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

Southend-on-Sea Vacation Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Southend-on-Sea vacation rentals

A row of traditional buildings with balconies adorned with red flowers, a sign for 'Pier View' indicating self-catering luxury apartments, and a plaque for 'St. John the Baptist.'

1. Pier View Self Catering Apartments

Pier View Self Catering Apartments
3.0 star property
Southend-on-Sea
The price is AED 492
AED 590 total
includes taxes & fees
30 Nov - 1 Dec
Pier View Self Catering Apartments
A building with a sign reading 'OCEAN BEACH' and a covered outdoor area.

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 AED 571
AED 860 total
includes taxes & fees
19 Nov - 20 Nov
Coastal House Opposite Beach Sleeps 6 Pet Friendly
A bedroom with a bed, bedside table, lamp, curtains, and a painting on the wall.

3. 493 Little Wakering Road

493 Little Wakering Road
3.5 star property
Southend-on-Sea
The price is AED 1,558
AED 1,870 total
includes taxes & fees
14 Dec - 15 Dec
493 Little Wakering Road
A hotel room with a large bed, a nightstand, and two paintings on the walls.

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 AED 283
AED 340 total
includes taxes & fees
15 Nov - 16 Nov
Hogwarts Bed and Continental Breakfast
A wooden cabin with a sign reading 'The Creative Studio,' surrounded by picnic tables and a wooden fence, with a clear view of the water in the background.

5. Estuary View

Estuary View
3.0 star property
Rochester
The price is AED 1,633
AED 1,959 total
includes taxes & fees
11 Dec - 12 Dec
Estuary View
A corner room with a bay window, a round glass table, and a chair.

6. 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 AED 471
AED 682 total
includes taxes & fees
29 Nov - 30 Nov
Salvation View 2 Bed Apartment
A wooden cabin with a stone patio, a hot tub, and a wooden deck.

7. Luxury Pod-sleeps 2-hot Tub-pets-garden

Luxury Pod-sleeps 2-hot Tub-pets-garden
3.0 star property
Sheerness
10.0 out of 10, Exceptional, (6 reviews)
"We absolutely loved our stay at the Honey Pod. Communication and instructions before arrival were wonderful and made everything so easy. The space itself is compact but has everything you need — a cozy kitchen/lounge area, comfortable bedroom, and clean bathroom. The wood burner hot tub in the garden was such a treat, perfect for relaxing under the stars. It’s beautifully secluded and feels like you’re tucked away in the middle of nowhere — peaceful, quiet, and magical. Highly recommend for...
United Kingdom
Michael
The price is AED 717
AED 790 total
includes taxes & fees
16 Nov - 17 Nov
Luxury Pod-sleeps 2-hot Tub-pets-garden
A modern bedroom with a bed, a large mirror, and a painting of flowers.

8. Chelmsford Serviced Apartments

Chelmsford Serviced Apartments
5.0 star property
Chelmsford
9.8 out of 10, Exceptional, (61 reviews)
"Very handy location close to where we needed to be in Chelmsford. Certainly more room that a budget hotel wih everything you need, including safe parking."
United Kingdom
Paul
The price is AED 552
AED 662 total
includes taxes & fees
9 Dec - 10 Dec
Chelmsford Serviced Apartments
A large house with a gravel driveway, a swimming pool, and a garden with various plants and flowers.

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 AED 382
AED 459 total
includes taxes & fees
28 Nov - 29 Nov
Birds Farm
A modern room with a large copper bathtub, a bed, a TV, and a dining area with stools.

10. 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 AED 506
AED 607 total
includes taxes & fees
15 Nov - 16 Nov
Staycations Maldon Suites
Private kitchen

11. Wickford Apartment Sleeps 2 - Street Parking

Wickford Apartment Sleeps 2 - Street Parking
3.5 star property
Wickford
The price is AED 431
AED 517 total
includes taxes & fees
14 Dec - 15 Dec
Wickford Apartment Sleeps 2 - Street Parking
A coastal walkway with beach huts and a view of the sea.

12. 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
The price is AED 1,213
AED 1,456 total
includes taxes & fees
22 Nov - 23 Nov
Green Cottages
A room with a white desk, a chair, a clock, and a radiator.

13. House Sleeps 6 With Wifi

House Sleeps 6 With Wifi
3.5 star property
Basildon
The price is AED 474
AED 860 total
includes taxes & fees
6 Dec - 7 Dec
House Sleeps 6 With Wifi
A dining area with a round table, two chairs, and a vase with white flowers.

14. 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, (9 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 AED 562
AED 966 total
includes taxes & fees
18 Nov - 19 Nov
Luxurious 2 Bedroom Apartment With Free Parking
A kitchen with dark blue cabinets, a built-in microwave, a toaster, and a bowl of fruit on the counter.

15. Sally

Sally
3.0 star property
Whitstable
9.6 out of 10, Exceptional, (5 reviews)
"Great location"
United Kingdom
Lucy
The price is AED 1,798
AED 2,158 total
includes taxes & fees
24 Nov - 25 Nov
Sally
A small room with a window, a radiator, a chair, and a table with a fruit bowl.

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

Charming 4-bedroom House Rental in Basildon, UK
2.0 star property
Basildon
The price is AED 594
AED 1,391 total
includes taxes & fees
15 Nov - 16 Nov
Charming 4-bedroom House Rental in Basildon, UK
A rustic wooden building with a circular entrance, stone walls, and a wooden bench outside.

17. Cosy Escape Heated Luxury pod With hot tub

Cosy Escape Heated Luxury pod With hot tub
3.0 star property
Sheerness
9.8 out of 10, Exceptional, (7 reviews)
"It was a perfect place for relaxation "
United Kingdom
Billie
The price is AED 646
AED 863 total
includes taxes & fees
17 Nov - 18 Nov
Cosy Escape Heated Luxury pod With hot tub
A bedroom with a bed, a desk, and a chair.

18. The Lower Bell

The Lower Bell
3.0 star property
Aylesford
7.8 out of 10, Good, (157 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 AED 283
AED 340 total
includes taxes & fees
17 Nov - 18 Nov
The Lower Bell
A rural property with a gravel driveway leading to a wooden gate, a brick house, and surrounding greenery.

19. Countryside Private Studio & Gated Parking

Countryside Private Studio & Gated Parking
3.0 star property
Chelmsford
The price is AED 621
AED 745 total
includes taxes & fees
3 Dec - 4 Dec
Countryside Private Studio & Gated Parking
A modern living room with a grey sofa, a dining area with a table and chairs, and large windows with blinds.

20. 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 AED 441
AED 772 total
includes taxes & fees
15 Dec - 16 Dec
Luxurious One Bedroom Apartment in Bond Street
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

Holiday Inn Express Canterbury by IHG

Holiday Inn Express Canterbury by IHG

10/10 Excellent
"Staff are very friendly and helpful . Room is very clean Breakfast is very fresh and good Only disappoint is down stairs public toilet not very clean Why are you changing the guest a car park fee ( only £3 )"
Ratnarajah 1-night trip
Posted 2 days ago
Holiday Inn Express Canterbury by IHG

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 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 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 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 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.