Southend-on-Sea Holiday Rentals

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Our top choices for Southend-on-Sea holiday rentals

493 Little Wakering Road

493 Little Wakering Road
3.5 star property
Southend-on-Sea
The price is NZ$798
includes taxes & fees
16 May - 17 May
493 Little Wakering Road

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

Executive Studio |Family | Work & Stay | Parking | beach
Southend-on-Sea
The price is NZ$333
includes taxes & fees
13 May - 14 May
Executive Studio |Family | Work & Stay | Parking | beach

Stunning Studio City Centre Nr High Street by Luxiety Stays

Stunning 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 NZ$219
includes taxes & fees
17 May - 18 May
Stunning Studio City Centre Nr High Street by Luxiety Stays

New! Cosy & Stunning 1BR City Centre Nr High St by Luxiety Stays

New! Cosy & Stunning 1BR City Centre Nr High St by Luxiety Stays
Southend-on-Sea
New! Cosy & Stunning 1BR City Centre Nr High St by Luxiety Stays

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

New! Chic & Modern Studio City Centre Nr High Street by Luxiety Stays
Southend-on-Sea
The price is NZ$216
includes taxes & fees
14 May - 15 May
New! Chic & Modern Studio City Centre Nr High Street by Luxiety Stays

Modern & Well-Lit 2BR City Centre Near High St by Luxiety Stays

Modern & Well-Lit 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 NZ$287
includes taxes & fees
24 May - 25 May
Modern & Well-Lit 2BR City Centre Near High St by Luxiety Stays

Stylish Studio Retreat by the beach with parking

Stylish Studio Retreat by the beach with parking
Southend-on-Sea
The price is NZ$312
includes taxes & fees
26 May - 27 May
Stylish Studio Retreat by the beach with parking

Large Studio Retreat by the beach with parking

Large Studio Retreat by the beach with parking
Southend-on-Sea
The price is NZ$344
includes taxes & fees
20 May - 21 May
Large 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 NZ$302
includes taxes & fees
13 May - 14 May
Bright Boutique Studio Near seafront with parking

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

New! Gorgeous & Chic 1BR City Centre Near High St and Beach
Southend-on-Sea
The price is NZ$276
includes taxes & fees
14 May - 15 May
New! Gorgeous & Chic 1BR City Centre Near High St and Beach

New! Elegant & Modern 1BR City Centre Nr High St by Luxiety Stays

New! Elegant & Modern 1BR City Centre Nr High St by Luxiety Stays
Southend-on-Sea
The price is NZ$295
includes taxes & fees
13 May - 14 May
New! Elegant & Modern 1BR City Centre Nr 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 NZ$317
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 NZ$335
includes taxes & fees
13 May - 14 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 NZ$310
includes taxes & fees
13 May - 14 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 NZ$151
includes taxes & fees
13 May - 14 May
Hogwarts Bed and Continental Breakfast

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 NZ$263
includes taxes & fees
14 May - 15 May
Lookout by the 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 NZ$355
includes taxes & fees
15 May - 16 May
Charming 2-bed Apartment in Brentwood Free Parking

Eusty 3-Bedrooms Guest House Sittingbourne, Kent.

Eusty 3-Bedrooms Guest House Sittingbourne, Kent.
Sittingbourne
The price is NZ$408
includes taxes & fees
13 May - 14 May
Eusty 3-Bedrooms Guest House Sittingbourne, Kent.

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 NZ$329
includes taxes & fees
14 May - 15 May
Birds Farm

Mabel

Mabel
3.0 star property
Whitstable
The price is NZ$893
includes taxes & fees
19 May - 20 May
Mabel
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, 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 NZ$151 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.