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

Coastal House Opposite Beach Sleeps 6 Pet Friendly

Coastal House Opposite Beach Sleeps 6 Pet Friendly
3.5 star property
Southend-on-Sea
Coastal House Opposite Beach Sleeps 6 Pet Friendly

493 Little Wakering Road

493 Little Wakering Road
3.5 star property
Southend-on-Sea
The price is CA $553
CA $664 total
includes taxes & fees
Aug 1 - Aug 2
493 Little Wakering Road

Stunning 1BR Flat | Pier + Near Shops Walk

Stunning 1BR Flat | Pier + Near Shops Walk
Southend-on-Sea
The price is CA $230
CA $306 total
includes taxes & fees
Jul 16 - Jul 17
Stunning 1BR Flat | Pier + Near Shops Walk

Stylish 2BR Flat | Westcliff Seafront Stay

Stylish 2BR Flat | Westcliff Seafront Stay
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.
The price is CA $245
CA $277 total
includes taxes & fees
Jul 13 - Jul 14
Stylish 2BR Flat | Westcliff Seafront Stay

Coastal House opposite beach sleeps 6 Pet friendly

Coastal House opposite beach sleeps 6 Pet friendly
Southend-on-Sea
Coastal House opposite beach sleeps 6 Pet friendly

Chic 1BR City Flat | Prime High Street Stay

Chic 1BR City Flat | Prime High Street Stay
Southend-on-Sea
Chic 1BR City Flat | Prime High Street Stay

Brand-New 1BR Flat | High Street Shops Walk

Brand-New 1BR Flat | High Street Shops Walk
Southend-on-Sea
The price is CA $247
CA $279 total
includes taxes & fees
Jul 14 - Jul 15
Brand-New 1BR Flat | High Street Shops Walk

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, (7 reviews)
"Only stayed for one night but thoroughly enjoyed it and would definitely stay again. "
United Kingdom
Gillian
The price is CA $220
CA $378 total
includes taxes & fees
Jul 13 - Jul 14
Luxurious 2 Bedroom Apartment With Free Parking

Chelmsford Serviced Apartments

Chelmsford Serviced Apartments
5.0 star property
Chelmsford
9.6 out of 10, Exceptional, (57 reviews)
"Lovely apartment "
United Kingdom
Patricia
The price is CA $213
CA $256 total
includes taxes & fees
Jul 15 - Jul 16
Chelmsford Serviced Apartments

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 CA $174
CA $256 total
includes taxes & fees
Jul 13 - Jul 14
Salvation View 2 Bed Apartment

Country Cottage with moat

Country Cottage with moat
Ingatestone
10.0 out of 10, Exceptional, (2 reviews)
"Absolutely beautiful inside and out. Was perfect for what we needed. Peaceful and very comfortable. Definitely would stay again."
United Kingdom
keeley
The price is CA $285
CA $323 total
includes taxes & fees
Jul 19 - Jul 20
Country Cottage with moat

Lady Florence, Spring luxurious River Boat with Castle Views, Maidstone

Lady Florence, Spring luxurious River Boat with Castle Views, Maidstone
Maidstone
10.0 out of 10, Exceptional, (14 reviews)
"Great stay nice and clean everything you could need I think could happily have lived there great time very relaxing time 5 star's"
United Kingdom
Dean
The price is CA $332
CA $463 total
includes taxes & fees
Aug 11 - Aug 12
Lady Florence, Spring luxurious River Boat with Castle Views, Maidstone

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 CA $324
CA $388 total
includes taxes & fees
Jul 24 - Jul 25
Birds Farm

Lookout by the Bay

Lookout by the Bay
2.0 star property
Herne Bay
10.0 out of 10, Exceptional, (4 reviews)
"Apartment was immaculate and very well presented had everything needed and great location lovely host "
United Kingdom
Tammy
The price is CA $235
CA $282 total
includes taxes & fees
Jul 26 - Jul 27
Lookout by the Bay

Grand Flat | Heart of Herne Bay | 300m from beach

Grand Flat | Heart of Herne Bay | 300m from beach
Herne Bay
10.0 out of 10, Exceptional, (10 reviews)
"Great place to anchor our tours of Canterbury and Dover. Great communication with the owner as well."
United States
Jeffrey W.
The price is CA $258
CA $405 total
includes taxes & fees
Jul 26 - Jul 27
Grand Flat | Heart of Herne Bay | 300m from beach

Amazing studio room in a beautiful house

Amazing studio room in a beautiful house
Stanford-le-Hope
10.0 out of 10, Exceptional, (1 review)
"I didn t need any activities because I was there for family events. Nice place to stay. Lovely host. We really enjoy staying there."
United States
Blandine K.
The price is CA $125
CA $156 total
includes taxes & fees
Jul 16 - Jul 17
Amazing studio room in a beautiful house

Rochester Apartment-sleeps 4-free Parking

Rochester Apartment-sleeps 4-free Parking
3.0 star property
Rochester
8.8 out of 10, Excellent, (3 reviews)
"We had a lovely weekend stay at this apartment. It was spotlessly clean, modern and very comfortable-perfect for a relaxing getaway. The kitchen was well-equipped, the beds were cosy and the whole place had a fresh, welcoming feel. The only small thing we noticed was that there weren’t many mirrors, which would have been handy-but that didn’t take away from the overall great experience. Would definitely stay again! "
United Kingdom
Sheniz
The price is CA $126
CA $197 total
includes taxes & fees
Jul 19 - Jul 20
Rochester Apartment-sleeps 4-free Parking

The Lower Bell

The Lower Bell
3.0 star property
Aylesford
8.0 out of 10, Very good, (151 reviews)
"Rooms are spotless, comfy bed, staff are lovely. Easy check in and out. "
United Kingdom
Eleanor
The price is CA $111
CA $133 total
includes taxes & fees
Jul 13 - Jul 14
The Lower Bell

Curry Farm, Burneside

Curry Farm, Burneside
Southminster
The price is CA $732
CA $732 total
includes taxes & fees
Jul 18 - Jul 19
Curry Farm, Burneside

Bright & Stylish Studio Flat

Bright & Stylish Studio Flat
2.0 star property
Chelmsford
The price is CA $256
CA $428 total
includes taxes & fees
Jul 13 - Jul 14
Bright & Stylish Studio Flat
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 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?

Lilly Cottage - Fisherman's Cottage Whitstable: This vacation home rental outside of Southend-on-Sea is located near the beach and has a garden, a selection of games, and laundry facilities to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and an oven.

How many vacation rentals are there in Southend-on-Sea?

Expedia has 22 vacation rentals for your stay in Southend-on-Sea.

What can I see and do in Southend-on-Sea?

Cultural attractions include Leigh Heritage Centre and Prittlewell Priory, whereas Three Shells Beach and Southend Beach are a couple of picturesque spots to enjoy the outdoors. While here, Adventure Island and Thorpe Bay 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.