Discover a selection of 4,000 vacation rentals in Estero, FL that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $79 per night, and houses and condos are popular options for a stay in Estero. Either way, you'll find a rental for everyone's needs.
Destination guide

The words "Estero" and "bad idea" just don't go together

Whatever floats your boat, you're sure to be buoyant in Estero. Set along Florida's Gulf Coast, Estero is a popular vacation spot for visitors who want to shop, swim, golf and just have a good time. Characterized by a distinct laid-back vibe, Estero is known for its beautiful tree-lined streets, upscale shopping malls and its many golf courses. And with Fort Myers beach just a short drive away, booking 1 of the many Estero vacation rentals on offer is never a bad idea.

Things to do

There is something for everybody in Estero

It's not all high-end shopping malls and golf courses in Estero, there's something for everybody. Estero Bay Preserve State Park was established to protect the water, inlets, and islands along 10 miles of Estero Bay, and provides a crucial habitat for many species. Visitors can enjoy the preserve from land or by water. Another attraction worth a visit is the Koreshan State Historic Site. Settled by member of the Khoresan sect in 1894, this religious settlement once had 50 buildings, 11 of which remain, including the restored home of founder Cyrus Reed Teed.


It's hard not to take it easy in laid-back Estero

You can shop till you drop in Estero. In Coconut Point Mall and Miromar Outlets, Estero has 2 of Florida's premier shopping destinations. With more than a dozen golf courses in the area, golfers are also particularly fond of Estero. And if catching some rays is on your agenda, Fort Myers Beach is only a 25-minute drive away. Its 7-mile beach attracts sun worshippers from across the U.S., and offers a whole host of water sports activities, including kayaking, jetskiing, and scuba diving. There are also numerous nearby national parks and nature preserves that are worth your while seeing.


Estero, where year-round sun means year-round fun

"Pretty, pretty, pretty good" is how Larry David would describe Estero's climate, and he wouldn't be wrong. The sun shines almost every day, and the annual average temperature is 75 degrees. Even in December and January, you can expect average highs in the mid-70s, which means that Estero vacation rentals are in demand all year round. Like much of Florida, when it rains in Estero it pours, so make sure to always bring a rain jacket and an umbrella.

Natural features

Don't say a swamp can't be beautiful too

It's hard to escape the Everglades when you're in Florida, but then why would you want to! Just a 35-minute drive southeast of Estero, Corkscrew Swamp Sanctuary gives visitors a fascinating insight into the unique Everglades ecosystem. Explore the areas rugged natural beauty on Corkscrew's famous boardwalk, which winds its way through pine flatwoods, wet prairie, and marshland before emerging into North America's largest old-growth bald cypress forest. Of course Corkscrew Swamp Sanctuary has its fair share of alligators, plus hundreds of otters, white-tailed deer, and red-bellied turtles.

How to get there

How to get to and around Estero

Fly into Southwest Florida Intl. Airport (RSW), the closest airport, located 7 mi (11.2 km) from the city center. If you can't find a flight that's convenient for your trip, you might consider flying into Charlotte County Airport (PGD), which is 35.1 mi (56.4 km) away.

What are the top vacation rentals in or near Estero?

The heart wants what it wants, and right now it wants to take a vacation. It's time to pack your bags and zip off to one of these top vacation rentals in or near Estero:

  • Around 14 miles from the center of Estero, it's hard to top "5 Star, Pet Friendly, Sunny, Private Old Florida Charm Cottage And Mins To Beach". It has 2 bedrooms and a range of conveniences like a kitchen and a blender.
  • Alternatively, get comfortable at "Gulf Front Sanibel Rental Recently Renovated". Located around 17 miles from the heart of Estero, it has 2 bedrooms and features a coffee grinder and a TV.

For even more great options, use the search bar at the top of the page to find the perfect Estero vacation rental for you.

What are the best tiny house vacation rentals in or near Estero?

For a unique kind of vacation experience, book one of Vrbo's tiny house rentals in Estero. Be warned though — after you've experienced the tiny house lifestyle, the urge to move into one of these miniature digs will be hard to resist!

  • Look forward to a simpler way of life at "New Tiny House - Introductory Price Minutes From Sanibel And Fort Myers Beach". Amenities at this hideaway in Iona include a fenced pool and cookware, dishware and utensils.
  • Alternatively, make yourself at home at "Hobbit House, Tiny Home". Located in Jacarandas, this little gem comes with internet services and an outdoor pool.

What are the top-rated vacation rentals for weekend getaways in or near Estero?

Those chores can wait, because weekends were made for fun. Head for one of these weekend getaways in and near Estero and take advantage of all the fantastic things to do close by:

  • Enjoy a change of scenery at "Beautiful Villa Lake View Heated Pool", which is around 17 miles to the northwest of Estero. There's plenty of adventure and nature to keep you on the go here. Try surfing and boogie boarding and cycling or just wander around the sights of Bailey's Beach and Blind Pass Beach.
  • Alternatively, enjoy a rejuvenating getaway at "4 - Bedroom / 2 - Bathroom / Tiki Hut On The Water". Stay in with your feet up, or head out and try your hand at some snorkeling and cycling. When it's time to explore more of the area, visit Sanibel Island Southern Beach and Peace River Wildlife Center & Ponce De Leon Park. This attractive vacation rental is around 12 miles northwest of Estero.

Can I find studio apartments for rent in and around Estero?

Studio apartments are hard to match when it comes to location and convenience. Choose one of these studio apartments for rent in or near Estero and get a taste of the local vibe and culture:

  • Throw your bags down at "Gulf Front Condo Completely Remodeled". Amenities including a smart TV and internet services will help you feel right at home here.
  • Another top choice is "Nature Lovers Paradise - Lovers Key Resort". Make the most of a fridge, a barbecue grill and other convenient amenities during your vacation.

When it's time to step out of your studio apartment and cross off the sights, there's lots to entertain you around Estero. Enjoy cultural attractions? Don't miss Alliance for the Arts and Lovegrove Gallery & Gardens.

Can I find short term rentals in or near Estero?

Short-term rentals are plentiful in and around Estero. Chill out for the weekend in an upmarket bed & breakfast, a resort-style apartment or a large home. No matter what type of property you're after, you'll have lots to choose from with Vrbo. These are some of our faves:

  • Located close to the heart of Estero, "4 - Bedroom / 2 - Bathroom / Tiki Hut On The Water" is ideal for a whirlwind break. While you're around, take a look at top sights like Edison and Ford Winter Estates and Sun Splash Water Park.
  • Eat, sleep and discover your surroundings from "To Infinity And The Beautiful Beyond", another terrific option. Imaginarium Hands - On Museum and Bell Tower Shops should be on your itinerary when you're ready to sightsee.

What are the best romantic weekend getaways in or near Estero?

Forget chocolates and roses. Sometimes all you need is to take off for a weekend, just you and your honey. At Vrbo, we've got romantic getaways in and around Estero that would make even old Cupid envious. Here are some we think you'll be enamored with:

  • Located around 14 miles from Estero, "5 Star, Pet Friendly, Sunny, Private Old Florida Charm Cottage And Mins To Beach" is an ideal place for starry-eyed lovebirds. Beauty services and a nearby marina are just some of the amenities you'll find here.
  • Otherwise, spend a few blissful days enjoying each other's company at "Gulf Front Sanibel Rental Recently Renovated", around 17 miles from Estero. Beauty services and beach sun loungers will help ramp up the romance.

Are there mansions for rent in or near Estero?

We've got some lavish mansions for rent in and around Estero. If you want somewhere with ample room as well as a big dollop of wow factor, these architectural stunners will tick all your boxes:

  • Located approximately 6 miles to the south of Estero, "Bonita Beach - Family Mansion House. 4 Bed" is the place to go to put your feet up in the lap of luxury. Amenities here include a swimming pool and golf.
  • With a fireplace, a swimming pool and a wealth of other top-notch amenities, "Quaint Mansion In Aquitaine Estate With Private Garden" will get your guests' nod of approval. This opulent home is around 15 miles to the west of Estero.

What are the best large group vacation rentals in or near Estero?

Check out these large group vacation rentals in or near Estero and don't worry about leaving anyone off your guest list:

  • Offering privacy, space and comfort, you'll get everyone's stamp of approval at "6 Bedroom, 5 Bath Pool Home With - 2 - 110' Tv's 1 At Pool And 1 In Livingroom". Up to 14 people can stay at this escape which has 6 bedrooms, an ocean view and a garden. You'll discover it around 9 miles to the west of Estero.
  • "1 Minute To Beach, Luxury Pool Home" is another option that'll fit the whole gang. It's around 30 miles to the northwest of Estero, has 7 bedrooms and sleeps as many as 18 guests. A garden and an ocean view are just a couple of things that'll help make your group vacation more comfortable.

What are the best houses for rent with a pool in or near Estero?

Nothing says fun and frivolity like a pool. Dig out your inflatable doughnut and browse these rental houses in or near Estero that feature this added perk:

  • Round up your gang and enjoy a memorable stay at "140 Primo Dr Waterfront House, Htd Pool". There's a lot to love about this getaway apart from its pool, such as nearby birdwatching activities and a kitchen.
  • Spend leisurely days splashing about or just kicking back by the water at "Rockstar Beach House North Captiva Island - Accessible By Ferry Boat Only". This vacation home is another guest favorite and comes with childrens activities, nearby birdwatching activities and more.

Not sure what the weather is like in Estero? It has a tropical savanna climate, with average summertime temperatures ranging from 80 ºF to 90 ºF. If you'd like a little more inspiration on places to stay in this epic destination, use the search bar at the top of the page and adjust the filters to check out our entire range of Estero vacation rentals.

What are the best large family vacation rentals in or near Estero?

Every family get-together should be one to remember. Whether you're planning a getaway with the kids or a reunion with the extended family, these large family vacation rentals in or near Estero offer a comfy home away from home with enough space for everyone:

  • Located around 12 miles to the northwest of Estero, "4 - Bedroom / 2 - Bathroom / Tiki Hut On The Water" has 4 bedrooms and fits up to 10 guests. It comes with lots of amenities, including a toaster and a fridge.
  • "To Infinity And The Beautiful Beyond" also offers the space you need to share special moments with loved ones. This rental is around 15 miles to the northwest of central Estero and accommodates as many as 8 guests in its 4 bedrooms. A smart TV and a barbecue grill will help keep everyone happy and comfortable.

If you're eager to visit some family-friendly attractions around the area, you're spoiled for choice. Sun Splash Water Park, Fishing Pier Fort Myers Beach and Jungle Golf Ft. Myers promise lots of fun for all the gang.