Southend-on-Sea holiday lettings

We found 275 holiday rentals — enter your dates for availability

Discover a selection of 19 homes, 65 apartments and other holiday rentals in Southend-on-Sea that are perfect for your trip. Whether you’re staying in a holiday home with a group or just with your pet, you'll find the best amenities for hanging out with the people that matter most, which might include a fireplace and a washer and dryer. At the end of the day, you'll be able to choose a property to rent for everyone's needs, including accessible or non-smoking choices.

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Why visit Southend-on-Sea

  • Iconic Southend Pier: Enjoy a stroll along the longest pleasure pier in the world, offering stunning views and a variety of entertainment options.
  • Beautiful Beaches: Relax on sandy shores at Southchurch Beach, perfect for family-friendly days by the sea.
  • Urban Parks and Nature Reserves: Explore the lush green spaces and nature reserves, ideal for picnics and outdoor activities.
  • Family-Friendly Attractions: Experience a range of attractions suitable for all ages, from amusement parks to aquariums.
  • Charming Accommodation: Choose from a variety of delightful holiday rentals, including cottages and modern apartments, for a cozy stay.

Popular types of accommodation in Southend-on-Sea

Planning a getaway to Southend-on-Sea? You're in for a treat! This charming seaside town offers a variety of holiday rentals to suit every taste. From delightful cottages and houses to modern apartments, you'll find the perfect accommodation for your stay. Explore our selection of cottage rentals and sea cottages that provide a cosy retreat after a day of seaside adventures. Discover the best holiday rentals in Southend and make your trip truly memorable!

  • Cottages: These charming and cosy residences are the top choice for holidaymakers seeking a quintessentially British experience in Southend-on-Sea.
  • Houses: Ideal for families or groups, these spacious homes offer a home-from-home feel and are very popular among visitors.
  • Apartments: Convenient and modern, apartments are a great option for those wanting easy access to local attractions.
  • Caravan Parks: For a unique stay, caravan parks provide a fun and sociable atmosphere for families and friends.
  • Cabins: A delightful retreat, cabins offer a rustic charm and are perfect for a peaceful getaway.**

Top attractions in Southend-on-Sea

Southend-on-Sea is perfect for family-friendly, outdoor, and entertainment-focused holidays. Visitors can enjoy the stunning beach, explore nature reserves, and relax in urban parks. Key attractions include the iconic Southend Pier, offering a blend of culture and outdoor experiences. Whether you're travelling solo or with loved ones, Southend-on-Sea promises a delightful getaway filled with various activities and sights to explore.

  • Adventure Island: A vibrant theme park nestled in the heart of Southend-on-Sea, offering thrilling rides and family-friendly attractions. With its lively atmosphere, it's perfect for creating unforgettable memories.
  • Southend Pier: The longest pleasure pier in the world, Southend Pier provides stunning views and a friendly environment. Enjoy a leisurely stroll or hop on the train for an adventurous experience along the water.
  • Shoebury East Beach: A picturesque beach ideal for sunbathing and relaxation. With its laid-back vibe, it's the perfect spot for a seaside picnic or a refreshing swim in the sea.

Things to do recommended for couples

Southend-on-Sea offers a delightful romantic escape. Enjoy a round of golf at the luxurious Warren Golf Club, indulge in relaxation at AquaManda, or explore the charming Meopham Valley Vineyard for a perfect blend of romance and entertainment. Create lasting memories together in this lovely coastal town.

Things to do recommended for families

Families visiting Southend-on-Sea can enjoy thrilling adventures at Monkey Bizness and Rayleigh Indoor Karting Stadium, both offering exciting activities. For a more relaxing experience, Marsh Farm Country Park provides a lovely setting for wellness and relaxation, perfect for a family day out.

Things to do recommended for groups

In Southend-on-Sea, groups can enjoy a captivating performance at the Cliffs Pavilion, engage in some friendly competition at the Lost City Adventure Golf, or take a scenic ride along the Estuary Bicycle Trail for a delightful outdoor experience.

What do I need to keep in mind when booking a vacation in 'Southend-on-Sea

If you're planning a trip with friends, family, pets, or looking for extended stays, it's essential to use the right filters to meet your priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Southend-on-Sea with a group: Think about how many bedrooms you require, as well as any amenities you might want, such as a fully-equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Southend-on-Sea with young kids: Travelling with young children can present its difficulties. It’s important to prioritise their comfort and safety, alongside suitable facilities like a private swimming pool. Additionally, it’s wise to take into account how close you are to family-friendly attractions.
  • Taking your pets with you to Southend-on-Sea: For many families, a trip wouldn’t be the same without their four-legged companions. If this resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Southend-on-Sea: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features such as a parking space, a well-equipped kitchen, or even a private pool in your search criteria.

Where to stay in and around Southend-on-Sea

Southend-on-Sea offers a delightful blend of sandy beaches and vibrant seaside charm, making it perfect for family-friendly adventures. Explore Southchurch Beach for stunning sea views or enjoy the lively atmosphere of the city. With friendly locals and a relaxing vibe, this destination is ideal for a memorable getaway. Don't miss the chance to discover nearby towns that enhance your experience with their unique ambience and budget-friendly options.

  • Westcliff-on-Sea: Westcliff-on-Sea is a charming city situated a mere 435m from Southend-on-Sea. This vibrant area is perfect for families and those seeking entertainment and cultural experiences. Visitors can enjoy a variety of attractions, including local theatres, a bustling shopping area, and the famous amusement park. The proximity to the beach and the family-friendly tourist precinct enhances its appeal, making it an ideal spot for a day out or a leisurely stroll along the seafront.
  • Sheerness: Located approximately 6.8km from Southend-on-Sea, Sheerness is a delightful city that offers a fantastic outdoor and beach experience. Families will find plenty to do, with options ranging from local theatres to educational venues and amusement parks. The inviting beaches and lush parks provide the perfect setting for picnics and outdoor activities, making Sheerness an excellent destination for those looking to enjoy the great British seaside.
  • Shoeburyness: Nestled within the Southend-on-Sea area, Shoeburyness is a picturesque village that beckons visitors with its stunning beaches and outdoor adventures. Ideal for families, this village features a shopping centre and mall, alongside a local theatre for entertainment. Key attractions include the family beach and historic sites, providing a blend of relaxation and cultural exploration. Shoeburyness is perfect for those looking to unwind by the sea while enjoying a rich sense of history.

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 simple

Looking to make the most of your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, extending your stay can often result in significant savings. To discover the ideal Vrbo property that suits your budget, utilise our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides a convenient area for you to plan new journeys, manage your existing arrangements, or review your bookings. Your saved or reserved properties are now conveniently categorised into Potential, Upcoming, or Current Trips. To discover Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Travel to friendly Southend-on-Sea

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

Sightseeing in and around Southend-on-Sea

Are you searching for attractions to see while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Southend-on-Sea a fun spot to go on holiday. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Southend Pier (0.3 mi / 0.5 km)
  • Adventure Island (0.3 mi / 0.5 km)
  • Battlesbridge Antiques and Craft Centre (8.8 mi / 14.1 km)
  • Festival Leisure Park (11.2 mi / 18 km)
  • Cliffe Pools (11.6 mi / 18.6 km)
  • Warren Golf Club (13.6 mi / 21.9 km)

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

Travellers enjoy Southend-on-Sea for its seaside and island views. Whether you're an active traveller or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Southend-on-Sea. Here are some of the area’s most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Southend Cliff Gardens (0.6 mi / 1 km)
  • 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)
  • Elmley National Nature Reserve (11.4 mi / 18.4 km)

Seasonal weather in Southend-on-Sea

If you're planning a holiday around the weather, August, July, September and June are the hottest months to visit, when temperatures average 17°C.

Transport to and around Southend-on-Sea

Fly into London (SEN-Southend), the closest airport, located 2.2 mi (3.5 km) from the city centre. If you can't find a flight that works for your travel itinerary, you might consider flying into London (LCY-London City), which is 28.6 mi (46.1 km) away.

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

Frequently asked questions

What is the best area to stay in Southend-On-Sea when booking a holiday rental?
When considering a holiday rental in Southend-On-Sea, a popular area to stay is the vibrant Southend Central. This neighbourhood is ideally situated near the seafront, making it a great base for enjoying the beach and the iconic Southend Pier, which is the longest pleasure pier in the world. The area boasts a wide selection of properties, suiting various budgets and preferences, from charming flats to modern apartments.

Another excellent option is Westcliff-on-Sea, known for its stunning cliff-top views and picturesque gardens. Staying here places you within walking distance of the beautiful Westcliff Beach and the popular Cliffs Pavilion, which hosts an array of entertainment and performances. The selection of holiday rentals in this area is diverse, offering a mix of coastal charm and contemporary amenities.

For those who appreciate a more relaxed atmosphere, Leigh-on-Sea is a delightful choice. This quaint neighbourhood features a lovely high street filled with independent shops and cafes, as well as access to the scenic Leigh Beach. The proximity to the historic Old Leigh, with its charming fishing village vibe and delicious seafood restaurants, makes it a rewarding stay, with numerous properties available to suit different tastes.
How much does it cost to rent a holiday home in Southend-On-Sea?
Prices for holiday 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 traveling 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. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Southend-On-Sea holiday 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, the stretch along the seafront is particularly appealing, especially near the iconic Southend Pier, which is one of the longest piers in the world. This area features a variety of holiday rentals, including charming seaside cottages and modern apartments that often come with stunning views of the estuary. Many properties in this vicinity offer amenities such as outdoor terraces or balconies, superb for enjoying the fresh sea breeze, as well as fully equipped kitchens and spacious living areas ideal for family gatherings.

Another attractive option is the area surrounding Adventure Island, which boasts a vibrant atmosphere with amusement rides and entertainment for all ages. Here, you can find rental properties close to the beach that include features like private gardens, BBQ facilities, and easy access to local attractions, making them superb for families looking for a fun-filled holiday.

For those seeking a quieter experience, the neighbourhoods further along the coast, such as Westcliff-on-Sea, provide a more relaxed setting. Many of the rentals here are traditional Victorian homes, often renovated to include modern amenities while retaining their historic charm. These properties typically feature spacious interiors, high ceilings, and garden access, providing a comfortable retreat after a day spent exploring the nearby beaches and parks. Find your rental near the beach in Southend-On-Sea.
What is the most popular type of holiday rental accomodation in Southend-On-Sea?
In Southend-On-Sea, apartments are the most common type of holiday rental, with around 29 available throughout the area. These apartments are typically located in vibrant neighbourhoods close to attractions such as Adventure Island and the iconic Southend Pier. Most rooms come equipped with fully functional kitchens, comfortable living areas, and some even feature balconies with views of the seafront.
Are there any family house rentals in Southend-On-Sea?
In Southend-On-Sea, there are 22 family-friendly house rentals available, suiting various needs and preferences. This coastal town is known for its vibrant atmosphere and numerous attractions, making it an excellent choice for families. Many of these homes come equipped with spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play and enjoy the fresh sea air.

Visitors will find properties situated near popular spots such as Adventure Island, a theme park with rides and amusements suitable for all ages, and the beautiful Southend Pier, which offers stunning views and a lovely promenade for leisurely strolls. The nearby beaches provide opportunities for sandcastle building and beach games, ensuring a fun-filled holiday.
Can I find long-stay holiday rentals in Southend-On-Sea?
A long-stay holiday 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, offering a welcoming environment for travellers with furry companions. Many of these properties come equipped with modern amenities such as spacious living areas, fully equipped kitchens, and private outdoor spaces, great for both relaxation and entertaining. See all pet-friendly rentals in Southend-On-Sea.
Are there any remote work holiday rentals in Southend-On-Sea?
In Southend-On-Sea, there are numerous options for remote work holiday rentals, with around 40 available throughout the area. This vibrant seaside town offers a variety of properties that cater to those needing a conducive work environment. Many rentals come equipped with dedicated workspaces, including desks and comfortable office chairs, alongside essential amenities such as high-speed Wi-Fi to ensure productivity during your stay. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Southend-On-Sea holiday rentals with parking?
Vrbo offers a wide selection of holiday 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 holiday 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 holiday rental?
July is the most popular month to visit Southend-On-Sea, where the vibrant summer atmosphere draws in holidaymakers looking to enjoy the seaside charm. This peak season, spanning from June to August, offers warm temperatures averaging around 22°C, ideal for sunbathing, beach activities, and leisurely strolls along the iconic pier, which is the longest in the world.

During the summer months, you'll find plenty of outdoor activities, from thrilling rides at Adventure Island to relaxing picnics in the many parks. The lively beachfront is superb for families and groups of friends seeking both adventure and relaxation, with numerous cafes and bars adding to the bustling atmosphere.

If you're looking for a more budget-friendly option, consider visiting in December. It's cooler, with temperatures around 7°C, this month features festive events that can create a unique and charming holiday experience. Embrace the winter spirit by enjoying the local Christmas markets and seasonal festivities, providing a different yet delightful perspective on Southend-On-Sea.
How early should I book a Southend-On-Sea holiday rental?
Book your Southend-On-Sea 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 Southend-On-Sea?
In Southend-On-Sea, visitors can enjoy a range of attractions along the famous seafront. The iconic Southend Pier, which is the longest pleasure pier in the world, offers stunning views of the Thames Estuary and is a must-visit for any traveller. The nearby Adventure Island amusement park provides fun for all ages, with numerous rides and attractions located right by the beach.

In the town centre, shoppers can explore the bustling High Street, which features a variety of shops, cafes, and restaurants. For a more relaxing experience, visitors can take a stroll along the picturesque seafront promenade, which is lined with gardens and offers access to the beach.

Nature enthusiasts may appreciate a visit to Southchurch Park, which features beautiful gardens, a boating lake, and tennis courts, making it an ideal spot for leisurely walks or picnics. Additionally, the Sea Life Adventure aquarium provides an engaging experience for families, showcasing a variety of marine life and interactive displays.
Can I change or cancel my Southend-On-Sea home rental booking on Vrbo?
To find Southend-On-Sea 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 Southend-On-Sea 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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