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Southend-on-Sea Holiday Accommodation

Selection of self-catering holiday accommodation in Southend-on-Sea

Find Southend holiday lettings here

Explore and find hundreds of holiday homes for your trip to Southend-on-Sea, the coastal town in Essex, England. In just one click, you can view all of the available lettings on one page for a holiday in this coastal town. Just a stone’s throw from London, Southend-on-Sea is a typical seaside resort with the world’s longest Victorian pleasure pier with plenty of Southend holiday lettings to be found. The quintessential British resort is home to the Sea Life Centre and a lot of arts centres, and has now become quite the artistic hub thanks to its proximity to the UK capital. There is a lot to see from the comfort of a Southend holiday rental, and you can have a great coastal holiday by taking a boat trip, kitesurfing, enjoying the arcades or enjoy the woodland areas nearby. Relax on the grassy green of East Beach, and watch the fisherman come in at Bell Wharf Beach while you enjoy some freshly caught cockles. All you have to do is tell us how many people you’re travelling with and how long you’re staying, and we’ll take care of the rest. Your trip deserves one of our best Southend holiday apartments, and we’re here to compare all offers from a range of partners. We compare from over 100 different partners to make sure that you get the best deal possible. Booking a holiday let in Southend means taking a trip down memory lane. From vintage entertainment, to roller coasters and its buzzing nightlife, you are sure to find something that you enjoy. With Hundredrooms, you can choose a holiday rental by the sea that will mean you have the best views across the seaside. Southend encapsulates everything that is truly loved in a British seaside town, from its colourful beach huts in Thorpe Bay to the soft sandy beaches. What are you waiting for? Discover Southend-on-Sea and walk along the prom to your holiday lettings!

Southend Pier and other points of interest

  • Adventure Island: A totally free admission amusement park in Southend with 32 rides, a gift shop and places to eat. It is located at the north end of Southend Pier and has been providing thrillseekers with an adrenaline rush since 1976.
  • Cliffs Pavilion: A traditional ‘art deco’ style cinema which is home to a varied assortment of variety acts. It has hosted some iconic performances from the likes of Oasis, Paul McCartney, Gloria Gaynor and more.
  • Southend Pier: This pleasure pier extends 1.34 miles into the Thames Estuary, making it the longest of its kind in the world. It was a particularly popular post-war destination with various attractions that are still open today. It has been extensively redeveloped, and is now home to the Southend Pier Royal Pavilion which is the new pier head.
  • Prittlewell Priory: This medieval priory dates back to the 12th century, by monks from the Priory of St Pancras in Lewes, Sussex and now forms a public park and a Grade I listed building.
  • Kursaal: Opened in 1901, this is one of the world’s first purpose-built amusement parks. Its eye catching dome has been featured on a Royal Mail postage stamp and is home to a number of rides.
  • Thorpe Bay: One of the most iconic seaside town areas of Southend. It is characterised by sandy beaches and colourful beach huts lining the coast. There are a number of beautiful 1920s buildings.

Group accommodation

Dog-friendly holiday accommodation

Holiday homes for two