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

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317 Holiday homes

Apartment accommodation in Westcliff-on-Sea

Westcliff-on-Sea apartment

4 bedrooms / 2 bathrooms / sleeps 6

8

from £81 / night

£561 - £882 / week

Holiday apartment in Westcliff-on-Sea

Westcliff-on-Sea apartment

2 bedrooms / 1 bathroom / sleeps 6

5

Responds fast! avg. 2 hours 15 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. 1 hour 42 minutes

from £155 / night

£962 - £1,764 / week

Westcliff-on-Sea holiday apartment rental

Westcliff-on-Sea apartment

3 bedrooms / 2 bathrooms / sleeps 6

9

Travellers’ Choice award

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

20

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 12 minutes

from £46 / night

£321 / week

Holiday home rental

Southend-on-Sea house

4 bedrooms / 2 bathrooms / sleeps 6

3

Responds fast! avg. 2 hours 8 minutes

from £132 / night

£922 / 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

3

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 12 minutes

from £46 / night

£321 / week

Southend-on-Sea holiday apartment rental

Southend-on-Sea apartment

2 bedrooms / 1 bathroom / sleeps 5

1

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

Responds fast! avg. 3 hours 44 minutes

from £98 / night

£670 / week

Apartment rental in Westcliff-on-Sea

Westcliff-on-Sea apartment

2 bedrooms / 1 bathroom / sleeps 6

1

Responds fast! avg. 3 hours 28 minutes

from £144 / night

£762 - £1,339 / week

Holiday apartment in Thorpe Bay

Thorpe Bay apartment

1 bedroom / 1 bathroom / sleeps 2

1

from £69 / night

£436 / week

Holiday home in Westcliff-on-Sea

Westcliff-on-Sea house

5 bedrooms / 3 bathrooms / sleeps 10

from £229 / night

£1,603 / week

Westcliff-on-Sea holiday home rental

Westcliff-on-Sea house

3 bedrooms / 1 bathroom / sleeps 5

from £155 / night

£940 - £1,042 / week

Home rental in Rochford

Rochford house

4 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 2 hours 8 minutes

from £201 / night

£1,403 / week

Southend-on-Sea holiday apartment rental

Southend-on-Sea apartment

2 bedrooms / 1 bathroom / sleeps 6

from £92 / night

£642 / week

Holiday home in Southend-on-Sea

Southend-on-Sea house

4 bedrooms / 4 bathrooms / sleeps 4

Responds fast! avg. 3 hours 44 minutes

from £229 / night

£1,443 / week

Holiday apartment in Southend-on-Sea

Southend-on-Sea apartment

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 14 minutes

from £126 / night

£882 / week

Holiday penthouse in Thorpe Bay

Thorpe Bay penthouse

1 bedroom / 1 bathroom / sleeps 2

5

from £155 / night

£859 - £911 / week

Holiday apartment in Southend-on-Sea

Southend-on-Sea apartment

4 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 3 hours 43 minutes

from £98 / night

£670 / week

Holiday home rental

Southend-on-Sea house

3 bedrooms / 2 bathrooms / sleeps 6

from £130 / night

£904 - £1,414 / week

Great rentals within 20 miles that match your search

Holiday apartment in Basildon

Basildon apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 13 minutes

from £113 / night

£786 / week

Holiday apartment in Ingatestone

Ingatestone apartment

2 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 3 hours 23 minutes

from £161 / night

£1,054 - £1,535 / week

Home rental in Basildon

Basildon house

3 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 1 hour 13 minutes

from £137 / night

£954 / week

Apartment rental in Basildon

Basildon apartment

2 bedrooms / 1 bathroom / sleeps 4

from £161 / night

£1,123 / week

Holiday apartment accommodation

Chelmsford apartment

2 bedrooms / 1 bathroom / sleeps 5

1

from £126 / night

£882 / week

Holiday narrowboat in Chelmsford

Chelmsford narrowboat

1 bedroom / 1 bathroom / sleeps 2

2

from £252 / night

£1,764 / week

Holiday apartment in Chelmsford

Chelmsford apartment

2 bedrooms / 2 bathrooms / sleeps 5

from £118 / night

£687 - £928 / week

Holiday apartment in Basildon

Basildon apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 12 minutes

from £149 / night

£1,042 / week

Grays Thurrock holiday apartment rental

Grays Thurrock apartment

2 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 46 minutes

from £138 / night

£962 / week

Chelmsford holiday apartment rental

Chelmsford apartment

2 bedrooms / 2 bathrooms / sleeps 5

from £123 / night

£858 / week

Apartment rental in Brentwood

Brentwood apartment

2 bedrooms / 2 bathrooms / sleeps 6

2

Responds fast! avg. 1 hour 32 minutes

from £125 / night

£874 / week

Holiday apartment in Chelmsford

Chelmsford apartment

2 bedrooms / 2 bathrooms / sleeps 4

2

Responds fast! avg. 38 minutes

from £155 / night

£1,082 / week

Apartment rental in Chelmsford

Chelmsford apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 46 minutes

from £184 / night

£1,283 / week

Holiday apartment in Brentwood

Brentwood apartment

2 bedrooms / 2 bathrooms / sleeps 6

1

Responds fast! avg. 48 minutes

from £155 / night

£1,031 - £1,993 / week

Viewing 40 of 317
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 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
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
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

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