Holiday Rentals in Southend-on-Sea

721 available vacation rental offers

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Southend-on-Sea holiday rentals
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Best Holiday rentals and Airbnb offers 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

Modern 3br Basement Flat With Outdoor Terrace - Southend-on-Sea
Southend-on-Sea
10/07 – 13/07
£250/nightTotal: £750 (3 )

Modern 3br Basement Flat With Outdoor Terrace

3 2
apartment , Essex
This family-friendly flat is situated in Southend-on-Sea, Essex, offering proximity to the town centre and seafront, with local shops, restaurants, and transport links within easy reach.
This accommodation provides three bedrooms, two bathrooms, and a capacity for six guests, featuring a kitchen with a fridge and microwave, a private terrace, and a welcoming living area, ideal for exploring the coast.
Newland's - Southend-on-Sea
9.5 19 reviews
Southend-on-Sea
30/09 – 12/10
£105/nightTotal: £1260 (12 )

Newland's

2 2
apartment , Rochester
This apartment is located in Rochester, just a short walk from Allhallows Beach and about 16 kilometres from Rochester Castle. It has received excellent ratings for its location, cleanliness, and overall experience.
The property offers 2 bedrooms and 2 bathrooms, spanning 520 square metres and accommodating up to 6 guests. Enjoy a private garden and terrace, a fully equipped kitchen, and on-site amenities like a restaurant, bar, and swimming pool.
Cosy 2br Leigh-on-sea Flat | Garden & Parking - Southend-on-Sea
9.0 47 reviews
Southend-on-Sea
26/06 – 28/06
£197/nightTotal: £394 (2 )

Cosy 2br Leigh-on-sea Flat | Garden & Parking

1 5
apartment , Southend-on-Sea
This two-bedroom Leigh-on-Sea apartment, a short distance from Southend-on-Sea town centre and the seafront, offers convenient access to the beach and local amenities.
Sleeping up to six guests, the property features a fully equipped kitchen, private garden, super-fast Wi-Fi, and free on-drive parking; managed by Pass the Keys for a high standard of cleanliness and 24/7 support.
Apartment ∙ 1 Bedroom ∙ 2 Guests - Southend-on-Sea
10 1 review
Southend-on-Sea
25/08 – 29/08
£188/nightTotal: £752 (4 )

Apartment ∙ 1 Bedroom ∙ 2 Guests

1 2
apartment , Thorpe Bay
This Thorpe Bay flat is located a short walk from prominent restaurants, shops, and public transport links, offering convenient access to local amenities.
This modern one-bedroom flat accommodates two guests and features a fully equipped kitchen with a fridge, freezer, and microwave, alongside Wi-Fi and parking.

Find the Best Holiday Rentals with a Pool in Southend-on-Sea

A holiday rental in Southend-on-Sea with a swimming pool is the perfect complement to a day by the water. Browse our available options.

Meadowside Caravan Hire Haven Kent Coast - Southend-on-Sea
8.3 13 reviews
Southend-on-Sea
25/08 – 29/08
£170/nightTotal: £680 (4 )

Meadowside Caravan Hire Haven Kent Coast

3 2
house , Allhallows
Meadowside Caravan Hire Haven Kent Coast is situated in Rochester, just 10 km from Rochester Castle and a 15-minute walk from Allhallows Beach, offering a tranquil escape by the coast. This spacious holiday home provides 3 bedrooms, 2 bathrooms, and a 39 square meter living area, accommodating up to 11 guests comfortably. The property features a private pool, on-site restaurant, mini-market, children’s playground, and full-day security, making it perfect for families and groups seeking a relaxing and enjoyable stay.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Southend-on-Sea
Southend-on-Sea
25/08 – 29/08
£165/nightTotal: £660 (4 )

Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 2
cottage , Minster on Sea
This ABI Arizona static caravan is situated within Ashcroft Coast Holiday Park on the Isle of Sheppey, offering direct access to Minster Leas beaches and coastal walking routes within 500 meters.
This family-friendly accommodation sleeps up to six guests in three bedrooms and includes a kitchen, Wi-Fi, parking for one car, and access to on-site park facilities such as swimming pools and play areas, with pets welcome.
Cottage ∙ 4 Bedrooms ∙ 10 Guests - Southend-on-Sea
Southend-on-Sea
27/07 – 31/07
£433/nightTotal: £1732 (4 )

Cottage ∙ 4 Bedrooms ∙ 10 Guests

4 4
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.
Haven Caravan Kent Coast Sleeps 6 With Wifi - Southend-on-Sea
9.8 5 reviews
Southend-on-Sea
27/07 – 31/07
£177/nightTotal: £708 (4 )

Haven Caravan Kent Coast Sleeps 6 With Wifi

2 4
apartment , Allhallows
This Allhallows apartment, suitable for families or groups of up to 11 guests, offers a self-catering stay with two bedrooms, two bathrooms, a terrace, parking, and is pet-friendly.
The property includes a fully equipped kitchen, a flat-screen TV and unfortunately, the precise location within Allhallows and its proximity to landmarks are not specified.

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

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

    The Adventure Island amusement park is a favourite for families, and the Sealife Adventure Centre is always a hit with kids. For a more relaxed day out, head to the Adventure Golf course or the Southend Pier.
  • 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.

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

    The summer months, from June to August, are the busiest, so you'll want to book well in advance if you're planning a trip then. You might find better deals if you travel during the shoulder seasons, in spring or autumn.
  • 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.

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

    The Southend Airshow is a highlight, with incredible displays of aerial acrobatics. The Southend Carnival is also a great event, with colourful parades and street performers.
  • What are the best holiday rentals with a pool in Southend-on-Sea?

  • Are there pet-friendly attractions in Southend-on-Sea?

    Many pubs and cafes in Southend-on-Sea welcome dogs, and the Southend Seafront is a great place for a walk with your furry friend. The Adventure Island amusement park also has a designated dog-friendly area.
  • What are the best rentals for families and kids in Southend-on-Sea?

  • What are the benefits of choosing a vacation rental in Southend-on-Sea?

    Vacation rentals often offer more space and privacy than a hotel, and they can be a great option for families or groups. You'll also have access to a kitchen, which can save you money on eating out.
  • 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 top sports attractions and facilities in Southend-on-Sea?

    The Southend United Football Club is a popular destination for football fans, and there are several golf courses in the area, including the Southend Golf Club. For a more active day out, you can also try the Southend Seafront for swimming, kayaking or paddleboarding.

Destinations nearby

Best Southend-on-Sea holiday rentals with a balcony

Stunning House In The Heart Of Leigh-on-sea - Southend-on-Sea
10 2 reviews
Southend-on-Sea
25/08 – 29/08
£210/nightTotal: £840 (4 )

Stunning House In The Heart Of Leigh-on-sea

4 2
house , Leigh-on-Sea
This recently renovated holiday home is located in Leigh-on-Sea, a short distance from Bell Wharf Beach and 5.3 kilometres from Adventure Island.
This spacious property offers 4 bedrooms, 3 bathrooms, free WiFi, free private parking, and an electric vehicle charging station, with a kitchen equipped with a dishwasher, oven, and microwave.
186 M² House ∙ 4 Bedrooms ∙ 8 Guests - Southend-on-Sea
Southend-on-Sea
14/07 – 17/07
£327/nightTotal: £981 (3 )

186 M² House ∙ 4 Bedrooms ∙ 8 Guests

4 2
house
This 4-bedroom house in Southchurch is located 1 minute on foot from Southchurch train station, offering direct routes to London, and is a 10-minute walk to the seafront and a 15-minute walk to Southend city centre's shops and restaurants.
This property offers 186 square meters of living space with flexible sleeping arrangements for up to 8 guests, including a ground-floor bedroom with an adjacent shower room, a garden, and private parking for 2 cars.
Central Southend,2-bedroom Flat, Seaview & Parking - Southend-on-Sea
Southend-on-Sea
04/07 – 07/07
£153/nightTotal: £459 (3 )

Central Southend,2-bedroom Flat, Seaview & Parking

1 2
apartment , Southend-on-Sea
This central Southend-on-Sea flat is situated in the main district, offering convenient access to local amenities and a 1.3 kilometre walk to the popular Three Shells attraction.
This 65 square metre apartment features one bedroom, two bathrooms, and accommodation for up to seven guests, boasting a fully equipped kitchen with a dishwasher and oven, free WiFi, and private parking, with seaviews available from the balcony.
Seaside Escape - Southend-on-Sea
9.9 8 reviews
Southend-on-Sea
04/07 – 07/07
£233/nightTotal: £699 (3 )

Seaside Escape

3 2
apartment , Thorpe Bay
This Thorpe Bay flat is situated a short walk from Thorpe Bay Beach, 2.1km from Adventure Island, and 6km from London Southend Airport.
The two-bedroom apartment, sleeping up to 11 guests, boasts a fully equipped kitchen, free Wi-Fi, a balcony, and parking, offering easy access to local attractions and Southend Airport.

Our Favourite Holiday Rentals with Parking in Southend-on-Sea

Park up and enjoy the coast and local beaches because these holiday rentals in Southend-on-Sea come with a free car park on-site.

Salvation View 2 Bed Apartment - Southend-on-Sea
9.1 6 reviews
Southend-on-Sea
14/07 – 17/07
£137/nightTotal: £411 (3 )

Salvation View 2 Bed Apartment

1 2
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.
Apartment ∙ 2 Bedrooms ∙ 4 Guests - Southend-on-Sea
Southend-on-Sea
27/07 – 10/08
£177/nightTotal: £2478 (14 )

Apartment ∙ 2 Bedrooms ∙ 4 Guests

2 3
apartment , Southend-on-Sea
This Alice in Wonderland-themed flat is located on Leigh Broadway, offering immediate access to independent shops and cafes, and is a short 1.3 kilometre journey to Chalkwell beach.
This two-bedroom, one-bathroom apartment accommodates up to four guests and features a fully equipped kitchen, a pink fireplace, a real piano, and is conveniently situated for exploring Southend-on-Sea's attractions such as Adventure Island and the Sealife Adventure Centre.
Hamlet Hideaway | Sleeps 14| Off Street Parking - Pass The Keys - Southend-on-Sea
Southend-on-Sea
07/08 – 10/08
£535/nightTotal: £1605 (3 )

Hamlet Hideaway | Sleeps 14| Off Street Parking - Pass The Keys

7 6
apartment , Southend
This spacious 186 square meter apartment is situated in Westcliff-on-Sea, a short distance from Southend-on-Sea's town centre, seafront, and transport links, offering proximity to attractions such as Belfairs Wood and Hadleigh Castle Country Park.
This 7-bedroom property accommodates up to 14 guests with a private garden, off-street parking for 3 cars, a kitchen equipped with a fridge, microwave, and dishwasher, and features internet access for a comfortable stay.
56 M² Apartment ∙ 2 Bedrooms ∙ 6 Guests - Southend-on-Sea
Southend-on-Sea
26/06 – 28/06
£163/nightTotal: £326 (2 )

56 M² Apartment ∙ 2 Bedrooms ∙ 6 Guests

2 4
apartment
This two-bedroom flat is situated in Southend City centre, offering immediate access to the High Street, Southend seafront, and is within 500 meters of Southend Victoria and Southend Central train stations.
The 56 square meter property accommodates up to six guests with two bedrooms and a sofa bed, featuring a fully equipped kitchen and access to a shared garden, all professionally managed by Pass the Keys with 24/7 guest support and complimentary WiFi.
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