Southend-on-Sea Vacation Rentals

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Our top choices for Southend-on-Sea vacation rentals

493 Little Wakering Road

493 Little Wakering Road
3.5 star property
Southend-on-Sea
The price is CA $538
CA $645 total
includes taxes & fees
May 8 - May 9
493 Little Wakering Road

Stylish Studio Retreat by the beach with parking

Stylish Studio Retreat by the beach with parking
Southend-on-Sea
The price is CA $133
CA $253 total
includes taxes & fees
Apr 27 - Apr 28
Stylish Studio Retreat by the beach with parking

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

Executive Studio |Family | Work & Stay | Parking | beach
Southend-on-Sea
The price is CA $149
CA $269 total
includes taxes & fees
Apr 27 - Apr 28
Executive Studio |Family | Work & Stay | Parking | beach

Bright Boutique Studio Near seafront with parking

Bright Boutique Studio Near seafront with parking
Southend-on-Sea
The price is CA $124
CA $244 total
includes taxes & fees
Apr 27 - Apr 28
Bright Boutique Studio Near seafront with parking

Large Studio Retreat by the beach with parking

Large Studio Retreat by the beach with parking
Southend-on-Sea
The price is CA $159
CA $279 total
includes taxes & fees
Apr 27 - Apr 28
Large Studio Retreat by the beach with parking

Stylish & Modern 2BR City Centre Near High St by Luxiety Stays

Stylish & Modern 2BR City Centre Near High St by Luxiety Stays
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 $158
CA $188 total
includes taxes & fees
Apr 30 - May 1
Stylish & Modern 2BR City Centre Near High St by Luxiety Stays

Lighthouse Retreat - A stones throw from West Mersea beach

Lighthouse Retreat - A stones throw from West Mersea beach
Colchester
9.2 out of 10, Wonderful, (5 reviews)
"The property was clean, in good working order with a good-sized communal space. Good access to beach and amenities. We had a lovely stay."
United Kingdom
Heidi H.
The price is CA $199
CA $258 total
includes taxes & fees
Apr 29 - Apr 30
Lighthouse Retreat - A stones throw from West Mersea beach

Pet friendly 2 bed caravan in coopers beach

Pet friendly 2 bed caravan in coopers beach
Mersea Island
7.8 out of 10, Good, (7 reviews)
"Great caravan close to all activities and would definitely visit again "
United Kingdom
Julie
The price is CA $148
CA $271 total
includes taxes & fees
Apr 28 - Apr 29
Pet friendly 2 bed caravan in coopers beach

NEW Willerby 2 bedrooms caravan

NEW Willerby 2 bedrooms caravan
Weeley
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful spot in Essex to getaway to.Accommodation is lovely and clean plus comfortable. We will be a repeat customer thats for sure."
United States
Zoe D.
The price is CA $129
CA $251 total
includes taxes & fees
Apr 27 - Apr 28
NEW Willerby 2 bedrooms caravan

Green Cottages

Green Cottages
3.0 star property
Sittingbourne
10.0 out of 10, Exceptional, (12 reviews)
"A lovely cottage with everything we needed. "
United Kingdom
Nicholas
The price is CA $461
CA $553 total
includes taxes & fees
Apr 26 - Apr 27
Green Cottages

Swallow Cottage

Swallow Cottage
3.5 star property
Herne Bay
The price is CA $590
CA $707 total
includes taxes & fees
May 2 - May 3
Swallow Cottage

Birds Farm

Birds Farm
3.0 star property
Colchester
9.2 out of 10, Wonderful, (10 reviews)
"Fabulous find, great communication from owner, arrived late and excellent direction to rental was given. On entering the property was very impressed, what a bargain for such a lovely property. Would definitely recommend Birds Farm if your visiting Colchester or surrounding areas."
United Kingdom
Lorraine
The price is CA $192
CA $231 total
includes taxes & fees
Apr 26 - Apr 27
Birds Farm

Country Cottage with moat

Country Cottage with moat
Ingatestone
The price is CA $249
CA $282 total
includes taxes & fees
Apr 27 - Apr 28
Country Cottage with moat

Baron’s Mews, Herne Bay

Baron’s Mews, Herne Bay
Herne Bay
The price is CA $1,607
CA $1,607 total
includes taxes & fees
Apr 27 - Apr 28
Baron’s Mews, Herne Bay

Charming 2-bed Apartment in Brentwood Free Parking

Charming 2-bed Apartment in Brentwood Free Parking
3.0 star property
Brentwood Town Centre
The price is CA $147
CA $288 total
includes taxes & fees
May 10 - May 11
Charming 2-bed Apartment in Brentwood Free Parking

1 bedroom accommodation in Herne Common, near Herne Bay

1 bedroom accommodation in Herne Common, near Herne Bay
Herne Common, near Herne Bay
10.0 out of 10, Exceptional, (6 reviews)
"Great place very well provided, clean tidy in excellent condition."
United States
Phil
The price is CA $668
CA $668 total
includes taxes & fees
Apr 26 - Apr 27
1 bedroom accommodation in Herne Common, near Herne Bay

2 Bed Apartment & Free Parking

2 Bed Apartment & Free Parking
Essex
The price is CA $238
CA $238 total
includes taxes & fees
Apr 27 - Apr 28
2 Bed Apartment & Free Parking

Home Like Yours In Grays, Essex

Home Like Yours In Grays, Essex
2.0 star property
Aveley
The price is CA $328
CA $453 total
includes taxes & fees
May 15 - May 16
Home Like Yours In Grays, Essex

Fantastic Large Room with free parking

Fantastic Large Room with free parking
2.0 star property
Chatham
8.0 out of 10, Very good, (1 review)
"House is good comfortable stay, however parking is difficult and is located in a less desired area."
United Kingdom
Scott
The price is CA $223
CA $267 total
includes taxes & fees
Apr 26 - Apr 27
Fantastic Large Room with free parking

Frinton Escapes - The Cottage

Frinton Escapes - The Cottage
3.0 star property
Frinton-on-Sea
10.0 out of 10, Exceptional, (1 review)
"The cottage was beautiful, well equipped, comfy, cosy, well situated and an absolute gem! Go no further than Frinton Escapes! My first time and the cottage was ideal. Close to ALL amenities in a close, so quiet but everything on its doorstep. Great history behind it too. If you do t go, you will be the loser! "
United Kingdom
IsobelJane
The price is CA $331
CA $397 total
includes taxes & fees
Apr 26 - Apr 27
Frinton Escapes - The Cottage
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.

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?

Cosy Escape Heated Luxury pod and hot tub: This vacation home rental outside 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. Another good choice for your trip to Southend-on-Sea is Seaside Escape – 4 Mins to the Beach, Cosy for Families & Big Groups!.

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

Expedia has 20 vacation rentals for your stay in Southend-on-Sea.

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

Cultural attractions include Southend-On-Sea Pier Museum 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.