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Englewood vacation rentals

We found 3,836 vacation rentals — enter your dates for availability

Select from 410 houses, 63 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:Jul 10 - Jul 17

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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.

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, Florida, United States of America when booking a vacation rental?
When considering a vacation rental in Englewood, Florida, a great area to stay in is the neighborhood near Englewood Beach. This charming coastal area offers a relaxed atmosphere and easy access to beautiful sandy shores, making it ideal for beach lovers. Visitors can enjoy stunning sunsets, collect seashells, or take part in various water activities such as kayaking and paddleboarding.

Another appealing option is the area surrounding Lemon Bay Park. This neighborhood not only provides a serene environment but also offers fantastic opportunities for nature walks, bird watching, and fishing along the bay. The park features trails that wind through lush landscapes, making it a superb spot for outdoor enthusiasts.

Englewood has a variety of vacation rental options available, giving visitors the chance to find a cozy place that suits their needs. Whether you prefer a beachside cottage or a rental near the park, you'll find plenty of choices to enhance your stay.
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, the area along Manasota Key is particularly appealing. This charming barrier island offers a mix of beachfront properties with direct access to the soft sandy shores of the Gulf of Mexico. Many vacation rentals here come equipped with amenities such as private pools, expansive decks, and outdoor grilling areas, making them great for families or groups looking to enjoy sun-soaked days and sunset dinners by the water.

Further inland, the neighborhood of Englewood East offers a variety of vacation homes that are just a short drive from the beaches. These properties often provide a more residential feel and may include features like spacious backyards, screened lanais, and modern kitchens, ideal for those who prefer a quieter atmosphere while still being close to local attractions.

Additionally, the nearby Lemon Bay Park offers opportunities for nature walks and wildlife viewing, enhancing the outdoor experience for travelers. Rentals close to this park might feature access to kayaks or bicycles, allowing guests to explore the scenic surroundings.
What is the most popular type of vacation rental accomodation in Englewood?
In Englewood, vacation houses are the most popular type of rental accommodation, with approximately 651 available throughout the area. These houses are often found in serene neighborhoods, providing travelers with a spacious home-like environment. Most feature multiple bedrooms, fully equipped kitchens, and outdoor spaces such as patios or gardens, great for enjoying the pleasant Florida weather.

Additionally, there are around 243 condos available, typically located near the beach or in gated communities. These condos usually offer amenities like swimming pools, fitness centers, and easy access to dining and shopping. For those seeking a more compact option, about 138 apartments can be found, often featuring essential amenities like kitchenettes and comfortable living areas.

Cottages and villas also contribute to the variety of options, with 61 cottages and 54 villas offering a cozy yet upscale stay.
Are there any family house rentals in Englewood?
In Englewood, Florida, there are numerous family-friendly vacation rentals available, with around 678 options throughout the area. This charming coastal town offers a variety of neighborhoods, each providing distinct experiences for visitors. Many properties feature spacious living areas, fully equipped kitchens for family meals, and outdoor spaces where children can play and enjoy the sunshine. Amenities such as private pools, barbecue grills, and easy access to nearby beaches enhance the appeal for families seeking relaxation and fun.

The locale is also close to local attractions like the beautiful Manasota Key Beach and the activities at the Englewood Recreation Center. Families can enjoy nearby parks with playgrounds and picnic areas, making it easy to spend quality time together outdoors.
Can I rent a vacation home with a pool or hot tub in Englewood?
In Englewood, Florida, travelers will find a wealth of vacation homes available for rent that feature pools and hot tubs, with approximately 671 options to choose from. This charming coastal town is known for its beautiful beaches and relaxed atmosphere, making it a popular destination for those looking to unwind.

Many of the vacation rentals come equipped with private pools, inviting hot tubs, and outdoor living areas superb for enjoying the sunny Florida weather. Expect amenities such as fully equipped kitchens for home-cooked meals, spacious living areas, and comfortable bedrooms. Some properties may also include features like barbecue grills and lush gardens, providing an ideal setting for both relaxation and gatherings with family or friends.
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?
Englewood offers a wealth of pet-friendly house rentals, with numerous options available for those traveling with pets. Many of these vacation rentals come equipped with desirable amenities such as spacious backyards, outdoor seating areas, and fully equipped kitchens, making them great for families or groups.

The area is known for its proximity to beautiful beaches and parks, providing ample opportunities for outdoor activities with your furry friends. Englewood Beach and nearby Lemon Bay Park are popular spots where pets are welcome, allowing for leisurely walks and playtime in the sun. Additionally, travelers can enjoy local pet-friendly restaurants and cafes, enhancing the overall experience for both guests and their pets.
Are there any remote work vacation rentals in Englewood?
In Englewood, Florida, there are numerous remote work-friendly vacation rentals available, with around 982 options to choose from. The area offers a pleasant coastal atmosphere, making it an appealing choice for those who want to combine work and leisure. Many of these rentals come equipped with essential amenities for remote work, such as dedicated desks, comfortable desk chairs, and reliable Wi-Fi access in the rooms, ensuring a productive environment.

Travelers can find accommodations in close proximity to beautiful beaches, such as Englewood Beach and Manasota Key, where they can unwind after a day of work. The surrounding neighborhoods feature local shops, dining options, and recreational activities, providing a balanced lifestyle for those working remotely. 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 rental amenities include well-equipped kitchens, which allow guests to prepare their own meals and enjoy home-cooked dining experiences. Many properties also offer onsite parking, making it convenient for travelers with vehicles. Coffee and tea makers are commonly found, superb for those who enjoy a morning brew or a cozy evening drink. Additionally, rentals often feature decks or patios, providing outdoor spaces for relaxation and enjoying the warm Florida weather.
When is the best time to visit Englewood for a vacation rental?
The best time to visit Englewood for a vacation rental is during the peak season from January to March, with March being particularly popular among travelers. This period attracts visitors seeking warm weather and ample opportunities for beach activities, such as swimming, sunbathing, and shell collecting along the stunning Gulf Coast. With average temperatures ranging from the mid-60s to the low 80s Fahrenheit, you can expect comfortable conditions for outdoor adventures and leisurely strolls along the shore.

During these months, Englewood's vibrant community comes alive with festivals and events, making it an exciting time to explore local culture and cuisine. The beaches are buzzing with activity, providing a lively option while still allowing room for relaxation.

If you're looking for a more budget-friendly option, consider planning your visit in October. While this month is less crowded, it still offers beautiful weather for exploring the area's natural parks and waterways. Visitors can enjoy peaceful kayaking trips and quiet walks along the beach, all while experiencing the charm of Englewood with fewer crowds.
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, Florida, United States of America?
In Englewood, Florida, visitors can enjoy a variety of attractions that highlight the area's natural beauty and coastal charm. The Englewood Beach area, known for its soft sands and crystal-clear waters, is great for sunbathing, swimming, and beachcombing. Nearby, the Blind Pass Beach Park offers opportunities for kayaking and fishing, making it a great spot for outdoor enthusiasts.

The Lemon Bay Park and Nature Center provides hiking trails, boardwalks, and wildlife viewing, allowing visitors to immerse themselves in the local ecosystem. For those interested in local culture, the historic downtown area features quaint shops, art galleries, and eateries that showcase the community's character.

Additionally, the nearby Manasota Key offers secluded beaches and great snorkeling spots, appealing to those looking for a more tranquil beach experience.
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 cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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