Englewood vacation rentals

We found 3,277 vacation rentals — enter your dates for availability

Select from 576 houses, 88 apartments, and other vacation rentals to find the perfect place for your stay in Englewood. Whether you’re traveling with friends, family, or even pets, vacation rentals have the best amenities for spending time at your vacation home, including parking and a TV. No matter what you're looking for, you'll be able to choose a rental to meet everyone's needs, including a place that is accessible or non-smoking.
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The Sunshine State at its most sublime

Straddling the sun-kissed counties of Charlotte and Sarasota, Englewood is a gem of Florida's gleaming Gulf Coast. First settled in the late 19th century, this compact town has retained a laid-back, old world vibe. There's no better place to soak this up than the quaint historic district of Dearborn Street, with its quirky, treasure-filled boutiques, museums, and bustling open-air restaurants. Of course, the star attraction for many is the picture-postcard coast, replete with gently swaying palm trees, powder-soft sands, and dazzling turquoise water. Englewood vacation rentals run the gamut from condos ideal for a couple, to sprawling family houses where you could host a big family get-together.

History brought to life in Englewood

You'll find an array of attractions virtually on the doorstep of your Englewood vacation rental. The Dearborn Street area is dotted with independent galleries, where you can peruse locally-produced art works and meet their creators. For a thorough primer in the region's culture, be sure to swing by the Englewood Area Historical Museum. Here you can learn all about the diverse communities that have shaped this corner of Florida, through beautifully preserved everyday artifacts, local treasures, and vintage photos. In neighboring Venice, a 20-minute drive away, the Clyde Butcher Gallery celebrates the acclaimed photographer, best known for his large format pictures of the Florida wilderness.

Lazy days on Englewood's blissful beaches

However you like to spend your down time, there's a stretch of coast near Englewood just for you. Englewood Beach is great for a hassle-free family day out, with shaded picnic tables, a colorful kids' play area, and gentle waters ideal for swimming. Nearby, Stump Pass Beach State Park is an appealingly undeveloped spot for a tranquil hike. A little further afield, Blind Pass Beach is a shelling hotspot, whilst Manasota Beach is where to head for spectacular snorkeling. Wherever you choose to hang out, water sports like paddle boarding, kayaking, and jet skiing are perennially popular pastimes.

A vacation destination for all seasons

Englewood is blessed with an enviable subtropical climate, ensuring that you can head down to the beach at most times of year. Winter is one of the most popular times to visit, with vacationers fleeing chillier regions to soak up some much-needed Florida sunshine. With Englewood vacation rentals in high demand, it's advisable to book well in advance of your trip. Spring and fall offer a winning combination of more dependable heat and thinner crowds. Summers can get extremely hot, with tropical storms a fairly common occurrence.

Exploring the beaches and other natural features in Englewood

Whether you're looking for adventure or just want to take in the scenery, you'll be sure to find the perfect setting for your vacation in Englewood. These are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city center:

  • Venice Beach (10.9 mi / 17.6 km)
  • Blind Pass Beach (1.5 mi / 2.4 km)
  • Englewood Beach (3 mi / 4.9 km)
  • Stump Pass Beach State Park (4.2 mi / 6.8 km)
  • Caspersen Beach (7.5 mi / 12.1 km)
  • Legacy Trail (7.6 mi / 12.2 km)

Traveling to and around Englewood

The nearest airport is in Sarasota-Bradenton Intl. Airport (SRQ), located 31.7 mi (51 km) from the city center. If you can't find a flight that's convenient for your trip, you can also fly into Charlotte County Airport (PGD), which is 22.6 mi (36.4 km) away.

Frequently asked questions

What is the best area to stay in Englewood when booking a vacation rental?
One of the most popular neighborhoods to book a vacation rental in Englewood is Overbrook Gardens. Discover your dream stay on Vrbo and experience this area just like a local.
What is the most popular type of vacation rental accommodation in Englewood?
According to our research, condos are considered the most popular property type in Englewood. But as you’d expect, everyone’s idea of an epic trip is bound to be different. Vrbo has vacation homes of all sizes, shapes and budgets, and we’ll help you find the perfect fit for you.
How much does it cost to rent a vacation rental in Englewood?
Property type, season and length of stay are some things that can influence the price of a vacation home. Simply enter your dates of travel to find the ultimate escape. From comfy cabins to expansive villas, all Vrbo vacation rentals provide amazing value.
How much does it cost to rent a beach house in Englewood?
When you travel and the style and size of the property will influence the cost of your beachside vacation rental. Enter your Englewood travel dates to view your options on Vrbo. Looking for basics like WiFi, or perks like a private pool? Use the filters to choose the features and amenities you want in your rental.
Are there pet-friendly vacation rentals in Englewood?
Pack a travel bag for the pup in your life because Englewood has 584 vacation homes that roll out the welcome mat to doggie guests. Let your happy hound join in on the family trip at one of our pet-friendly vacation rentals on Vrbo. Simply enter your travel dates and destination, then check the “Pets allowed” filter box.
Can I rent a house with a pool in Englewood?
Dig out your swimwear and swim ring, because there are 318 houses with a private pool in Englewood. Make a booking at one of these terrific vacation rentals and enjoy a pool day every day. Simply enter your dates into Vrbo, then use the “pool” filter to find the perfect place for a splashing good time!
Are there vacation rentals in Englewood that welcome kids?
With 578 family-friendly vacation rentals to choose from in Englewood, now is a superb time to introduce the kiddos to the pleasures of travel. Just check our “Properties good for families” filter to discover stays that come with conveniences ideal for families on the move, like living rooms, yards, bunk beds and entertainment areas.
What are the top attractions for families in Englewood?
Keep your kids entertained at these fabulous family-friendly attractions in Englewood:

  • Englewood Recreation Center
  • Cedar Point Environmental Park
  • Englewood Beach

Are there vacation rentals with WiFi in Englewood?
Whether you’d like to keep up with the news, reply to emails or surf social media, there are 265 vacation homes with WiFi in Englewood. Check the “WiFi” box when searching on Vrbo and stay connected on your vacation.
How can I find vacation rentals with air conditioning in Englewood?
There are 572 vacation homes with air conditioning in Englewood giving you that cooling breeze and extra touch of comfort. Simply enter your dates of travel and then use our filter tool to find stays with air conditioning.
How old do you have to be to rent a vacation rental in Englewood?
Age restrictions can vary across properties on Vrbo, so be sure to look at the rules of the vacation home in Englewood you want to book. But in general, it’s 16, 18 or 21.
How long can I rent a vacation rental in Englewood for?
The length of time you can rent a vacation rental in Englewood varies according to the property. Just enter your preferred travel dates to view a list of options offering extended stays. With many amenities like washing machines and air conditioning, as well as some offering weekly or monthly discounts, you’re sure to discover someplace just right to call your home away from home in Englewood.
Does Vrbo offer discounts for vacation homes in Englewood?
Weekend break or extended escape, Vrbo has some excellent value options in Englewood to suit your style and your budget. Take a look at our weekly and monthly discounts on vacation rentals, or see what’s just been added with one of our newly listed homes. Whatever you’re after, you’ll find the perfect place to stay — at an affordable rate.

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