Discover a selection of 2,500 vacation rentals in Englewood, 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 WiFi. Prices start at $85 per night, and houses and condos are popular options for a stay in Englewood. Either way, you'll find a rental for everyone's needs.
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Destination guide

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.

Things to do

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.

Activities

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.

Weather

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.

Natural features

Back to nature in Englewood

Englewood is a prime location for a little ecotourism, with an abundance of natural splendor just waiting to be discovered. You can catch sight of wildlife on a boat trip, and head out to sea in search of mesmerizing aquatic mammals like dolphins and manatees. If you're visiting in winter, you may even spot majestic whales. Englewood is also a haven for birders, with hundreds of species making their home here. Grab your binoculars and you might get a glimpse of white pelicans, royal terns, or bald eagles.

How to get there

Transportation to and around Englewood

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

How many vacation rentals are available around Englewood, FL?

Our 2020 property listings offer a large selection of 2,355 vacation rentals around Englewood. From 1,733 house rentals to 547 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What is the best area to stay when traveling to Englewood?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Englewood:

  • Englewood South: 69 vacation rentals
  • Overbrook Gardens: 24 vacation rentals
  • Englewood East: 123 vacation rentals
  • Live Oak Landings: 151 vacation rentals
  • Point of Pines: 24 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular point of interests near where I can stay when traveling to Englewood?

Vrbo offers a large selection of vacation rentals near lovely places in Englewood. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Lemon Bay Park: 2,687 vacation rentals
  • Lemon Bay Playhouse: 2,620 vacation rentals
  • Indian Mound Park: 2,609 vacation rentals
  • Oyster Creek Regional Park: 2,631 vacation rentals
  • Cedar Point Environmental Park: 2,635 vacation rentals

But there are many other points of interest around Englewood listed on Vrbo where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Englewood?

Yes, of course. Vrbo has 1,733 Houses in Englewood. Our other popular types of vacation rentals in Englewood include:

  • Condos/Apartments: 547 rentals available
  • Villas: 240 rentals available
  • Cottages: 90 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Bungalows and more.

Can I find a vacation rental with pool in Englewood?

Yes, you can select your preferred vacation rental with pool among our 1,531 vacation rentals with pool available in Englewood. Please use our search bar to access the selection of vacation rentals available.

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