Holiday Rentals in Southend-on-Sea

721 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • bookabach
  • expedia
  • tripadvisor
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelscom
  • hotelopia
Southend-on-Sea holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

721 Holiday Rentals and Airbnb in Southend-on-Sea

Best family friendly Southend-on-Sea holiday rentals

Among the 721 accommodations in Southend-on-Sea, here are the 4 best family friendly rentals

60 M² Apartment ∙ 2 Bedrooms ∙ 4 Guests - Southend-on-Sea
Southend-on-Sea
30/09 – 12/10
NZ$278/nighttotal: NZ$3336 (12 )

60 M² Apartment ∙ 2 Bedrooms ∙ 4 Guests

2 2
apartment
This two-bedroom flat in Southend-On-Sea is located on Eastern Esplanade, just 30 seconds from the sandy beach and within 7-10 minutes' walk of Southend Pier and Adventure Island Theme Park.
This 60 square meter apartment accommodates up to four guests and features a secure garden, complimentary parking, and is equipped with fast Wi-Fi and a microwave, with discounted rates available for longer stays.
Salvation View 2 Bed Apartment - Southend-on-Sea
9.2 7 reviews
Southend-on-Sea
13/07 – 16/07
NZ$316/nighttotal: NZ$948 (3 )

Salvation View 2 Bed Apartment

2 1
apartment , Hadleigh
Salvation View, a Hadleigh flat, is situated 6 kilometres from London Southend Airport and within 32 kilometres of Chelmsford and Upminster, offering easy access to major shopping centres.
This one-bedroom, one-bathroom self-catering apartment sleeps seven guests and boasts a garden, parking, free Wi-Fi, a flat-screen TV, and is close to Adventure Island.
Fastwifi | Secure Driveparking| Sleeps7 | Nrbeach - Southend-on-Sea
10 2 reviews
Southend-on-Sea
27/07 – 31/07
NZ$538/nighttotal: NZ$2152 (4 )

Fastwifi | Secure Driveparking| Sleeps7 | Nrbeach

1 4
apartment , Southend-on-Sea
This family-friendly house is located in Southend, offering proximity to Southend East station and a short walk to the beach and seafront.
This accommodation for 8 guests features 4 bedrooms, a fully equipped kitchen with a dishwasher, a pool table, and parking for 2 vans, with washer and dryer facilities available.
Lovely 2bed Apartment In Westcliff-on-sea! - Southend-on-Sea
Southend-on-Sea
27/06 – 04/07
NZ$594/nighttotal: NZ$4158 (7 )

Lovely 2bed Apartment In Westcliff-on-sea!

2 2
apartment , Westcliff-on-Sea
This apartment is located in Westcliff-on-Sea, just a short walk from the Cliffs Pavilion and Palace Theatre, making it ideal for exploring the town's cultural offerings. The surrounding area is bustling with shops, restaurants, and entertainment venues, ensuring there's always something to see and do.
The spacious home has 2 bedrooms and can comfortably accommodate up to 7 guests across its 55 square meters. You'll enjoy a fully equipped kitchen, free parking, superfast internet, and the option to bring your pet along for an additional charge.

Best Southend-on-Sea holiday rentals with a pool

Among the 721 accommodations in Southend-on-Sea, here are the 4 best rentals with a pool

Cottage ∙ 4 Bedrooms ∙ 10 Guests - Southend-on-Sea
Southend-on-Sea
13/07 – 16/07
NZ$1196/nighttotal: NZ$3588 (3 )

Cottage ∙ 4 Bedrooms ∙ 10 Guests

4 1
cottage
The Cart Lodge, a four-bedroom property, is located in the Rochford countryside, approximately 1.6km from Apton Hall and a 15-minute walk (approx 1.5km) from Rochford town centre, offering easy access to Southend-on-Sea by car.
This self-catering lodge boasts a private one-acre garden with a hot tub, a games room with table tennis, four ensuite kingsize bedrooms sleeping eight guests, plus a swimming pool, jacuzzi, and ample parking including an electric car charging point.
21 Riverview, Allhallows - Southend-on-Sea
8.9 37 reviews
Southend-on-Sea
30/09 – 12/10
NZ$252/nighttotal: NZ$3024 (12 )

21 Riverview, Allhallows

3 2
apartment , Rochester
This apartment is located in Allhallows, just 15 minutes walk from Allhallows Beach and 10 miles from Rochester Castle, offering a peaceful escape close to local attractions. The property has received excellent ratings for its cleanliness, location and overall experience.
The apartment features 3 bedrooms and 2 bathrooms, providing ample space for up to 8 guests, with a total floor area of 39 square metres. Enjoy a range of amenities including a private terrace, a fully equipped kitchen, air conditioning, a swimming pool, a bar and free parking, making it perfect for a relaxing and enjoyable stay.
Skye Breaks - Southend-on-Sea
9.4 26 reviews
Southend-on-Sea
13/07 – 16/07
NZ$362/nighttotal: NZ$1086 (3 )

Skye Breaks

2 1
mobile home , Sheerness
Skye Breaks is a mobile home situated in Sheerness, a coastal town in Kent, England, approximately 21 miles from Leeds Castle and 23 miles from Rochester Castle. The mobile home has received very good user ratings and is considered very good in terms of location and excellent in cleanliness.
The mobile home has two bedrooms and two bathrooms, comfortably accommodating up to six guests. It offers a range of amenities, including a garden, a swimming pool, a bar, and free Wi-Fi, providing a relaxing and enjoyable stay.
Stylish 3-bedroom Bungalow With Pool - Southend-on-Sea
10 1 review
Southend-on-Sea
21/08 – 28/08
NZ$707/nighttotal: NZ$4949 (7 )

Stylish 3-bedroom Bungalow With Pool

3 5
bungalow , Southend-on-Sea
This charming bungalow is just a short walk from Southend Pier and a few minutes' drive from Adventure Island, making it ideal for exploring the best of Southend-on-Sea. The property has consistently received excellent ratings for location, cleanliness, and overall experience.
The home has three bedrooms and two bathrooms, comfortably accommodating up to six guests. Enjoy the convenience of a swimming pool, garden, parking, and internet access, as well as a fully equipped kitchen, perfect for preparing meals during your stay.

Frequently asked questions about holiday rentals in Southend-on-Sea

  • Which neighborhood in Southend-on-Sea should you consider for a vacation rental?

    For a vacation rental, you'll want to be near the action. Southend-on-Sea has a few great areas. The area around the pier is lively and offers a good choice of rentals, or perhaps a bit further out, Thorpe Bay is a quieter option.
  • What are the best Airbnb and holiday rentals in Southend-on-Sea?

    Hartland 2-bedroom Apartments With Bfast And Parking, Meridian Apartment Suites and Seafront Apartment are among the best Airbnb and holiday rentals in Southend-on-Sea.

  • What are the top family-friendly attractions in Southend-on-Sea?

    The Adventure Island amusement park is a hit with kids, and don't forget the Sealife Adventure, it's always a favourite. And for a quieter day out, the Southend Pier Railway is a great option.
  • What are the most popular Airbnbs in Southend-on-Sea?

    Among the Airbnbs in Southend-on-Sea, Seafront Apartment, Billet Wharf House and Estuary Views Penthouse Beachfront With Parking are the most popular ones.

  • When is the best time to book a vacation rental in Southend-on-Sea?

    The best time to book a vacation rental is in advance, especially during peak season, which is usually from May to September. You'll get a better selection and potentially save some money.
  • What are the best holiday rentals with a pool in Southend-on-Sea?

  • What events or festivals should visitors check out in and around Southend-on-Sea?

    Southend has a lot going on, so check the calendar! There's the Southend Airshow in August, and the Southend Carnival in June, which is always a big event. And don't forget the annual firework displays, they're spectacular.
  • What are the best rentals for families and kids in Southend-on-Sea?

  • What are the best budget-friendly activities in Southend-on-Sea?

    There's plenty to do for free in Southend. Take a stroll along the beach, wander through the gardens at Priory Park, or explore the historic streets of the Old Town.
  • What are the best rentals or Airbnbs with a jacuzzi in Southend-on-Sea?

    The best holiday rentals or Airbnb with a jacuzzi in Southend-on-Sea are Beach House Hot Tub Getaway, Peaceful Entire Property With Luxury Jacuzzi Pool and Beach House Hot Tub Getaway.

  • What are the best restaurants with local dishes in Southend-on-Sea?

    For local dishes, head to the Old Leigh area. The Leigh Fishermans' Wives is a classic, and the Anchor is another great option. You can't go wrong with fresh seafood here.
  • What are the best walking or cycling routes in Southend-on-Sea?

    The seafront is perfect for a leisurely walk, and the cycle path along the promenade is great for a bike ride. For something a bit more challenging, try the Southend to Shoeburyness cycle route, it's about 15km.
  • Are there pet-friendly attractions in Southend-on-Sea?

    There are a few pet-friendly attractions in Southend. The beach is always a good option, and some pubs and cafes welcome dogs. The Southend Pier is also dog-friendly, but check the rules before taking your furry friend.
  • What are the benefits of choosing a vacation rental in Southend-on-Sea?

    Vacation rentals offer more space and flexibility than a hotel, and they often come with amenities like a kitchen, which can save you money on eating out. They can also be a great option for families or groups.
  • What are the top sports attractions and facilities in Southend-on-Sea?

    Southend has a lot to offer sports fans. There's the Southend United Football Club, and the Garon Park, which has a variety of sports facilities, including tennis courts, a swimming pool, and a gym. The beach is also great for a variety of water sports.

Destinations nearby

Best Southend-on-Sea holiday rentals with a balcony

Stunning Cottage In The Heart Of Old Leigh - Pass The Keys - Southend-on-Sea
8.0 2 reviews
Southend-on-Sea
21/08 – 28/08
NZ$588/nighttotal: NZ$4116 (7 )

Stunning Cottage In The Heart Of Old Leigh - Pass The Keys

3 5
house , Southend-on-Sea
This charming cottage is located in Old Leigh, a historic district of Southend-on-Sea, just a 3-minute walk from Bell Wharf Beach and a 6km drive from Southend Airport. The area is known for its quaint charm and lively atmosphere, making it a popular spot for visitors.
The cottage is perfect for families or groups of up to 12 guests, with 3 bedrooms, 1 bathroom, and a spacious 93 square meter living area. The fully equipped kitchen, private garden, and free Wi-Fi ensure a comfortable and enjoyable stay.
Cosy Flat In Leigh | Sea View - Pass The Keys - Southend-on-Sea
10 1 review
Southend-on-Sea
28/08 – 31/08
NZ$481/nighttotal: NZ$1443 (3 )

Cosy Flat In Leigh | Sea View - Pass The Keys

2 3
apartment , Southend-on-Sea
This Leigh-on-Sea flat is centrally located, a short walk from Old Leigh's fishing village and within easy reach of Southend-on-Sea's pier and beaches.
The 56 square metre, three-bedroom property sleeps four, boasting a private balcony with sea views, a fully equipped kitchen, free Wi-Fi, and on-street parking.
Kent Coast Haven Sleeps 6 To 8 - Southend-on-Sea
8.9 6 reviews
Southend-on-Sea
30/09 – 12/10
NZ$234/nighttotal: NZ$2808 (12 )

Kent Coast Haven Sleeps 6 To 8

2 2
apartment , Allhallows
Haven Kent Coast 2 Bed is a self-catering apartment in Allhallows, Kent, a 1.9km walk from Allhallows Beach and within a 16km drive of Rochester Castle and the Historic Dockyard Chatham.
This two-bedroom, two-bathroom property sleeps eleven guests and boasts free Wi-Fi, private parking, a swimming pool, and a balcony, offering easy access to local attractions.
Stylish 3bdr Bungalow In Leigh On Sea - Southend-on-Sea
Southend-on-Sea
14/07 – 17/07
NZ$624/nighttotal: NZ$1872 (3 )

Stylish 3bdr Bungalow In Leigh On Sea

3 2
apartment , Southend-on-Sea
This apartment is located in a quiet, green area of Leigh-on-Sea, Essex, 2.6 kilometres from Leigh High Street and 3.5 kilometres from the seafront, with Old Leigh, the original fishing village, a 10-minute drive away.
This three-bedroom flat offers 9 square metres of floor area, sleeping up to five guests with a master and second bedroom featuring en-suite facilities, a fully equipped kitchen, and a private garden, plus parking and internet.

Best Southend-on-Sea holiday rentals with parking

One Bed And Bath In Rochford - Southend-on-Sea
9.5 24 reviews
Southend-on-Sea
12/07 – 13/07
NZ$177/nightfor 1 night

One Bed And Bath In Rochford

1 2
apartment , Essex
This Essex apartment, perfect for couples, offers keyless entry and boasts excellent cleanliness and location ratings.
The one-bedroom flat includes a luxurious bathroom, ample natural light, and parking, comfortably accommodating two guests.
Seaside Escape  4 Mins To The Beach, Cosy For Families & Big Groups! - Southend-on-Sea
8.0 4 reviews
Southend-on-Sea
07/08 – 10/08
NZ$553/nighttotal: NZ$1659 (3 )

Seaside Escape 4 Mins To The Beach, Cosy For Families & Big Groups!

4 6
apartment , Southend-on-Sea
This Southend-on-Sea holiday apartment is conveniently located near Southend Sea Life Centre and Southend Beach, a short walk from Southend East train station, offering easy access to other towns.
Sleeping up to seven guests, the four-bedroom property boasts a fully equipped kitchen, including microwave, oven and hob, plus Wi-Fi, on-site parking and a garden.
New! Stunning Studio By Luxiety Stays Short Lets & Serviced Accommodation Southend On Sea - City Centre Nr High St - Southend-on-Sea
8.4 6 reviews
Southend-on-Sea
27/06 – 04/07
NZ$217/nighttotal: NZ$1519 (7 )

New! Stunning Studio By Luxiety Stays Short Lets & Serviced Accommodation Southend On Sea - City Centre Nr High St

1 2
studio , Southend-on-Sea
This central Southend-on-Sea apartment is a 6-minute walk from Three Shells and 500 metres from Adventure Island.
This 25 square metre studio offers a modern interior, a kitchen with an oven and microwave, WiFi, and parking for up to 3 guests.
Little Home From Home. - Southend-on-Sea
9.7 42 reviews
Southend-on-Sea
30/09 – 12/10
NZ$216/nighttotal: NZ$2592 (12 )

Little Home From Home.

1 2
apartment , Southend-on-Sea
This Southend-on-Sea apartment, centrally located and a short 3.2km drive from the beach, offers easy access to the town centre's shops, restaurants, and transport links.
The self-catering flat features one bedroom, one bathroom, sleeps two guests, and is newly furnished with modern amenities.
©2026 cozycozy.com