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. New! Bright Studio | High Street + Near Shops

New! Bright Studio | High Street + Near Shops
Southend-on-Sea
New! Bright Studio | High Street + Near Shops

2. City Centre Studio | Walkable High Street

City Centre Studio | Walkable High Street
Southend-on-Sea
The price is €130
includes taxes & fees
16 Aug - 17 Aug
City Centre Studio | Walkable High Street

3. 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 €257
includes taxes & fees
20 Aug - 21 Aug
Coastal House Opposite Beach Sleeps 6 Pet Friendly

4. Stunning 1BR Flat | Pier + Near Shops Walk

Stunning 1BR Flat | Pier + Near Shops Walk
Southend-on-Sea
The price is €194
includes taxes & fees
13 Aug - 14 Aug
Stunning 1BR Flat | Pier + Near Shops Walk

5. Chic | City Studio | Seafront + High Street

Chic | City Studio | Seafront + High Street
Southend-on-Sea
8.0 out of 10, Very good, (1 review)
"Apartment was clean and exactly as stated in the advertisement! Only issue we encountered was the front door being locked and on latch at 2am… However the property manager responded within 10 minutes even at 2am in the morning. Excellent service!"
United Kingdom
Corbin N.
The price is €134
includes taxes & fees
9 Aug - 10 Aug
Chic | City Studio | Seafront + High Street

6. 493 Little Wakering Road

493 Little Wakering Road
3.5 star property
Southend-on-Sea
The price is €408
includes taxes & fees
10 Aug - 11 Aug
493 Little Wakering Road

7. Brand-New 1BR Flat | High Street Shops Walk

Brand-New 1BR Flat | High Street Shops Walk
Southend-on-Sea
The price is €177
includes taxes & fees
16 Aug - 17 Aug
Brand-New 1BR Flat | High Street Shops Walk

8. Coastal House opposite beach sleeps 6 Pet friendly

Coastal House opposite beach sleeps 6 Pet friendly
Southend-on-Sea
The price is €274
includes taxes & fees
20 Aug - 21 Aug
Coastal House opposite beach sleeps 6 Pet friendly

9. Hogwarts Bed and Continental Breakfast

Hogwarts Bed and Continental Breakfast
3.0 star property
Sheerness
9.4 out of 10, Exceptional, (123 reviews)
"Everything about my stay here was spot on. From location to cleanliness to the breakfast and the hosts. What a fantastic place to stay. Thankyou for everything."
United Kingdom
john
The price is €77
includes taxes & fees
9 Aug - 10 Aug
Hogwarts Bed and Continental Breakfast

10. 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 €151
includes taxes & fees
9 Aug - 10 Aug
Salvation View 2 Bed Apartment

11. Thames view - Wheelchair-Friendly Static Caravan

Thames view - Wheelchair-Friendly Static Caravan
Allhallows
The price is €270
includes taxes & fees
1 Sept - 2 Sept
Thames view - Wheelchair-Friendly Static Caravan

12. Hadleigh Hideout - Modern Apartment with Parking

Hadleigh Hideout - Modern Apartment with Parking
Hadleigh
The price is €176
includes taxes & fees
19 Aug - 20 Aug
Hadleigh Hideout - Modern Apartment with Parking

13. Amazing studio room in a beautiful house

Amazing studio room in a beautiful house
Stanford-le-Hope
10.0 out of 10, Exceptional, (1 review)
"I didn t need any activities because I was there for family events. Nice place to stay. Lovely host. We really enjoy staying there."
United States
Blandine K.
The price is €101
includes taxes & fees
10 Aug - 11 Aug
Amazing studio room in a beautiful house

14. The Studios at Taylor’s Court

The Studios at Taylor’s Court
Canvey Island
The price is €192
includes taxes & fees
9 Aug - 10 Aug
The Studios at Taylor’s Court

15. Homely 3-bedroom House close to shops and also close to the town center

Homely 3-bedroom House close to shops and also close to the town center
Basildon
10.0 out of 10, Exceptional, (1 review)
"Such a lovely stay! The place felt warm and welcoming, very clean and comfortable. I really enjoyed my time here and would happily come back again. Thank you."
United Kingdom
Marian A.
The price is €196
includes taxes & fees
15 Aug - 16 Aug
Homely 3-bedroom House close to shops and also close to the town center

16. Bright ensuite Private Room in 2BR Apt – Singles, couples, families allowed

Bright ensuite Private Room in 2BR Apt – Singles, couples, families allowed
Chatham
The price is €124
includes taxes & fees
7 Aug - 8 Aug
Bright ensuite Private Room in 2BR Apt – Singles, couples, families allowed

17. Two bedrooms house with a work space

Two bedrooms house with a work space
Basildon
The price is €188
includes taxes & fees
5 Sept - 6 Sept
Two bedrooms house with a work space

18. Modern Studio w/private Kitchen, Bathroom & Garden

Modern Studio w/private Kitchen, Bathroom & Garden
Basildon
The price is €165
includes taxes & fees
1 Sept - 2 Sept
Modern Studio w/private Kitchen, Bathroom & Garden

19. The Lower Bell

The Lower Bell
3.0 star property
Aylesford
8.0 out of 10, Very good, (151 reviews)
"Rooms are spotless, comfy bed, staff are lovely. Easy check in and out. "
United Kingdom
Eleanor
The price is €82
includes taxes & fees
9 Aug - 10 Aug
The Lower Bell

20. Spacious 3-bed Family Home

Spacious 3-bed Family Home
3.5 star property
Sittingbourne
The price is €281
includes taxes & fees
9 Aug - 10 Aug
Spacious 3-bed Family Home
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 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?

Shapelesslodge.com: This holiday home rental outside of Southend-on-Sea is located by the ocean, and offers a garden, laundry facilities and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and kitchenware.

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 Leigh Heritage Centre and Southend-On-Sea Pier Museum, 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.