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

Holiday Rentals in Southend-on-Sea

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Our top choices for Southend-on-Sea holiday rentals

1. Bright & Cosy Studio City Centre Flat Near High Street

Bright & Cosy Studio City Centre Flat Near 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 €119
includes taxes & fees
8 Nov - 9 Nov
Bright & Cosy Studio City Centre Flat Near High Street

2. Stylish & Modern 1BR City Centre Flat | Near High Street & Beach

Stylish & Modern 1BR City Centre Flat | Near High Street & Beach
Southend-on-Sea
The price is €195
includes taxes & fees
8 Nov - 9 Nov
Stylish & Modern 1BR City Centre Flat | Near High Street & Beach

3. Pier View Self Catering Apartments

Pier View Self Catering Apartments
3.0 star property
Southend-on-Sea
The price is €146
includes taxes & fees
30 Nov - 1 Dec
Pier View Self Catering Apartments

4. 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 €214
includes taxes & fees
15 Nov - 16 Nov
Coastal House Opposite Beach Sleeps 6 Pet Friendly

5. Cosy 2BR Flat | City Centre - Sleeps 7 guests

Cosy 2BR Flat | City Centre - Sleeps 7 guests
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.
Cosy 2BR Flat | City Centre - Sleeps 7 guests

6. 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 €177
includes taxes & fees
8 Nov - 9 Nov
Frankies Beach House Southend On Sea. Cozy beach vibes 10 seconds from the beach

7. Modern Studio | City Centre Near High Street

Modern Studio | City Centre Near High Street
Southend-on-Sea
The price is €134
includes taxes & fees
8 Nov - 9 Nov
Modern Studio | City Centre Near High Street

8. Amazing 1BR Ground Floor Flat | City Centre Near High Street

Amazing 1BR Ground Floor Flat | City Centre Near High Street
Southend-on-Sea
The price is €196
includes taxes & fees
8 Nov - 9 Nov
Amazing 1BR Ground Floor Flat | City Centre Near High Street

9. Stunning 1BR Flat | City Centre Near High Street

Stunning 1BR Flat | City Centre Near High Street
Southend-on-Sea
The price is €171
includes taxes & fees
8 Nov - 9 Nov
Stunning 1BR Flat | City Centre Near High Street

10. Gorgeous 1BR City Centre Flat | Near High Street - Excellent Location!

Gorgeous 1BR City Centre Flat | Near High Street - Excellent Location!
Southend-on-Sea
The price is €197
includes taxes & fees
9 Nov - 10 Nov
Gorgeous 1BR City Centre Flat | Near High Street - Excellent Location!

11. 493 Little Wakering Road

493 Little Wakering Road
3.5 star property
Southend-on-Sea
The price is €461
includes taxes & fees
8 Nov - 9 Nov
493 Little Wakering Road

12. Coastal House opposite beach sleeps 6 Pet friendly

Coastal House opposite beach sleeps 6 Pet friendly
Southend-on-Sea
The price is €208
includes taxes & fees
6 Nov - 7 Nov
Coastal House opposite beach sleeps 6 Pet friendly

13. 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 €84
includes taxes & fees
12 Nov - 13 Nov
Hogwarts Bed and Continental Breakfast

14. 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 €172
includes taxes & fees
8 Nov - 9 Nov
Stunning & Sleek 2BR w/ WiFi & Netflix - City Centre Nr Cliffs Pavillion

15. 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 €169
includes taxes & fees
29 Nov - 30 Nov
Salvation View 2 Bed Apartment

16. Stylish Coastal Flat+parking, panoramic views, mins to Old Leigh & Leigh Town

Stylish Coastal Flat+parking, panoramic views, mins to Old Leigh & Leigh Town
Southend-on-Sea
8.0 out of 10, Very good, (3 reviews)
"A hidden gem indeed. Gorgeous little flat with everything you need. Stunning views and close to everything. Loved it!"
United States
Kathleen keane K.
The price is €292
includes taxes & fees
8 Nov - 9 Nov
Stylish Coastal Flat+parking, panoramic views, mins to Old Leigh & Leigh Town

17. Hadleigh Hideout | 1-Bed Apt & Free Parking

Hadleigh Hideout | 1-Bed Apt & Free Parking
Hadleigh
10.0 out of 10, Exceptional, (1 review)
"Clean and tidy and had all I needed for my stay. Close to Morrisons which was useful and only a 15 min drive to where I was working. My flat was at the front overlooking the road which is a bit noisy during the day and evening so I had the front windows closed and it was quiet enough at night for me to sleep. The towels are ok but would prefer bath sheets or larger towels than those on offer. I will certainly look to using this place again as I frequently work on Canvey island."
United Kingdom
John
The price is €154
includes taxes & fees
19 Nov - 20 Nov
Hadleigh Hideout | 1-Bed Apt & Free Parking

18. Private 1-Bed Apartment | Lounge & Kitchen

Private 1-Bed Apartment | Lounge & Kitchen
Canvey Island
The price is €156
includes taxes & fees
6 Dec - 7 Dec
Private 1-Bed Apartment | Lounge & Kitchen

19. Spacious self-contained 2-bed apartment with a fully equipped kitchen dinner.

Spacious self-contained 2-bed apartment with a fully equipped kitchen dinner.
Daws Heath
The price is €194
includes taxes & fees
19 Nov - 20 Nov
Spacious self-contained 2-bed apartment with a fully equipped kitchen dinner.

20. Estuary View

Estuary View
3.0 star property
Rochester
The price is €440
includes taxes & fees
9 Nov - 10 Nov
Estuary View
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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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 €84 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. 

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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 Beecroft Art Gallery and Prittlewell Priory, 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.