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

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320 Holiday homes

Apartment accommodation in Westcliff-on-Sea

Westcliff-on-Sea apartment

4 bedrooms / 2 bathrooms / sleeps 6

8

from £81 / night

£561 - £922 / week

Holiday apartment in Westcliff-on-Sea

Westcliff-on-Sea apartment

2 bedrooms / 1 bathroom / sleeps 6

5

Responds fast! avg. 2 hours 38 minutes

from £86 / night

£602 / week

Southend-on-Sea holiday apartment rental

Southend-on-Sea apartment

2 bedrooms / 2 bathrooms / sleeps 6

1

Responds fast! avg. 3 hours 23 minutes

from £115 / night

£762 - £1,243 / week

Westcliff-on-Sea holiday apartment rental

Westcliff-on-Sea apartment

3 bedrooms / 2 bathrooms / sleeps 6

9

from £144 / night

£808 / week

Holiday apartment in Southend-on-Sea

Southend-on-Sea apartment

2 bedrooms / 1 bathroom / sleeps 2

from £97 / night

£642 / week

Holiday apartment rental

Southend-on-Sea apartment

2 bedrooms / 1 bathroom / sleeps 5

17

from £79 / night

£573 - £693 / week

Home rental in Southend-on-Sea

Southend-on-Sea house

1 bedroom / 2 bathrooms / sleeps 2

3

Responds fast! avg. 1 hour 54 minutes

from £35 / night

£241 / week

Holiday home rental

Southend-on-Sea house

4 bedrooms / 2 bathrooms / sleeps 6

3

Responds fast! avg. 1 hour 29 minutes

from £132 / night

£922 / week

Holiday apartment in Southend-on-Sea

Southend-on-Sea apartment

1 bedroom / 1 bathroom / sleeps 2

3

Responds fast! avg. 1 hour 13 minutes

from £83 / night

£516 / week

Holiday private room in Leigh-on Sea

Leigh-on Sea private room

3 bedrooms / 2 bathrooms / sleeps 2

1

from £35 / night

£241 / week

Holiday home in Southend-on-Sea

Southend-on-Sea house

3 bedrooms / 3 bathrooms / sleeps 6

2

from £287 / night

£1,145 / week

Southend-on-Sea holiday apartment rental

Southend-on-Sea apartment

4 bedrooms / 4 bathrooms / sleeps 8

4

from £516 / night

£3,607 / week

Holiday home in Southend-on-Sea

Southend-on-Sea house

1 bedroom / 2 bathrooms / sleeps 2

1

Responds fast! avg. 1 hour 54 minutes

from £35 / night

£241 / week

Southend-on-Sea holiday apartment rental

Southend-on-Sea apartment

2 bedrooms / 1 bathroom / sleeps 5

from £91 / night

£573 / week

Southend-on-Sea holiday apartment let

Southend-on-Sea apartment

2 bedrooms / 1 bathroom / sleeps 5

from £102 / night

£687 - £768 / week

Holiday home in Southend-on-Sea

Southend-on-Sea house

4 bedrooms / 3 bathrooms / sleeps 5

1

from £109 / night

£762 / week

Apartment rental in Westcliff-on-Sea

Westcliff-on-Sea apartment

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 1 hour 59 minutes

from £144 / night

£762 - £1,339 / week

Holiday apartment in Southend-on-Sea

Southend-on-Sea apartment

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 10 minutes

from £78 / night

£545 / week

Holiday apartment in Thorpe Bay

Thorpe Bay apartment

1 bedroom / 1 bathroom / sleeps 2

1

from £69 / night

£436 / week

Holiday apartment in Southend-on-Sea

Southend-on-Sea apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 46 minutes

from £98 / night

£573 / week

Holiday apartment in Southend-on-Sea

Southend-on-Sea apartment

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 46 minutes

from £114 / night

£687 - £848 / week

Holiday apartment in Southend-on-Sea

Southend-on-Sea apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 3 hours 46 minutes

from £92 / night

£573 / week

Holiday home in Westcliff-on-Sea

Westcliff-on-Sea house

5 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 3 hours 46 minutes

from £229 / night

£1,603 / week

Southend-on-Sea holiday apartment rental

Southend-on-Sea apartment

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 46 minutes

from £114 / night

£687 - £928 / week

Southend-on-Sea holiday home rental

Southend-on-Sea house

5 bedrooms / 1 bathroom / sleeps 8

Responds fast! avg. 3 hours 43 minutes

from £209 / night

£1,382 - £1,489 / week

Westcliff-on-Sea holiday home rental

Westcliff-on-Sea house

3 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 2 hours 17 minutes

from £155 / night

£940 - £1,042 / week

Holiday home in Southend-on-Sea

Southend-on-Sea house

4 bedrooms / 4 bathrooms / sleeps 4

from £172 / night

£1,203 / week

Great rentals within 20 miles that match your search

Apartment rental in Rochester

Rochester apartment

1 bedroom / 1 bathroom / sleeps 4

from £115 / night

£802 / week

Holiday apartment in Rochester

Rochester apartment

2 bedrooms / 1 bathroom / sleeps 6

from £126 / night

£882 / week

Rochester holiday apartment rental

Rochester apartment

2 bedrooms / 1 bathroom / sleeps 6

from £126 / night

£882 / week

Holiday apartment in Brentwood

Brentwood apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 46 minutes

from £138 / night

£962 / week

Holiday apartment in Chelmsford

Chelmsford apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 10 minutes

from £98 / night

£682 / week

Leysdown-on-Sea holiday chalet accommodation

Leysdown-on-Sea chalet

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 7 minutes

from £58 / night

£287 / week

Holiday apartment rental

Ospringe apartment

1 bedroom / 1 bathroom / sleeps 4

2

from £69 / night

£516 - £676 / week

Holiday barn in Maldon

Maldon barn

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 10 minutes

from £195 / night

£916 - £1,077 / week

Whitstable holiday townhouse rental

Whitstable townhouse

2 bedrooms / 1 bathroom / sleeps 6

from £178 / night

£1,243 / week

Holiday barn in Maidstone

Maidstone barn

3 bedrooms / 3 bathrooms / sleeps 6

3

from £241 / night

£997 / week

Holiday chalet in Leysdown-on-Sea

Leysdown-on-Sea chalet

2 bedrooms / 1 bathroom / sleeps 5

18

from £81 / night

£344 - £859 / week

Holiday apartment in Chelmsford

Chelmsford apartment

2 bedrooms / 2 bathrooms / sleeps 4

2

Responds fast! avg. 57 minutes

from £155 / night

£1,082 / week

Holiday home with golf nearby in Whitstable

Whitstable house

4 bedrooms / 3 bathrooms / sleeps 8

42

Responds fast! avg. 47 minutes

from £229 / night

£1,271 - £2,519 / week

Viewing 40 of 320
rentals in Southend-on-Sea

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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 ammenities & Car Parking
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
Apartment Thorpe Bay near Sea
Lived up to our expectations of a tasteful modern apartment

Nice space and some good features - really useful washing machine helped in our situation. Sharon was welcoming and helpful. Would come back again. … see more
York House
York house

Great location. Full instructions from landlord really helped, particularly as the weather was freezing for us visiting from Dubai so finding the boiler and heating was critical! With other family visiting, the flat was big enough for 10 of us to squeeze around the dining table and the kitchen managed to cope with roast dinners and the like. The flat itself is nice and cosy, some lovely features and well furnished and stocked. The balcony would be great for a summer evening aperitif as the sun sets. All very comfortable with some great highlights. We will definitely book again in future.see more
Easy acces to ammenities
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
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
Everhome Flat, 148 Alexandra Rd Southend-on-Sea
Fantastic

Lovely place to stay great value for money,clean, comfortable, quiet and homely. Malcolm is a lovely approachable man and we'll definitely be booking through him again. Sheila, Graham , Tiff and Izzy … see more

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