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

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Southend-on-Sea

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293 Holiday homes

(7) Excellent 

21

Apartment accommodation in Westcliff-on-Sea

Southend-on-Sea / Westcliff-on-Sea

4 6 2 nights min

  • 4 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.25 km
  • Child friendly

from £105 / night

£735 - £1,015 / week

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from £105 / night

(3) Excellent 

15

Home letting in Shoeburyness

Southend-on-Sea / Shoeburyness

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden

from £85 / night

£580 - £1,234 / week

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from £85 / night

(3) Average 

19

Westcliff-on-Sea holiday apartment rental

Southend-on-Sea / Westcliff-on-Sea

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly

from £145 / night

£850 / week

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from £145 / night

37

Holiday apartment in Southend-on-Sea

Essex / Southend-on-Sea

2 2 2 nights min

  • 2 bedrooms
  • Sleeps 2
  • 2 nights min
  • Child friendly

from £84 / night

£560 / week

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from £84 / night

(1) Very Good 

15

Apartment letting in Southend-on-Sea

Essex / Southend-on-Sea

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 0 km
  • Child friendly
  • Car not necessary

from £59 / night

£413 / week

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Responds fast!
avg. 42 minutes

from £59 / night

9

Holiday home rental

Essex / Southend-on-Sea

4 6 3 nights min

  • 4 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 1 km
  • Child friendly
  • Car not necessary

from £115 / night

£805 / week

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from £115 / night

(6) Very Good 

39

Holiday home in Shoeburyness

Southend-on-Sea / Shoeburyness

3 4 7 nights min

  • 3 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

from £72 / night

£580 / week

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Responds fast!
avg. 48 minutes

from £72 / night

22

Holiday home in Southend-on-Sea

Essex / Southend-on-Sea

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly

from £250 / night

£1,000 / week

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Responds fast!
avg. 1 hour 41 minutes

from £250 / night

(2) Excellent 

23

Holiday home in Southend-on-Sea

Essex / Southend-on-Sea

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Ask owner if suitable for children
  • Private garden

from £120 / night

£800 / week

Book View

Responds fast!
avg. 2 hours 29 minutes

from £120 / night

(1) Excellent 

12

Holiday private room in Leigh-on Sea

Southend-on-Sea / Leigh-on Sea

3 2 1 night min

  • 3 bedrooms
  • Sleeps 2
  • 1 night min

from £30 / night

£210 / week

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from £30 / night

9

Apartment rental in Westcliff-on-Sea

Southend-on-Sea / Westcliff-on-Sea

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Child friendly

from £85 / night

£595 / week

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Responds fast!
avg. 3 hours 18 minutes

from £85 / night

(2) Very Good 

38

Holiday home in Thorpe Bay

Southend-on-Sea / Thorpe Bay

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Nearest beach 0.5 km
  • Child friendly
  • Car not necessary

from £165 / night

£850 / week

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Responds fast!
avg. 2 hours 8 minutes

from £165 / night

(3) Very Good 

Certificate of Excellence

7

Home rental in Southend-on-Sea

Essex / Southend-on-Sea

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 2 km
  • Car not necessary
  • Private garden

Certificate of Excellence

from £35 / night

£245 / week

Book View

Responds fast!
avg. 1 hour 54 minutes

from £35 / night

(1) Very Good 

21

Apartment rental in Westcliff-on-Sea

Southend-on-Sea / Westcliff-on-Sea

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly

from £77 / night

£496 - £1,193 / week

Book View

from £77 / night

7

Holiday home in Southend-on-Sea

Essex / Southend-on-Sea

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Car not necessary
  • Private garden

from £35 / night

£245 / week

Book View

Responds fast!
avg. 1 hour 54 minutes

from £35 / night

6

Holiday apartment in Thorpe Bay

Southend-on-Sea / Thorpe Bay

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

from £68 / night

£380 / week

Book View

Responds fast!
avg. 48 minutes

from £68 / night

30

Holiday home in Southend-on-Sea

Essex / Southend-on-Sea

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly

from £85 / night

£548 - £1,073 / week

Book View

from £85 / night

13

Holiday home in Westcliff-on-Sea

Southend-on-Sea / Westcliff-on-Sea

9 18 5 nights min

  • 9 bedrooms
  • Sleeps 18
  • 5 nights min
  • Child friendly

from £600 / night

£4,200 / week

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Responds fast!
avg. 41 minutes

from £600 / night

(13) Very Good 

10

Holiday apartment rental

Essex / Southend-on-Sea

2 5 4 nights min

  • 2 bedrooms
  • Sleeps 5
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly

from £75 / night

£525 / week

Enquire View

from £75 / night

(2) Very Good 

26

Holiday apartment in Southend-on-Sea

Essex / Southend-on-Sea

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min

from £59 / night

£400 / week

Book View

Responds fast!
avg. 2 hours 17 minutes

from £59 / night

(4) Excellent 

17

Southend-on-Sea holiday apartment rental

Essex / Southend-on-Sea

4 10 2 nights min

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly

from £450 / night

£3,150 / week

Book View

from £450 / night

6

Holiday apartment in Southend-on-Sea

Essex / Southend-on-Sea

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Child friendly
  • Private garden

from £59 / night

£385 - £1,200 / week

Book View

Responds fast!
avg. 42 minutes

from £59 / night

(1) Excellent 

18

Holiday home in Southend-on-Sea

Essex / Southend-on-Sea

4 5 4 nights min

  • 4 bedrooms
  • Sleeps 5
  • 4 nights min
  • Nearest beach 0.3 km
  • Child friendly
  • Car not necessary

from £95 / night

£665 / week

Book View

from £95 / night

Why Southend-on-Sea?

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 & 1 car parking space
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
Amazing holiday flat right on the Beach

What an amazing holiday flat right on the beach, gorgeous art deco theme through out and perfect facilities and great location right next to the beach. Myself and my entire family loved the stay and the standard of the accommodation was outstanding. James … see more
Everhome Self Catering Apartment
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