Southend-on-Sea Holiday 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

1 bedroom
The Lower Bell

Apartment in Aylesford

The Lower Bell
3.0 star property
7.8 out of 10, Good, (148)
"Clean comfortable proprty"
United Kingdom
Pete
The price is HK$604
HK$725 total
includes taxes & fees
17 Dec - 18 Dec
The Lower Bell
Bar (on property)
Palms Hotel & Retreat By Palette|Sta Double

Apartment in Emerson Park

Palms Hotel & Retreat By Palette|Sta Double
7.0 out of 10, Good, (4)
"Very nice hotel. its very new and an excellent experience. Very friendly staff."
United Kingdom
steven
The price is HK$566
HK$566 total
includes taxes & fees
14 Dec - 15 Dec
Palms Hotel & Retreat By Palette|Sta Double
1 bedroom
Hogwarts Bed and Continental Breakfast

Cottage in Sheerness

Hogwarts Bed and Continental Breakfast
3.0 star property
9.4 out of 10, Exceptional, (114)
"This was a lovely place to stay! The breakfast was wonderful also."
Canada
Philip Raymond
The price is HK$518
HK$621 total
includes taxes & fees
17 Dec - 18 Dec
Hogwarts Bed and Continental Breakfast
Interior
Staycations Maldon Suites

Aparthotel in Maldon

Staycations Maldon Suites
4.0 star property
9.6 out of 10, Exceptional, (13)
"The place was huge the value wonderful parking right out back great people food, just walk everywhere myself wife and daughter came all the way from the USA and couldn't have ask for better."
United States
Hunter
The price is HK$998
HK$1,198 total
includes taxes & fees
6 Jan - 7 Jan 2026
Staycations Maldon Suites
Interior
Kensington Bliss - 3 Bedroom House in Colchester

Residence in Colchester

Kensington Bliss - 3 Bedroom House in Colchester
2.0 star property
The price is HK$1,274
HK$1,529 total
includes taxes & fees
12 Dec - 13 Dec
Kensington Bliss - 3 Bedroom House in Colchester
Terrace/patio
The Dairy - Seaside Couples Escape in Whitstable

Cottage in Whitstable

The Dairy - Seaside Couples Escape in Whitstable
3.0 star property
9.2 out of 10, Wonderful, (5)
"Easy check in, clean room, comfortable bed "
United Kingdom
Rachel
The price is HK$409
HK$740 total
includes taxes & fees
15 Dec - 16 Dec
The Dairy - Seaside Couples Escape in Whitstable
1 bedroom
Frinton Escapes

Apartment in Frinton-on-Sea

Frinton Escapes
3.5 star property
10.0 out of 10, Exceptional, (16)
"Great place to stay definitely recommend "
United Kingdom
Michele
The price is HK$1,122
HK$1,346 total
includes taxes & fees
24 Dec - 25 Dec
Frinton Escapes
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 HK$2,604
HK$3,125 total
includes taxes & fees
3 Jan - 4 Jan 2026
Green Cottages
Exterior
Birds Farm

Aparthotel in Colchester

Birds Farm
3.0 star property
9.2 out of 10, Wonderful, (10)
"We loved it here, had a a good couple of nights with friends. Beautiful apartment, amazing mattresses and pillows, very quiet environment. The pool wasn’t open and some work was happening but you can tell it’s going to look amazing once they put it all together and summer prep work is expected at this time of year. Kara was fab and we met a super helpful housekeeper who is doing a degree who was a literal walking tourist information centre. Great atmosphere all round ."
United Kingdom
Karen
The price is HK$1,111
HK$1,334 total
includes taxes & fees
11 Jan - 12 Jan 2026
Birds Farm
Terrace/patio
Truly Kentish Holiday Lets

Cabin in Sittingbourne

Truly Kentish Holiday Lets
3.5 star property
10.0 out of 10, Exceptional, (7)
"Lovely peaceful location. Property accurately depicted in the photos. Lovely grounds and great hosts"
United Kingdom
Elizabeth
Truly Kentish Holiday Lets
Fridge, microwave, oven, stovetop
House - Sleeps 7, Private Garden & Parking

Residence in Basildon

House - Sleeps 7, Private Garden & Parking
2.0 star property
The price is HK$2,500
HK$3,001 total
includes taxes & fees
1 Jan - 2 Jan 2026
House - Sleeps 7, Private Garden & Parking
42-inch flat-screen TV with satellite channels, plasma TV, DVD player
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 HK$1,240
HK$1,489 total
includes taxes & fees
22 Dec - 23 Dec
Chelmsford Serviced Apartments
Interior
Kentish Oast, Cottage and Barn in stunning private grounds with swimming pool

Cottage in Hollingbourne

Kentish Oast, Cottage and Barn in stunning private grounds with swimming pool
9.4 out of 10, Exceptional, (3)
"Excellent property fabulous grounds great host couldn't fault it "
United Kingdom
Chris C.
Kentish Oast, Cottage and Barn in stunning private grounds with swimming pool
Shared kitchen
Parkway House

Apartment in Chelmsford

Parkway House
3.5 star property
9.6 out of 10, Exceptional, (17)
"The apartment was clean, fresh and very cosy. Its like home away from home. Everything was in place, and in working orders. "
United Kingdom
Miss Sophia P C
The price is HK$1,139
HK$1,677 total
includes taxes & fees
14 Dec - 15 Dec
Parkway House
Fridge, dishwasher, electric kettle, toaster
Mabel

Cottage in Whitstable

Mabel
3.0 star property
The price is HK$3,313
HK$3,976 total
includes taxes & fees
10 Jan - 11 Jan 2026
Mabel
1 bedroom, free WiFi, bed sheets
Cosy Escape Heated Luxury pod and hot tub

Holiday Home in Sheerness

Cosy Escape Heated Luxury pod and hot tub
3.0 star property
10.0 out of 10, Exceptional, (6)
The price is HK$1,562
HK$1,562 total
includes taxes & fees
17 Dec - 18 Dec
Cosy Escape Heated Luxury pod and hot tub
Terrace/patio
Pet friendly 2 bed caravan in coopers beach

Mobile Home in Mersea Island

Pet friendly 2 bed caravan in coopers beach
7.8 out of 10, Good, (7)
"Great caravan close to all activities and would definitely visit again "
United Kingdom
Julie
The price is HK$828
HK$2,112 total
includes taxes & fees
12 Dec - 13 Dec
Pet friendly 2 bed caravan in coopers beach
Dining
Luxurious ONE Bedroom Apartment IN Bond Street

Apartment in Chelmsford

Luxurious ONE Bedroom Apartment IN Bond Street
3.5 star property
10.0 out of 10, Exceptional, (2)
The price is HK$1,139
HK$1,677 total
includes taxes & fees
14 Dec - 15 Dec
Luxurious ONE Bedroom Apartment IN Bond Street
Dining
Coast Guard House

Cottage in Herne Bay

Coast Guard House
3.5 star property
The price is HK$13,546
HK$16,255 total
includes taxes & fees
16 Dec - 17 Dec
Coast Guard House
Terrace/patio
House - Sleeps 9 - Garden - Pet Friendly - Parking

Residence in Sittingbourne

House - Sleeps 9 - Garden - Pet Friendly - Parking
2.0 star property
The price is HK$1,667
HK$2,938 total
includes taxes & fees
19 Dec - 20 Dec
House - Sleeps 9 - Garden - Pet Friendly - Parking
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 2 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! 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.