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 private pools. Prices start at $75 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.
Top rated rentals — Englewood
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.


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.

Natural features

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:

  • 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)
  • Manasota Beach (7.7 mi / 12.4 km)
  • Warm Mineral Springs Pool (9 mi / 14.6 km)
How to get there

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.

What are the top vacation rentals in or near Englewood?

Whatever your vacation needs, you'll find a rental property in or around Englewood that suits your style. Take a peek at these favorites:

  • Around 19 miles from the center of Englewood, it's difficult to beat "Location Modern Waterfront Home". It has 3 bedrooms and handy features including a boat and nearby ecotour services.
  • "Direct Gulf Front, Pool, Tennis" also promises a memorable getaway, offering 2 bedrooms, beach sun loungers, a washing machine and more. It's around 7 miles from Englewood.

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

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

For a unique experience, book a tiny house rental in Englewood. We warn you though — after you've stayed in a tiny house, the urge to downsize and move into one of these cute-as-a-button digs will be hard to resist!

  • Get set for a simpler way of living at "Mystic Sea Tiny House 4 Min To The Beach". Amenities at this tiny house in Englewood include nearby birdwatching activities and lowered locks.
  • Alternatively, book a couple of nights at "Perfect Vacation Tiny Home In The Center Of Punta Gorda". Situated in Eagle Point, this little abode comes with a pool table and a fridge.

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

If you've been busier than a hamster on a treadwheel, you deserve a break for a few days. Skip out of work early on Friday and head to one of these weekend getaways in or near Englewood:

  • Whisk yourself away to "Direct Gulf Front Amazing Sunsets Pool". Located roughly 7 miles to the south of Englewood, this delightful escape has everything you need for a relaxing stay, including a stovetop and beach sun loungers.
  • Alternatively, cram a few clothes into a suitcase and set out for "Fabulous Beachfront Walk To Restaurants". This sought-after property is about 3 miles south of Englewood and offers a fridge and beach towels.

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

Studio apartments may be small in size, but they pack a mighty punch when it comes to location and convenience. Unpack your bags and settle into one of these top studio apartments in and around Englewood:

  • One of our favorite properties is "Terrific Beachfront. Walk To Restaurants". Book a few nights or more at this popular stay and you'll have access to internet services and a microwave oven.
  • An equally fantastic option is "Charming Beachfront Walk To Restaurants". Don't be fooled by its modest size — this cozy apartment is loaded with convenient amenities like an ice maker, heating and more.

Can I find short term rentals in or near Englewood?

Whether you're seeking a cozy apartment for you and a pal or a townhouse big enough for the whole family, short-term rentals are easy to find in and around Englewood. These retreats are an ideal base for a short and sweet stay:

  • For an awesome weekend away, it's hard to go past "Waterfront Steps To Beach, Hot Tub". It's close to the center of Englewood, along with countless things to see and do.
  • Another excellent option is "3 Bedroom Pool Home In Quiet Neighborhood Near Bike Trail". Gather your squad and enjoy a comfy stay close to the heart of Englewood.

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

Whether spent in a cabin, a cottage or a houseboat, a romantic weekend getaway is an excellent way to add some zing to your relationship. Whisk your honey off for a couple of leisurely days at one of these enticing escapes in or near Englewood:

  • Sneak off on Friday afternoon for a couple of passion-filled nights at "Location Modern Waterfront Home". Roughly 19 miles from Englewood, it comes with plenty of nice touches, including beauty services and shopping facilities.
  • "Direct Gulf Front, Pool, Tennis" is another retreat that'll impress. It's around 7 miles from Englewood and has air conditioning and beach sun loungers.

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

Big groups mean big fun. They also mean finding a place that'll effortlessly fit your whole squad. Check out our large group vacation rentals in or around Englewood and get everyone together under the one roof:

  • There's loads of space to enjoy yourselves at "Contemporary Beach House, 5bd, 4 Bath". Around 4 miles northwest of Englewood, this sizable retreat has 5 bedrooms accommodating up to 12 guests. Amenities include a kitchen and a water park.
  • Invite as many as 12 of your favorite people to "Guestready - Rooftop Maisonette In Folie" and fill its spaces with love and laughter. This top option has 3 bedrooms and is around 1 mile to the southeast of central Englewood. It's packed with features to keep your group happy and comfortable, such as a kitchen and off-street parking options.

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

A pool is often a must-have when choosing where to spend your vacation, particularly if you're taking the kids. Check out these houses with a pool in or near Englewood and fill your days with splashing good fun:

  • Get comfortable at "Contemporary Beach House, 5bd, 4 Bath", where your top priority will be lounging by the pool. Amenities such as a nearby bay and beach sun loungers help make this getaway a guest favorite.
  • Spend lazy days swimming or just unwinding beside the water at "New Family - Friendly 'huddle House' W". This property is another favorite and offers on-site watersports, outdoor furniture and more.

Englewood has a humid subtropical climate, with average summertime temperatures ranging between 80 ºF and 90 ºF. But there's no need to wait until summertime to visit. Take a look at the search bar at the top of the page and adjust the filters to find the perfect Englewood vacation rental and plan your escape for any time of year.

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

Every family catch-up should be memorable. Whether you're planning some time away with the kids or a reunion with relatives, these large family vacation rentals in or near Englewood offer a home away from home with ample space for everyone:

  • Sleeping as many as 8 guests in 3 bedrooms, "Location Modern Waterfront Home" is the ideal place to vacation with the family. This popular getaway is 19 miles to the east of Englewood and has creature comforts that include a pool table and childrens activities.
  • "Waterfront Steps To Beach, Hot Tub" is another excellent option. It's about 7 miles to the southeast of Englewood, has 3 bedrooms and accommodates up to 8 people. Handy amenities here include nearby birdwatching activities and a toaster.

If you want to sightsee, there are loads of family-friendly attractions nearby to add to your itinerary. Englewood Recreation Center, Bayshore Park Fishing Pier and Peace River Wildlife Center & Ponce De Leon Park are excellent places to start.

Can I find family cabin rentals in or near Englewood?

Cozy up with the kiddos in a family cabin rental in or near Englewood and get ready to make some lovely memories together. Here are a couple we think you'll love:

  • "Little Gasparilla Island: Waterfront Cabin" - Enjoy good times with your nearest and dearest at this retreat, which is around 11 miles southeast of central Englewood. A video library and a living room are among its family-friendly amenities.
  • "Charming Beachfront Cottage On Private Beach" - Another terrific option, this vacation rental comes with a dining table, a fridge and more. You'll find it around 1 mile to the southwest of Englewood.

For more options, use the search bar at the top of the page and adjust the filters to find the Englewood vacation rental that's perfect for your needs.