Photo by Stephanie Karasek

Estero Island vacation rentals

We found 9,797 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:Dec 25 - Jan 1

Relax in this stylish bedroom with comfy bedding & natural light
Relax, stream a movie, or catch the game—this is your comfy vacation hub
Host family feasts or celebratory dinners at this inviting dining table
Cozy daybed perfect for reading, napping, or an extra guest’s retreat
Exceptional
(15 reviews)

Beach Escape for Families + Friends • 2 Min to Sand

Bonita Springs

9% off
$1,524
$10,670 for 7 nights
All fees included
Beach Escape for Families + Friends • 2 Min to Sand
Terrace/patio
Living area
Room
Private kitchen
Exceptional
(18 reviews)

🐾 Dog Friendly, Spacious Beach Retreat, only Steps to Sugary Sand, Conveniences and all the Fun!

Fort Myers Beach

8% off
$242
$1,693 for 7 nights
All fees included
🐾 Dog Friendly, Spacious Beach Retreat, only Steps to Sugary Sand, Conveniences and all the Fun!
Interior
Private kitchen
Pool
Beautiful living room with open floor plan.
Exceptional
(11 reviews)

Spacious 4BR SW Cape Coral Getaway with Private Pool, 3 King Beds and Sleeps 11

Cape Coral

9% off
$531
$3,716 for 7 nights
All fees included
Spacious 4BR SW Cape Coral Getaway with Private Pool, 3 King Beds and Sleeps 11
Living area
Pool
Terrace/patio
Private kitchen
Exceptional
(7 reviews)

Waterfront getaway

Fort Myers

8% off
$488
$3,415 for 7 nights
All fees included
Waterfront getaway
Pool
Interior
Private kitchen
Living area
Exceptional
(14 reviews)

Pink Pineapple ~ Walk to Downtown ~ Chic Heated Pool Home

Cape Coral

9% off
$372
$2,601 for 7 nights
All fees included
Pink Pineapple ~ Walk to Downtown ~ Chic Heated Pool Home
Interior
Room
Private kitchen
Bathroom
Wonderful
(47 reviews)

Chic Cape Coral Studio – Near Yacht Club, Kitchen + Laundry

Cape Coral

8% off
$88
$615 for 7 nights
All fees included
Chic Cape Coral Studio – Near Yacht Club, Kitchen + Laundry
Room
Dining
Exterior
Living area
Exceptional
(24 reviews)

9th place Coastal Oasis

Cape Coral

8% off
$188
$1,319 for 7 nights
All fees included
9th place Coastal Oasis
Room
Property grounds
Interior
Exterior
Exceptional
(64 reviews)

Cozy Luxury Suite In The Heart Of Fort Myers Close To Everything!

Fort Myers

8% off
$86
$605 for 7 nights
All fees included
Cozy Luxury Suite In The Heart Of Fort Myers Close To Everything!
Marina
Dining
Living area
Exterior
Exceptional
(31 reviews)

Island Getaway Florida

Saint James City

12% off
$339
$2,374 for 7 nights
All fees included
Island Getaway Florida
Top deck lanai
Location
Master bedroom
Living & Dining
Exceptional
(32 reviews)

PERFECT FAMILY GETAWAY - 3 Bedroom / 2 ½ Bath w/ 60' Boat Dock & Private Pool

Saint James City

8% off
$421
$2,948 for 7 nights
All fees included
PERFECT FAMILY GETAWAY - 3 Bedroom / 2 ½ Bath w/ 60' Boat Dock & Private Pool
Private kitchen
Interior
Dining
Living area
Excellent
(10 reviews)

Charming Rental 2/2 house, access to golf & comm. pool, So. Fort Myers!

Fort Myers

11% off
$143
$998 for 7 nights
All fees included
Charming Rental 2/2 house, access to golf & comm. pool, So. Fort Myers!
Room
Exterior
Interior
Living area
Very Good
(10 reviews)

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

Fort Myers Beach

8% off
$339
$2,372 for 7 nights
All fees included
Walk To Beach, North End Restaurants, Night Life Steps Away!
Interior
Private kitchen
Living area
Room
Exceptional
(5 reviews)

Rare 3 Bedroom House, 5 Minutes Drive to Beach, Events Permitted

Fort Myers

6% off
$359
$2,512 for 7 nights
All fees included
Rare 3 Bedroom House, 5 Minutes Drive to Beach, Events Permitted
Exterior
Private kitchen
3rd event room
Courtyard
Exceptional
(6 reviews)

Serene Oasis

Fort Myers

8% off
$226
$1,581 for 7 nights
All fees included
Serene Oasis
Master bedroom with a king bed
Take a dip in the pool, soak in the hot tub, enjoy a meal on the patio, take a snooze on the outside couch. You may never want to leave the backyard!
Kitchen
Retractable Pool Safety Gate
Exceptional
(16 reviews)

Pool, Hot Tub, Fire Pit & Beach Gear!

Bonita Springs

8% off
$651
$4,556 for 7 nights
All fees included
Pool, Hot Tub, Fire Pit & Beach Gear!
Pool
Property grounds
Interior
Room
Exceptional
(61 reviews)

Estero Beach & Tennis Club, 404C, Pet Friendly- Beach Front- Internet

Fort Myers Beach

9% off
$323
$2,258 for 7 nights
All fees included
Estero Beach & Tennis Club, 404C, Pet Friendly- Beach Front- Internet
Outdoor dining
Outdoor dining
Living area
Private kitchen
Exceptional
(22 reviews)

Newly updated 2/25 2-bedroom 2 bath condo with 3 steps to the Pool in Cape Coral

Cape Coral

8% off
$195
$1,368 for 7 nights
All fees included
Newly updated 2/25 2-bedroom 2 bath condo with 3 steps to the Pool in Cape Coral
Interior
Our building is the only one with access to our private beach!
Living area
Exterior
Exceptional
(13 reviews)

Lovers Key: Amazing Views with private beach/pool!

Fort Myers Beach

13% off
$294
$2,056 for 7 nights
All fees included
Lovers Key: Amazing Views with private beach/pool!
Outdoor kitchen
Pool area at night
Property grounds
Guest room 1
Wonderful
(38 reviews)

2 Private Cabanas with kitchen and a Private Pool.

Cape Coral

8% off
$179
$1,255 for 7 nights
All fees included
2 Private Cabanas with kitchen and a Private Pool.
Room
Pool area.
A recent bride enjoying the view!
Living area
Exceptional
(226 reviews)

Spectacular Views!! Beautifully Updated!! No Resort Fees!

Fort Myers Beach

9% off
$394
$2,758 for 7 nights
All fees included
Spectacular Views!! Beautifully Updated!! No Resort Fees!
Living area
Living area
Interior
Dining
Exceptional
(7 reviews)

Penthouse Suite 2 in the heart of SW Cape Coral

Cape Coral

8% off
$179
$1,250 for 7 nights
All fees included
Penthouse Suite 2 in the heart of SW Cape Coral
Property grounds
Pool
Bathroom
Room
Exceptional
(5 reviews)

Bright 2BR/2BA • Walk to Beach & Shopping • Canal View • Large Pool & Beach Gear

Fort Myers Beach

8% off
$355
$2,483 for 7 nights
All fees included
Bright 2BR/2BA • Walk to Beach & Shopping • Canal View • Large Pool & Beach Gear
Community Pool and Exercise Room
Entrance into The Bellamar
Kitchen
Exterior
Exceptional
(5 reviews)

1st Floor Condo Close to Shopping, Minutes from the Beach! Gated Community

Fort Myers

8% off
$243
$1,700 for 7 nights
All fees included
1st Floor Condo Close to Shopping, Minutes from the Beach! Gated Community
Exterior
Property grounds
Private kitchen
Living area
Exceptional
(7 reviews)

Not available due to hurricane Ian damage

Fort Myers Beach

9% off
$313
$2,192 for 7 nights
All fees included
Not available due to hurricane Ian damage
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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. 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:

  • Sanibel Island Golf Club (8.3 mi / 13.3 km)
  • Stoneybrook Golf Club (9.1 mi / 14.6 km)
  • La Playa Golf Club (13.5 mi / 21.7 km)
  • Sun Splash Water Park (15 mi / 24.1 km)
  • Tiburon Golf Club (15.8 mi / 25.4 km)
  • Saltleaf Golf Preserve (5.3 mi / 8.5 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:

  • 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)
  • Bunche Beach (4.6 mi / 7.4 km)
  • Bonita Beach Dog Park (4.7 mi / 7.6 km)
  • Little Hickory Island Beach Park (6.1 mi / 9.8 km)

More Vacation Ideas