Southend-on-Sea Vacation Rentals

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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Our top choices for Southend-on-Sea holiday rentals

Interior
493 Little Wakering Road

Cottage in Southend-on-Sea

493 Little Wakering Road
3.5 star property
The price is RM1,530
RM1,836 total
includes taxes & fees
19 Dec - 20 Dec
493 Little Wakering Road
Miscellaneous
Green Cottages

Cottage in Sittingbourne

Green Cottages
3.0 star property
10.0 out of 10, Exceptional, (11)
"Beautiful cottage in a fantastic, friendly village. It had everything we needed and was located close enough to the places we wanted to visit. Good local walks and a really nice pub over the road. We wouldn't hesitate to stay here again if we are in the area."
United Kingdom
Matthew
The price is RM1,370
RM1,644 total
includes taxes & fees
5 Jan - 6 Jan 2026
Green Cottages
Fridge, microwave, oven, stovetop
Kensington Bliss - 3 Bedroom House in Colchester

Residence in Colchester

Kensington Bliss - 3 Bedroom House in Colchester
2.0 star property
The price is RM675
RM809 total
includes taxes & fees
18 Dec - 19 Dec
Kensington Bliss - 3 Bedroom House in Colchester
Interior
Westgate Cottage

Cottage in Sittingbourne

Westgate Cottage
3.0 star property
The price is RM1,748
RM1,748 total
includes taxes & fees
15 Dec - 16 Dec
Westgate Cottage
1 bedroom, iron/ironing board, rollaway beds, free WiFi
Chelmsford Serviced Apartments

Apartment in Chelmsford

Chelmsford Serviced Apartments
5.0 star property
9.6 out of 10, Exceptional, (52)
"Faultless! Can highly recommend. Lovely bonus to have breakfast and bits and pieces supplied such as coffee etc"
United Kingdom
Lee
The price is RM663
RM795 total
includes taxes & fees
23 Dec - 24 Dec
Chelmsford Serviced Apartments
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

Park Inn by Radisson Palace Southend-on-Sea

Park Inn by Radisson Palace Southend-on-Sea

10/10 Excellent
"Great sea view nice clean room "
David 3-night trip
Posted 3 days ago
Park Inn by Radisson Palace Southend-on-Sea

Find out more about Southend-on-Sea

Search for holiday rentals in Southend-on-Sea on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Southend-on-Sea using one of the methods below:

  • View our selection of featured holiday rentals in Southend-on-Sea
  • Use the map to find apartments and other holiday homes in the Southend-on-Sea neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Southend-on-Sea while they last

Look no further and take a look at our great range of rental properties in Southend-on-Sea!

Frequently asked questions

Are there holiday rentals in Southend-on-Sea?

Yes, there are holiday rentals in Southend-on-Sea close to Southend Pier, 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.

What are some of the best holiday rentals that Southend-on-Sea has to offer?

Cosy Escape Heated Luxury pod and hot tub: This holiday home rental outside of Southend-on-Sea is located on the waterfront, and has an outdoor pool, a private garden and free WiFi to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and an electric kettle.

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

Expedia has 19 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 Leigh Heritage Centre, whereas Southend Cliff Gardens and Southend Beach are a couple of picturesque spots to enjoy the outdoors. While here, Southend Pier and Adventure Island 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.