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

Southend-on-Sea Holiday Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Southend-on-Sea holiday rentals

A neatly arranged bedroom with a bed, two bedside tables, a nightstand, a hanging lamp, and two framed pictures on the wall.

1. Stylish Studio Retreat by the beach with parking

Stylish Studio Retreat by the beach with parking
Southend-on-Sea
8.0 out of 10, Very good, (1 review)
"Great location, plenty of parking although it can be expensive! Room is a lovely size and very comfortable"
United Kingdom
Andrew
The price is HK$767
HK$1,441 total
includes taxes & fees
30 Sept - 1 Oct
Stylish Studio Retreat by the beach with parking
A hotel room with a bed, two orange chairs, a small table, a TV, and a dark-colored wardrobe.

2. Modern Studio Flat | City Centre Near High Street

Modern Studio Flat | City Centre Near High Street
Southend-on-Sea
Modern Studio Flat | City Centre Near High Street
A modern bathroom with grey cabinets, a mirror, a small plant, and a white door.

3. Chic Studio | City Centre Near High Street

Chic Studio | City Centre Near High Street
Southend-on-Sea
The price is HK$904
HK$1,070 total
includes taxes & fees
27 Sept - 28 Sept
Chic Studio | City Centre Near High Street
A building with a sign indicating 'Pier View Self Catering.'

4. Pier View Self Catering Apartments

Pier View Self Catering Apartments
3.0 star property
Southend-on-Sea
The price is HK$1,052
HK$1,262 total
includes taxes & fees
27 Sept - 28 Sept
Pier View Self Catering Apartments
A building with a sign reading 'OCEAN BEACH' and a covered outdoor area.

5. 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 HK$1,233
HK$1,852 total
includes taxes & fees
28 Sept - 29 Sept
Coastal House Opposite Beach Sleeps 6 Pet Friendly
A modern living room with a sofa, a coffee table, and a dining area with chairs.

6. Chic & Stylish 1BR City Centre Flat | Near High Street & Beach

Chic & Stylish 1BR City Centre Flat | Near High Street & Beach
Southend-on-Sea
The price is HK$1,194
HK$1,610 total
includes taxes & fees
27 Sept - 28 Sept
Chic & Stylish 1BR City Centre Flat | Near High Street & Beach
A modern living room with a dark brown sofa, a glass coffee table, and a dining area with a table and chairs.

7. Modern & Lovely 1BR Flat | City Centre Near High Street + Beach

Modern & Lovely 1BR Flat | City Centre Near High Street + Beach
Southend-on-Sea
4.0 out of 10, (2 reviews)
"Fantastic location, easy access and great communication, however we found the apartment needed supplies such as dish towels, paper towels, a spare roll of toilet paper. The condo also needs a complete thorough cleaning. Surfaces are clean, but the walls and ceilings are very dirty."
Canada
Connie
The price is HK$1,143
HK$1,309 total
includes taxes & fees
27 Sept - 28 Sept
Modern & Lovely 1BR Flat | City Centre Near High Street + Beach
A modern living room with a dining area, featuring a round table with chairs, a sofa, and a coffee table.

8. Frankies Beach House Southend On Sea. Cozy beach vibes 10 seconds from the beach

Frankies Beach House Southend On Sea. Cozy beach vibes 10 seconds from the beach
Southend-on-Sea
10.0 out of 10, Exceptional, (1 review)
"What can I say about Frankie's Place other than that it is absolutely picture-perfect! It looks exactly like the photos on the site, if not even better when you see it in person.We only stayed for one night, as the property was already booked for the following night, but we thoroughly enjoyed our stay. It was beautifully decorated, spotlessly clean, and a wonderful place to relax.I would definitely recommend Frankie's Place to my family and friends, and we would certainly love to come back...
United States
Marie M.
The price is HK$1,399
HK$1,565 total
includes taxes & fees
28 Sept - 29 Sept
Frankies Beach House Southend On Sea. Cozy beach vibes 10 seconds from the beach
A modern living room with a grey sofa, a round coffee table, and a dining area with a table and chairs.

9. Stylish 2BR Flat | Westcliff Seafront Stay

Stylish 2BR Flat | Westcliff Seafront Stay
Westcliff-on-Sea
8.8 out of 10, Excellent, (3 reviews)
"Fab night , great location, only thing missing is a hairdryer "
United Kingdom
Lara A.
The price is HK$1,194
HK$1,371 total
includes taxes & fees
27 Sept - 28 Sept
Stylish 2BR Flat | Westcliff Seafront Stay
A modern hotel room with a bed, desk, chair, and a large mirror.

10. Large Studio Retreat by the beach with parking

Large Studio Retreat by the beach with parking
Southend-on-Sea
10.0 out of 10, Exceptional, (1 review)
"Perfect for me very quite and fantastic room there is plenty rooms there so have a good look at the pictures as some have fantastic views. Host was very nice and pleasant to deal with. Thank you for a perfect stay."
United Kingdom
Danny
The price is HK$872
HK$1,548 total
includes taxes & fees
1 Oct - 2 Oct
Large Studio Retreat by the beach with parking
A modern hotel room with a large bed, bedside tables, a chair, and a view of the city through large windows.

11. Bright Boutique Studio Near seafront with parking

Bright Boutique Studio Near seafront with parking
Southend-on-Sea
10.0 out of 10, Exceptional, (1 review)
"Considering the part of Southend the room was located in, it was a pleasant surprise to walk into a clean smelling room. Hosts were on hand should we need anything. Only downside was it was so warm and after a day or two you could smell the drains despite the cooler being on. Overall a lovely room with everything we needed and very clean and would definitely consider it again"
United States
Rosemary B.
The price is HK$767
HK$1,441 total
includes taxes & fees
30 Sept - 1 Oct
Bright Boutique Studio Near seafront with parking
A modern hotel room with a large bed, bedside tables, a desk, and a view of the city.

12. Executive Studio |Family | Work & Stay | Parking | beach

Executive Studio |Family | Work & Stay | Parking | beach
Southend-on-Sea
The price is HK$976
HK$1,651 total
includes taxes & fees
27 Sept - 28 Sept
Executive Studio |Family | Work & Stay | Parking | beach
A modern kitchen with white cabinetry, a dining area with a glass table and grey chairs, and a view of the sea through a window.

13. Modern 1BR Ground Floor Flat | City Centre Near High Street

Modern 1BR Ground Floor Flat | City Centre Near High Street
Southend-on-Sea
The price is HK$1,194
HK$1,610 total
includes taxes & fees
27 Sept - 28 Sept
Modern 1BR Ground Floor Flat | City Centre Near High Street
A bedroom with a bed, bedside table, lamp, curtains, and a painting on the wall.

14. 493 Little Wakering Road

493 Little Wakering Road
3.5 star property
Southend-on-Sea
The price is HK$3,022
HK$3,627 total
includes taxes & fees
3 Oct - 4 Oct
493 Little Wakering Road
A modern kitchen with a central island, a dining area with a glass table, and a living space with a sofa.

15. New Gorgeous 1BR Flat | City Centre Near High Street

New Gorgeous 1BR Flat | City Centre Near High Street
Southend-on-Sea
The price is HK$1,194
HK$1,371 total
includes taxes & fees
27 Sept - 28 Sept
New Gorgeous 1BR Flat | City Centre Near High Street
A building with a sign reading 'OCEAN BEACH' and a covered outdoor seating area.

16. Coastal House opposite beach sleeps 6 Pet friendly

Coastal House opposite beach sleeps 6 Pet friendly
Southend-on-Sea
The price is HK$1,648
HK$1,959 total
includes taxes & fees
9 Oct - 10 Oct
Coastal House opposite beach sleeps 6 Pet friendly
A modern living room with a sofa, armchairs, a coffee table, and a TV on the wall.

17. Stunning 1BR City Centre Flat | Near High Street - Excellent Location!

Stunning 1BR City Centre Flat | Near High Street - Excellent Location!
Southend-on-Sea
Stunning 1BR City Centre Flat | Near High Street - Excellent Location!
A neatly arranged bedroom with a wooden headboard, a bedside table with a lamp, a bed with a beige duvet and pillows, a window with a view of the outside, and a radiator.

18. Hogwarts Bed and Continental Breakfast

Hogwarts Bed and Continental Breakfast
3.0 star property
Sheerness
9.4 out of 10, Exceptional, (127 reviews)
"Lovely stay and great location. Easy check in and no complaints from us. I would stay here again."
United Kingdom
John
The price is HK$570
HK$684 total
includes taxes & fees
28 Sept - 29 Sept
Hogwarts Bed and Continental Breakfast
A living room with a gray sofa, two pillows, a small side table with a lamp, and three framed pictures on the wall.

19. 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 HK$906
HK$1,346 total
includes taxes & fees
28 Sept - 29 Sept
Salvation View 2 Bed Apartment
A modern living room with a large grey sectional sofa, a flat-screen TV mounted on a brick wall, and a wooden floor.

20. Stunning & Sleek 2BR w/ WiFi & Netflix - City Centre Nr Cliffs Pavillion

Stunning & Sleek 2BR w/ WiFi & Netflix - City Centre Nr Cliffs Pavillion
Southend-on-Sea
8.8 out of 10, Excellent, (5 reviews)
"It was a very nice apartment, close to all the local shops, the beach, shopping centre, funfairs, and Sea Life. My children really like it very much."
United Kingdom
Mohammed H.
The price is HK$1,298
HK$1,485 total
includes taxes & fees
27 Sept - 28 Sept
Stunning & Sleek 2BR w/ WiFi & Netflix - City Centre Nr Cliffs Pavillion
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

Village Hotel Maidstone

Village Hotel Maidstone

10/10 Excellent
"1"
Nicola 1-night trip
Posted 1 hour ago
Village Hotel Maidstone

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
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  • 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 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 popular beaches 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?

Luxury Pod-sleeps 2-hot Tub-pets-garden: 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 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 Southend-on-Sea City Hall 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.