Holiday homes & rentals in Southend-on-Sea - HomeToGo base64Hash Holiday homes & rentals in Southend-on-Sea - HomeToGo

Holiday homes & rentals in Southend-on-Sea

Find 714 available offers from 19 partners
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Top 15 Recommended holiday lettings in Southend-on-Sea

Find your perfect holiday home, apartment or cottage in Southend-on-Sea from just £20 per night!

House Southend-on-Sea
House ∙ 10 guests ∙ 4 bedrooms

House with fast internet & garden | Water view

Southend-on-Sea, Rochford District, United Kingdom
This house rental in Southend-on-Sea offers a kitchen, garden, parking, and stunning seaviews for up to 10 guests.
from £148
per night
Outstanding(6 ratings)
from £148
per night
View deal
Apartment Southend-on-Sea
Apartment ∙ 4 guests ∙ 1 bedroom

Holiday apartment | City view | Suitable for remote work

Southend-on-Sea, Rochford District, United Kingdom
This apartment in Southend-on-Sea offers a kitchen, parking, and family-friendly space for up to four guests to relax.
from £72
per night
from £72
per night
View deal
Apartment Southend-on-Sea
Apartment ∙ 4 guests ∙ 1 bedroom

Holiday apartment with garden, terrace & fast internet | Water view

Southend-on-Sea, Rochford District, United Kingdom
This apartment in Westcliff-on-Sea features a garden, parking, and stunning sea views, accommodating up to four guests.
from £79
per night
from £79
per night
View deal
House Southend-on-Sea
House ∙ 8 guests ∙ 4 bedrooms

Fully equipped spacious house with fast internet, garden & terrace

Southend-on-Sea, Rochford District, United Kingdom
This house rental in Southend-on-Sea features a garden and parking, accommodating up to 8 guests for a memorable stay.
from £186
per night
from £186
per night
View deal
Apartment Southend-on-Sea
Apartment ∙ 6 guests ∙ 2 bedrooms

Holiday apartment with garden & fast internet | Water view

Southend-on-Sea, Rochford District, United Kingdom
This apartment in Leigh-on-Sea offers a kitchen, garden, parking, and breathtaking sea views, perfect for six guests.
from £118
per night
Excellent(4 ratings)
from £118
per night
View deal
Private room Southend-on-Sea
Private room ∙ 9 guests ∙ 2 bedrooms

Dedicated room with terrace | Water view

Southend-on-Sea, Rochford District, United Kingdom
This private room in Leigh-on-Sea offers a balcony with seaview, a kitchen, and pet-friendly amenities for up to 9 guests.
from £85
per night
Very good(1 rating)
from £85
per night
View deal
House Southend-on-Sea
House ∙ 5 guests ∙ 2 bedrooms

Child-friendly charming holiday home with garden | City view | Close to the beach | Good for workation

Southend-on-Sea, Rochford District, United Kingdom
This house rental in Southend-on-Sea features a kitchen, garden, and balcony, perfect for families of up to five.
from £74
per night
from £74
per night
View deal
Private room Southend-on-Sea
Private room ∙ 2 guests ∙ 1 bedroom

Child-friendly private room | City view | Beach nearby

Southend-on-Sea, Rochford District, United Kingdom
This private room in Southend-on-Sea offers beach access, ocean views, and a kitchen, perfect for a romantic getaway.
from £70
per night
from £70
per night
View deal
Apartment Southend-on-Sea
Apartment ∙ 5 guests ∙ 2 bedrooms

Apartment with 2 bedrooms for 5 persons

Southend-on-Sea, Rochford District, United Kingdom
This family-friendly apartment in Westcliff-on-Sea accommodates five, features a kitchen, and welcomes pets for a perfect getaway.
from £115
per night
Very good(9 ratings)
from £115
per night
View deal
Apartment Southend-on-Sea
Apartment ∙ 7 guests ∙ 2 bedrooms

Family-friendly flat with garden | City view | Next to the beach | Pets allowed

Southend-on-Sea, Rochford District, United Kingdom
This family-friendly apartment in Westcliff-on-Sea features a kitchen, garden, parking, and welcomes pets for a perfect getaway.
from £119
per night
Very good(6 ratings)
from £119
per night
View deal
House Southend-on-Sea
House ∙ 6 guests ∙ 3 bedrooms

Holiday home with garden, fast internet & terrace

Southend-on-Sea, Rochford District, United Kingdom
This house rental in Leigh-on-Sea offers a kitchen, garden, and parking, perfect for a family getaway of up to six guests.
from £210
per night
Outstanding(4 ratings)
from £210
per night
View deal
Apartment Southend-on-Sea
Apartment ∙ 3 guests ∙ 1 bedroom

Flat with fast internet | Next to the beach

Southend-on-Sea, Rochford District, United Kingdom
This Southend-on-Sea apartment rental offers parking and space for three, placing you steps from the beach and local attractions.
from £70
per night
from £70
per night
View deal
Cottage Southend-on-Sea
Cottage ∙ 4 guests ∙ 1 bedroom

Children-friendly cottage

Southend-on-Sea, Rochford District, United Kingdom
This cottage in Leigh-on-Sea features a kitchen and is perfect for family gatherings or memorable events with friends.
from £77
per night
from £77
per night
View deal
House Southend-on-Sea
House ∙ 5 guests ∙ 3 bedrooms

House | City view | Good for workation

Southend-on-Sea, Rochford District, United Kingdom
This house rental in Southend-on-Sea features a kitchen, parking, and space for five, perfect for a family getaway.
from £62
per night
from £62
per night
View deal
House Southend-on-Sea
House ∙ 6 guests ∙ 2 bedrooms

Family-oriented holiday home with garden | Beach view | Close to the beach | Pets allowed

Southend-on-Sea, Rochford District, United Kingdom
This Southend-on-Sea house rental offers beach access, a garden, and a kitchen, perfect for families and pets alike.
from £115
per night
from £115
per night
View deal

Holiday homes and cottages with a garden

House  Southend-on-Sea
from £80 per night
House ∙ 8 guests ∙ 4 bedrooms

Fully equipped house with garden & barbecue

5.0
Outstanding(7 ratings)
Southend-on-Sea, Rochford District, United Kingdom
Garden
View deal
House  Southend-on-Sea
from £172 per night
House ∙ 8 guests ∙ 5 bedrooms

Fully equipped holiday home with garden | Next to the beach

Southend-on-Sea, Rochford District, United Kingdom
Garden
View deal
House  Southend-on-Sea
from £145 per night
House ∙ 10 guests ∙ 4 bedrooms

Holiday home with garden

5.0
Outstanding(2 ratings)
Southend-on-Sea, Rochford District, United Kingdom
Garden
View deal
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Best holiday homes with a patio or terrace

Apartment  Southend-on-Sea
from £83 per night
Apartment ∙ 5 guests ∙ 2 bedrooms

Holiday apartment with fast internet & garden

Southend-on-Sea, Rochford District, United Kingdom
Balcony/Patio
View deal
Apartment  Southend-on-Sea
from £129 per night
Apartment ∙ 6 guests ∙ 3 bedrooms

Flat with BBQ

4.5
Excellent(6 ratings)
Southend-on-Sea, Rochford District, United Kingdom
Balcony/Patio
View deal
House  Southend-on-Sea
from £210 per night
House ∙ 7 guests ∙ 3 bedrooms

Fully equipped holiday home | Close to the beach

Southend-on-Sea, Rochford District, United Kingdom
Balcony/Patio
View deal
See all offers

Holiday lettings and apartments with air conditioning

Private room  Southend-on-Sea
from £78 per night
Private room ∙ 3 guests ∙ 1 bedroom

Children-friendly dedicated room | Beach view | Close to the beach

Southend-on-Sea, Rochford District, United Kingdom
Air conditioning
View deal
Private room  Southend-on-Sea
from £75 per night
Private room ∙ 2 guests ∙ 1 bedroom

Dedicated room | City view

Southend-on-Sea, Rochford District, United Kingdom
Air conditioning
View deal
Private room  Southend-on-Sea
from £20 per night
Private room ∙ 2 guests ∙ 1 bedroom

Dedicated room

Southend-on-Sea, Rochford District, United Kingdom
Air conditioning
View deal
See all offers

Budget-friendly Holiday Homes in Southend-on-Sea

Find Fantastic yet Cheap Lettings

House Southend-on-Sea
from £191 per night
House ∙ 6 guests ∙ 3 bedrooms

House with garden & terrace

4.5
Excellent(9 ratings)
Southend-on-Sea, Rochford District, United Kingdom
View deal
Apartment Southend-on-Sea
from £103 per night
Apartment ∙ 19 guests ∙ 9 bedrooms

Holiday apartment with garden & jacuzzi

Southend-on-Sea, Rochford District, United Kingdom
View deal
Apartment Southend-on-Sea
from £91 per night
Apartment ∙ 6 guests ∙ 2 bedrooms

Holiday apartment with garden & fast internet

Southend-on-Sea, Rochford District, United Kingdom
View deal

Top-Rated Lettings and Properties in Southend-on-Sea

Book Holiday Letting Offers with the Highest User Rating

Accommodation Southend-on-Sea
from £178 per night
Accommodation ∙ 2 guests ∙ 1 bedroom

Letting with terrace | Sea view

5.0
Outstanding(58 ratings)
Southend-on-Sea, Rochford District, United Kingdom
View deal
Accommodation Southend-on-Sea
from £109 per night
Accommodation ∙ 2 guests ∙ 1 bedroom

Letting with terrace

5.0
Outstanding(58 ratings)
Southend-on-Sea, Rochford District, United Kingdom
View deal
Accommodation Southend-on-Sea
from £167 per night
Accommodation ∙ 2 guests ∙ 1 bedroom

Letting with terrace

5.0
Outstanding(58 ratings)
Southend-on-Sea, Rochford District, United Kingdom
View deal

Discover real guest reviews to help you choose the perfect stay in Southend-on-Sea

How are reviews collected?
Zoe K.
Guest verified by HomeToGo

Great location, really comfy beds and mostly very clean. The fridge and cups/utensils were not clean. The only other thing to note is that the stairs are extremely steep and also the bathroom and toilet doors open out onto the hall near the stairs and could be a safety issue.

Reviewed on 23/05/2026 | Group
Private room Southend-on-Sea
from £85 per night
Private room ∙ 9 guests ∙ 2 bedrooms
4.0
Very good(1 rating)
Southend-on-Sea, Rochford District, United Kingdom
View deal

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Find your dream stay

Find your dream stay

Explore 15 million+ rentals, the world’s biggest selection of holiday homes.

Popular holiday rental amenities in Southend-on-Sea

  • Pet-friendly (131)
  • WiFi (615)
  • Balcony/patio (207)
  • TV (600)
  • Kitchen (404)
  • Garden (189)
  • Fireplace (38)
  • Wheelchair access (120)
  • Microwave (276)
  • Grill (11)
  • Washing machine (380)
  • Fishing (101)

Our selection of filters will help you find the ideal holiday rental in Southend-on-Sea. HomeToGo's data shows that Pets allowed and Internet are the most frequently offered amenities in Southend-on-Sea. Three features that aren't often available are Air conditioning, Non-smoking and No pets allowed.

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.

What are the best activities for families in Southend-on-Sea?

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.

Where are the unique attractions in Southend-on-Sea?

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.

Information about holiday rentals in Southend-on-Sea

🏡 Holiday homes available 714 rentals
🌙 Nightly prices from £20
⭐ Popular amenities Pets allowed, Internet and Balcony/Patio
🐾 Pet friendly rentals 155 properties
49 reviews
Southend-on-Sea holiday rentals have an average rating of 4.7/5 across 49 reviews left by travellers.

Frequently Asked Questions

What is a common nightly price for a holiday home in Southend-on-Sea?

Nightly rates for holiday rentals in Southend-on-Sea start from around £20. Prices vary depending on the type of holiday let, season, and amenities. Use HomeToGo to compare deals and find the best value for your trip.

How many holiday lettings are available to rent in Southend-on-Sea? And what are the most popular types of holiday lets?

There are 714 holiday apartments in Southend-on-Sea to choose from and book for your next trip. The most popular types of holiday lets in Southend-on-Sea include apartment rental and house rentals. They’re ideal whether you’re planning a romantic escape or a group getaway. Discover the most booked options quickly with HomeToGo’s smart filters.

What is the most popular holiday home amenity in Southend-on-Sea?

When booking a holiday home in Southend-on-Sea, consider looking for a place with Pets allowed, Internet, or Balcony/Patio, which are the three most popular amenities for this destination.

Are there any pet-friendly holiday cottages in Southend-on-Sea?

Travelling with a pet? You’ll find 155 pet-friendly holiday homes in Southend-on-Sea to choose from. With HomeToGo, it’s easy to find a place that suits both you and your four-legged companion. Use HomeToGo’s filters to find the perfect pet-friendly stay.

What's the best time of year to travel to Southend-on-Sea?

Sun lovers should visit Southend-on-Sea in July and August to enjoy the warmest weather.

How do I find discounts on holiday accommmodation in Southend-on-Sea?

You can find brilliant bargains on holiday lets in Southend-on-Sea with the nightly price of a letting starting at just £20 - and HomeToGo has created a range of features that mean it's easy to locate some outstanding offers. When thinking about the timing for your holiday, try a search using HomeToGo's flexible dates technology to scan for low-price timings and get savings of as much as 10%. Moreover, HomeToGo's 'distance from' filter can help you find top quality accommodation offers in great value, lesser-known locales with good proximity to the area of your choice, whether that's a beach, lake, ski region or city centre. Start searching with time to spare to make the most of a wide range of offers and the best deals - and do so free from stress by ticking HomeToGo's 'free cancellation' filter when you search.

What are the advantages of finding a holiday letting in Southend-on-Sea with HomeToGo?

From increased privacy away from the crowds to plenty of room in which to have fun with your family, friends or partner, holiday lettings in Southend-on-Sea have a wide range of benefits. HomeToGo provides genuine ratings written by previous guests, and searching is safe, simple, and stress-free - so with 714 rentals from 19 providers in the area, you're guaranteed to uncover the ideal type of accommodation with all of the amenities you need in Southend-on-Sea.

Do you offer holiday accommodation for couples in Southend-on-Sea?

There are lovely holiday homes in Southend-on-Sea designed with couples in mind. Whether you’re after seclusion or a city break, there’s something for every type of trip. HomeToGo helps you discover the best spots for two.

Can I book a waterfront holiday rental in Southend-on-Sea?

Absolutely! You’ll find 714 holiday rentals close to lakes, rivers or the sea in Southend-on-Sea. They're great for beach lovers or anyone seeking a peaceful retreat by the water. Book with HomeToGo for a stay just steps from the water.

Why should I book my holiday rental with HomeToGo?

From seaside cottages to city apartments, HomeToGo has the best holiday rentals out there. Our smart search makes it easy to find what suits you. Discover your ideal holiday home with ease on HomeToGo.

Can I find family-friendly holiday lettings in Southend-on-Sea?

Holiday cottages in Southend-on-Sea are a great fit for families, offering comfort, space and handy amenities. Top options can host groups of up to 4, perfect for holidays with kids or extended family. Use HomeToGo to discover the best places to stay with the whole gang.

Can I cancel my holiday rental booking for free?

Yes, many holiday lettings on HomeToGo offer free cancellation. This gives you flexibility in case your travel plans change.

Is it possible to rent a holiday home for a weekend getaway in Southend-on-Sea?

Yes, weekend breaks are easy to plan with flexible holiday rentals in Southend-on-Sea. Many homes offer short stays without long commitments. Just enter your dates on HomeToGo and browse weekend-ready options in seconds.

Are there any last-minute holiday rental deals in Southend-on-Sea?

Yes, HomeToGo regularly features last-minute holiday deals in Southend-on-Sea. Perfect for a spur-of-the-moment trip — especially with savings of up to 10%. Use HomeToGo’s filters to see what’s available right now.

Top cities to visit

The most popular districts and quarters in Southend-on-Sea are:

Similar holiday rentals nearby

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