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

Holiday Rentals in Southend-on-Sea

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Southend-on-Sea holiday rentals

1. Pier View Self Catering Apartments

Pier View Self Catering Apartments
3.0 star property
Southend-on-Sea
The price is €142
includes taxes & fees
27 Sept - 28 Sept
Pier View Self Catering Apartments

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 €208
includes taxes & fees
22 Sept - 23 Sept
Coastal House Opposite Beach Sleeps 6 Pet Friendly

3. 493 Little Wakering Road

493 Little Wakering Road
3.5 star property
Southend-on-Sea
The price is €408
includes taxes & fees
1 Oct - 2 Oct
493 Little Wakering Road

4. 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 €77
includes taxes & fees
22 Sept - 23 Sept
Hogwarts Bed and Continental Breakfast

5. Chelmsford Serviced Apartments

Chelmsford Serviced Apartments
5.0 star property
Chelmsford
9.6 out of 10, Exceptional, (58 reviews)
"Lovely apartment "
United Kingdom
Patricia
The price is €161
includes taxes & fees
22 Sept - 23 Sept
Chelmsford Serviced Apartments

6. Apartment Sleeps 2 With Garden

Apartment Sleeps 2 With Garden
2.5 star property
Clacton-on-Sea
The price is €107
includes taxes & fees
23 Sept - 24 Sept
Apartment Sleeps 2 With Garden

7. Estuary View

Estuary View
2.0 star property
Rochester
Estuary View

8. 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 €144
includes taxes & fees
22 Sept - 23 Sept
Salvation View 2 Bed Apartment

9. 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 €157
includes taxes & fees
23 Sept - 24 Sept
Birds Farm

10. 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 €479
includes taxes & fees
23 Sept - 24 Sept
Beach Retreat With Parking Near the Sea

11. 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 €146
includes taxes & fees
27 Sept - 28 Sept
Staycations Maldon Suites

12. Hidden Treasure- 2 Beds Sleeps 3 Gillingham

Hidden Treasure- 2 Beds Sleeps 3 Gillingham
3.0 star property
Gillingham
The price is €123
includes taxes & fees
25 Sept - 26 Sept
Hidden Treasure- 2 Beds Sleeps 3 Gillingham

13. Luxurious 2 Bedroom Apartment With Free Parking

Luxurious 2 Bedroom Apartment With Free Parking
2.0 star property
Chelmsford
9.8 out of 10, Exceptional, (8 reviews)
"The host made the check in easy and was responsive to all our questions and issues. The apartment, facilities and utensils were spotless and in great condition. For a stay in Chelmsford, the location is an easy walk or drive to any and all destinations."
United States
Paul
The price is €232
includes taxes & fees
22 Sept - 23 Sept
Luxurious 2 Bedroom Apartment With Free Parking

14. Cabin Sleeps 1 With Garden and Parking

Cabin Sleeps 1 With Garden and Parking
3.0 star property
Gravesend
The price is €76
includes taxes & fees
2 Oct - 3 Oct
Cabin Sleeps 1 With Garden and Parking

15. Luxurious ONE Bedroom Apartment IN Bond Street

Luxurious ONE Bedroom Apartment IN Bond Street
3.5 star property
Chelmsford
10.0 out of 10, Exceptional, (3 reviews)
The price is €185
includes taxes & fees
22 Sept - 23 Sept
Luxurious ONE Bedroom Apartment IN Bond Street

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

Surridges Studio, Sleeps 4 w/ Parking & Dogs Ok
3.0 star property
Chelmsford
The price is €191
includes taxes & fees
22 Sept - 23 Sept
Surridges Studio, Sleeps 4 w/ Parking & Dogs Ok

17. Watersmeet - 85 @ Park Avenue Holiday Village

Watersmeet - 85 @ Park Avenue Holiday Village
2.0 star property
Sheerness
The price is €407
includes taxes & fees
26 Sept - 27 Sept
Watersmeet - 85 @ Park Avenue Holiday Village

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

Charming 4-bedroom House Rental in Basildon, UK
2.0 star property
Basildon
The price is €333
includes taxes & fees
11 Oct - 12 Oct
Charming 4-bedroom House Rental in Basildon, UK

19. The Lower Bell

The Lower Bell
3.0 star property
Aylesford
7.8 out of 10, Good, (154 reviews)
"Small clean well appointed room in outbuilding. Large free car park. Good WiFi. Friendly helpful staff. No food available on sight."
United Kingdom
John
The price is €82
includes taxes & fees
22 Sept - 23 Sept
The Lower Bell

20. House Sleeps 4 With Enclosed Garden

House Sleeps 4 With Enclosed Garden
2.0 star property
Gillingham
The price is €186
includes taxes & fees
2 Oct - 3 Oct
House Sleeps 4 With Enclosed Garden
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Southend-on-Sea Hotel Reviews

Find out more about Southend-on-Sea

Everything you need to know about Southend-on-Sea holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Southend-on-Sea holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Southend-on-Sea holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Southend-on-Sea holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Southend-on-Sea. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Southend-on-Sea holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Southend-on-Sea holiday rentals we have selected for you start as low as €77 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Southend-on-Sea rentals

At Expedia, we put the best Southend-on-Sea holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Southend-on-Sea rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Southend-on-Sea holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Southend-on-Sea. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Explore a world of travel with Expedia

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 20 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.