Holiday rentals in Southend-on-Sea

Compare 805 available properties from 29 providers
Southend-on-Sea
Anytime
2 guests
Save up to 38%

Best holiday rental deals in Southend-on-Sea

-36%
House ∙ 3 guests ∙ 2 bedrooms
Leigh-on-Sea, Southend-on-Sea, United Kingdom
from £85 £133
cottages.com
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-38%
Apartment ∙ 6 guests ∙ 2 bedrooms
Southend-on-Sea, Rochford District, United Kingdom
from £100 £160
EveryStay
5.0
View deal

Book a dreamlike rental for as little as £22 per night by searching among the 809 properties featured in Southend-on-Sea. By directly analysing these different offers, HomeToGo highlights the best deals as well as the most popular rentals in Southend-on-Sea.

Recommended holiday lettings in Southend-on-Sea

Rent a holiday home, apartment or cottage in Southend-on-Sea from just £22 per night

House ∙ 6 guests ∙ 3 bedrooms
Southend-on-Sea, England, United Kingdom
from £141
HomeAway
4.0
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House ∙ 2 guests ∙ 1 bedroom
Southend-on-Sea, Rochford District, United Kingdom
from £23
Airbnb
4.5
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House ∙ 5 guests ∙ 2 bedrooms
Southend-on-Sea, England, United Kingdom
from £83
Airbnb
5.0
View deal
Apartment ∙ 4 guests ∙ 1 bedroom
Southend-on-Sea, England, United Kingdom
from £103
Airbnb
4.5
View deal
House ∙ 2 guests ∙ 1 bedroom
Leigh-on-Sea, Southend-on-Sea, United Kingdom
from £33
Airbnb
5.0
View deal
Apartment ∙ 6 guests ∙ 3 bedrooms
Leigh-on-Sea, Southend-on-Sea, United Kingdom
from £109
Airbnb
5.0
View deal
House ∙ 2 guests ∙ 1 bedroom
Leigh-on-Sea, Southend-on-Sea, United Kingdom
from £38
Airbnb
4.5
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Cottage ∙ 6 guests ∙ 2 bedrooms
Leigh-on-Sea, Southend-on-Sea, United Kingdom
from £131
Airbnb
5.0
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House ∙ 2 guests ∙ 1 bedroom
Great Wakering, Essex, United Kingdom
from £27
Airbnb
5.0
View deal
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Recommended pet-friendly holiday lettings

Pet-friendly
Lodge ∙ 8 guests ∙ 4 bedrooms
Burnham-on-Crouch, Maldon District, United Kingdom
from £266
Booking.com
4.5
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Pet-friendly
House ∙ 16 guests ∙ 8 bedrooms
Maylandsea, Essex, United Kingdom
from £479
Airbnb
5.0
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Pet-friendly
Bed & Breakfast ∙ 2 guests ∙ 1 bedroom
Minster on Sea, Minster-on-Sea, United Kingdom
from £68
Airbnb
5.0
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Best holiday homes with a patio or terrace

Balcony/Patio
House ∙ 5 guests ∙ 2 bedrooms
Southend-on-Sea, England, United Kingdom
from £122
Booking.com
4.5
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Balcony/Patio
House ∙ 7 guests ∙ 3 bedrooms
Southend-on-Sea, England, United Kingdom
from £177
Booking.com
4.7
View deal
Balcony/Patio
House ∙ 2 guests ∙ 1 bedroom
Southend-on-Sea, Rochford District, United Kingdom
from £117
Booking.com
4.7
View deal
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Most popular holiday lettings with a fireplace

Fireplace
Caravan ∙ 8 guests ∙ 3 bedrooms
Minster on Sea, Minster-on-Sea, United Kingdom
from £98
HomeAway
5.0
View deal
Fireplace
Caravan ∙ 6 guests ∙ 3 bedrooms
Eastchurch, Swale District, United Kingdom
from £78
Airbnb
5.0
View deal
Fireplace
Accommodation ∙ 6 guests ∙ 3 bedrooms
Eastchurch, Swale District, United Kingdom
from £45
Airbnb
4.5
View deal
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Popular holiday rental amenities in Southend-on-Sea

  • Internet (618)
  • Kitchen (600)
  • TV (535)
  • Washer (384)
  • No smoking (292)
  • Parking (252)
  • Microwave (234)
  • Garden (156)
  • Pet allowed (110)
  • Dishwasher (89)
  • Balcony/Patio (87)
  • Fireplace (68)
Southend-on-Sea is a good holiday spot if you want a rental with a pool. A few of the holiday rentals there include one. House rentals with pools in Southend-on-Sea are a fantastic choice for groups of 6 and have an average cost of £135 a night. More than two-thirds of Southend-on-Sea's holiday lettings offering a pool are within 2 kilometres of water, so you can choose between some pool time or waterfront moments. A lot of the properties in Southend-on-Sea welcome pets, which makes it a suitable holiday spot for pet owners. Pet-friendly rentals in Southend-on-Sea cost, on average, £147 a night. You can also find different rental options if you would prefer to stay near the city centre, as a few of the pet-friendly properties are within 2 kilometres of the city centre.

The Weather in Southend-on-Sea



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- Rainy days

You can see our climate diagram above. On average, the warmest month is July. January is the coolest month, with the average minimum temperature falling to 2°. The rainiest month is July, while the driest month is September.

Accommodation options in Southend-on-Sea

281 of the 809 listed lettings in Southend-on-Sea are house rentals. In other words, they make up one-third of the accommodation types there (31.12%). The median size of house rentals in Southend-on-Sea is 37 m², with a median price of £106 per night. Furthermore, these rentals are perfect for medium-sized groups and families, as that is the average number of people that house rentals are able to accommodate in Southend-on-Sea. If you would prefer something else, you can search some other offers, including apartment rentals, which are the second most typical type of property in Southend-on-Sea. Apartment rentals have an average size of 69 m² in Southend-on-Sea.

Step back in time with holiday cottages in Southend-on-Sea

Experience everything that's great about Britain at your holiday home in this stunning coastal location. Kitesurfers rule the sparkling water, rollercoasters roar overhead and the nightlife hums easily into the early hours.

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Art & Culture

Historic attractions

Visit Priory Park, a sports centre with bowling greens, various courts and formal gardens. Take a look around the Priory Museum's collection of fascinating artefacts housed in a former Cluniac Monastery dating to 1180. Southend Pier Museum meanwhile brings back memories of vintage entertainments and more.

Belfairs Park stretches for 81 hectares of ancient woodland, and is a Site of Special Scientific Interest. Learn more at the Essex Wildlife Trust resource centre. Next, discover the Kursaal, a Grade II listed building that housed a circus, ballroom and arcade in Southend's first heyday, some hundred years ago.

Family Activities

Family havens

Ride a railway along the world's longest pier. Standing for over a century, this striking landmark is packed with attractions and festivals, from visiting Tall Ships to seasonal celebrations. Look out on the spectacular coastline, and indulge in an ice cream at this historic attraction.

Alternatively, head to Adventure Island, one of the best loved amusement parks in the UK. The amusements that throng Three Shells Beach are also popular with families.

Local Attractions

Britain's best beaches

Southend's beaches are known worldwide for their vintage charm and soft sand. Thorpe Bay's bright beach huts are the archetypal picture postcard, and this blue flag beach is ideal for those in search of a wide array of water sports as entertainment. Sail, windsurf or kayak from this stunning stretch of sand.

A grassy verge makes East Beach perfect for picnickers, and it's also home to Essex Kitesurfing Club, so bright kites billow and wheel attractively overhead throughout the year. Bell Wharf Beach overlooks the cockle sheds and fishing boats responsible for hauling in Southend's ready supply of scrumptious seafood.

We compare more than 600 providers, including:

Booking.com Holiday Rentals in Southend-on-Sea Novasol Holiday Rentals in Southend-on-Sea TripAdvisor Holiday Rentals in Southend-on-Sea Inter Chalet Holiday Rentals in Southend-on-Sea HomeAway Holiday Rentals in Southend-on-Sea EveryStay Holiday Rentals in Southend-on-Sea Interhome Holiday Rentals in Southend-on-Sea 9flats.com Holiday Rentals in Southend-on-Sea HouseTrip Holiday Rentals in Southend-on-Sea Belvilla Holiday Rentals in Southend-on-Sea Sykes Cottages Holiday Rentals in Southend-on-Sea Homestay.com Holiday Rentals in Southend-on-Sea Ski Planet Holiday Rentals in Southend-on-Sea Only-apartments Holiday Rentals in Southend-on-Sea James Villa Holidays Holiday Rentals in Southend-on-Sea

Popular regions to visit in Southend-on-Sea