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Englewood holiday lettings

We found 3,907 holiday rentals — enter your dates for availability

Select from 446 houses, 76 apartments and other holiday rentals to find the perfect place for your stay in Englewood. Whether you’re travelling with friends, family or even pets, holiday rentals have the best amenities for hanging out with the people that matter most, which might include a garden and hot tub. At the end of the day, you'll find a property to rent to meet everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – Englewood

Showing deals for:21 Aug - 28 Aug

Image gallery for Little Gasparilla Island: Luxurious Bungalow, Private Beach, Fishing, Family

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10 out of 10, Exceptional, (27 reviews)
Exceptional
(27 reviews)

Little Gasparilla Island: Luxurious Bungalow, Private Beach, Fishing, Family

Placida

8% off
Price is £2,231
for 7 nights, 1 home
£319 per night
includes taxes & fees
Little Gasparilla Island: Luxurious Bungalow, Private Beach, Fishing, Family

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Why visit Englewood

  • Stunning Beaches: Englewood boasts beautiful Gulf Coast beaches, perfect for sunbathing and swimming.
  • Outdoor Activities: The area offers a variety of parks and recreational opportunities for nature enthusiasts.
  • Charming Atmosphere: Visitors can enjoy a friendly, welcoming community with a rich local history.
  • Family-Friendly Destinations: Englewood is ideal for families, with numerous attractions catering to all ages.
  • Diverse Accommodation: Choose from private homes, condos, and villas to suit your holiday needs.

Popular types of accommodation in Englewood

If you're contemplating a getaway to Englewood, look no further for your ideal accommodation. The most sought-after options include Houses, Condos, and Villas, ensuring a perfect fit for every traveller. Whether you’re interested in house rentals, holiday rentals, or stunning beachfront and waterfront properties, Englewood offers a delightful array of choices to suit your needs. Prepare for a memorable escape with our curated selection of vacation rentals!

  • Houses: The top choice for visitors seeking a home-like experience, ideal for families or groups wanting comfort and space during their stay in Englewood.
  • Condos: A popular selection for those who enjoy a mix of privacy and community amenities, perfect for shorter stays.
  • Villas: An excellent option for those desiring luxury and extra space, often featuring private pools and beautiful surroundings.
  • Apartments: A practical choice for solo travellers or couples looking for convenience and accessibility in Englewood.
  • Cottages: Charming and often quaint, ideal for a cosy getaway close to nature.**

Top attractions in and around Englewood

Englewood is an ideal destination for beach lovers and outdoor enthusiasts, offering stunning scenery and a variety of attractions. Visitors can explore beautiful beaches, urban parks, and state parks that cater to families and those seeking outdoor experiences. Whether you’re travelling with loved ones or enjoying a solo adventure, Englewood promises a delightful vacation filled with natural beauty and leisure activities.

  • Englewood Beach: This stunning beach offers a relaxing atmosphere with golden sands and clear waters, perfect for sunbathing and swimming. Enjoy beach vibes while taking leisurely strolls along the shore or watching the sunset.
  • Lemon Bay Park: A lush urban park ideal for families, featuring walking trails, picnic areas, and opportunities for wildlife observation. It’s a perfect spot for outdoor activities and enjoying the natural beauty of the area.
  • Venice Fishing Pier: Located 5.6km from Englewood, this family-friendly pier is a fantastic place for fishing, with beautiful views of the Gulf. Stroll along the pier and enjoy the local marine life and scenic sunsets.

Things to do recommended for couples

Englewood offers delightful romantic experiences for couples. Tee off at the luxurious Oyster Creek Golf Club or head to the nearby Jacaranda West Country Club, just 4.3km away, for an enchanting day on the greens amidst stunning surroundings.

Things to do recommended for families

During your family holiday in Englewood, Florida, you can enjoy a day at CoolToday Park for exciting sports activities, explore the serene Cedar Point Environmental Park for a refreshing nature experience, and relax at the Englewood Recreation Center, perfect for wellness and family bonding.

Things to do recommended for groups

Enjoy a round of golf at the Sarasota National Golf Course, just 3.1km from Englewood, or immerse yourselves in the local arts at the Lemon Bay Playhouse. For some retail therapy, visit the Port Charlotte Town Center, located 8.7km away, offering a vibrant shopping experience.

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

If you're travelling with a group, family, or pets, or seeking longer stays, it's important to filter your options according to your priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to Englewood with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for all these options, and much more, on Vrbo.
  • Traveling to Englewood with young kids: Travelling with young children can be quite demanding. It's important to prioritise their comfort and safety, along with suitable facilities like a private swimming 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, a family holiday wouldn’t feel complete without their beloved pet by their side. If you can relate, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortably at home.
  • Planning for a long term stay visiting Englewood: If you're in search of holiday rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filter, you can effortlessly discover and save on monthly accommodations. Don't forget to consider adding features such as a parking space, a well-equipped kitchen, or even a private pool to enhance your search.

Where to stay in Englewood

Englewood, Florida, offers a delightful blend of beachside relaxation and outdoor adventures. Visitors can explore family-friendly destinations, pristine Gulf Coast beaches, and charming waterfront homes. The area's atmosphere is inviting, with friendly locals and a rich history waiting to be discovered. Whether you're seeking a tranquil retreat or engaging activities, Englewood provides a perfect backdrop for a memorable holiday experience.

  • Manasota Key: Nestled off the coast of Englewood, Manasota Key is a charming village renowned for its stunning beaches and natural scenery. As an island destination, it provides visitors with a peaceful escape where they can indulge in outdoor activities such as sunbathing, swimming, and shell collecting. Notable attractions include the pristine beaches, a family-friendly atmosphere, and the nearby national state park, which offers beautiful hiking trails and wildlife viewing. The local shopping mall and resorts add convenience to your stay, making Manasota Key a perfect spot for relaxation and adventure.
  • Grove City: Just a short drive from Englewood, Grove City is a delightful village that invites you to experience its picturesque surroundings. Known for its lovely beaches and outdoor spaces, visitors flock to Grove City for a taste of the coastal lifestyle. The area boasts recreational parks and centres, perfect for family outings or leisurely strolls. Highlights include the scenic bay views and family-friendly beaches, making it an ideal spot for those seeking a mix of relaxation and fun in the sun.
  • Englewood South: Situated in close proximity to Englewood, Englewood South is a welcoming neighbourhood that offers a blend of beachside charm and recreational activities. This area is perfect for beach lovers and outdoor enthusiasts alike, featuring well-maintained beaches and family-friendly amenities. Golf aficionados will appreciate the local golf courses, allowing for leisurely rounds in a serene setting. With its inviting atmosphere and proximity to the bay, Englewood South is a great choice for visitors looking to unwind and enjoy the coastal lifestyle.

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

Looking to make the most of your next holiday? Consider being flexible with your travel dates, as prices can fluctuate significantly. Furthermore, opting for a longer stay frequently results in considerable savings. To discover the ideal Vrbo property that fits your budget, utilise our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo's cutting-edge Trip Board offers you a dedicated space to plan new trips, pick up where you last paused, or easily view and arrange your travel plans. You can now find the properties you've saved and booked in the sections for Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Delight in the beachside landscape of Englewood

The beaches and parks provide a pleasant backdrop to your holiday home in Englewood. This relaxing city is known for its dolphin watching, canoeing and kayaking. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in and around Englewood

Are you hoping to find attractions to visit while you're in the area? Travellers enjoy Englewood for its dolphin viewing, shark viewing and canoeing. Venture out of your holiday home and experience everything that makes Englewood a fun place to get away to. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Sarasota National Golf Course (4.9 mi / 7.9 km)
  • Jacaranda West Country Club (7.4 mi / 11.8 km)
  • Cape Haze Pioneer Trail Park (8.8 mi / 14.1 km)
  • Pelican Pointe Golf and Country Club (8.8 mi / 14.2 km)
  • Riverwood Golf and Country Club (9.4 mi / 15.1 km)
  • Heron Creek Golf Course (11 mi / 17.7 km)

Exploring the beaches and other natural features in Englewood

Whether you're looking for adventure or just want to spend some time taking in the scenery, Englewood is a great place to get out in nature. Here are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Venice Beach (10.9 mi / 17.6 km)
  • Blind Pass Beach (1.5 mi / 2.4 km)
  • Lemon Bay (1.5 mi / 2.5 km)
  • Englewood Beach (3 mi / 4.8 km)
  • Manasota Beach (7.7 mi / 12.4 km)
  • Caspersen Beach (7.9 mi / 12.8 km)

Seasonal weather in Englewood

Travellers enjoy Englewood for its canoeing and kayaking. If you're hoping to enjoy some warm-weather activities on your holiday, August, July, September and June are the hottest months to visit, when temperatures average 28°C.

Travelling to and around Englewood

The nearest airport is in Punta Gorda Airport (PGD), located 22.6 mi (36.4 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could also fly into Sarasota, FL (SRQ-Sarasota-Bradenton Intl.), which is 31.7 mi (51 km) away.

Frequently asked questions

What is the best area to stay in Englewood when booking a holiday rental?
When considering a holiday rental in Englewood, Florida, the area known for its charm and accessibility is the beachfront neighbourhood, which offers a delightful mix of relaxation and recreation. This coastal area features a variety of properties, from quaint bungalows to modern condos, suiting different tastes and budgets. The proximity to the beach is a significant draw, allowing easy access to the sandy shores and the warm Gulf waters.

One of the top attractions in this neighbourhood is the stunning Englewood Beach, superb for sunbathing, swimming, and enjoying picturesque sunsets. Additionally, the nearby Stump Pass Beach State Park provides opportunities for hiking, birdwatching, and exploring beautiful natural landscapes. The area is also known for its vibrant local dining scene, where you can enjoy fresh seafood and other culinary delights.
How much does it cost to rent a holiday home in Englewood?
Prices for holiday 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 holiday 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 around Manasota Key is highly recommended. This picturesque barrier island offers a range of holiday rentals with easy access to pristine, sandy beaches and stunning Gulf Coast sunsets. Many properties here feature amenities such as private pools, outdoor patios, and direct beach access, making them ideal for families or groups seeking a superb beach getaway.

Further along the coastline, the Englewood Beach area provides additional options, where you can find charming cottages and beachfront homes often equipped with modern kitchens, spacious living areas, and balconies or decks that overlook the water. This neighbourhood is known for its laid-back atmosphere, with local shops and restaurants within walking distance, enhancing the convenience for travellers.

Additionally, the nearby Lemon Bay Park offers a beautiful natural setting for outdoor activities, including walking trails and fishing spots. Many rentals in this region may also feature bike rentals or kayaks for exploring the bay, ensuring guests can enjoy a blend of relaxation and adventure during their stay. Find your rental near the beach in Englewood.
What is the most popular type of holiday rental accomodation in Englewood?
In Englewood, holiday houses are the most popular type of holiday rental, with around 2,604 available throughout the area. These properties are often located in peaceful neighbourhoods, offering ample space for families and groups. Most holiday houses come equipped with multiple bedrooms, fully fitted kitchens, spacious living areas, and outdoor spaces, such as patios or gardens, superb for enjoying the pleasant Florida weather.

Additionally, there are approximately 972 condos and 552 apartments, providing a variety of options for those seeking a more compact stay. Condos typically feature shared amenities like swimming pools and fitness centres, while apartments offer a cosy and convenient base for exploring the nearby beaches and local attractions. For those looking for something quaint, around 244 cottages and 216 villas are also available, often set in charming surroundings with unique character and inviting outdoor areas.
Are there any family house rentals in Englewood?
In Englewood, Florida, families will find a wealth of holiday rentals available—specifically, there are 678 options to choose from. This charming coastal town boasts properties in close proximity to beautiful beaches, making it a superb getaway for families. Many homes feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces ideal for barbecues or relaxing in the sun.

Popular neighbourhoods like Englewood East and the area near Lemon Bay Park offer additional conveniences, with some rentals providing access to private pools, game rooms, or even direct beach access. Visitors can also explore nearby attractions, such as the serene beaches of Manasota Key or the natural beauty of the local parks, which are great for hiking and picnicking.
Can I rent a holiday home with a pool or hot tub in Englewood?
In Englewood, Florida, there are plenty of holiday homes available for rent that feature pools and hot tubs, with around 671 options to choose from. This picturesque coastal town offers a variety of neighbourhoods where these properties can be found, including the serene beachfront areas and the more residential sections that provide a peaceful atmosphere.

Travellers can expect a range of amenities in these rentals, such as private swimming pools, relaxing hot tubs, spacious outdoor patios, and fully equipped kitchens, making them great for both relaxation and gatherings. Find your rental in Englewood with a pool or a hot tub.
Can I find long-stay holiday rentals in Englewood?
A long-stay holiday rental in Englewood is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Englewood?
In Englewood, there are numerous pet-friendly house rentals available, offering a variety of amenities to enhance your stay. Many of these properties feature spacious living areas, fully equipped kitchens, and outdoor spaces such as patios or gardens, superb for enjoying the warm Florida weather. Some rentals even include private pools, making them ideal for families or groups travelling with pets.

The area is well-suited for pet owners, as it has easy access to several parks where dogs can romp and play. Notably, the nearby Lemon Bay Park offers walking trails and natural habitats, providing a wonderful setting for leisurely strolls with your furry friends. Additionally, Englewood Beach is a short drive away, and while there are specific regulations regarding pets on the sand, the surrounding areas are superb for beach walks and enjoying the coastal scenery.
Are there any remote work holiday rentals in Englewood?
In Englewood, Florida, there are numerous remote work-friendly holiday rentals available, with around 3,928 options for travellers seeking a productive getaway. This charming coastal town is known for its beautiful beaches and relaxed atmosphere, making it an appealing destination for those looking to balance work and leisure.

Many of the properties come equipped with essential amenities for remote work, such as high-speed internet and free Wi-Fi in rooms, ensuring a reliable connection for virtual meetings or projects. Additionally, these rentals often feature comfortable living spaces that allow for a conducive work environment.

Englewood is close to various points of interest, including the stunning Manasota Key beaches and local parks, providing great opportunities for relaxation after a day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Englewood holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Englewood with parking available—perfect for families or travellers 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 holiday rental amenities typically include a kitchen, allowing guests to prepare their own meals, which is ideal for longer stays or families. Many properties also offer onsite parking, making it convenient for those travelling with their own vehicles. Additionally, a coffee or tea maker is commonly found in these rentals, great for those leisurely mornings. Many accommodations feature a deck or patio, providing outdoor space to relax and enjoy the warm Florida weather.
When is the best time to visit Englewood for a holiday rental?
March is the most popular month to visit Englewood, Florida, when the weather is at its finest, attracting sun-seekers and outdoor enthusiasts alike. This peak season, which runs from January to March, is characterised by warm temperatures averaging around 20 to 27 degrees Celsius, offering ideal conditions for beach activities, boating, and exploring the nearby nature preserves.

During this vibrant time, you'll find a lively option on the stunning beaches, superb for sunbathing, swimming, and engaging in various water sports. Additionally, the local community hosts various events and festivals, making it an exciting period for visitors looking to immerse themselves in the local culture.

For those considering a more budget-friendly option, October presents a wonderful opportunity to enjoy Englewood's charm with fewer crowds. This month often boasts mild temperatures, typically ranging from 20 to 26 degrees Celsius, allowing for relaxing beach days and tranquil explorations of the area's beautiful parks and bays.
How early should I book a Englewood holiday rental?
Book your Englewood holiday 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 holiday 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 that showcase the area's natural beauty and outdoor activities. The stunning Englewood Beach is a highlight, offering soft sands and clear waters, superb for sunbathing and swimming. Nearby, the charming Lemon Bay Park provides opportunities for hiking, bird watching, and kayaking, making it a great spot for nature enthusiasts.

The historic Dearborn Street is another popular area, known for its quaint shops, local restaurants, and the Englewood Farmers Market, where visitors can sample fresh produce and artisanal goods. Additionally, the nearby Stump Pass Beach State Park is ideal for those looking to explore scenic trails and pristine beaches, often less crowded than other coastal areas.

For those interested in water sports, the local marinas offer boat rentals and fishing charters, allowing visitors to experience the picturesque waters of the Gulf of Mexico.
Can I change or cancel my Englewood home rental booking on Vrbo?
To find Englewood holiday 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 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 travellers 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 cosy cabin or a beach house, 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 holiday 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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, 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 organising 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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