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Guest houses in Southend-on-Sea and Cottages - Holiday Lettings - Holiday Rentals Southend-on-Sea

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108 Holiday homes

Holiday penthouse in Thorpe Bay

Thorpe Bay penthouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £201 / night

£1,031 / week

1 / 50

Holiday apartment rental

Westcliff-on-Sea apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £172 / night

£1,031 / week

1 / 21

Holiday home accommodation

Southend-on-Sea house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £210 / night

£1,467 / week

1 / 0

Holiday apartment in Leigh-on Sea

Leigh-on Sea apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from £103 / night

£722 / week

1 / 15

Studio letting in Westcliff-on-Sea

Westcliff-on-Sea studio

  • Studio
  • 1 bathroom
  • sleeps 2

from £57 / night

£393 / week

1 / 22

Holiday apartment in Southend-on-Sea

Southend-on-Sea apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

from £287 / night

£2,000 - £2,495 / week

1 / 62

Apartment accommodation in Southend-on-Sea

Southend-on-Sea apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £115 / night

£802 / week

1 / 0

Southend-on-Sea holiday apartment rental

Southend-on-Sea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

from £81 / night

£561 / week

1 / 20

Holiday apartment in Southend-on-Sea

Southend-on-Sea apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from £207 / night

£1,443 - £1,780 / week

1 / 10

Southend-on-Sea holiday home rental

Southend-on-Sea house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 11

from £300 / night

£2,095 - £2,225 / week

1 / 43

Westcliff-on-Sea holiday apartment rental

Westcliff-on-Sea apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

from £271 / night

£1,885 - £1,937 / week

1 / 32

Holiday apartment in Southend-on-Sea

Southend-on-Sea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £69 / night

£481 / week

1 / 12

Westcliff-on-Sea holiday home rental

Westcliff-on-Sea house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from £209 / night

£1,453 - £2,270 / week

1 / 12

Holiday apartment in Southend-on-Sea

Southend-on-Sea apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

from £156 / night

£1,088 - £1,705 / week

1 / 22

Cottage rental in Barling with golf nearby

Barling cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £108 / night

£381 - £1,057 / week

1 / 13

Apartment rental in Westcliff-on-Sea

Westcliff-on-Sea apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £144 / night

£762 - £1,339 / week

1 / 68

Holiday apartment in Southend-on-Sea

Southend-on-Sea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £69 / night

£481 / week

1 / 14

Holiday apartment in Southend-on-Sea

Southend-on-Sea apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £92 / night

£642 / week

1 / 12

Holiday apartment in Southend-on-Sea

Southend-on-Sea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £69 / night

£481 / week

1 / 13

Holiday apartment in Southend-on-Sea

Southend-on-Sea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £69 / night

£481 / week

1 / 14

Westcliff-on-Sea holiday home rental

Westcliff-on-Sea house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

from £330 / night

£2,304 - £2,841 / week

1 / 97

Westcliff-on-Sea holiday apartment accommodation

Westcliff-on-Sea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £66 / night

£453 - £1,235 / week

1 / 31

Holiday cottage in Hadleigh

Hadleigh cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from £118 / night

£788 - £839 / week

1 / 16

Westcliff-on-Sea holiday apartment rental

Westcliff-on-Sea apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £138 / night

£974 - £1,695 / week

1 / 13

Southend-on-Sea holiday apartment rental

Southend-on-Sea apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £516 / night

£3,607 / week

1 / 17

Apartment rental in Westcliff-on-Sea

Westcliff-on-Sea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £111 / night

£778 - £1,298 / week

1 / 18

Home rental in Rochford

Rochford house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

from £161 / night

£1,123 / week

1 / 16

Holiday apartment in Southend-on-Sea

Southend-on-Sea apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £155 / night

£871 / week

1 / 41

Holiday home rental

Southend-on-Sea house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £180 / night

£1,378 / week

1 / 24

Holiday apartment in Southend-on-Sea

Southend-on-Sea apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £176 / night

£1,216 - £1,705 / week

1 / 60

Westcliff-on-Sea holiday apartment rental

Westcliff-on-Sea apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £126 / night

£916 / week

1 / 16

Bungalow rental in Westcliff-on-Sea with indoor pool

Westcliff-on-Sea bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £287 / night

£1,718 - £2,004 / week

1 / 68

Holiday home with golf nearby in Southend-on-Sea

Southend-on-Sea house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £153 / night

£550 - £1,548 / week

1 / 24

Southend-on-Sea holiday apartment rental

Southend-on-Sea apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £102 / night

£687 / week

1 / 11

Holiday home rental

Southend-on-Sea house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

from £149 / night

£1,042 / week

1 / 17

Leigh-on Sea holiday bungalow rental

Leigh-on Sea bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £144 / night

£1,002 / week

1 / 19

Southend-on-Sea holiday apartment let

Southend-on-Sea apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £102 / night

£596 - £676 / week

1 / 16

Holiday apartment rental

Southend-on-Sea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £102 / night

£687 - £808 / week

1 / 14

Home rental in Southend-on-Sea

Southend-on-Sea house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from £58 / night

£401 / week

1 / 7

Holiday home in Southend-on-Sea

Southend-on-Sea house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from £58 / night

£401 / week

1 / 7

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Southend-on-Sea holidays

This fabulous seaside resort in the east of England is one of the most exciting traditional British beach destinations around. With the longest Victorian pleasure pier in the world, and more entertainment than you could ever ask for, it'll be an unforgettable family vacation. Be sure to book your next holiday rental in Southend on Sea!

About Southend on Sea

40 miles east of London, Southend on Sea has historically been a popular destination of Londoners looking to enjoy the beach and all the seaside amusements that come with it. As a result, it’s become a fantastic beach resort.

With the longest Victorian pier in the world housing only a small fraction of the seaside entertainments on offer, and several gorgeous sandy beaches, Southend on Sea is a true delight for the whole family.

What to Do

Get a glimpse of local history at the Central Museum.

Golfers will be spoilt for choice with two excellent 18-hole courses in town.

Top Southend on Sea Travel Tips

For an unforgettably exciting traditional British beach getaway, be sure to book your next holiday rental in Southend on Sea.

Top Destination reviews

Close to Amenities & Southend East Station
Great Stay.

Had a lovely weekend in Southend. The accommodation was perfect for my needs. It was very clean, modern and comfortable. I slept well and enjoyed my morning coffee in the beautiful garden. Angela was very welcoming, friendly and helpful. My weekend was very relaxed and I felt right at home. … see more
Everhome Flat, 150b Alexandra Rd Southend-on-Sea
Recommended

Only stayed four days, but very enjoyable, good location, good value well equipped apartment, would use again. … see more
Easy acces to Amenities
very comfortable

very clean warm and user friendly,all amenities very close by.all types of carry out and eateries close by and a couple of pubs with good menus … see more
Everhome Flat, 148 Alexandra Rd Southend-on-Sea
Everhome Flat, Southend

We arrived 11.30am without warning - arrival should have been 2pm! Malcolm, our very friendly, helpful host, made himself immediately available to greet us, bring us keys and arrange for parking for the long weekend. He called later on that evening to make sure that everything was ok for us. The flat’s location was fantastic! Based just a couple of minutes away from some gardens with a beautiful sea view. Access to the sea was just a short walk through the gardens, based in the quieter end of Southend, it was probably about 5 minutes walk to where everything was lively once we’d walked through the gardens - the longest UK pier, beach, Adventure Island, bus tours if we wanted, shops, food and a real hub of activity. The nearness of the flat was especially welcome, as Southend is a very busy location and it costs £12 for a day’s parking by the sea compared to £2.50 each day to leave the car at base. The town centre was about 10 minutes walk from the apartment. The accommodation itself was ample - not 5 star inside but homely, comfortable and clean. We had plenty of space for what we needed and two bathrooms - one, en-suite - was very helpful indeed! Internet connection was good, 2 televisions - though we didn’t use them - and apartment was equipped with everything needed to cook, if we needed, for our stay. The flat also had a garden, though again, we were not around much to use it. We were totally relaxed during our stay, and Malcolm was easily accessible by phone if we needed. This would be our first choice accommodation for any return trip to Southend.see more
Brand New 2 Bed Apartment Close to Beach & Town Centre
Short break

Due to the current situation (covid) we booked both apartments, downstairs and upstairs for myself and daughter and my parents. Although it cost more than we ideally wanted for two nights, it was a wonderful stay. Mark has done the apartments up with a lot of thought and are very comfortable and stylish. It was a great location for us and in walking distance to everything. They were also spotless, and very clean. The only downside for myself was I had to keep the blinds/curtains closed due to beibg overlooked by the other buildings and the street etc.... But we didn't go away to stay indoors so I wasnt that fussed. But if I was staying longer then maybe. Outside could have some tlc aswell. But the street and location is quite with minimal traffic. The main apartments were a great size, beautifully decorated, well equipped with toiletries and even soft drinks, water and fruit were provided. Mark responded quickly with all my enquiries. Couldn't fault the experience and I will definitely be staying there again.see more

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