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

Southend-on-Sea Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

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

Our top choices for Southend-on-Sea vacation rentals

1. Pier View Self Catering Apartments

Pier View Self Catering Apartments
3.0 star property
Southend-on-Sea
$137 nightly
The price is $164
Sep 27 - Sep 28
Total with taxes and fees
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
$202 nightly
The price is $242
Sep 20 - Sep 21
Total with taxes and fees
Coastal House Opposite Beach Sleeps 6 Pet Friendly

3. 493 Little Wakering Road

493 Little Wakering Road
3.5 star property
Southend-on-Sea
$395 nightly
The price is $474
Sep 4 - Sep 5
Total with taxes and fees
493 Little Wakering Road

4. 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
$156 nightly
The price is $180
Sep 1 - Sep 2
Total with taxes and fees
Salvation View 2 Bed Apartment

5. Estuary View

Estuary View
2.0 star property
Rochester
$499 nightly
The price is $599
Sep 12 - Sep 13
Total with taxes and fees
Estuary View

6. Hogwarts Bed and Continental Breakfast

Hogwarts Bed and Continental Breakfast
3.0 star property
Sheerness
9.4 out of 10, Exceptional, (126 reviews)
"One of the best B&B places to go and relax, value for money it simply can't be beaten. 5 stars 🌟"
United Kingdom
Barry
$74 nightly
The price is $89
Sep 1 - Sep 2
Total with taxes and fees
Hogwarts Bed and Continental Breakfast

7. House Sleeps 4 With Enclosed Garden

House Sleeps 4 With Enclosed Garden
2.0 star property
Gillingham
$180 nightly
The price is $216
Sep 1 - Sep 2
Total with taxes and fees
House Sleeps 4 With Enclosed Garden

8. Chelmsford Serviced Apartments

Chelmsford Serviced Apartments
5.0 star property
Chelmsford
9.6 out of 10, Exceptional, (57 reviews)
"Lovely apartment "
United Kingdom
Patricia
$156 nightly
The price is $187
Sep 3 - Sep 4
Total with taxes and fees
Chelmsford Serviced Apartments

9. Lookout by the Bay

Lookout by the Bay
2.0 star property
Herne Bay
10.0 out of 10, Exceptional, (4 reviews)
"Honestly website does not do the property justice it is absolutely amazing can not recommend enough. Never stayed anywhere as clean amazing housekeeping team just incredible"
United Kingdom
Maxine
$143 nightly
The price is $171
Sep 13 - Sep 14
Total with taxes and fees
Lookout by the Bay

10. 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
$203 nightly
The price is $244
Sep 2 - Sep 3
Total with taxes and fees
Birds Farm

11. 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
$620 nightly
The price is $620
Sep 23 - Sep 24
Total with taxes and fees
Beach Retreat With Parking Near the Sea

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

Charming 4-bedroom House Rental in Basildon, UK
2.0 star property
Basildon
$322 nightly
The price is $349
Sep 2 - Sep 3
Total with taxes and fees
Charming 4-bedroom House Rental in Basildon, UK

13. Watersmeet - 85 @ Park Avenue Holiday Village

Watersmeet - 85 @ Park Avenue Holiday Village
2.0 star property
Sheerness
$394 nightly
The price is $472
Sep 3 - Sep 4
Total with taxes and fees
Watersmeet - 85 @ Park Avenue Holiday Village

14. Green Cottages

Green Cottages
2.0 star property
Sittingbourne
10.0 out of 10, Exceptional, (12 reviews)
"A lovely cottage with everything we needed. "
United Kingdom
Nicholas
$338 nightly
The price is $406
Sep 2 - Sep 3
Total with taxes and fees
Green Cottages

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

Surridges Studio, Sleeps 4 w/ Parking & Dogs Ok
3.0 star property
Chelmsford
$137 nightly
The price is $164
Sep 4 - Sep 5
Total with taxes and fees
Surridges Studio, Sleeps 4 w/ Parking & Dogs Ok

16. Island Retreat

Island Retreat
2.0 star property
Colchester
Island Retreat

17. The Lower Bell

The Lower Bell
3.0 star property
Aylesford
8.0 out of 10, Very Good, (152 reviews)
"Easy check in, comfy bed, great shower"
United Kingdom
Michael
$79 nightly
The price is $95
Sep 1 - Sep 2
Total with taxes and fees
The Lower Bell

18. Studio Sleeps 2 With Parking

Studio Sleeps 2 With Parking
3.0 star property
South Ockendon
$104 nightly
The price is $125
Sep 1 - Sep 2
Total with taxes and fees
Studio Sleeps 2 With Parking

19. Denmark House

Denmark House
2.0 star property
Chatham
$1,674 nightly
The price is $2,009
Sep 15 - Sep 16
Total with taxes and fees
Denmark House

20. 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
$141 nightly
The price is $169
Sep 13 - Sep 14
Total with taxes and fees
Staycations Maldon Suites
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Southend-on-Sea vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Southend-on-Sea vacation 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 low season months. For more hustle and bustle, you may prefer to visit Southend-on-Sea in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $89 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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 vacation 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 vacation.

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 vacation rentals in Southend-on-Sea?

Yes, there are vacation rentals in Southend-on-Sea close to Adventure Island, or you can go with a more remote 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 vacation home rentals that Southend-on-Sea has to offer?

Luxury Pod-sleeps 2-hot Tub-pets-garden: This vacation home rental outside of Southend-on-Sea is located on the waterfront and has an outdoor pool, a private yard, 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 vacation rentals are there in Southend-on-Sea?

Expedia has 21 vacation 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 Shoebury East Beach are other places worth a visit.

What are vacation rentals like in Southend-on-Sea?

Vacation rentals are privately owned accommodations you can stay in for several days or longer in Southend-on-Sea. Vacation rentals offer amenities like WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, vacation rentals can provide a sense of security away from shared hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for families.