A sunset over a beach with a pier extending into the water.

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Check prices for these dates

In two weeks
11 Sep - 13 Sep
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Southend-on-Sea holiday rentals

Front of property

1. Pier View Self Catering Apartments

Pier View Self Catering Apartments
3.0 star property
Southend-on-Sea
The price is 3.590.624 ₫
4.308.749 ₫ total
includes taxes & fees
27 Sept - 28 Sept
Pier View Self Catering Apartments
Exterior

2. Coastal House Opposite Beach Sleeps 6 Pet Friendly

Coastal House Opposite Beach Sleeps 6 Pet Friendly
3.5 star property
Southend-on-Sea
The price is 4.217.431 ₫
6.337.584 ₫ total
includes taxes & fees
20 Sept - 21 Sept
Coastal House Opposite Beach Sleeps 6 Pet Friendly
Cottage | Interior

3. 493 Little Wakering Road

493 Little Wakering Road
3.5 star property
Southend-on-Sea
The price is 10.292.461 ₫
12.350.953 ₫ total
includes taxes & fees
12 Sept - 13 Sept
493 Little Wakering Road
Apartment, 2 Bedrooms, Smoking | Living area

4. Salvation View 2 Bed Apartment

Salvation View 2 Bed Apartment
2.0 star property
Benfleet
8.0 out of 10, Very good, (1 review)
"Clean spacious flat although it's on a very busy main road. We booked it because of the garden but it was unusable because it was totally overgrown so nowhere to sit or stand. Another point I would like to make is that for safety we think there should be a hand rail on the stairs as they are quite steep and there is nothing to hold on to. Location is central to going places in the area."
United Kingdom
Jennifer
The price is 3.075.978 ₫
4.564.478 ₫ total
includes taxes & fees
29 Sept - 30 Sept
Salvation View 2 Bed Apartment
Cottage | Interior

5. Estuary View

Estuary View
2.0 star property
Rochester
The price is 13.023.114 ₫
15.627.737 ₫ total
includes taxes & fees
12 Sept - 13 Sept
Estuary View
Double Room, Ensuite, Park View (Room 2)

6. Hogwarts Bed and Continental Breakfast

Hogwarts Bed and Continental Breakfast
3.0 star property
Sheerness
9.4 out of 10, Exceptional, (125 reviews)
"One of the best B&B places to go and relax, value for money it simply can't be beaten. 5 stars 🌟"
United Kingdom
Barry
The price is 1.941.641 ₫
2.329.969 ₫ total
includes taxes & fees
31 Aug - 1 Sept
Hogwarts Bed and Continental Breakfast
Room

7. House Sleeps 4 With Enclosed Garden

House Sleeps 4 With Enclosed Garden
2.0 star property
Gillingham
The price is 4.699.653 ₫
5.639.584 ₫ total
includes taxes & fees
1 Sept - 2 Sept
House Sleeps 4 With Enclosed Garden
Living room

8. Chelmsford Serviced Apartments

Chelmsford Serviced Apartments
5.0 star property
Chelmsford
9.6 out of 10, Exceptional, (57 reviews)
"Lovely apartment "
United Kingdom
Patricia
The price is 4.056.016 ₫
4.867.219 ₫ total
includes taxes & fees
31 Aug - 1 Sept
Chelmsford Serviced Apartments
Apartment, 2 Bedrooms

9. Lookout by the Bay

Lookout by the Bay
2.0 star property
Herne Bay
10.0 out of 10, Exceptional, (4 reviews)
"Honestly website does not do the property justice it is absolutely amazing can not recommend enough. Never stayed anywhere as clean amazing housekeeping team just incredible"
United Kingdom
Maxine
The price is 3.721.478 ₫
4.465.773 ₫ total
includes taxes & fees
27 Sept - 28 Sept
Lookout by the Bay
Exterior

10. Birds Farm

Birds Farm
3.0 star property
Colchester
9.2 out of 10, Wonderful, (11 reviews)
"Really comfortable bed. Super clean. Great for a couple of nights stay. Close to the University to meet up with our daughter. Would recommend the Beth Chatto Garden near by for a visit. "
United Kingdom
Nicola
The price is 5.824.922 ₫
6.989.907 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Birds Farm
Private kitchen

11. Beach Retreat With Parking Near the Sea

Beach Retreat With Parking Near the Sea
4.0 star property
Whitstable
6.0 out of 10, (1 review)
"Unable to use hob. Hot water supply to bath poor Shower okay The description "near the sea" a bit misleading. Insufficient instructions and labelling with regard to bins and TV. Overall standard of property good and comfortable"
United Kingdom
Tom
The price is 10.202.439 ₫
16.203.874 ₫ total
includes taxes & fees
23 Sept - 24 Sept
Beach Retreat With Parking Near the Sea
House, 4 Bedrooms, Smoking, Garden View | Interior

12. Charming 4-bedroom House Rental in Basildon, UK

Charming 4-bedroom House Rental in Basildon, UK
2.0 star property
Basildon
The price is 5.956.733 ₫
12.038.672 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Charming 4-bedroom House Rental in Basildon, UK
Bar (on property)

13. Watersmeet - 85 @ Park Avenue Holiday Village

Watersmeet - 85 @ Park Avenue Holiday Village
2.0 star property
Sheerness
The price is 10.262.454 ₫
12.314.945 ₫ total
includes taxes & fees
12 Sept - 13 Sept
Watersmeet - 85 @ Park Avenue Holiday Village
Miscellaneous

14. Green Cottages

Green Cottages
2.0 star property
Sittingbourne
10.0 out of 10, Exceptional, (12 reviews)
"A lovely cottage with everything we needed. "
United Kingdom
Nicholas
The price is 8.825.640 ₫
10.590.768 ₫ total
includes taxes & fees
2 Sept - 3 Sept
Green Cottages
Room

15. Surridges Studio, Sleeps 4 w/ Parking & Dogs Ok

Surridges Studio, Sleeps 4 w/ Parking & Dogs Ok
3.0 star property
Chelmsford
The price is 3.569.089 ₫
4.282.907 ₫ total
includes taxes & fees
27 Sept - 28 Sept
Surridges Studio, Sleeps 4 w/ Parking & Dogs Ok
Room

16. Island Retreat

Island Retreat
2.0 star property
Colchester
Island Retreat
Deluxe Suite, Ensuite, Courtyard View

17. The Lower Bell

The Lower Bell
3.0 star property
Aylesford
8.0 out of 10, Very good, (152 reviews)
"Easy check in, comfy bed, great shower"
United Kingdom
Michael
The price is 2.059.198 ₫
2.471.179 ₫ total
includes taxes & fees
31 Aug - 1 Sept
The Lower Bell
Exterior detail

18. Studio Sleeps 2 With Parking

Studio Sleeps 2 With Parking
3.0 star property
South Ockendon
The price is 2.412.341 ₫
3.318.440 ₫ total
includes taxes & fees
31 Aug - 1 Sept
Studio Sleeps 2 With Parking
Private kitchen

19. Denmark House

Denmark House
2.0 star property
Chatham
The price is 43.660.439 ₫
52.392.527 ₫ total
includes taxes & fees
22 Sept - 23 Sept
Denmark House
Superior Apartment, Private Bathroom (D'Arcy Suite) | Interior

20. Staycations Maldon Suites

Staycations Maldon Suites
4.0 star property
Maldon
9.2 out of 10, Wonderful, (20 reviews)
"Fantastic suite. Unique. Comfortable. Spacious. Has everything you'll need for short or longer term stays."
United Kingdom
Jonathon
The price is 3.677.350 ₫
4.412.820 ₫ total
includes taxes & fees
31 Aug - 1 Sept
Staycations Maldon Suites
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Southend-on-Sea Hotel Reviews

ORIDA Maidstone Hotel

ORIDA Maidstone Hotel

8/10 Good
"Staff were very friendly, room was nice and clean but bathroom was a bit tired and could do with a new sink (coating was peeling off). No air conditioning in the rooms."
Mark 1-night trip
Posted 17 hours ago
ORIDA Maidstone Hotel

Frequently asked questions

Are there holiday rentals in Southend-on-Sea?

Yes, there are holiday rentals in Southend-on-Sea close to Adventure Island, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Southend-on-Sea speak positively about the scenic seaside and lively bars in this destination. Make sure you have time to check out the gardens and golf courses during your trip.

How many holiday rentals are there in Southend-on-Sea?

Expedia has 21 holiday rentals for your stay in Southend-on-Sea.

What can I see and do in Southend-on-Sea?

Cultural attractions include Prittlewell Priory and Beecroft Art Gallery, whereas Southend Beach and Thorpe Bay Beach are a couple of picturesque spots to enjoy the outdoors. While here, Adventure Island and Shoebury East Beach are other places worth a visit.

What are holiday rentals like in Southend-on-Sea?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Southend-on-Sea. Holiday rentals offer extras such as laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of security away from public hotel lifts and busy front desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for a small group gathering.