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

Southend-on-Sea Vacation Rentals

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Our top choices for Southend-on-Sea vacation rentals

1. Large Studio Retreat by the beach with parking

Large Studio Retreat by the beach with parking
Southend-on-Sea
10.0 out of 10, Exceptional, (1 review)
"Perfect for me very quite and fantastic room there is plenty rooms there so have a good look at the pictures as some have fantastic views. Host was very nice and pleasant to deal with. Thank you for a perfect stay."
United Kingdom
Danny
The price is CA $158
CA $281 total
includes taxes & fees
Oct 14 - Oct 15
Large Studio Retreat by the beach with parking

2. Stylish Studio City Centre Flat Near High Street

Stylish 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 CA $164
CA $194 total
includes taxes & fees
Oct 12 - Oct 13
Stylish Studio City Centre Flat Near High Street

3. Chic & Stylish 1BR City Centre Flat | Near High Street & Beach

Chic & Stylish 1BR City Centre Flat | Near High Street & Beach
Southend-on-Sea
The price is CA $217
CA $291 total
includes taxes & fees
Oct 12 - Oct 13
Chic & Stylish 1BR City Centre Flat | Near High Street & Beach

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 CA $224
CA $337 total
includes taxes & fees
Oct 13 - Oct 14
Coastal House Opposite Beach Sleeps 6 Pet Friendly

5. Modern & Lovely 1BR Flat | City Centre Near High Street + Beach

Modern & Lovely 1BR Flat | City Centre Near High Street + Beach
Southend-on-Sea
4.0 out of 10, (2 reviews)
"Fantastic location, easy access and great communication, however we found the apartment needed supplies such as dish towels, paper towels, a spare roll of toilet paper. The condo also needs a complete thorough cleaning. Surfaces are clean, but the walls and ceilings are very dirty."
Canada
Connie
The price is CA $217
CA $247 total
includes taxes & fees
Oct 13 - Oct 14
Modern & Lovely 1BR Flat | City Centre Near High Street + Beach

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 CA $255
CA $285 total
includes taxes & fees
Oct 12 - Oct 13
Frankies Beach House Southend On Sea. Cozy beach vibes 10 seconds from the beach

7. Stylish Studio Retreat by the beach with parking

Stylish Studio Retreat by the beach with parking
Southend-on-Sea
8.0 out of 10, Very good, (1 review)
"Great location, plenty of parking although it can be expensive! Room is a lovely size and very comfortable"
United Kingdom
Andrew
The price is CA $140
CA $262 total
includes taxes & fees
Oct 12 - Oct 13
Stylish Studio Retreat by the beach with parking

8. New Gorgeous 1BR Flat | City Centre Near High Street

New Gorgeous 1BR Flat | City Centre Near High Street
Southend-on-Sea
The price is CA $217
CA $247 total
includes taxes & fees
Oct 15 - Oct 16
New Gorgeous 1BR Flat | City Centre Near High Street

9. Modern 1BR Ground Floor Flat | City Centre Near High Street

Modern 1BR Ground Floor Flat | City Centre Near High Street
Southend-on-Sea
The price is CA $217
CA $291 total
includes taxes & fees
Oct 12 - Oct 13
Modern 1BR Ground Floor Flat | City Centre Near High Street

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

Stunning 1BR City Centre Flat | Near High Street - Excellent Location!
Southend-on-Sea
The price is CA $217
CA $291 total
includes taxes & fees
Oct 13 - Oct 14
Stunning 1BR City Centre Flat | Near High Street - Excellent Location!

11. Bright Boutique Studio Near seafront with parking

Bright Boutique Studio Near seafront with parking
Southend-on-Sea
10.0 out of 10, Exceptional, (1 review)
"Considering the part of Southend the room was located in, it was a pleasant surprise to walk into a clean smelling room. Hosts were on hand should we need anything. Only downside was it was so warm and after a day or two you could smell the drains despite the cooler being on. Overall a lovely room with everything we needed and very clean and would definitely consider it again"
United States
Rosemary B.
The price is CA $140
CA $262 total
includes taxes & fees
Nov 1 - Nov 2
Bright Boutique Studio Near seafront with parking

12. Executive Studio |Family | Work & Stay | Parking | beach

Executive Studio |Family | Work & Stay | Parking | beach
Southend-on-Sea
The price is CA $157
CA $279 total
includes taxes & fees
Oct 12 - Oct 13
Executive Studio |Family | Work & Stay | Parking | beach

13. 493 Little Wakering Road

493 Little Wakering Road
3.5 star property
Southend-on-Sea
The price is CA $550
CA $660 total
includes taxes & fees
Oct 23 - Oct 24
493 Little Wakering Road

14. Coastal House opposite beach sleeps 6 Pet friendly

Coastal House opposite beach sleeps 6 Pet friendly
Southend-on-Sea
The price is CA $270
CA $327 total
includes taxes & fees
Oct 12 - Oct 13
Coastal House opposite beach sleeps 6 Pet friendly

15. 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 CA $104
CA $125 total
includes taxes & fees
Oct 12 - Oct 13
Hogwarts Bed and Continental Breakfast

16. Thames view - Wheelchair-Friendly Static Caravan

Thames view - Wheelchair-Friendly Static Caravan
Allhallows
The price is CA $158
CA $438 total
includes taxes & fees
Oct 12 - Oct 13
Thames view - Wheelchair-Friendly Static Caravan

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 CA $264
CA $264 total
includes taxes & fees
Oct 12 - Oct 13
Hadleigh Hideout | 1-Bed Apt & Free Parking

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

Surridges Studio, Sleeps 4 w/ Parking & Dogs Ok
3.0 star property
Chelmsford
The price is CA $234
CA $281 total
includes taxes & fees
Oct 15 - Oct 16
Surridges Studio, Sleeps 4 w/ Parking & Dogs Ok

19. Two bedrooms house with a work space

Two bedrooms house with a work space
Basildon
The price is CA $255
CA $289 total
includes taxes & fees
Oct 12 - Oct 13
Two bedrooms house with a work space

20. 1 bed self-contained annex, with off-road parking.

1 bed self-contained annex, with off-road parking.
Sittingbourne
10.0 out of 10, Exceptional, (1 review)
"We stayed for a long weekend. Warm and comfortable annex flat. All amenities. Very clean."
United Kingdom
deanna N.
The price is CA $117
CA $147 total
includes taxes & fees
Oct 25 - Oct 26
1 bed self-contained annex, with off-road parking.
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Southend-on-Sea. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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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.