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

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327 Holiday homes

Apartment accommodation in Westcliff-on-Sea

Westcliff-on-Sea apartment

4 bedrooms • 2 bathrooms • sleeps 6

from £69 / night

£481 - £962 / week

1 / 21

Holiday apartment in Westcliff-on-Sea

Westcliff-on-Sea apartment

2 bedrooms • 1 bathroom • sleeps 6

from £86 / night

£602 / week

1 / 38

Southend-on-Sea holiday apartment rental

Southend-on-Sea apartment

2 bedrooms • 2 bathrooms • sleeps 6

from £155 / night

£962 - £1,764 / week

1 / 23

Holiday apartment in Southend-on-Sea

Southend-on-Sea apartment

2 bedrooms • 1 bathroom • sleeps 2

from £121 / night

£745 / week

1 / 41

Holiday apartment rental

Southend-on-Sea apartment

2 bedrooms • 1 bathroom • 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 £46 / night

£321 / week

1 / 7

Holiday home rental

Southend-on-Sea house

4 bedrooms • 2 bathrooms • sleeps 6

from £132 / night

£922 / week

1 / 17

Holiday private room in Leigh-on Sea

Leigh-on Sea private room

3 bedrooms • 2 bathrooms • sleeps 2

from £35 / night

£241 / week

1 / 6

Southend-on-Sea holiday apartment rental

Southend-on-Sea apartment

4 bedrooms • 4 bathrooms • sleeps 8

from £516 / night

£3,607 / week

1 / 17

Holiday home in Southend-on-Sea

Southend-on-Sea house

1 bedroom • 2 bathrooms • sleeps 2

from £46 / night

£321 / week

1 / 7

Southend-on-Sea holiday apartment rental

Southend-on-Sea apartment

2 bedrooms • 1 bathroom • sleeps 5

from £102 / night

£687 / week

1 / 11

Southend-on-Sea holiday apartment let

Southend-on-Sea apartment

2 bedrooms • 1 bathroom • sleeps 5

from £102 / night

£687 - £768 / week

1 / 16

Holiday home in Southend-on-Sea

Southend-on-Sea house

4 bedrooms • 3 bathrooms • sleeps 5

from £115 / night

£670 / week

1 / 18

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 home in Westcliff-on-Sea

Westcliff-on-Sea house

5 bedrooms • 3 bathrooms • sleeps 10

from £229 / night

£1,603 / week

1 / 40

Holiday apartment in Southend-on-Sea

Southend-on-Sea apartment

2 bedrooms • 1 bathroom • sleeps 6

from £100 / night

£695 - £1,085 / week

1 / 60

Home rental in Rochford

Rochford house

4 bedrooms • 2 bathrooms • sleeps 7

from £201 / night

£1,403 / week

1 / 9

Southend-on-Sea holiday apartment rental

Southend-on-Sea apartment

2 bedrooms • 1 bathroom • sleeps 6

from £92 / night

£642 / week

1 / 40

Studio letting in Westcliff-on-Sea

Westcliff-on-Sea studio

Studio • 1 bathroom • sleeps 2

from £57 / night

£393 / week

1 / 22

Holiday home rental

Southend-on-Sea house

3 bedrooms • 2 bathrooms • sleeps 6

from £130 / night

£904 - £1,414 / week

1 / 24

Leigh-on Sea holiday bungalow rental

Leigh-on Sea bungalow

2 bedrooms • 1 bathroom • sleeps 4

from £172 / night

£1,123 / week

1 / 11

Westcliff-on-Sea holiday apartment accommodation

Westcliff-on-Sea apartment

1 bedroom • 1 bathroom • sleeps 2

from £50 / night

£338 - £487 / week

1 / 33

Holiday penthouse in Thorpe Bay

Thorpe Bay penthouse

1 bedroom • 1 bathroom • sleeps 2

from £161 / night

£859 / week

1 / 44

Great rentals within 20 miles that match your search

Holiday chalet in Leysdown-on-Sea

Leysdown-on-Sea chalet

2 bedrooms • 1 bathroom • sleeps 5

from £81 / night

£401 - £916 / week

1 / 9

Seasalter holiday bungalow rental

Seasalter bungalow

2 bedrooms • 1 bathroom • sleeps 4

from £18 / night

£916 - £1,374 / week

1 / 17

Thurnham holiday apartment rental

Thurnham apartment

1 bedroom • 1 bathroom • sleeps 2

from £132 / night

£687 / week

1 / 12

Holiday apartment in Brentwood

Brentwood apartment

2 bedrooms • 2 bathrooms • sleeps 6

from £155 / night

£1,031 - £1,993 / week

1 / 9

Apartment rental in Chelmsford

Chelmsford apartment

2 bedrooms • 2 bathrooms • sleeps 6

from £184 / night

£1,283 / week

1 / 45

Holiday apartment in Basildon

Basildon apartment

2 bedrooms • 2 bathrooms • sleeps 4

from £113 / night

£786 / week

1 / 34

Chelmsford holiday apartment rental

Chelmsford apartment

2 bedrooms • 2 bathrooms • sleeps 5

from £123 / night

£858 / week

1 / 24

Holiday apartment in Chelmsford

Chelmsford apartment

2 bedrooms • 2 bathrooms • sleeps 5

from £118 / night

£687 - £928 / week

1 / 49

Home rental in Basildon

Basildon house

3 bedrooms • 1 bathroom • sleeps 5

from £137 / night

£954 / week

1 / 40

Whitstable holiday home let

Whitstable house

3 bedrooms • 2 bathrooms • sleeps 7

from £344 / night

£2,405 / week

1 / 21

Whitstable holiday barn rental

Whitstable barn

1 bedroom • 1 bathroom • sleeps 3

from £161 / night

£1,123 / week

1 / 6

Holiday chalet in Leysdown-on-Sea

Leysdown-on-Sea chalet

1 bedroom • 1 bathroom • sleeps 4

from £68 / night

£473 / week

1 / 12

Apartment rental in Basildon

Basildon apartment

2 bedrooms • 1 bathroom • sleeps 4

from £161 / night

£1,123 / week

1 / 10

Grays Thurrock holiday apartment rental

Grays Thurrock apartment

2 bedrooms • 2 bathrooms • sleeps 7

from £138 / night

£962 / week

1 / 33

Chatham holiday apartment let

Chatham apartment

2 bedrooms • 2 bathrooms • sleeps 6

from £162 / night

£1,018 / week

1 / 12

Holiday apartment in Ingatestone

Ingatestone apartment

2 bedrooms • 2 bathrooms • sleeps 7

from £161 / night

£1,054 - £1,535 / week

1 / 4

Holiday apartment in Gillingham

Gillingham apartment

1 bedroom • 1 bathroom • sleeps 4

from £138 / night

£825 / week

1 / 19

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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

Three bedroom holiday home
Wonderful

Beautiful house, very spacious with great amenities. The house was clean and the owner was very helpful and friendly. Lots of things to do in the area and would highly recommend Chadwicks butchers in Southend for steaks. Adventure Island was also fantastic for the kids. We really enjoyed our stay and would visit again.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
THE LIGHTHOUSE APARTMENT
Christmas holiday at the lighthouse apartment

We had a lovely stay at the apartment, there was a mini Christmas tree which I thought was thoughtful of the owner for when we arrived. The views from the apartment were lovely as it looked over the beach, we saw the sun setting and rising! There was also a great park very close by with a playground for children which was good. In the apartment was everything we needed, I did take a few extra pans for cooking Christmas dinner but was contacted by Perry offering to bring more round which was kind. All in all it was a lovely week, thank you Perry.see more
York House
York House

Absolutely fantastic the house was wonderful better than we expected A really nice area away from noisy Southend but still accessible. … 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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