Southend-on-Sea Holiday Rentals

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Holiday Rentals in Southend-on-Sea

493 Little Wakering Road

3.5 star property
Southend-on-Sea
The price is NZ$777
includes taxes & fees
12 Dec - 13 Dec
493 Little Wakering Road

Bright & Spacious 2BR City Centre Nr High St by Everhome Ltd

Westcliff-on-Sea
6.0 out of 10, (1)
"Die Fotos in der Anzeige waren vielversprechender als in der Anzeige, aber insgesamt für den Kurzaufenthalt OK."
Germany
John R.
Bright & Spacious 2BR City Centre Nr High St by Everhome Ltd

Bright & Cozy 2BR in Westcliff-On-Sea w/ WiFi & Netflix by Everhome Ltd

Westcliff-on-Sea
6.0 out of 10, (2)
"The photos are a bit misleading as the apartment seemed quite run down (sofa had rips in and broken chair sat in living room), and the layout is odd but the location was fantastic and the owner was very helpful, with some updating I would stay here again but would need to see improvements first"
United Kingdom
Leanne W.
Bright & Cozy 2BR in Westcliff-On-Sea w/ WiFi & Netflix by Everhome Ltd

Modern & Elegant 1BR City Centre Nr High Street by Luxiety Stays

Southend-on-Sea
4.0 out of 10, (2)
"At the arrival there was a condom wrapper on the steps. We opened the front door and the smell hit us. Flat looked uncleaned; bathroom had stains on the floor and walls. Cobwebs in every room, stains on the walls. Problem with drain in the shower and the smell was terrible. Sofa needs adjusting as the arm rest loose. Carpet dirty, fan in the bedroom didn’t work. Fridge smelt and had brown stains on the glass shelves. Not what I expected nor paid for."
United Kingdom
Lenka
Modern & Elegant 1BR City Centre Nr High Street by Luxiety Stays

Southend luxe retreat

Southend-on-Sea
The price is NZ$656
includes taxes & fees
13 Nov - 14 Nov
Southend luxe retreat

Lighthouse Retreat - A stones throw from West Mersea beach

Colchester
9.2 out of 10, Wonderful, (5)
"Bedding coud have been more organized. Beds made up for 4, when there were 5.people staying."
United Kingdom
James W.
The price is NZ$326
includes taxes & fees
17 Nov - 18 Nov
Lighthouse Retreat - A stones throw from West Mersea beach

Pet friendly 2 bed caravan in coopers beach

Mersea Island
7.8 out of 10, Good, (7)
"Great caravan close to all activities and would definitely visit again "
United Kingdom
Julie
The price is NZ$477
includes taxes & fees
13 Nov - 14 Nov
Pet friendly 2 bed caravan in coopers beach

A Cosy unique luxurious River Boat with Castle Views in Maidstone Lady Florence.

Maidstone
10.0 out of 10, Exceptional, (11)
"I can’t express just how lovely the Lady Florence is. A perfect weekend to kick back and relax. Lovely host, super easy check-in, and kitted out beautifully. Has absolutely everything you need for a very comfortable stay. I will most definitely be booking again!Thanks so much "
United Kingdom
Yona H.
The price is NZ$446
includes taxes & fees
13 Nov - 14 Nov
A Cosy unique luxurious River Boat with Castle Views in Maidstone Lady Florence.

Hogwarts Bed and Continental Breakfast

3.0 star property
Sheerness
9.4 out of 10, Exceptional, (114)
"Very welcoming and informative Excellent accommodation couldn’t fault it at all clean and comfortable will definitely stay again when in the area "
United Kingdom
Trevor
The price is NZ$140
includes taxes & fees
13 Nov - 14 Nov
Hogwarts Bed and Continental Breakfast

The Dairy - Seaside Couples Escape in Whitstable

3.0 star property
Whitstable
9.6 out of 10, Exceptional, (4)
"The property was everything we needed for our one night stay in Whitstable. It was very cosy, and had everything we needed. The host was easy to contact and responded really quickly. Would definitely recommend and return."
United Kingdom
Kathryn
The price is NZ$211
includes taxes & fees
30 Nov - 1 Dec
The Dairy - Seaside Couples Escape in Whitstable

Splendid studio at Florence House | Heart of Herne Bay | 300m to beach

Herne Bay
10.0 out of 10, Exceptional, (3)
"Ideal for 2 people. Beach and pier closeby. Lots of pubs and restaurants within walking distance. Park up in William St with a permit that Oliver can arrange so that there's no need to worry about navigating the one way streets of Herne Bay to get to the various venues. Morrissons and Aldi are virtually on your door step."
United Kingdom
neil R.
The price is NZ$247
includes taxes & fees
19 Nov - 20 Nov
Splendid studio at Florence House | Heart of Herne Bay | 300m to beach

Coast Guard House

3.5 star property
Herne Bay
The price is NZ$3,651
includes taxes & fees
23 Nov - 24 Nov
Coast Guard House

Fresh comfy space, feel at home.

Gravesend
The price is NZ$243
includes taxes & fees
13 Nov - 14 Nov
Fresh comfy space, feel at home.

Palms Hotel & Retreat By Palette|Sta Double

Emerson Park
7.0 out of 10, Good, (4)
"Stayed a few times… Great staff, clean and "
United Kingdom
Katie
The price is NZ$127
includes taxes & fees
17 Nov - 18 Nov
Palms Hotel & Retreat By Palette|Sta Double

Grand Georgian Suite at Florence House | Heart of Herne Bay | 300m from beach

Herne Bay
9.6 out of 10, Exceptional, (9)
"Very confortable place in quiet street. "
United Kingdom
John
The price is NZ$283
includes taxes & fees
17 Nov - 18 Nov
Grand Georgian Suite at Florence House | Heart of Herne Bay | 300m from beach

Grand Apartment at Florence House | Heart of Herne Bay |300m to beach | King bed

Herne Bay
10.0 out of 10, Exceptional, (9)
"Checked out three hours ago and can’t stop talking about how much I’ve enjoyed this stay. Oliver was a fantastic host - communicative, friendly and generous (the welcome wine & biscuits! Yum!) and full of amazing recommendations for the local area. Brought our little doggo and had a great time exploring the town and seaside. Fantastic location - everything in Herne Bay within walking distance and a short drive everywhere else. Very clean and comfortable flat - and the chaise longue by the window...
United Kingdom
Mandi M.
The price is NZ$341
includes taxes & fees
20 Nov - 21 Nov
Grand Apartment at Florence House | Heart of Herne Bay |300m to beach | King bed

Milk Shed - Couples Seaside Retreat Whitstable

Kent
10.0 out of 10, Exceptional, (2)
"The Milk She’d is just as it appears in photos. Lots of lovely quirky touches to the decor.Quick and easy stroll to the High St where there are many restaurants. Be sure to book!I didn’t meet Jo but she was very attentive via text.If you want to stay somewhere which personality, this is it"
Australia
Christine L.
The price is NZ$226
includes taxes & fees
26 Nov - 27 Nov
Milk Shed - Couples Seaside Retreat Whitstable

Chelmsford Serviced Apartments

5.0 star property
Chelmsford
9.6 out of 10, Exceptional, (52)
"great location and very clean property. Would stay again"
United Kingdom
stephen
The price is NZ$322
includes taxes & fees
16 Nov - 17 Nov
Chelmsford Serviced Apartments

Green Cottages

3.0 star property
Sittingbourne
10.0 out of 10, Exceptional, (11)
"Lovely property in a small village location. great pub over the road and great food. Perfect for my work trip. the cottage has everything you could possibly want. Thank You"
United Kingdom
martin
The price is NZ$677
includes taxes & fees
13 Nov - 14 Nov
Green Cottages

Perfect Wedding/Event Location With 80-500 Capacity For A Memorable night!

Rainham
The price is NZ$10,456
includes taxes & fees
26 Nov - 27 Nov
Perfect Wedding/Event Location With 80-500 Capacity For A Memorable night!
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

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, 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 NZ$127 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. 

Frequently asked questions

Are there holiday rentals in Southend-on-Sea?

Yes, there are holiday rentals in Southend-on-Sea close to Southend Pier, 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?

Cosy Escape Heated Luxury pod and hot tub: 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 18 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 Cliff Gardens and Southend Beach are a couple of picturesque spots to enjoy the outdoors. While here, Southend Pier and Adventure Island 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.