Englewood vacation rentals

We found 3,481 vacation rentals — enter your dates for availability

Select from 606 houses, 95 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.

Vacation rentals with weekly discounts - Englewood

Showing deals for:Dec 19 - Dec 26

Image gallery for Newly listed, beautiful 2-bedroom, 2 bathroom condo in charming Boca Grande.

View from the master bedroom and screened in lanai.
10 out of 10, Exceptional, (16 reviews)
Exceptional
(16 reviews)

Newly listed, beautiful 2-bedroom, 2 bathroom condo in charming Boca Grande.

Placida, FL

9% off
Price is $564
$3,947 for 7 nights
All fees included
Newly listed, beautiful 2-bedroom, 2 bathroom condo in charming Boca Grande.

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Find out more about Englewood

Find out more about Englewood

Why visit Englewood

  • Beautiful Beaches: Enjoy pristine sandy shores perfect for sunbathing, swimming, and beachcombing.
  • Outdoor Activities: Explore scenic trails and urban parks ideal for hiking, biking, and picnicking.
  • Charming Old Florida Vibe: Experience a quaint atmosphere with family-friendly neighborhoods and local culture.
  • Diverse Accommodations: Choose from a variety of vacation rentals, including private homes and cozy condos.
  • Nearby Attractions: Discover rich history and vibrant local experiences just a short drive away.

Popular types of accommodation in Englewood

If you're looking for the perfect getaway in Englewood, Florida, you're in luck. Our most popular vacation rental options include houses, cozy condos, and luxurious villas. Whether you're searching for beach rentals, house rentals, or a charming condo rental, we have a variety of choices to suit your needs. Enjoy transparency, savings, and reassurance as you plan your stay in this beautiful destination.

  • Houses: The top choice for visitors, offering spacious and comfortable living for families or groups seeking a home-like atmosphere during their stay in Englewood.
  • Condos: A popular option for travelers, these units provide a blend of convenience and amenities, often located near the beach or local attractions.
  • Villas: These upscale accommodations feature luxurious amenities and private settings, ideal for those wanting a more indulgent getaway.
  • Apartments: A practical choice for solo travelers or couples, offering essential comforts and a home base for exploring Englewood.
  • Cottages: Charming and quaint, these smaller homes provide a cozy retreat, often set in picturesque surroundings.**

Top attractions in Englewood

Englewood, Florida, is the perfect destination for those seeking a beach and outdoor getaway. With stunning beaches, urban parks, and nature preserves, visitors can enjoy a variety of activities that cater to families and outdoor enthusiasts alike. Whether you're looking to relax on the shore or explore scenic trails, Englewood offers an inviting experience for all types of travelers.

  • Englewood Beach: A beautiful stretch of sandy shore, perfect for sunbathing, swimming, and beachcombing. Enjoy the relaxed beach vibes, with stunning sunsets and opportunities for water sports.
  • Lemon Bay Park: A family-friendly urban park featuring walking trails, picnic areas, and wildlife viewing. Experience the great outdoors amidst lush greenery and vibrant local flora.
  • Lemon Bay: A picturesque bay known for its scenic beauty, ideal for kayaking, fishing, or simply soaking in the natural surroundings. Enjoy the serene outdoor atmosphere and breathtaking views.

Things to do recommended for couples

Englewood offers a romantic getaway with luxury vibes at Oyster Creek Golf Club and Jacaranda West Country Club, located just 7 miles away. Enjoy a round of golf together, surrounded by beautiful landscapes, perfect for couples seeking a memorable experience.

Things to do recommended for families

Families visiting Englewood can enjoy a day at CoolToday Park for exciting sports activities, unwind at the Englewood Recreation Center, or explore the nature trails at Cedar Point Environmental Park, perfect for relaxation and outdoor fun.

Things to do recommended for groups

Experience the local charm of Englewood by teeing off at the Sarasota National Golf Course, enjoying a show at the Lemon Bay Playhouse, or shopping at the Port Charlotte Town Center. Each offers unique vibes perfect for group fun and bonding.

*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 in Englewood

When planning your trip—whether you're traveling with a group, family, pets, or looking for extended stays—it's important to prioritize your needs in the search filters. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Englewood with a group: Think about how many bedrooms you'll need, along with features like a full kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Englewood 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 pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Englewood: For many families, a vacation wouldn’t feel complete without their furry companions. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and cozy beds, ensuring that everyone feels right at home.
  • Planning for a long term stay visiting Englewood: If you're in search of vacation rentals offering discounts 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 options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Englewood

Englewood, Florida, offers a perfect blend of relaxation and outdoor adventures, making it an ideal getaway for beach lovers. Explore the charming old Florida vibe, with family-friendly neighborhoods and scenic coastlines. Nearby attractions provide a rich tapestry of history and a welcoming atmosphere, ensuring a memorable vacation. Whether you're seeking secluded beaches or vibrant local culture, Englewood and its surroundings promise a delightful travel experience for everyone.

  • Manasota Key: Manasota Key is a charming village known for its stunning coastal scenery and relaxed island vibe. Located just a short drive from Englewood, this beautiful barrier island offers pristine beaches perfect for sunbathing, swimming, and shell collecting. Visitors can explore the nearby Manasota Key Beach or the scenic Lemon Bay State Park, which offers trails for hiking and wildlife viewing. With its local shopping centers and resorts, Manasota Key is ideal for those seeking a blend of outdoor adventure and leisure.
  • Englewood East: Englewood East is a serene neighborhood that invites visitors to enjoy its picturesque landscapes and outdoor activities. Nestled near Englewood, this area is perfect for travelers looking to unwind at the beach or engage in a round of golf at one of the local golf courses. The proximity to family-friendly beaches and the scenic bay makes it a great spot for a day of relaxation. With its recreational areas and lush surroundings, Englewood East is a perfect retreat for nature lovers.
  • Grove City: Grove City is a quaint village that captures the essence of Florida's coastal charm. Located near Englewood, it is a destination for beach enthusiasts and outdoor adventurers. With access to beautiful beaches and recreation parks, visitors can enjoy a variety of activities such as kayaking, fishing, and picnicking. The local recreation center provides a great place for families to engage in sports and community events. Grove City’s welcoming atmosphere and natural beauty make it a delightful stop on your vacation.

Best time to go to Englewood

If you're planning a trip to Englewood, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs in February to March and September, while off-peak times, like August and October to November tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January63.7°F (17.6°C)No Rain (Dry)Mostly SunnyAverageSlightly Low
February66.0°F (18.9°C)No Rain (Dry)SunnySlightly HighAverage
March68.7°F (20.4°C)No Rain (Dry)SunnySlightly HighSlightly High
April73.9°F (23.3°C)Light RainMostly SunnyAverageSlightly High
May78.1°F (25.6°C)Light RainMostly SunnyAverageAverage
June82.0°F (27.8°C)Light RainMostly SunnyAverageAverage
July83.3°F (28.5°C)Light RainMostly SunnyAverageSlightly High
August83.7°F (28.7°C)Light RainMostly SunnySlightly LowAverage
September81.9°F (27.7°C)Light RainMostly SunnySlightly HighSlightly Low
October77.5°F (25.3°C)Light RainMostly SunnySlightly LowSlightly Low
November71.2°F (21.8°C)No Rain (Dry)Mostly SunnySlightly LowAverage
December67.3°F (19.6°C)No Rain (Dry)Mostly SunnyAverageAverage

Booking with Vrbo is a breeze

Are you hoping to save some cash on your upcoming trip? One effective strategy is to be flexible with your travel dates, as prices can vary quite a bit. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Save more with One Key

When you reserve an eligible Vrbo for your group getaway, you'll earn OneKeyCash on the full booking amount. Being the organizer truly has its perks. Become a member of our One Key rewards program to unlock exclusive savings and earn OneKeyCash on qualifying stays. Sign up today and begin earning rewards.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board offers a user-friendly platform where you can effortlessly plan new trips, continue from where you last stopped, or manage your travel arrangements. You'll find your saved or booked properties neatly organized into categories: Potential, Upcoming, or Current Trips. To begin exploring the Trip Boards, simply head over to: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

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?
When looking for the best area to stay in Englewood, Florida, a fantastic option is the charming neighborhood of Manasota Key. This coastal area offers a laid-back vibe with stunning beachfront properties that provide easy access to the beautiful shores of the Gulf of Mexico. One of the top attractions nearby is the pristine Manasota Beach, known for its soft sands and excellent shelling opportunities. Additionally, the nearby Stump Pass Beach State Park offers scenic trails and breathtaking views, great for nature lovers and those seeking outdoor adventures.

Another great area to consider is Englewood itself, which features a variety of vacation rentals close to local shops and restaurants. Here, visitors can explore the Englewood Farmers Market, showcasing fresh produce and artisanal goods, or take a leisurely stroll along the picturesque Lemon Bay, a wonderful spot for kayaking and wildlife observation.
How much does it cost to rent a vacation home in Englewood?
Prices for vacation rentals in Englewood vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Englewood to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Englewood vacation house rentals?
You can find great discounts on house rentals in Englewood on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Englewood?
For renting a beach house in Englewood, Florida, you should explore the areas along Manasota Key, a barrier island known for its beautiful beaches and relaxed atmosphere. Properties here typically offer direct access to the beach, with many featuring amenities like private pools, expansive decks for sunbathing, and outdoor grilling areas great for family gatherings. Some rentals also come equipped with beach gear, such as chairs and umbrellas, enhancing the convenience of your beach days.

Another appealing neighborhood is the Englewood Beach area, where you can find homes that provide stunning views of the Gulf of Mexico. Many of these rentals include screened-in porches, great for enjoying the sea breeze in the evenings, as well as spacious living areas and fully equipped kitchens for preparing meals after a day of sun and sand. The proximity to local shops and restaurants adds to the appeal, allowing travelers to enjoy fresh seafood and other local delicacies.

The nearby Lemon Bay area is also worth considering, offering a mix of waterfront properties and cozy cottages just a short walk from the beach. Rentals here often feature amenities like kayaks or paddleboards, making it easy to explore the bay's serene waters. Additionally, the lush surroundings and wildlife create a peaceful setting, ideal for those looking to unwind in a natural environment. Find your rental near the beach in Englewood.
What is the most popular type of vacation rental accomodation in Englewood?
In Englewood, vacation houses are the most popular type of rental, with approximately 550 available throughout the area. These houses often feature multiple bedrooms, spacious living areas, and fully equipped kitchens, making them ideal for families or larger groups. Many also come with outdoor amenities like private pools, patios, and BBQ areas, great for enjoying the warm Florida weather. Condos are the second most common option, with around 235 rentals offering a more compact stay, typically located near the beach or local attractions. These condos usually include communal amenities such as pools, fitness centers, and sometimes direct beach access. Apartments and villas are also available, with 77 apartments providing a cozy alternative for couples or solo travelers, and 47 villas that often come with luxurious touches and scenic views, suiting those seeking a more upscale experience.
Are there any family house rentals in Englewood?
In Englewood, Florida, families will find a wealth of vacation rental options—around 558 homes available to accommodate various group sizes and preferences. This charming coastal town features neighborhoods close to beautiful beaches, parks, and local attractions, making it an ideal choice for family trips. Many properties offer spacious living areas and well-equipped kitchens, allowing for convenient meal preparation and family gatherings.

Visitors can enjoy amenities such as private pools, outdoor patios, and game rooms for entertainment. Additionally, some rentals are situated near Englewood Beach and Stump Pass Beach State Park, where families can enjoy swimming, fishing, and picnicking in a picturesque setting. See all family-friendly rentals in Englewood.
Can I rent a vacation home with a pool or hot tub in Englewood?
In Englewood, there are plenty of vacation homes available for rent that feature pools and hot tubs, with around 560 options to choose from. This charming coastal town is known for its beautiful beaches and laid-back atmosphere, making it an ideal spot for relaxation. You can find these rentals in various neighborhoods, including those close to Englewood Beach and Lemon Bay, where you can enjoy stunning water views.

Travelers can expect a range of amenities in these properties, such as private pools, inviting hot tubs, outdoor dining areas, and fully equipped kitchens superb for family meals. Many homes also offer comfortable living spaces, spacious patios, and easy access to local attractions, enhancing the overall vacation experience. Find your rental in Englewood with a pool or a hot tub.
Can I find long-stay vacation rentals in Englewood?
A long-stay vacation rental in Englewood is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Englewood?
In Englewood, there are numerous pet-friendly house rentals available, making it an excellent choice for travelers who wish to bring their furry companions along. Many of these vacation rentals offer amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces like patios or gardens, great for pets to enjoy.

The area is renowned for its beautiful beaches, with Englewood Beach and Stump Pass Beach State Park being popular spots for both relaxation and outdoor activities. These parks often allow pets on leashes, providing opportunities for walks along the shore and enjoying the picturesque coastal scenery. Additionally, some rentals are conveniently located near local pet-friendly restaurants and shops, enhancing the overall experience for visitors traveling with pets. See all pet-friendly rentals in Englewood.
Are there any remote work vacation rentals in Englewood?
In Englewood, Florida, there are numerous remote work vacation rentals available, with around 749 options to choose from. This coastal town offers a variety of properties that cater to remote workers, featuring amenities such as high-speed Wi-Fi, dedicated office spaces, desks, and comfortable chairs, ensuring a productive environment. Many rentals also include additional conveniences like laptop workspaces and safes for your valuables.

The area is known for its beautiful beaches and proximity to attractions such as the Englewood Beach and the Lemon Bay Park, providing a great balance between work and leisure. Properties often have outdoor spaces, which are great for unwinding after a day of work, and some may even offer access to community amenities like pools or fitness centers. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Englewood vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Englewood with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Englewood?
In Englewood, popular vacation rental amenities include WiFi, fully equipped kitchens, and coffee/tea makers, making it convenient for guests to prepare their own meals and stay connected. Many rentals also feature heated pools, providing a comfortable swimming experience year-round, and some may include blenders for those who enjoy making smoothies or cocktails.
When is the best time to visit Englewood for a vacation rental?
The most popular time to visit Englewood is from January to March, when travelers flock to the area to soak up the beautiful Florida sunshine and enjoy outdoor activities. This peak season offers ideal weather for beachgoers, with temperatures typically ranging from the mid-60s to low 80s Fahrenheit, making it superb for sunbathing, swimming, and exploring the stunning coastline.

March, in particular, sees an influx of visitors eager to take advantage of the pleasant climate and vibrant local scene. During this month, you can expect a lively atmosphere filled with events and activities, from fishing and kayaking to enjoying the local dining scene. The proximity to gorgeous beaches such as Englewood Beach and Manasota Key enhances the appeal, offering visitors a chance to relax or engage in water sports.

However, for those looking for a more budget-friendly option, October is a fantastic time to visit. With fewer tourists around, you can enjoy the serene beauty of Englewood without the crowds. You'll find that the weather is still quite pleasant, with temperatures generally in the mid-70s to low 80s Fahrenheit, making it a lovely time for walks on the beach or enjoying the local parks.

Ultimately, your choice of when to visit Englewood will depend on your preference for vibrant peak season activities or a more tranquil escape during the shoulder months.
How early should I book a Englewood vacation rental?
Book your Englewood vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Englewood?
In Englewood, visitors can enjoy a variety of attractions spread across its charming neighborhoods. The Englewood Beach area is a popular spot, offering beautiful sandy shores and opportunities for swimming, sunbathing, and fishing. Nearby, the Lemon Bay Park and Nature Center provides walking trails, wildlife viewing, and a chance to explore the local flora and fauna.

For those interested in local arts and culture, the historic downtown Englewood features quaint shops, galleries, and restaurants that highlight the community's character. The nearby Blind Pass Beach is also a great place for shelling and enjoying picturesque sunsets.
Can I change or cancel my Englewood home rental booking on Vrbo?
To find Englewood vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Englewood vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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