, Heated Pool, Gorgeous Renovation, Walk to the sugar sand of FMB!

Fort Myers Beach

8% off
$888
$6,215 for 7 nights
All fees included
🐾 Pet Friendly, Heated Pool, Gorgeous Renovation, Walk to the sugar sand of FMB!
Gulf View form living room
Sport court
Cozy Kitchen
Birdseye view from water
Exceptional
(22 reviews)

Veteran Owned Beachfront, Sleeps 4.

Fort Myers Beach

8% off
$199
$1,390 for 7 nights
All fees included
Veteran Owned Beachfront, Sleeps 4.
Private kitchen
Exterior
Interior
Beach
Exceptional
(37 reviews)

Charming Home, Private Pool, Short Walk to Restaurants and Beach!

Fort Myers Beach

8% off
$513
$3,592 for 7 nights
All fees included
Charming Home, Private Pool, Short Walk to Restaurants and Beach!
Private kitchen
Living area
Living area
Dining
Wonderful
(7 reviews)

Gorgeous Beach Front Condo with Amazing Gulf and Beach Views, Master Ensuite too!

Fort Myers Beach

8% off
$381
$2,669 for 7 nights
All fees included
Gorgeous Beach Front Condo with Amazing Gulf and Beach Views, Master Ensuite too!
Interior
Living area
Room
Pool
Exceptional
(16 reviews)

1 Min to Barefoot Beach - Heated Pool - Fully Fenced Lot

Bonita Springs

8% off
$368
$2,579 for 7 nights
All fees included
1 Min to Barefoot Beach - Heated Pool - Fully Fenced Lot
Plenty of golf courses in the area.
Modern kitchen with bar area
Spacious living room with large flat screen TV
Half covered lanai with pool, hot tub, grill and dining area
Exceptional
(115 reviews)

Bonita Springs Bungalow

Bonita Springs

5% off
$489
$3,423 for 7 nights
All fees included
Bonita Springs Bungalow
Master bedroom
Room
Lake view from lanai
Interior
Exceptional
(11 reviews)

Bella Vie on Ft Myers Beach with 4 min walk to beach, lanai, pool, & gym

Fort Myers Beach

8% off
$591
$4,140 for 7 nights
All fees included
Bella Vie on Ft Myers Beach with 4 min walk to beach, lanai, pool, & gym
Beach
Exterior
Comfy seating with sleeper sofa
Open floor plan with eat in bar
Exceptional
(20 reviews)

🐾 Dog Friendly, Large Heated Pool, Short Walk to the sugar sand Beach!

Fort Myers Beach

8% off
$618
$4,326 for 7 nights
All fees included
🐾 Dog Friendly, Large Heated Pool, Short Walk to the sugar sand Beach!
Private kitchen
Dining
Exterior
Room
Exceptional
(18 reviews)

Cozy Beach Villa, Shared Heated Pool, Steps to Beach, Restaurants!

Fort Myers Beach

8% off
$317
$2,219 for 7 nights
All fees included
Cozy Beach Villa, Shared Heated Pool, Steps to Beach, Restaurants!
Boat Dock
Interior
Private kitchen
Canal View
Exceptional
(100 reviews)

WATERFRONT HOME - DOCK, STEPS TO THE BEACH, MARGARITAVILLE AND TIME SQUARE.

Fort Myers Beach

6% off
$530
$3,713 for 7 nights
All fees included
WATERFRONT HOME - DOCK, STEPS TO THE BEACH, MARGARITAVILLE AND TIME SQUARE.
View of the building
Ariel shot of the Bac Bay at the northern end of the island.
Living Room
Living room
Exceptional
(51 reviews)

Sleeps 8 - Perfect condo for the Family!

Fort Myers Beach

8% off
$248
$1,736 for 7 nights
All fees included
Sleeps 8 - Perfect condo for the Family!
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more
  • More for less

    More space, more privacy, more amenities — more value
  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

Find out more about Estero Island

Why visit Estero Island

  • Beautiful Beaches: Enjoy the pristine sands and crystal-clear waters perfect for sunbathing and swimming.
  • Family-Friendly Activities: Engage in various outdoor adventures and excursions suitable for all ages.
  • Charming Accommodations: Stay in beachfront hotels, condos, and private vacation homes with stunning views.
  • Local Cuisine: Savor delicious seafood and regional dishes at nearby restaurants and beachside cafes.
  • Welcoming Community: Experience the friendly atmosphere and hospitality of the locals in 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.

  • Houses: The top choice among visitors to Estero Island, offering spacious and comfortable living for families or groups.
  • Condos: A favored option for travelers, providing modern amenities and often stunning views, perfect for a relaxing getaway.
  • Villas: These luxurious residences offer privacy and elegance, ideal for those seeking a more upscale experience.
  • Apartments: A convenient choice for solo travelers or couples, offering a home-like atmosphere during your stay.
  • Cottages: These quaint and charming dwellings provide a cozy retreat, perfect for a peaceful vacation.**

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.

  • Bonita Springs Public Beach: Enjoy the sun and surf at this beautiful beach, just 5 miles from Estero Island. With its soft sandy shores and vibrant beach vibes, it's perfect for relaxing, swimming, and soaking up the Florida sun.
  • Florida Gulf Coast University: Located 8 miles away, this modern university offers a lively atmosphere with city vibes. Explore its beautiful campus, attend events, or enjoy the local dining options nearby.
  • Hertz Arena: Just 8 miles from Estero Island, this entertainment hub is ideal for family fun, hosting concerts, sports events, and shows that cater to all ages.

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.

  • Traveling to Estero Island with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Estero Island with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, keeping in mind your closeness to family-friendly attractions is a smart move.
  • Taking your pets with you to Estero Island: For many families, a vacation isn't truly fulfilling unless their furry companion is part of the adventure. If this resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties offer amenities like food bowls and beds to ensure everyone feels comfortable and at home.
  • Planning for a long term stay visiting Estero Island: If you're in search of vacation rentals with special offers for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

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.

  • Fort Myers Beach: Fort Myers Beach is a vibrant city located on Estero Island, famous for its stunning sandy shores and lively atmosphere. This destination is perfect for families and outdoor enthusiasts looking to soak up the sun. With a plethora of resorts, recreation centers, and shopping mall centers, visitors can easily find activities that suit their interests. Key attractions include the beautiful family beach, where you can build sandcastles, swim, and enjoy water sports. The local charm is enhanced by picturesque views and a welcoming community, making it an ideal spot for a fun-filled vacation.
  • Sanibel: Sanibel is a charming island city located 8 miles from Estero Island, known for its pristine beaches and natural beauty. This destination is ideal for families and outdoor adventurers seeking a more tranquil experience. Visitors can explore various recreational areas and indulge in shopping at local boutiques. Sanibel's famous shelling beaches attract nature lovers, while its wildlife refuges offer opportunities for bird watching and hiking. The laid-back vibe and breathtaking sunsets make Sanibel a perfect escape from the hustle and bustle.
  • Bonita Springs: Bonita Springs, situated 9 miles from Estero Island, is a delightful city that combines outdoor fun with family-friendly activities. Known for its beautiful beaches and lush parks, it is a great destination for those who enjoy outdoor sports and recreation. Popular attractions include golf courses and resorts that cater to both relaxation and adventure. The scenic waterfront areas and vibrant community events create a welcoming atmosphere, making Bonita Springs a fantastic choice for travelers looking to explore Florida's natural beauty.

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.

Choose a vacation rental for your Estero Island getaway

Learn about the unique charm of Estero Island with a stay in a private vacation home. You'll find plenty to explore during your stay in the area. Key West Express and Vanderbilt Beach are just a couple of the must-sees in the area. A vacation rental can help make your stay complete. Many rentals come with a full kitchen and laundry facilities.

Activities and attractions in and around Estero Island

Are you hoping to find attractions to see in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that Estero Island has to offer. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Stoneybrook Golf Club (9.1 mi / 14.6 km)
  • Fort Myers Country Club (12.7 mi / 20.4 km)
  • La Playa Golf Club (13.5 mi / 21.7 km)
  • Sun Splash Water Park (15 mi / 24.1 km)
  • Sun N Fun Lagoon (15.4 mi / 24.8 km)
  • Tiburon Golf Club (15.8 mi / 25.4 km)

Exploring the natural features in Estero Island

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Estero Island is a great place to get outside. Here are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city center:

  • Vanderbilt Beach (13.5 mi / 21.7 km)
  • Estero Boulevard Beach (2 mi / 3.2 km)
  • Lover's Key Beach (3 mi / 4.8 km)
  • Lynn Hall Memorial Park (3.4 mi / 5.5 km)
  • Bowditch Point Park (3.9 mi / 6.2 km)
  • Bunche Beach (4.6 mi / 7.4 km)