Southend-on-Sea vacation rentals

We found 274 vacation rentals — enter your dates for availability

Discover a selection of 19 homes, 67 apartments, and other vacation rentals in Southend-on-Sea that are perfect for your trip. Whether you’re staying in a vacation home with friends, family, or even just your pets, you'll find the best amenities for hanging out with the people that matter most, which might include parking and a pool. Whatever you're looking for, you'll be sure to find a rental that has what everyone needs, including a place that's non-smoking or offers accessibility.
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Find out more about Southend-on-Sea

Why visit Southend-on-Sea

  • Iconic Southend Pier: Take a leisurely stroll along the UK's longest pleasure pier, enjoying stunning sea views.
  • Beautiful Beaches: Relax at Southend Beach, perfect for sunbathing and beach activities with a vibrant seafront.
  • Family-Friendly Attractions: Explore numerous attractions, including amusement parks and nature reserves that cater to all ages.
  • Outdoor Adventures: Enjoy various outdoor activities, from coastal walks to watersports, in a picturesque setting.
  • Charming Accommodations: Choose from a range of cozy cottages and modern apartments for a comfortable stay.

Popular types of accommodation in Southend-on-Sea

If you're considering a getaway to Southend-on-Sea, you'll find a delightful range of vacation rentals to suit your needs. From charming cottages and cozy bungalows for rent to spacious houses and modern apartments, there's something for everyone. Enjoy the comfort of a fireplace in your vacation home, and rest assured that you’ll have a fantastic stay in this vibrant seaside destination.

  • Cottages: Cottages are the top choice for vacation rentals in Southend-on-Sea, offering a cozy and charming stay.
  • Houses: The next favorite is houses, perfect for families or groups seeking comfort and privacy.
  • Apartments: Apartments provide a convenient and modern option for those looking to enjoy city life.
  • Caravan Parks: Caravan parks offer a unique outdoor experience, ideal for those who love nature and adventure.
  • Cabins: Cabins are a delightful option for travelers wanting a rustic retreat near the sea.**

Top attractions in and around Southend-on-Sea

Southend-on-Sea is a fantastic destination for families and outdoor enthusiasts, offering a variety of attractions such as beautiful beaches, nature reserves, and urban parks. Visitors can enjoy cultural experiences along with outdoor adventures. A must-see highlight is the iconic Southend Pier, perfect for a leisurely stroll and soaking up the seaside atmosphere. With its blend of entertainment and natural beauty, Southend-on-Sea promises a memorable vacation for everyone.

  • Southend Pier: Experience the longest pleasure pier in the world, with friendly locals and a vibrant atmosphere. Enjoy stunning views of the Thames Estuary as you stroll along this iconic jetty.
  • Thorpe Bay Beach: Relax on the sandy shores of Thorpe Bay Beach, perfect for sunbathing and beachcombing. The inviting beach vibes make it a great spot for families and friends alike.
  • Southend Cliff Gardens: Explore beautifully landscaped gardens just 966m from the shoreline, offering family-friendly outdoor spaces with breathtaking views of the coastline and city.

Things to do recommended for couples

Looking for a romantic getaway in Southend-on-Sea? Enjoy luxury at Warren Golf Club, indulge in a cozy dinner at the Pizza Express Music Room, or sip fine wines at Meopham Valley Vineyard. Each spot offers a unique charm perfect for couples seeking memorable experiences together.

Things to do recommended for families

Families can explore the serene Langdon Hills Country Park and Westley Heights Country Park for relaxation or have an adventurous day at Monkey Bizz arcade. Each destination, located about 12 to 20.9km from Southend-on-Sea, offers unique experiences for all ages.

Things to do recommended for groups

In Southend-on-Sea, your group can enjoy a captivating show at the Cliffs Pavilion, hit the greens at Belfairs Public Golf Course, or shop and dine at the Eastgate Shopping Centre. Each experience offers a unique blend of culture, sport, and entertainment for everyone to enjoy.

*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 Southend-on-Sea

If you're traveling with a group, family, or pets, or planning for an extended stay, it's important to prioritize your preferences while filtering options. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Southend-on-Sea with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor area for group gatherings. Luckily, you can easily apply filters for all these options and more on Vrbo.
  • Traveling to Southend-on-Sea with young kids: Traveling with little ones can present its own set of challenges. It's important to prioritize their comfort and safety, along with ensuring access to age-appropriate amenities 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 Southend-on-Sea: For many families, a vacation wouldn't be the same without their furry companions. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations come equipped with feeding bowls and beds to ensure that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Southend-on-Sea: If you're in search of vacation rentals offering special rates 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 features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Southend-on-Sea

Southend-on-Sea offers a delightful mix of family-friendly attractions and outdoor adventures, making it a perfect vacation spot. Explore the stunning Southend Beach with its vibrant seafront, enjoy the coastal living atmosphere, and take in the serene backdrop. With friendly locals and a variety of entertainment options, you'll discover the charm of Southend while enjoying a relaxing getaway that caters to all budgets. Don't miss the chance to experience the warmth and adventure this lovely city has to offer.

  • Westcliff-on-Sea: Nestled a mere 1.1km from Southend-on-Sea, Westcliff-on-Sea is a vibrant city known for its family-friendly atmosphere and cultural experiences. This charming locale boasts a variety of attractions, including a lively theatre scene and an amusement park that cater to all ages. Visitors can enjoy a stroll along the picturesque beach and explore the bustling tourist precinct, filled with shops and cafés. Whether you're looking for entertainment or a relaxing day by the sea, Westcliff-on-Sea offers a delightful experience for everyone.
  • Sheerness: Located approximately 17.7km from Southend-on-Sea, Sheerness is a coastal city that promises outdoor adventures and family fun. This destination is perfect for those who appreciate nature, with its beautiful beaches and scenic parks. Families can engage in educational activities at local theatres or simply enjoy the sun on the sandy shores. Sheerness is an ideal spot for a day trip, offering a balance of relaxation and recreation in a serene seaside setting.
  • Leigh-on-Sea: Situated just 4.8km from Southend-on-Sea, Leigh-on-Sea is a quaint city that seamlessly blends family fun with outdoor activities. Known for its picturesque beaches and urban parks, this locale is perfect for leisurely strolls and family picnics. Visitors can indulge in shopping and enjoy the local theatre and amusement park offerings. With its welcoming atmosphere and stunning coastal views, Leigh-on-Sea is a must-visit for those looking to explore the beauty of the Essex coastline.

Best time to go to Southend-on-Sea

If you're planning a trip to Southend-on-Sea, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs in April and July to August, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January41.4°F (5.2°C)Light RainMostly CloudyAverageSlightly Low
February42.1°F (5.6°C)Light RainMostly CloudyAverageSlightly Low
March44.6°F (7.0°C)No Rain (Dry)Mostly CloudyAverageAverage
April48.4°F (9.1°C)No Rain (Dry)Mostly SunnyModerately HighAverage
May53.8°F (12.1°C)Light RainMostly SunnyAverageAverage
June59.4°F (15.2°C)Light RainMostly SunnyAverageAverage
July63.9°F (17.7°C)Light RainMostly SunnyModerately HighSlightly High
August64.2°F (17.9°C)Light RainMostly SunnyModerately HighSlightly High
September60.4°F (15.8°C)Light RainMostly SunnyAverageAverage
October55.2°F (12.9°C)Light RainMostly CloudyModerately LowAverage
November48.4°F (9.1°C)Light RainMostly CloudyModerately LowSlightly Low
December43.9°F (6.6°C)Light RainMostly CloudyModerately LowSlightly High

Booking with Vrbo is a breeze

Are you eager to save on your upcoming adventure? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, consider booking a longer stay to enjoy even greater savings. To discover a Vrbo property that aligns with your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides you with a helpful space to plan new adventures, manage your existing arrangements, or review your bookings. Your saved or booked properties are conveniently categorized into Potential, Upcoming, or Current Trips. To explore Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Travel to friendly Southend-on-Sea

The ocean views, gardens and forests are a perfect backdrop to your vacation home in Southend-on-Sea. Travelers to this welcoming city praise the golfing, boating and bars. Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.

Sightseeing in and around Southend-on-Sea

Are you looking for top things to see and do during your stay? Venture out of your vacation home and experience everything that makes Southend-on-Sea a one-of-a-kind vacation spot. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

  • Southend Pier (0.3 mi / 0.5 km)
  • Adventure Island (0.3 mi / 0.5 km)
  • Festival Leisure Park (11.2 mi / 18 km)
  • Warren Golf Club (13.6 mi / 21.9 km)
  • Stock Brook Country Club (14.4 mi / 23.2 km)
  • Diggerland (14.7 mi / 23.7 km)

Exploring the beaches and other natural features in Southend-on-Sea

Travelers enjoy Southend-on-Sea for its seaside and island views. Whether you're an active traveler or just want to take in the scenery, Southend-on-Sea is a great spot to appreciate mother nature. Here are some of the area’s most eye-catching sights, all within 30 miles (48.2 km) of the city center:

  • Southend Beach (1.1 mi / 1.8 km)
  • Chalkwell Beach (1.7 mi / 2.7 km)
  • Thorpe Bay Beach (2 mi / 3.3 km)
  • Shoebury East Beach (3.9 mi / 6.3 km)
  • Allhallows Beach (5 mi / 8 km)
  • Thorney Bay Beach (5.7 mi / 9.2 km)

Seasonal weather in Southend-on-Sea

If you're planning a vacation around the weather, August, July, September and June are the hottest months to visit, when temperatures average 62°F.

Transportation to and around Southend-on-Sea

Fly into London (SEN-Southend), the closest airport, located 2.2 mi (3.5 km) from the city center. If you're unable to find a flight that fits your schedule, you could book a flight to London City Airport (LCY), which is 28.6 mi (46.1 km) away.

If you're traveling by train, Southend Central Station, Southend Victoria Station and Southend East Station are the main stations in the area.

Frequently asked questions

What is the best area to stay in Southend-On-Sea when booking a vacation rental?
When considering a vacation rental in Southend-On-Sea, a popular area to stay is the vibrant seafront. This area boasts an abundance of properties ranging from quaint apartments to larger family homes, offering a variety of options for different preferences and budgets. Staying along the seafront grants easy access to Southend's famous attractions, including the iconic Southend Pier, which is the longest pleasure pier in the world, and Adventure Island, a thrilling amusement park great for families.

Another excellent choice is the bustling town centre, which is alive with shops, restaurants, and entertainment. Here, you'll find a myriad of properties, from modern flats to charming townhouses. The proximity to the high street and local eateries makes it a convenient base for exploring the area's cultural offerings, such as the Beecroft Art Gallery and the lovely Cliffs Pavilion, which hosts a variety of performances.

For those seeking a quieter experience, the Westcliff-on-Sea area presents a more relaxed atmosphere while still being close to the action. This neighbourhood features a selection of lovely seaside properties and is near the beautiful Westcliff Gardens, great for leisurely strolls. Additionally, the nearby Chalkwell Beach offers a more tranquil beach experience and stunning views of the estuary.
How much does it cost to rent a vacation home in Southend-On-Sea?
Prices for vacation rentals in Southend-On-Sea 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 travelling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Southend-On-Sea to more spacious homes.
Are there any discounts for Southend-On-Sea vacation house rentals?
You can find great discounts on house rentals in Southend-On-Sea 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 Southend-On-Sea?
For renting a beach house in Southend-On-Sea, travellers should consider the area around the iconic Southend Pier, which is one of the longest piers in the world and offers stunning views of the Thames Estuary. Here, you'll find a variety of seaside properties, many of which come equipped with amenities such as private balconies, outdoor seating areas, and fully equipped kitchens, making them great for family getaways or romantic retreats by the sea.

The neighbourhood of Thorpe Bay is also an excellent choice for beach house rentals, featuring a quieter, residential feel with easy access to sandy beaches. Properties in this area often boast spacious gardens and proximity to local parks, ideal for children and outdoor enthusiasts. Many houses here provide modern comforts, including Wi-Fi, contemporary furnishings, and off-street parking.

For those looking to enjoy local attractions, the area around Adventure Island amusement park offers vibrant beachfront properties near entertainment options, cafes, and restaurants. Rentals in this vicinity may feature amenities like shared or private pools, games rooms, and spacious living areas tailored for socialising after a day of fun at the park.
What is the most popular type of vacation rental accomodation in Southend-On-Sea?
In Southend-On-Sea, apartments are the most popular type of vacation rental, with around 29 options available across the area. These apartments are typically situated in vibrant neighbourhoods close to attractions like the iconic Southend Pier and Adventure Island. Most rooms come with fully equipped kitchens, comfortable living areas, and some feature balconies that offer views of the coastline or bustling streets.
Are there any family house rentals in Southend-On-Sea?
In Southend-On-Sea, a variety of family-friendly homes are readily available—approximately 22 properties throughout the area. This vibrant seaside town offers a delightful mix of attractions suitable for all ages, making it an ideal destination for families. Many of these rentals feature spacious living areas, fully equipped kitchens great for preparing family meals, and outdoor spaces where children can play. Amenities such as Wi-Fi and laundry facilities are commonly included, ensuring a comfortable stay.
Can I find long-stay vacation rentals in Southend-On-Sea?
A long-stay vacation rental in Southend-On-Sea 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 Southend-On-Sea?
In Southend-On-Sea, there are several pet-friendly house rentals available, with approximately 13 options for travellers to choose from. Many of these vacation homes come equipped with amenities such as well-appointed kitchens, spacious living areas, and private outdoor spaces, ideal for families or groups.
Are there any remote work vacation rentals in Southend-On-Sea?
In Southend-On-Sea, there is a substantial selection of around 40 remote work-friendly vacation rentals available. This coastal town, known for its beautiful seafront and vibrant pier, offers various properties equipped to cater to remote workers. Many rentals provide essential amenities such as reliable Wi-Fi, dedicated office space, and comfortable desks with chairs, ensuring a productive work environment. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Southend-On-Sea vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Southend-On-Sea 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 Southend-On-Sea?
In Southend-On-Sea, popular vacation rental amenities include well-equipped kitchens, which are essential for preparing meals during your stay. Most rentals also provide complimentary Wi-Fi, ensuring guests can stay connected or plan their activities easily. Additional amenities often feature microwaves, ovens, and refrigerators, allowing for a comfortable and convenient self-catering experience.
When is the best time to visit Southend-On-Sea for a vacation rental?
The best time to visit Southend-On-Sea for a vacation rental is during the peak season from June to August, particularly in July when the weather is at its warmest and sunniest. This vibrant period draws families and beach lovers eager to enjoy the lively atmosphere, with plenty of outdoor activities available along the beautiful coastline. With average temperatures reaching the low 20s Celsius, it's great for sunbathing, swimming, or taking a stroll along the famous pier.

July is not only great for beach fun, but also for experiencing local events and festivals that add to the excitement. The bustling seafront is alive with cafes, amusement rides, and entertainment, making it an ideal time for visitors who enjoy a social atmosphere filled with fellow travellers.

For those looking to save a bit, visiting Southend-On-Sea in December can be a charming alternative. While the weather is cooler, with temperatures averaging around 5 to 8 degrees Celsius, the festive spirit brings delightful Christmas markets and seasonal events that create a unique charm in the quiet of winter.
How early should I book a Southend-On-Sea vacation rental?
Book your Southend-On-Sea 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 Southend-On-Sea?
In Southend-On-Sea, visitors can enjoy a variety of attractions that cater to different interests. The iconic Southend Pier, reputed to be the longest pleasure pier in the world, offers stunning views of the Thames Estuary and is a popular spot for leisure walks. Close by, the Adventure Island amusement park provides fun for families with its thrilling rides and games.

For those interested in marine life, the Sea Life Adventure aquarium is a must-visit, showcasing a diverse range of aquatic creatures and interactive exhibits. The vibrant seafront promenade is superb for leisurely strolls, dotted with cafes and shops, while the nearby chalk cliffs at Leigh-on-Sea offer beautiful coastal scenery and opportunities for outdoor activities.
Can I change or cancel my Southend-On-Sea home rental booking on Vrbo?
To find Southend-On-Sea 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 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 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 Southend-On-Sea 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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