Englewood vacation rentals

We found 3,421 vacation rentals — enter your dates for availability

Select from 604 houses, 94 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:Nov 7 - Nov 14

Image gallery for Heated pool, freshly renovated vacation getaway home

Living area
9.6 out of 10 rating
Exceptional
(35 reviews)

Heated pool, freshly renovated vacation getaway home

North Port, FL

13% off
Price is $167
$1,168 for 7 nights
All fees included
Heated pool, freshly renovated vacation getaway home

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Find out more about Englewood

Find out more about Englewood

Why visit Englewood

  1. Beautiful Beaches: Englewood boasts stunning beaches like Englewood Beach, perfect for sunbathing and relaxation.
  2. Outdoor Activities: Enjoy a variety of outdoor adventures, including hiking, fishing, and kayaking in nearby parks.
  3. Charming Neighborhoods: Explore friendly local neighborhoods that showcase Englewood's rich history and culture.
  4. Family-Friendly Atmosphere: Englewood offers engaging activities suitable for all ages, making it a great family destination.
  5. Diverse Accommodation Options: Choose from various vacation rentals, including homes, condos, and villas for a comfortable stay.

Popular types of accommodation in Englewood

Looking for the perfect getaway in Englewood? You’re in the right place! Our vacation rentals offer a variety of options to suit your needs, including houses, condos, and villas. With so many choices for vacation rentals in Englewood, you can find the ideal spot to relax and enjoy your trip. Explore our selection of Englewood condos and discover the perfect home away from home!

  • Houses: These charming homes are the top choice for visitors in Englewood, offering spacious accommodations perfect for families and groups.
  • Condos: A popular option for travelers, condos provide modern amenities and easy access to local attractions.
  • Villas: Luxurious villas are favored for their upscale features and often include private pools and scenic views.
  • Apartments: Convenient and comfortable, apartments are ideal for those seeking a home-like atmosphere during their stay.
  • Cottages: Quaint and cozy, cottages offer a charming escape for couples and small families.**

Top attractions in and around Englewood

Englewood, Florida, is a fantastic destination for beach and outdoor enthusiasts, offering stunning scenery and various attractions. You can enjoy beautiful beaches, explore urban parks, and visit nearby state parks. Whether you're traveling alone, with family, or in a group, Englewood provides a perfect blend of outdoor activities and family-friendly experiences, making it an ideal spot for your vacation.

  1. Englewood Beach: This beautiful beach offers a laid-back atmosphere, perfect for sunbathing, swimming, and enjoying stunning sunsets. The soft sand and gentle waves create an ideal setting for relaxation and beach activities.
  2. Lemon Bay Park: A family-friendly urban park featuring scenic trails, picnic areas, and diverse wildlife. It's a great spot for outdoor activities like hiking, birdwatching, and enjoying nature within the city.
  3. Venice Fishing Pier: Located 9 miles away, this popular pier is perfect for fishing, strolling, and enjoying panoramic views of the Gulf. It's a great place for families to gather and experience the coastal atmosphere.

Things to do recommended for couples

Englewood offers a perfect romantic getaway for couples. Enjoy a luxurious day at the Oyster Creek Golf Club or venture 7 miles to the Jacaranda West Country Club for more upscale golfing experiences. Both clubs provide a serene atmosphere for you to relax and connect with each other.

Things to do recommended for families

Families visiting Englewood can enjoy a fun day at CoolToday Park, just a short drive away, or unwind at Cedar Point Environmental Park and the Englewood Recreation Center, both offering serene environments perfect for relaxation and wellness activities for all ages.

What do I need to keep in mind when booking a vacation in Englewood

When traveling with a group, family, pets, or planning for an extended stay, it's important to prioritize your preferences during your search. Here are some helpful Vrbo booking tips for you.

  • Traveling to Englewood with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and much more on Vrbo.
  • Traveling to Englewood with young kids: Traveling with little ones can be quite a task. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to keep in mind your closeness to attractions that are enjoyable for families.
  • Taking your pets with you to Englewood: For many families, a vacation isn’t truly complete without their furry companion by their side. If that resonates with you, consider exploring Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that your whole family feels comfortable and at home.
  • Planning for a long term stay visiting Englewood: If you're in search of vacation rentals with special offers for month-long stays, 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 amenities like parking, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Englewood

Englewood, Florida, offers a perfect blend of relaxation and outdoor adventure. With its stunning beaches and family-friendly atmosphere, you'll find plenty of opportunities to unwind and soak up the sun. Explore the nearby Englewood Beach for a serene day by the water, or discover charming neighborhoods that boast friendly locals and rich history. Whether you're seeking a tranquil getaway or an engaging vacation spot, Englewood is an ideal destination for a memorable experience.

  • Manasota Key: Manasota Key is a picturesque village located on a barrier island near Englewood, Florida. Known for its stunning beaches and serene outdoor scenery, this destination attracts travelers seeking relaxation and natural beauty. Visitors can enjoy a variety of activities, including sunbathing on pristine shores, swimming in the clear waters, and exploring local parks. Notable attractions include the family-friendly beaches and the nearby state park, where you can hike and spot native wildlife. With its charming resorts and shopping options, Manasota Key offers a perfect blend of adventure and leisure.
  • Grove City: A quaint village situated in the Englewood area, Grove City is ideal for those looking to unwind in a tranquil setting. Known for its beautiful beaches and outdoor recreational opportunities, visitors can engage in activities like fishing, kayaking, and picnicking at local parks. The village features a welcoming atmosphere with access to recreation centers and parks that cater to families. Nearby attractions include stunning beaches and scenic views of the bay, making Grove City a fantastic spot to enjoy Florida’s natural beauty and coastal charm.
  • Englewood South: Englewood South is a friendly neighborhood that lies close to the heart of Englewood. This area is perfect for beach lovers and outdoor enthusiasts, offering a range of recreational activities such as golfing at local courses and enjoying the stunning waterfront. Families can relax at the nearby beaches and explore the scenic bay area, while also taking advantage of various recreational facilities. Englewood South’s inviting atmosphere and proximity to major attractions make it a great base for your vacation adventures.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 on your upcoming travel plans? Being flexible with your travel dates can lead to significant savings, as prices tend to vary. Additionally, booking a longer stay often results in even greater discounts. 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.

Unlock savings with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash™ on your reservation. Being the planner definitely has its perks! By enrolling in our travel rewards program, One Key, you can quickly access member discounts and earn or redeem OneKeyCash™ on eligible bookings. Join us today and begin enjoying your savings!

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board is a helpful tool that allows you to plan new trips, pick up from where you last left off, or manage your travel plans with ease. You can easily access properties you’ve saved or booked in the sections for Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/en-ca/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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