Holiday Rentals in Southend-on-Sea

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Our top choices for Southend-on-Sea holiday rentals

Gorgeous Studio City Centre Near High Street by Luxiety Stays

Gorgeous Studio City Centre Near High Street by Luxiety Stays
Southend-on-Sea
The price is €130
includes taxes & fees
10 May - 11 May
Gorgeous Studio City Centre Near High Street by Luxiety Stays

Large Studio Retreat by the beach with parking

Large Studio Retreat by the beach with parking
Southend-on-Sea
The price is €174
includes taxes & fees
9 May - 10 May
Large Studio Retreat by the beach with parking

493 Little Wakering Road

493 Little Wakering Road
3.5 star property
Southend-on-Sea
The price is €404
includes taxes & fees
15 May - 16 May
493 Little Wakering Road

New! Stylish & Chic 1BR City Centre Near High St and Beach

New! Stylish & Chic 1BR City Centre Near High St and Beach
Southend-on-Sea
New! Stylish & Chic 1BR City Centre Near High St and Beach

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

Stylish & Modern 1BR City Centre Nr High Street by Luxiety Stays
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 €144
includes taxes & fees
10 May - 11 May
Stylish & Modern 1BR City Centre Nr High Street by Luxiety Stays

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

Stylish & Lovely 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 €150
includes taxes & fees
19 May - 20 May
Stylish & Lovely 2BR City Centre Near High St by Luxiety Stays

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

Executive Studio |Family | Work & Stay | Parking | beach
Southend-on-Sea
The price is €169
includes taxes & fees
10 May - 11 May
Executive Studio |Family | Work & Stay | Parking | beach

Stylish Studio Retreat by the beach with parking

Stylish Studio Retreat by the beach with parking
Southend-on-Sea
The price is €158
includes taxes & fees
9 May - 10 May
Stylish Studio Retreat by the beach with parking

Bright Boutique Studio Near seafront with parking

Bright Boutique Studio Near seafront with parking
Southend-on-Sea
The price is €153
includes taxes & fees
16 May - 17 May
Bright Boutique Studio Near seafront with parking

Modern & Chic Studio City Centre Nr High Street by Luxiety Stays

Modern & Chic Studio City Centre Nr High Street by Luxiety Stays
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 €113
includes taxes & fees
10 May - 11 May
Modern & Chic Studio City Centre Nr High Street 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 €165
includes taxes & fees
13 May - 14 May
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 €173
includes taxes & fees
9 May - 10 May
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 €161
includes taxes & fees
14 May - 15 May
NEW Willerby 2 bedrooms caravan

Hogwarts Bed and Continental Breakfast

Hogwarts Bed and Continental Breakfast
3.0 star property
Sheerness
9.4 out of 10, Exceptional, (119 reviews)
"The room was lovely. The people so friendly couldnt do enough for you absolutely amazing cant wait to go back there "
United Kingdom
Angela
The price is €76
includes taxes & fees
18 May - 19 May
Hogwarts Bed and Continental Breakfast

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 €180
includes taxes & fees
16 May - 17 May
Charming 2-bed Apartment in Brentwood Free Parking

Lookout by the Bay

Lookout by the Bay
2.0 star property
Herne Bay
10.0 out of 10, Exceptional, (3 reviews)
"Apartment was immaculate and very well presented had everything needed and great location lovely host "
United Kingdom
Tammy
The price is €133
includes taxes & fees
14 May - 15 May
Lookout by the Bay

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 €166
includes taxes & fees
14 May - 15 May
Birds Farm

Swallow Cottage

Swallow Cottage
3.5 star property
Herne Bay
The price is €443
includes taxes & fees
21 May - 22 May
Swallow Cottage

Stylish 1 Bedroom Apartment with Free Parking and Links to London & Essex

Stylish 1 Bedroom Apartment with Free Parking and Links to London & Essex
Grays
The price is €232
includes taxes & fees
11 May - 12 May
Stylish 1 Bedroom Apartment with Free Parking and Links to London & Essex

2 Bed Apartment & Free Parking

2 Bed Apartment & Free Parking
Essex
The price is €149
includes taxes & fees
10 May - 11 May
2 Bed Apartment & Free 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

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, apart-hotels, 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 €76 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 Adventure Island, 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 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 holiday rentals that Southend-on-Sea has to offer?

Seaside Escape – 4 Mins to the Beach, Cosy for Families & Big Groups!: This highly rated holiday home rental in Southend-on-Sea is equipped with a garden, laundry facilities and a Smart TV to help you feel comfortable during your stay. It has 4 bedrooms, as well as a kitchen with a stovetop, a microwave and kitchenware, so that you can cook with friends or family.

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

Expedia has 21 holiday 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 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.